Sorry if this chapter skips a lot. I'd planned on a few more, but my wife is home now. Hillary is back from her quarantine. I picked her up yesterday. She's already checked my phone and 'authorized' pics and videos that Bill sent me. She erased ones that make her look 'gross and fat'. I've noticed she's checked my browser history on both my phone and laptop, even if she doesn’t think I know. I'm good at wiping stuff. But still, she's here and I won't be able to finish this properly anytime soon. It trails off into stories mentioned in one paragraph. I simply can't keep writing it all out. It's sad as this has like three different tales in ONE TRIP. But I can't write them all. Not on my phone. My output is a lot better when I have a keyboard as opposed to finger fuck keyboard on my phone. Further, I can't edit on my phone (not that I do much anyways). So sorry off the bat....
Back to the story....
The next day I woke up around 7AM, yawning and feeling my dick press against the cage, yearning to get hard. I walked past the master bedroom, my wife, lying on Bill, wearing his FBI shirt, her push up orange panties giving me a decent view of her ass cleavage. She was tanning already.
I walked into the guest bathroom, and closed the door. I knew it would be easier to sit on the toilet and piss in the cage. So I sat.
The door flung open and a yawning Hillary was rubbing her long dark hair. “Oh shit,” she laughed, looking down at me. “He's squatting.” She had a good laugh. “You can't stand up in it?”
I told her I could, it was just easier for me to do. She sat watching. I asked what she wanted.
“Sorry hon,” she yawned again, “I use this one for uh.........you know....” She walked over and turned on shower. I knew what it meant, and what she was going to do. I stood up and Hillary grabbed toilet paper. “Hey now hon,” she wiped the cage. “Let me help you wipe,” she taunted me, implying I was a girl. It hurt, but it was arousing she knew how to play this game so well. While I left, she told me to get her a french vanilla swirl coffee with sugar and cinnamon, just the way she liked it.
I went for a run, and stopped at the coffee shop to finish my run. We already had three more muffins, so I just bought three coffees. I walked back, and went inside the suite. “Got coffee,” I shouted, but got no response. I walked down the hall, and past the main bedroom door. Bill was behind my wife, pushing his cock in and out, and my wife was bent over in front of him, her hands on the bed. They were in front of the bathroom door, Hillary's orange panties down by her ankles. She still had on the t-shirt, as a nude Bill held her ass slamming his cock in and out, causing her ass to ripple.
“PUT IT ON THE COUNTER....AHHH.....UNNNNHHH!” Hillary shouted, not looking over to me.
I kept walking, my caged dick feeling the pain. I placed the coffees on the table, and heard my wife moan. “OHHHH BABY....I LOOOOVE CUMMING IN THE MORNING!” She shouted. “I LOOVE FEELING YOU CUM IN ME!”
“AAAHHHH SHIT!” Bill groaned. “Shit....shit...shit.” He huffed. “Whooo,” he shouted and I heard a loud slapping noise. Hillary laughed.
Hillary came out minutes later, and I heard the shower running. Bill's shirt was tied below my wife's tits, and her orange panties were back on. I could see the red hand prints of my buddy, he had been spanking her ass, and she wanted me to see it.
She insisted on having a smoke and a coffee on the deck. She wasn't eating, trying to not 'get fat', which made me worry, since she was pretty toned now. Still, we went out, and she sat in a law chair, her knees and feet on the seat of the chair. Her legs were pulled up by her chest, giving me a view of that camel-toe and bottom of my wife's ass in the sheer panties. Her pussy mounds were still puffy and the sides were visible on the edges of her panties. She wasn't a smoker like this, so it turned me on to see it each time. “It's so relaxing,” she puffed her smoked. “No city, no jobs, no ******, no crazy friends, no deadlines, no having to get up,” she pushed smoke out, and flicked her ash. “nice people, great weather, great food, great sex,” she sucked in smoke and stretched her arms, then blew the heavy smoke out. “I could move down here.” There was a sense of serenity and honesty to it all.
I looked between her arms were wrapped around her knees on the seat. The crotch of her panties was getting soaked with something. I knew what it was, but still my mind was in disbelief. As she rambled on about how 'awesome' Florida is, and how 'nice' the people were, my eyes watched gobs of cum seep through my wife's panties. My cock was aching to push from its cage.
A side note:
Bill LOVES to creampie my wife. I've said it before, that Bill DOES not like to jerk off. Hates it in fact. Says he isn't '15 years old'. So naturally he hates pulling out. He also hates condoms. He won't wear them. My wife HATES them as well. Bill has told me time and again, that his dick was MEANT to cum inside pussies. It's the point of a dick. And Hillary LOVES being cummed in. She thinks it feels wonderful, and hot and sexy. But no, my wife isn't nor has she never been on birth control since I've known her. She cant afford insurance, and since we don't have common law recognition where I live, she can't get it.
I've said that Bill doesn't give me shit. Well, not always, but he does. We're rivals, and always have been. But he's always good when talking about Hillary or sharing a picture of her ass to refer to her as “Hillary”. Not so when he's talking 'creampie's'. Bill constantly texts me when they're together that he 'creampie'd' my wife. Not Hillary....my WIFE. Before Orlando he claimed to have gotten 27 creampies outta my young wife. Which SEEMED on the high end, prior to this trip.
Before you ask, Hillary is GREAT figuring out her menstrual cycle. She does NOT let Bill creampie her when its a dangerous day. Recently, during all this quarantining and my 'Q&A” sessions with my bored cuckolding wife, she explained that on dangerous days (which they suffered through since being quarantined) Bill has sort of a 'thing' that he does. I have been calling it a 'finishing move' if you will.
For anyone out there who wants to know how to 'finish' without having to jerk off, my wife says this works for Bill.
On peak ovulation days, Bill HAS to pull out. But he's NOT going to jerk off, because that's like cooking a steak, and having to eat beef jerky when its done. Instead, Bill puts Hillary's feet on his shoulders. He loves feet, and he kissed them a lot when they're up there. She HAS to be on her back. Which goes against they're favorite positions of 'doggystyle' (side not to the side note: they love doggy, and almost always finish sex in this position. 'You can still watch TV', my wife says). When Bill's ready to cum, he pulled out, and puts her feet around his dick and 'fucks' according to Hillary. She still laughs about it to this day. He just has to lean forward, because if not it's lined up for a terrible accident when he shoots his load (Hint: Cumming all over an open pussy makes pulling out pointless). If there is time, Bill will eschew the feet and work his way up to fuck her tits.
My buddy (the freak one who knows all this and jerks t my wife) once made a joke to me and Bill at a bar, that was particularly funny.
Hillary's body: the only place in the world where a pearl necklace is worth less than a creampie. LOL!
With all that said, Hillary recently admitted that she doesn't think Bill's either A.) as affective at pulling out as he thinks, or B.) he's pulling out later than he admits. She says she 'knows' Bill's loads. A normal Bill load is about the size of my load after days in the 'cage'.
Last summer, when they were in 'their little city'. The place half-way between my Hometown where Bill lives, and the City I live in, where they have met a few times. According to my wife: Great little cheap suite hotel with big suites a cool dive bar, a great sea-food place and pizza shop to DIE for; all in walking distance of the hotel. This particular outing, she noticed Bill was leaving some things behind inside her. Hillary said she'd piss and then feel and see a LOT of cum dribbling out.
Long ago, I thought it wasn't anything but a mistake. Heat of the moment. But now we both think Bill has nefarious intentions. We'll get to that.
Back to the story:
Bill came out of the hotel room in Orlando, in his swim trunks and a white t-shirt. He was ready to go to the pool. It was a 'easy' day as Hillary called it. We had a alligator tour, and then nothing really. We were gonna hang out around the resort. The next few days were going to be packed with things to do.
First, we all went to the gym. My wife dressed in tight yoga pants, and I watched Bill help her do several sets of DEEP squats. I mean DEEP. He was behind her looking at her ass. Then I noticed Bill already had ANOTHER erection as he stared at her ass. I knew he took Viagra, sometimes Cialis, sometimes Tiger-X and sometimes Samurai-X (both BAD supplements if your caged up trust me). He was sort of using Performance Enhancing Drugs like a baseball player. Instead of getting strength to hit balls with a big bat. Bill was making sure the bat was stiff so he could fuck my wife. It looked like she noticed too in the mirror, and then looked at me when she dipped down and smiled and blew a kiss. She kept doing squats, teasing us both.
We went back to the suite, and drank a beer, and Hillary got up and went to kitchen to pour more coffee. She handed Bill a full mug, and the way they moved about was effortless and carefree, with a relaxed look on their faces, and glowing smiles. I wondered what I looked like, straining in a cock cage, yearning for a release that wasn't coming.
Hillary got ready in that sexy black bikini that wraps around her body, pops her ass out for a great view, and covers up any gut. We happily walked to that snaking 'lazy river' area of the resort. We headed straight for the small 'tiki bar' and grabbed buckets of “Mai-tais”. Strongest thing on the menu. Supposed to be shared between three people. We each got a bucket each. Which meant we got nicely buzzed early in the day around 10 AM.
I watched Hillary and Bill in the pool, splashing and flirting and kissing. I was sitting at the tiki bar, on a bar-stool, watching them make-out and share tongues. Hillary had gone from playfully flinging Bill's erection to groping it. Part of me wondered when someone would ask them to leave. No one did. My wife had on big glasses, and was sipping her bucket against the back of the river wall. She was joking with Bill about something and giggling. They looked SO relaxed, I thought. I envied Bill then not for being with my wife, but for looking so well relaxed.
“You look tense,” the elderly man from the other day sat down a few seat down from me, leaving a seat between us. He ordered a corona with a lime. The man introduced himself as Jarrod, and I was shocked people with that name existed. We chatted about the place for a bit, and he seemed laid back, and more akin to be from Georgia than Florida, but what did I know. I can't really tell you what he looked like, just a skinny older man, not ugly, not particularly handsome (I don't know). Just a man, in a Hawaiian shirt, with board shorts and birkenstocks. The thing about this guy, was that he stared at my wife through those raybans of his. I was staring too, but trying to hide it (probably not well). I asked about his wife, and she took the kids to a theme park. They traded days. Too hectic.
Hillary and Bill eventually came over, Hillary had put her wedge heels back on, probably to look every bit as sexy as she could. Hillary greeted Jarrod with a smile. She sat between us, and I noticed her legs crossed towards the laid back elderly man. His eyes were on her crotch as she ordered a drink. When the bartender asked 'what'll it be', Hilary noticed the man's Corona and Lime. So she said that is 'perfect'.
“Whatever the lovely young lady wants is on me,” Jarrod nodded to the bartender.
She blushed red, and smiled. Soon they were drinking and clinking beers together. Bill wanted to go check the sports scores from last night inside, and 'hit that arcade up'. But I was WAY more interested in what was going on with Hillary. She seemed enamored with this smooth talking elderly man. She DID like older men (clearly, as I'm 13 years her senior).
Bill dragged me around, and I kept looking back to see Hillary laughing with the man. Bill and I played some dumb games, and Bill won a small stuffed unicorn gold-fish in a crane. We walked back, and Hillary was now facing out, just like the laid back elderly man. “Hey boys,” she waved. “did you go to the arcade?”
I nodded. She smiled. “What did you win me Bill?” She looked at him and he pulled the unicorn out from his pocket. She put it to her face and rub it on her chin. “Sooooo cute,” she stated. She pointed to her new bestie at her side. “This guy has a yacht!”
The man corrected her. “It's just a speed boat.”
Bill walked over, and asked what type of boat. And whether he fished off of it. The man's face picked up and then his mouth began to tell tall tales. Bill and he were laughing, and Hillary chimed in. I was suddenly a fourth wheel (though that would make things work). I was more a flat tire, to the other working wheels. For a good ten minutes I was out of the loop. I remember Hillary leaning in to point to a 'Hard Cider' she wanted, her left wedge heeled foot lifting off the ground. Bill's arm was around her waist as he attempted to assist her explain what she wanted to a confused bartender. Jarrod, the old man, was showing just what a perv he could be, sneaking a big view of my wife's ass by leaning back. He shook his head as he stared with a smile and a playfully wistful look. I noted now he was erect staring at my wife's tan ass. She came back down, and the three continued to chat. A quick look at the young bartender with the tats, and he was staring at my wife's ass, as she now faced away, shaking his head, cleaning a glass with a smile. He too sported and erection. With a sigh, I looked down, not wanting to be the only one who was without erection at my own wife. It was shameful for me in my cage. And made my cock tingle even more.
Hillary finally turned to me to say she needed to stop drinking and we had to get going to the gator tour.
“I gotta piss first,” Hillary was standing up.
I couldn't get past her sentence earlier. “What makes you think Bill won you something at the arcade?”
As she got her purse, and looked through her phone as she prepared to leave, she said something that floored me, and I won't EVER forget, in a matter of fact, nothing important kind of way. Something she'll probably NEVER remember. She smiled at me, and stated “Bill always wins,” she kissed my forehead, and then shot back looking to see if the older man noticed, but he was engaged with Bill. “I'll be back in a second. Get Bill ready to go.” She walked away, swaying her big ass.
'Bill always wins'. Three simple words spoken by my wife, that sent my heart sinking and had my balls tingling for some reason.
More side notes since I may never finish this story:
First of all, as to why I get excited by such things, when its clear she's 'preferring him' over me, is complicated. I've heard TWO decent theories about WHY I'm a cuckold in the manner of the 'third wheel' to my own wife kind of way.
Theory 1: Hillary's Theory
Hillary's theory is that it's something I did growing up. I screwed up my sexual preference wiring. She says that most kids will slowly develop their kink in high-school and it will evolve into when there adults. Some people like boring girl on guy missionary sex, some people get weird, some like Manga porn, some people like gay porn, some people like interracial porn, some go down VERY dark paths. All of this, like being a cuckold, is learned early on.
My wife, turned sex therapist, sat with me ***** and asked about my earliest memories of masturbation. I had always had a thing for a neighbor on the back street. She was my friend since we were young, and she was pretty, but plain, people would say. I knew she was hotter than that, with a nice firm ass, and pretty firm tits. I won't go into it too much, since we were REALLY young. This is the girl Bill invented the 'game' with. There were rumors they had sex, but I never believed them I always had hope.
I recall the day as if it were yesterday when it all probably changed (according to Hillary). I was sitting in the living room of my female friends house, we were all drinking natural lights (again we didn't know), pretending to be *****. My neighbor friend had another girl over and Bill was hitting on her hard. I recall my friend who I had a crush on go upstairs, and come down, in a skirt with spirals to her crotch, and a tight green top, with brown high-heeled ankle boots, full make-up and straightened hair. She looked lovely. She sat with me and asked how I was doing.
That was my first erection. Not my first erection per se, but the first one not linked to a magazine, a dream, the TV and other things brought about by uncontrollable urges. It was my first erection to a person that I was attracted to, and in real life. I felt like I was on top of the world as she was talking to me. Naturally when Bill took her away I was still erect. I couldn't help it. We all heard the bed upstairs. And Bill showed up the used condoms later. A legend of them was born, as happens in small towns.
Still that night I masturbated for the first time in my life. To my neighbor in that outfit, that she'd worn to seduce Bill and make him jealous. It didn't stop then, and I did it a lot to my neighbor.
A year or so later, and my one buddy's girlfriend brought a blonde. A gorgeous young blonde with HUGE breasts. We all tried to get her, and I came close, but at one point she said “let's be friends”. Then she fucked Bill.
I recall seeing her at his house, coming out the back, in a bikini. That 'Day bow bow” song played in my head, and I again was unable to control my urges. I spent most of high-school and some of college masturbating to Bill's sexy girlfriend.
So Hillary says that when my 'ex' left, I was getting an erection because its EXACTLY what I'd been used to seeing. A girl, who denied me, getting slutty for Bill. Masturbating to Bill's 'hot girl' who didn't want me and I couldn't get. Its what I've known since I first got hard.
Theory 2: Cuckold Science:
My buddy Robbie who is also a cuck on another board (and a scientist), says it very scientific and evolutionary in nature. He says that humans are just apes. And we are social creatures like other apes. That when a female comes into a group the males want to naturally mate with her. When she is a fertile attractive female, the males all compete for her like they compete for other resources. That the women will choose the 'alpha' male mate with. He says its OBVIOUS that Bill is the 'alpha' of our crew, and women know this, so if we bring one around he will most likely end up 'mating' with her. This includes my wife. He said long before she found out about Bill, that if I brought her around him, they'd have sex, whether I knew it or not.
He says when I'm watching her in line with him, and they're affectionate and I get aroused its because my body is acknowledging I've lost the competition. That my body senses that the attractive fertile female (aka my wife) has chosen the alpha to mate with. While my mind might not think about breeding, he says your body is thinking about breeding. That my erection is a knee-jerk reaction, as it believes it is losing the potential to breed the female. So the libido kicks into overdrive basically begging you to "breed her" before the competitor does. Which, my own body believes is only a matter of time before he does.
So basically my body is PISSED she's choosing to have a baby with my buddy. According to my science friend.
His idea KINDA makes odd sense. So does hers. Maybe both. Lol!
Still on the side note:
She didn't just stop by saying “Bill always wins”. She often reminded me. She told me he wasn't a rival, since a rival is someone you compete with. I'd never really competed with Bill. He beat me out in basketball, soccer (everyone played back then) and baseball in high-school. How she found that out? Bill. Sure, it was true but whatever.
She asked once if he 'bullied' me in high-school, and I said no. But she managed to sort through FOUR year books to find one were Bill had me in a head lock giving me a noogie. Like a small window at the bottom of a collage. Really?
When Bill and Hillary fucked at the Dirt Path and the Power-Lines (where all the townies fucked in high-school), she made a point to 'stick it to me' that SHE had sex up there, how come I never had. “Everybody does it,” she texted me followed by laughing emojiis.
Hell...if anyone was my bully it was her.
Back to the Vacation....
Hillary left, and I was floored, rattling cage and all. My heart pounded, and when she came back and sat between Bill and Jarrod, I felt DOUBLE cuckolded if that is possible. Almost as if I shouldn't be there. Soon it was time to leave, but Jarrod made sure to invite us 'all' this time on his boat Tuesday. But Hillary told him Bill's leaving Tuesday. Jarrod had the quizzed look of a man trying to figure us all out. I was shocked she lied, as Bill was leaving Wednesday.
We walked back to the suite, and my balls were swollen and painful from non-stimulation. It was time to get going to the gator tour. But Hillary said she wasn't leaving “until I deal with something.”
It was around noon, and I went for a smoke, by myself, not even realizing I'd left them alone, just trying to scratch that nicotine itch. I came back inside and I heard grunting from the bedroom. Bill was SWEARING a lot.
“FUCK....FUCK.....FUCK....FUCK!” Over and over. So I crept to my spot next to the open door, looking into the guest bathroom mirror. My wife, in that bikini was on her hands and knees sucking Bill's dick, her dark hair pulled to the side, her dark maroon lips coating his cock with her lipstick. Their eyes were locked, and Hillary was looking up from her knees, but she looked to be in complete control. The smacking and sucking noises filled my ears, and my balls hurt more. Hillary gripped his cock base and sucked hard and slow down the entire shaft and back up. I don't know how long they'd been doing this, but he didn't last too long past a few deep sucks. His torso bent over slightly, and he increased the pace of his “FUCK..FUCK..FUCK! FUUUUUUCK!” He finally groaned, and to this day I swear I saw his left nut raise above the right in his sack, and sort of plop over and back down. Hillary's eyes closed and she stopped moving fast, slowing her pace down as she moved forward on his cock. She pulled back slowly, making him groan. “HHHHuuuuuuuuuhhhh,” he sighed, when she reached his cocktip, keeping the very tip of the tip where the hole was, over her mouth. Her eyes opened and still locked on his now closed eyes. There were still beads and ropes of cum dripping down his shaft, but my wife lifted his dick and licked the drops off.
“Let's go,” she stood up, flinging his erection down with her palm so it bounced up and down. “no more boners today babe,” she walked to the bathroom.
I left to Bill running his hands through his hair, catching his breath. He came out of the room two minutes later, shorts on now, and ready to go. That was quick. “Smoke?” he asked, and I agreed. We went outside and Bill was smiling. “Ahhhhhh,” he let out a content grumble. “What a fucking place, huh?” He was looking off into the distance, into the clouds. “I could move here.” He got up and opened the sliding door (the deck was in a mesh enclosure to keep out bugs. Lizards ran all over the mesh. Bill pulled his maroon colored cock out and pissed. I know he wanted me to see her lipstick on his dick. Of course he did.
Hillary came out shortly after, still in that tight top, that wrapped around her stomach. But now she covered her ass in short denim shorts, that didn't REALLY cover much of those tan cheeks. She had a thin white jacket over it, and was wearing those heels she was threatening to walk into the ground. Her large brimmed glasses again completed that Insta-influencer/Diva look. I was staring, and she was clicking her fingers. “Let's go dude. Get ready.”
Apparently I was the problem. I changed and we packed into the car. The drive was a LONG one. IT was Hillary's turn to drive. Bill sat in the back. This was unique fro this trip, I thought laughing. We stopped for gas, and I remember Hillary and Bill taking a piss inside, and coming out. Hillary was shaking her head. “Does everyone in Florida wanna fuck me,” she was looking back at the gas-station store annoyed by some rednecks (sorry Florida).
We got to the gator tour, and it was actually REALLY REALLY fun. I was forced to sit with the 'kids' in front. A married couple sat in the back next to Bill and Hill, while they're two kids sat up front with me. Two things about those tours. Number one, lots of bugs for the front row. Wear a mask or a bandana. I ate bugs like it was my job, and drank them down and suck them into my nose and eyes. Meanwhile, Bill and Hill back there on the second floor of the air boat had a lovely old time capturing pics of gators. I couldn't take too many with the bugs. Still, I enjoyed it immensely and we made plans to return in a year.
I'm not gonna bore you with the rest of the day. It was the same. We got back to the hotel. Me and the dynamic duo Bill and Hill went back to the beach bar, drank, chatted, dipped in the pool. They kissed, flirted and played. Bill FINALY had lost his erection.
We went BACK to Epcot, since we got a two day pass. We spent the day walking BACK around and I followed Bill and Hill. At 9PM we went to the rim of the big lagoon which the countries all wrap around. The light show and fireworks show began. It was QUITE amazing and brand new apparently, having just started that month. Kids and their parents and the elderly seemed as delighted as I was to watch the spectacle of lights, fire, and water and explosions. Better than I recalled the old one being.
“What was your favorite part,” I asked them twenty minutes later as we exited. Hill and Bill walked hand in hand in front of me.
Hillary turned around, “I liked the Globe thing,” she made a reference with her hand.
I laughed, as I didn't recall what she was talking about. Maybe I'd missed it, but that sounded like the old show. Hill and Bill couldn't be held responsible for a bad memory. They hadn't watched a thing. Like several other young couples around the Lagoon, they sucked face hard for almost the entirety of the experience. Hillary was playing with Bill's returned erection as we rode the tram back to our parking lot.
Back at the resort, we got last call, and Bill and Hill retired to their bedroom. I was shocked when they closed the door. I crept close but only heard the sound of a hot-tub running water. It was only 11PM, and I was awake, alive, and tense in the balls. I waited up, and drank, watching reruns of MacGuyver. Anxiously, I hoped Hillary would take the time to play with me. Around 1130 PM. I heard creaking from a bed. Slow at first, and then constant and non-stop for ten minutes.
“OOOOHHHHH MY GODDDDDDD!” My wife shouted loudly. Then the movement stopped. The entire suite was silent.
I stayed up until 2AM, and my wife never came out.....DAMN.....
The next morning, Hill and Bill woke quite early, as spry as ever, and I was groggy. It was like 7AM. They went for a run and a workout. They came back with coffees, and energy drinks. Hillary insisted we get to Islands of Adventure EARLY like old people like ME. Making sure to point out I was the old one. Despite Bill being almost three years older.
It was Bill's turn to drive, and I expected Hill to play with her Bill in the front seat. She didn't. And we ate breakfast at Voodoo donuts in City Walk. If you get a chance to go down there. TRY those donuts. Cheap, rich, delicious. I watched them share four, while I ate my own.
Hillary's ploy to go early worked out PERFECTLY. We had a blast, getting ***** (flasks) and getting on ALL the rides. The Harry Potter ride was the only REAL wait (mid-October and all). We waited THREE hours for that stupid fucking ride, and at one point Bill angrily left to pee but was able to get back in line and ride with us. It wasn't an exclusive Hill and Bill thing this time. Sometimes I was with Hill and sometimes I rode with Bill and sometimes we all got to ride.
Another MUST down there, the HULK roller-coaster. Even Hillary LOVED it. It doesn't give you that 'anticipation' problem that people hate as they slowly creep up a large metal hill. It just shoots you out. We ended up riding it TEN times. No lie. TEN times. Yes, we all took Dramamine.
We stopped by Disney Springs again, not really on the way home. We all just loved the atmosphere. Hillary shopped, and so did we. We bought a shit load of cigars (Disney logo lol). We even stopped at the Irish Bar, and those same two guys were leaving, the ***** rednecks when we got there. Hillary smiled at the bald one and whipped her hair blushing, and he smiled at her and held the gate. He got a look at her tits in her tight gray t-shirt, and her ass in her bike shorts. The two debated about staying, but Hill and Bill's PDA kinda decided for them.
When we got to the suite, I knew what was coming, and I was nervous. I sat around drinking, wondering what I was going to do. Bill used the guest bathroom, and got ready. Black jeans, a black collared shirt, slick hair and black sneakers. Better than usual.
When Hillary came out, my cage rattled, as she wore her shiny silver club top, tight black jeans, her wedge heels, a black leather jacket. Her make-up fully done, her long dark hair straight down. Those sexy black glasses. And DARK maroon lipstick. She walked into the guest bedroom, I couldn't see what was in her hands.
She was checking her purse and put 60 dollars (my own, but whose counting) on the kitchen table. “Get one extra pizza babe,” she told me. “And some extra wings to munch on for a few days.”
Bill went out to smoke. Hillary walked up and grabbed my hand. “Have a relaxing night babe. Seriously.” She pointed to the room. “You can use the hot-tub,” she said as if she were a mom talking to a baby-sitter. “Have fun,” she rubbed my face, “I left some fun stuff for you in the guest bedroom.” She kissed my forehead. “Enjoy the night hon, really.” She was looking through her phone. “If I were you, I'd go in the hot-tub the minute we left, spank it, relax. Order pizza,” she walked to the fridge and grabbed a beer, “go get a whiskey at the bar while you wait.” She held the beer for me and I cracked it open for her. “come back, eat, relax, crank it out again, and get some good sleep.”
Bill came back in, and Hillary chugged her beer. They took a shot, with me, of Tequila, and then of vodka. I watched them holding hands as they left for the night on their date night.
I went to the guest bedroom, and on the bed was some lube, and three pairs of panties. All “PINK” from Victoria secret. A pair with palm trees, a black work out pair, and a sort of leopard print thong. On the nightstand was a folded note with a dark lipstick kiss.
I opened the folded note. There was the cage key, and it slipped out onto the table. The note read: Enjoy your night hon. All those panties are used. No cum on them. Fuck em, sniff em, whatever you want. Love you.”
I quickly undid my cage. I watched my cock poke out like it was a puppy opening its eyes for the first time. As I slowly got erect, I sighed in relief. “THANK GOD!” I moaned, feeling an erection for the first time in two days.
I did EXACTLY what Hillary said. I made my way to the hot-tub with her black work-out panties, and got naked. Within a half hour of them leaving, I was pumping my dick, but using shampoo provided by the hotel. I hated the lube. Sniffing my wife's essence into my nose. I was masturbating while she was on a date with my buddy. To say it was a satisfying orgasm would be a lie. I came so powerfully that I had to move my head to the side, as cum sprayed on the back wall. It then hit the end of the tub, and then my stomach. I sighed in complete satisfaction. It took me a bit to clean the bathroom. No evidence.
I think it was about 8, but I wanted to eat. So I went down to the place to order pizza around the corner from our suite, and got a whiskey.
“You look MUCH more relaxed,” a voice spoke, and a hand hit my shoulder. It was Jarrod. He sat wit me and bought my drinks. “Where are they,” he asked.
“Giordano's,” I said, as they went for DEEP Dish. It was a chain, but I heard it was good.
“Nice,” he said, and sipped his drink. “Good atmosphere, not too romantic, but ya gotta give those two some private time.” I wasn't sure what this man knew. But he must suspect something. “Man,” he said. “She's a hellcat that one. Lucky dog your friend there.” He was staring at the TV, “bet she can bring ANY man to his knees and thank the lord GOD.” He laughed. “You can just tell.”
We parted ways, and he asked again if we'd like to go on his boat, but I politely declined. I made my way back to the safety of my own hotel room, and ate pizza alone. Wondering what was going on. Hillary texted me that the pizza was TO DIE FOR. We'd have to go there. She then said the wings were FRIED AND GRILLED and that I'd 'cum my pants' just eating them. As I smoked outside, she asked if I was relaxed and I told her the truth. I kinda was. She sent smile emojis. She then asked if I was 'done' for the night with and LOL. I told her that I kinda was. There was NO way I'd cum again. Not after what just occurred in the hot-tub. But she told me that 'I'd be going again soon'.
Sure enough, Bill sent me a pic of my wife's cleavage. Her huge tits in that top, and jacket, her hair off to the side. Something so erotic about that picture and who it was and where it came from. I found myself jerking off ten minutes later staring at her breasts. My own wife's breasts, that my buddy shared with me. I had another MASSIVE orgasm. This one put me to sleep right in the tub. I woke at about 11, and was scared they'd be standing over me.
Instead, they weren’t home. Ten texts from my wife of 'whether I died'. I responded, and then slumbered over to the guest bedroom, plopping in the bed with Hillary's other panties. I managed to kick the door closed and fall asleep.
I had a dream about work, but it soon changed as my dick was being serviced. I awoke wit ha start, the lights of the room still on, and my wife was sucking my cock. She was nude from waist down, but she kept that top on, and I watched her tits bounce as she sucked my flaccid cock.
“Hehehehe,” she laughed. “How much DID you jerk off,” she asked. She continued sucking my small floppy dick. She was too good at cock sucking for me to deny. She sucked harder than before and I winced in actual pain. She looked up, “This is like sloppy thirds on Bjs hon, sorry,” she laughed and pulled my meat back into her lips. She managed to hit pay dirt moments later, when my cock half hardened and spewed in her mouth.
“FUCCCK YEAH!” I groaned cumming in her mouth. “Hhaaaaaahh,” I sighed, smiling.
My wife walked out the room, and spat my cum into the toilet. “Love you hon,” she called and closed the door.
I fell asleep instantly.
The next day, we got up sorta late. Moped around, and Hillary went to the city to get a tattoo, while Bill and I got lunch at a steakhouse. The tattoo was something on her foot, more words (I can't even remember which on is which. She has a lot of writing on her feet. Something about 'no regrets'.) We all drank at a few bars.
That night we had a Knick-Magic game to go to. However, as Hillary casually joked, I didn't have a ticket. She gave mine to Bill. She got dressed up again, this time in another tight floral top, black pants and the wedges. She actually SNAPCHATTED her friends and me with “Fuq da Knicks”. Her friends were Knicks fans. And Hillary stuck it to them.
That night, I ended up sitting several seats back from them, as they kissed, played, and flirted. Yup, she got on Jumbotron twice. Once for shaking her ass to applauds and another on the Kiss-Cam with Bill.
I don't wanna bore you with the same thing. Sorry. We did end up getting more drinks out, and the retired to the suite. I was in my cage again, and they went inside the bedroom. Closed the door. It was later.
This wasn't like the other night, as the bed creaked ALL night. “Uhhhh....uhhhhh.....UHHHHHH!” From my wife would signal another orgasm.
I don't always snoop, but I saw Bill snap a photo of my wife in a dress a few days ago, and he didn't send it to me. Or our buddy. So I was curious. I know Bill's code. I watch him put it in. He doesn't hide it and he yells it out as a joke. For some reason. What I saw I'll explain in a bit.
Bill left the next day. They did kiss deeply goodbye. But I almost expected a cry. She didn't. Instead she smiled and shrieked about Halloween Horror Nights. Then we got back and had great sex. GREAT sex. She changed the sheets to.
We went to Halloween Horror nights and got through ALL the houses. Except Ghostbusters. Recommended that you get WASTED as lines are long. We did all house ONCE, but didn't finish until 2AM. We even got on the Rocking Rollercoaster a bunch, as they left rides open.
Then we had great sex AGAIN. That night. And in the morning.
The next day we hung out at the resort pool. Here is where I'm shortening A LOT of this story. At some point Jarrod showed up. We were already wasted, and ready to go BACK to Halloween Horror Nights (I think). I just recall being on the lazy river watching Jarrod flirt with my wife. Her legs crossed towards him, laughing it up. His ****** was at a park. It was his 'wife's' turn to take the kids.
I came around twice, and on the second time, they were gone. I was nervous, and excited. No longer in a cage, I was erect as FUCK. And I'd had sex three times in 24 hours. They weren't gone but fifteen minutes. I sat at the bar debating whether to text her, but honestly, I had made one more round around the river. And sat for ONE drink and they were back. Jarrod was smiling EAR to fucking EAR. He put his hand on my shoulder and bought us all drinks. He kept looking AT ME and smiling. Shit ass grin. Kept rubbing my shoulder. Said I'm so lucky, he just kept repeating.
His wife and kids came back, and his wife was pissed. “You remember young Hillary and her husband,” the laid back man smiled. She'd met us briefly a few days back.
The woman, a few days ago, was relaxed as Jarrod. Now she looked BEAT THE FUCK UP! She looked at Hillary in that black bikini and shook her head. “Yeah, it's YOUR turn,” she said pointing to the kids.
Jarrod patted me on the back, and squeezed. “I gotta go,” he paid another LARGE tab but did it smiling and laughing.
“She looked pissed,” I laughed about his wife.
Hillary leaned in. “She should be. I just sucked her husband's dick!” She lifted her hands, and cum was still in her fingers. “I knew you might not believe me.”
I was floored, jealous, angry, and...well...aroused. Hillary kissed me and grabbed my dick. I pulled back, and she laughed and swigged her alcohol.
We were GOING to go back, but we spent that night screwing in the hotel. Sweaty sex. She told me the story of how she brought him to our room, on the idea she had cigars. The minute they got inside, they looked at each other and started making out. Hard core sucking on tongue. She let him play with her tits and suck on them. “He stared at em all day,” she laughed. And grope her ass.
She said she dropped to her knees, hard, and had the bruise to prove it. She pulled out his cock, which wasn't bigger than mine (by much...thanks Hill). White hairs that made her laugh (now not then), and a musky smell. She said she sucked his cock for TEN seconds. Her good hard suck, and he was cumming.
He was LITERALLY Thanking God, she tells me. Then they came back. Ten minutes. That's all. Changed his life.
She had him buying her heels that night. He's her Sugary Daddy and is to this day. For pics and some naughty stuff she sends and Facetimes him, she gets her phone paid, and shoes. I don't care, as it saves me money and its hot. She doesn't have to even fuck him. He keeps TRYING to come up here or pay for her to come down there. Hasn't happened. Maybe.
The trip didn't end. We had two week time-share. She was a woman OBSESSED now. We went back to Halloween Horror Nights, and met an off duty “Belle” actress who hung out, got wasted with us, and ended up making out with Hillary. I'm pretty sure she was a lesbian, and wanted to fuck my wife. Hill TRIED to get her into bed with us, but no luck. Guess I wasn't going to be part of that party. I told Hill to get her number but somehow she forgot.
So we hit up more parks, and then would got to Disney Springs. Hillary was LOOKING for someone, and I knew it was those rednecks. She insisted they'd be back, and that her and the bald one (that looked like the gay husband on Tiger-King) 'shared a moment'. Sure as shit they showed up night two of us going there.
The four of us went BACK to our hotel. Hillary flirting HARD with the 'leader' of this group. And yeah, they kinda put me down. Who wouldn't. We were all smoking, and Hillary went inside. Then the bald guy went inside. I wanted to go inside and see what was happening, but his fatter buddy told me to 'chill'.
I still heard the bed through the wall on the deck. It got WORKED for a good fifteen minutes. I heard “OH FUCK! OH FUCK! OH FUCK!” That ENTIRE fifteen minutes.
They came back, Hillary back in her top and jeans smiling like she was a kid on Christmas. They left and Hillary was laughing. “He has a HUGE cock.”
She sucked my cock on the couch, while she told me in that 15 minutes, he had her bent over, then her on top, then her with her legs by her head on her back.
The next day was another park, and then a nice sea-food dinner. It was then she asked permission to go on a date with the bald redneck. Which I granted.
The guy took her to see a movie, with that fat friend, and his fat girlfriend from the week before. She became 'besties' with the fatty. They all went back to Baldy and his buddies place. Hill said he had a fucking ZOO of animals. A snake, a ferret, and parrot, two dogs and two cats. Lots of jokes about 'petting the snake'. I could write a story about how her and Baldy went to his room, while the other couple went to theirs. They 'competed' on screams and headboards as they fucked all night.
I fell asleep after masturbating until 2AM. Awoke to her sucking my cock, talking about getting the “SHIT FUCKED” out of her. I could write a story on that alone. I don't even know his name. I'm not sure Hillary does.
She told me NEVER to tell Bill. As he would get jealous. This was odd, and its one of the reasons I'm finishing the story so quickly.
Sorry, but I can't write page after page.
FINAL QUARANTINE UPDATE
Hillary is BACK from Quarantine, and I've written what I can while she is in the bath. She's been home for two days, and when I picked her up from my house, where she stayed with Bill.
I spent yesterday and today GRILLING her for every detail. About the routine they got in (which she wants to try with me now). Sex in morning, breakfast, run, emails, TV show, lunch, weight lift, hike, dinner, hot-tub sex.
They had a nice night that last night, and I lost the bet. She admitted to fucking Bill on the beach. She said it was kind of nice.
I asked about anal sex. Hillary said they had it a few nights a week to break up monotony. I've never had anal with her. She also said they've had anal sex about 25 times now. Once in Orlando, after 'date' night. It's not big deal, but she stills says that I'm 'not ready'.
She is saying she has to end it with Bill. It's getting too nuts, and she's pretty sure his mom is trying to get her pregnant. Hillary said when they first got quarantined Bill's mom asked about groceries they needed, and Bill's mom asked if Hillary needed "woman items" aka pads or tampons. Hillary told her she just had her period.
She does that so she is NOT with Bill when she ovulates. Specifically because since August, Hillary said Bill was getting needy and wanted EXCLUSIVE rights to her pussy. That means I don't fuck her. Which wouldn't make sense. She said she gets jealous TOO if he fucks other people, so it's getting WEIRD.
Anyways, so she KNEW he wasn't pulling out properly on 'bad days'. He did it a bunch. So Hillary specifically goes RIGHT after her period to meet Bill on their affairs. BEFORE she ovulates. She's good with keeping count of 'bad days' for creampies. With me AND with Bill.
Hillary says she got STUCK with him DURING ovulation, and was making sure he pulled out. But, after she told Bill's mom she had already HAD a period, a week later RIGHT around ovulation, Bill's mom started the care-packages with wine, Viagra and condoms, then without condoms.
She said she's not letting Bill get her pregnant. Its getting too crazy.
But I thought about it. They have a "sex" thing. Which I didn't know about. Something 'intimate' you know, between them. He 'fucks her feet or her tits'. That's their 'thing' when its a bad 'time'.
That and something I wrote about above got me thinking. I wrote about how when Bill and Hillary where in the hot-tub and I was ***** on the couch, I looked at Bill's phone. I NEVER do that, but I'd seen him snap a pic, and send to someone. I didn't get the pic and nor did my buddy.
So I looked through his phone. He sent the pic to Matty, who was kind of an ass to me in high-school. One of the "Crew" from the last chapter, the biker guys that Hillary met with Bill. He sent a pic of Hillary in her dress (focusing on the ass).
Matty asked how "Hillary was doing." And that him and Jessica (Matty's on and off girl) 'missed you guys'.
Jessica was an EVEN bigger asshole to me than Matty. Treated me and my buddies like shit, the cheerleader who thought she was 'cool'.
So Matty then texted Bill remember the time we were at the hotel.
And Bill responded "yeah. drinking beers, getting blown by the girls, watching the ocean, smoking stoges."
Matty texted he's gonna be thinking about Hillary when he bones Jessica (she's frumpy and fat and gross now).
Which Bill replied "lol".
So at the time, I'm thinking that he's sharing a pic of my hot wife, and that gave me pride and made me feel good. I didn't actually think about the 'context' of the conversation. I didn't even REALIZE when Bill said "getting blown by the girls" that he meant Hillary and Jessica. I thought it was about some other girls. That Jessica and Matty had gone up to some hotel in the past.
So I asked Hillary that today. If Matty and Jess went up to the hotel she stayed at with Bill.
Hillary was looking at her phone and said without skipping a beat said, "Matty and Jess? Yeah they would come up for a night sometimes."
Which blew my mind. "Jess?" Then she showed me pics on Jess's Facebook of her and Jess at a fucking club. Then another with her and another bitch Jennifer. Hillary called her 'Jens'. Like they did in high-school. She said that her and Bill 'don't stay in the hotel' the whole time.
My wife hanging out withe girls and guys who bullied me and fitting RIGHT in. Also, looked BETTER than them. LOL!
So finally I asked her “don't you think they will think you're Bill's GIRLFRIEND."
She just looked at me and said "I am Bill's girlfriend." She must have seen how confused I was because she stated, "I thought you got that." And she went over how they date, go on trips, she's met his mom and ***. She thought that is what I WANTED.
She said “isn't that what you want? For me to be Bill's 'hot girlfriend' so you can jack off to me?"
She then admitted EXACTLY what I've now been fearing. How the 'exclusivity' was a MAJOR problem. She didn't want Bill fucking other girls, and she claims he hasn't in a while. But Bill PUSHED for me not having sex with Hillary again. Hillary said, basically, Bill admitted that he wanted to 'get her pregnant', but not raise the baby, and not live with Hillary, but get to fuck her when he wants. And that SHE can't fuck me, but CAN live with me, and I raise the baby.
Which is why she stopped it. Because its all insane now. She even said she's 'breaking up with him" or that they 'broke up'.
I asked her to be 100% honest, and asked if she was going to leave me for Bill.
She DID say there were times she thought about it, but she loves me. Though if she DID get pregnant that was going to be REALLY tough. And that the nights she gets BABY crazy, that's when its the hardest not to give in. Since I'm not ready.
I don't think she's gone from me. And I think the quarantine is SAVING me now.
If we can get away from Bill. I'm going to. Her 'sugar daddy' can always help our needs.
Bill is texting me, “How is Hillary” a lot, but she says not to respond, as he's just trying to find out if she got her period.
Hillary's period comes in next two days. Hopefully.
The End?
Sorry...the last portion had SO much that I had to cram in quick. I apologize.
Back to the story....
The next day I woke up around 7AM, yawning and feeling my dick press against the cage, yearning to get hard. I walked past the master bedroom, my wife, lying on Bill, wearing his FBI shirt, her push up orange panties giving me a decent view of her ass cleavage. She was tanning already.
I walked into the guest bathroom, and closed the door. I knew it would be easier to sit on the toilet and piss in the cage. So I sat.
The door flung open and a yawning Hillary was rubbing her long dark hair. “Oh shit,” she laughed, looking down at me. “He's squatting.” She had a good laugh. “You can't stand up in it?”
I told her I could, it was just easier for me to do. She sat watching. I asked what she wanted.
“Sorry hon,” she yawned again, “I use this one for uh.........you know....” She walked over and turned on shower. I knew what it meant, and what she was going to do. I stood up and Hillary grabbed toilet paper. “Hey now hon,” she wiped the cage. “Let me help you wipe,” she taunted me, implying I was a girl. It hurt, but it was arousing she knew how to play this game so well. While I left, she told me to get her a french vanilla swirl coffee with sugar and cinnamon, just the way she liked it.
I went for a run, and stopped at the coffee shop to finish my run. We already had three more muffins, so I just bought three coffees. I walked back, and went inside the suite. “Got coffee,” I shouted, but got no response. I walked down the hall, and past the main bedroom door. Bill was behind my wife, pushing his cock in and out, and my wife was bent over in front of him, her hands on the bed. They were in front of the bathroom door, Hillary's orange panties down by her ankles. She still had on the t-shirt, as a nude Bill held her ass slamming his cock in and out, causing her ass to ripple.
“PUT IT ON THE COUNTER....AHHH.....UNNNNHHH!” Hillary shouted, not looking over to me.
I kept walking, my caged dick feeling the pain. I placed the coffees on the table, and heard my wife moan. “OHHHH BABY....I LOOOOVE CUMMING IN THE MORNING!” She shouted. “I LOOVE FEELING YOU CUM IN ME!”
“AAAHHHH SHIT!” Bill groaned. “Shit....shit...shit.” He huffed. “Whooo,” he shouted and I heard a loud slapping noise. Hillary laughed.
Hillary came out minutes later, and I heard the shower running. Bill's shirt was tied below my wife's tits, and her orange panties were back on. I could see the red hand prints of my buddy, he had been spanking her ass, and she wanted me to see it.
She insisted on having a smoke and a coffee on the deck. She wasn't eating, trying to not 'get fat', which made me worry, since she was pretty toned now. Still, we went out, and she sat in a law chair, her knees and feet on the seat of the chair. Her legs were pulled up by her chest, giving me a view of that camel-toe and bottom of my wife's ass in the sheer panties. Her pussy mounds were still puffy and the sides were visible on the edges of her panties. She wasn't a smoker like this, so it turned me on to see it each time. “It's so relaxing,” she puffed her smoked. “No city, no jobs, no ******, no crazy friends, no deadlines, no having to get up,” she pushed smoke out, and flicked her ash. “nice people, great weather, great food, great sex,” she sucked in smoke and stretched her arms, then blew the heavy smoke out. “I could move down here.” There was a sense of serenity and honesty to it all.
I looked between her arms were wrapped around her knees on the seat. The crotch of her panties was getting soaked with something. I knew what it was, but still my mind was in disbelief. As she rambled on about how 'awesome' Florida is, and how 'nice' the people were, my eyes watched gobs of cum seep through my wife's panties. My cock was aching to push from its cage.
A side note:
Bill LOVES to creampie my wife. I've said it before, that Bill DOES not like to jerk off. Hates it in fact. Says he isn't '15 years old'. So naturally he hates pulling out. He also hates condoms. He won't wear them. My wife HATES them as well. Bill has told me time and again, that his dick was MEANT to cum inside pussies. It's the point of a dick. And Hillary LOVES being cummed in. She thinks it feels wonderful, and hot and sexy. But no, my wife isn't nor has she never been on birth control since I've known her. She cant afford insurance, and since we don't have common law recognition where I live, she can't get it.
I've said that Bill doesn't give me shit. Well, not always, but he does. We're rivals, and always have been. But he's always good when talking about Hillary or sharing a picture of her ass to refer to her as “Hillary”. Not so when he's talking 'creampie's'. Bill constantly texts me when they're together that he 'creampie'd' my wife. Not Hillary....my WIFE. Before Orlando he claimed to have gotten 27 creampies outta my young wife. Which SEEMED on the high end, prior to this trip.
Before you ask, Hillary is GREAT figuring out her menstrual cycle. She does NOT let Bill creampie her when its a dangerous day. Recently, during all this quarantining and my 'Q&A” sessions with my bored cuckolding wife, she explained that on dangerous days (which they suffered through since being quarantined) Bill has sort of a 'thing' that he does. I have been calling it a 'finishing move' if you will.
For anyone out there who wants to know how to 'finish' without having to jerk off, my wife says this works for Bill.
On peak ovulation days, Bill HAS to pull out. But he's NOT going to jerk off, because that's like cooking a steak, and having to eat beef jerky when its done. Instead, Bill puts Hillary's feet on his shoulders. He loves feet, and he kissed them a lot when they're up there. She HAS to be on her back. Which goes against they're favorite positions of 'doggystyle' (side not to the side note: they love doggy, and almost always finish sex in this position. 'You can still watch TV', my wife says). When Bill's ready to cum, he pulled out, and puts her feet around his dick and 'fucks' according to Hillary. She still laughs about it to this day. He just has to lean forward, because if not it's lined up for a terrible accident when he shoots his load (Hint: Cumming all over an open pussy makes pulling out pointless). If there is time, Bill will eschew the feet and work his way up to fuck her tits.
My buddy (the freak one who knows all this and jerks t my wife) once made a joke to me and Bill at a bar, that was particularly funny.
Hillary's body: the only place in the world where a pearl necklace is worth less than a creampie. LOL!
With all that said, Hillary recently admitted that she doesn't think Bill's either A.) as affective at pulling out as he thinks, or B.) he's pulling out later than he admits. She says she 'knows' Bill's loads. A normal Bill load is about the size of my load after days in the 'cage'.
Last summer, when they were in 'their little city'. The place half-way between my Hometown where Bill lives, and the City I live in, where they have met a few times. According to my wife: Great little cheap suite hotel with big suites a cool dive bar, a great sea-food place and pizza shop to DIE for; all in walking distance of the hotel. This particular outing, she noticed Bill was leaving some things behind inside her. Hillary said she'd piss and then feel and see a LOT of cum dribbling out.
Long ago, I thought it wasn't anything but a mistake. Heat of the moment. But now we both think Bill has nefarious intentions. We'll get to that.
Back to the story:
Bill came out of the hotel room in Orlando, in his swim trunks and a white t-shirt. He was ready to go to the pool. It was a 'easy' day as Hillary called it. We had a alligator tour, and then nothing really. We were gonna hang out around the resort. The next few days were going to be packed with things to do.
First, we all went to the gym. My wife dressed in tight yoga pants, and I watched Bill help her do several sets of DEEP squats. I mean DEEP. He was behind her looking at her ass. Then I noticed Bill already had ANOTHER erection as he stared at her ass. I knew he took Viagra, sometimes Cialis, sometimes Tiger-X and sometimes Samurai-X (both BAD supplements if your caged up trust me). He was sort of using Performance Enhancing Drugs like a baseball player. Instead of getting strength to hit balls with a big bat. Bill was making sure the bat was stiff so he could fuck my wife. It looked like she noticed too in the mirror, and then looked at me when she dipped down and smiled and blew a kiss. She kept doing squats, teasing us both.
We went back to the suite, and drank a beer, and Hillary got up and went to kitchen to pour more coffee. She handed Bill a full mug, and the way they moved about was effortless and carefree, with a relaxed look on their faces, and glowing smiles. I wondered what I looked like, straining in a cock cage, yearning for a release that wasn't coming.
Hillary got ready in that sexy black bikini that wraps around her body, pops her ass out for a great view, and covers up any gut. We happily walked to that snaking 'lazy river' area of the resort. We headed straight for the small 'tiki bar' and grabbed buckets of “Mai-tais”. Strongest thing on the menu. Supposed to be shared between three people. We each got a bucket each. Which meant we got nicely buzzed early in the day around 10 AM.
I watched Hillary and Bill in the pool, splashing and flirting and kissing. I was sitting at the tiki bar, on a bar-stool, watching them make-out and share tongues. Hillary had gone from playfully flinging Bill's erection to groping it. Part of me wondered when someone would ask them to leave. No one did. My wife had on big glasses, and was sipping her bucket against the back of the river wall. She was joking with Bill about something and giggling. They looked SO relaxed, I thought. I envied Bill then not for being with my wife, but for looking so well relaxed.
“You look tense,” the elderly man from the other day sat down a few seat down from me, leaving a seat between us. He ordered a corona with a lime. The man introduced himself as Jarrod, and I was shocked people with that name existed. We chatted about the place for a bit, and he seemed laid back, and more akin to be from Georgia than Florida, but what did I know. I can't really tell you what he looked like, just a skinny older man, not ugly, not particularly handsome (I don't know). Just a man, in a Hawaiian shirt, with board shorts and birkenstocks. The thing about this guy, was that he stared at my wife through those raybans of his. I was staring too, but trying to hide it (probably not well). I asked about his wife, and she took the kids to a theme park. They traded days. Too hectic.
Hillary and Bill eventually came over, Hillary had put her wedge heels back on, probably to look every bit as sexy as she could. Hillary greeted Jarrod with a smile. She sat between us, and I noticed her legs crossed towards the laid back elderly man. His eyes were on her crotch as she ordered a drink. When the bartender asked 'what'll it be', Hilary noticed the man's Corona and Lime. So she said that is 'perfect'.
“Whatever the lovely young lady wants is on me,” Jarrod nodded to the bartender.
She blushed red, and smiled. Soon they were drinking and clinking beers together. Bill wanted to go check the sports scores from last night inside, and 'hit that arcade up'. But I was WAY more interested in what was going on with Hillary. She seemed enamored with this smooth talking elderly man. She DID like older men (clearly, as I'm 13 years her senior).
Bill dragged me around, and I kept looking back to see Hillary laughing with the man. Bill and I played some dumb games, and Bill won a small stuffed unicorn gold-fish in a crane. We walked back, and Hillary was now facing out, just like the laid back elderly man. “Hey boys,” she waved. “did you go to the arcade?”
I nodded. She smiled. “What did you win me Bill?” She looked at him and he pulled the unicorn out from his pocket. She put it to her face and rub it on her chin. “Sooooo cute,” she stated. She pointed to her new bestie at her side. “This guy has a yacht!”
The man corrected her. “It's just a speed boat.”
Bill walked over, and asked what type of boat. And whether he fished off of it. The man's face picked up and then his mouth began to tell tall tales. Bill and he were laughing, and Hillary chimed in. I was suddenly a fourth wheel (though that would make things work). I was more a flat tire, to the other working wheels. For a good ten minutes I was out of the loop. I remember Hillary leaning in to point to a 'Hard Cider' she wanted, her left wedge heeled foot lifting off the ground. Bill's arm was around her waist as he attempted to assist her explain what she wanted to a confused bartender. Jarrod, the old man, was showing just what a perv he could be, sneaking a big view of my wife's ass by leaning back. He shook his head as he stared with a smile and a playfully wistful look. I noted now he was erect staring at my wife's tan ass. She came back down, and the three continued to chat. A quick look at the young bartender with the tats, and he was staring at my wife's ass, as she now faced away, shaking his head, cleaning a glass with a smile. He too sported and erection. With a sigh, I looked down, not wanting to be the only one who was without erection at my own wife. It was shameful for me in my cage. And made my cock tingle even more.
Hillary finally turned to me to say she needed to stop drinking and we had to get going to the gator tour.
“I gotta piss first,” Hillary was standing up.
I couldn't get past her sentence earlier. “What makes you think Bill won you something at the arcade?”
As she got her purse, and looked through her phone as she prepared to leave, she said something that floored me, and I won't EVER forget, in a matter of fact, nothing important kind of way. Something she'll probably NEVER remember. She smiled at me, and stated “Bill always wins,” she kissed my forehead, and then shot back looking to see if the older man noticed, but he was engaged with Bill. “I'll be back in a second. Get Bill ready to go.” She walked away, swaying her big ass.
'Bill always wins'. Three simple words spoken by my wife, that sent my heart sinking and had my balls tingling for some reason.
More side notes since I may never finish this story:
First of all, as to why I get excited by such things, when its clear she's 'preferring him' over me, is complicated. I've heard TWO decent theories about WHY I'm a cuckold in the manner of the 'third wheel' to my own wife kind of way.
Theory 1: Hillary's Theory
Hillary's theory is that it's something I did growing up. I screwed up my sexual preference wiring. She says that most kids will slowly develop their kink in high-school and it will evolve into when there adults. Some people like boring girl on guy missionary sex, some people get weird, some like Manga porn, some people like gay porn, some people like interracial porn, some go down VERY dark paths. All of this, like being a cuckold, is learned early on.
My wife, turned sex therapist, sat with me ***** and asked about my earliest memories of masturbation. I had always had a thing for a neighbor on the back street. She was my friend since we were young, and she was pretty, but plain, people would say. I knew she was hotter than that, with a nice firm ass, and pretty firm tits. I won't go into it too much, since we were REALLY young. This is the girl Bill invented the 'game' with. There were rumors they had sex, but I never believed them I always had hope.
I recall the day as if it were yesterday when it all probably changed (according to Hillary). I was sitting in the living room of my female friends house, we were all drinking natural lights (again we didn't know), pretending to be *****. My neighbor friend had another girl over and Bill was hitting on her hard. I recall my friend who I had a crush on go upstairs, and come down, in a skirt with spirals to her crotch, and a tight green top, with brown high-heeled ankle boots, full make-up and straightened hair. She looked lovely. She sat with me and asked how I was doing.
That was my first erection. Not my first erection per se, but the first one not linked to a magazine, a dream, the TV and other things brought about by uncontrollable urges. It was my first erection to a person that I was attracted to, and in real life. I felt like I was on top of the world as she was talking to me. Naturally when Bill took her away I was still erect. I couldn't help it. We all heard the bed upstairs. And Bill showed up the used condoms later. A legend of them was born, as happens in small towns.
Still that night I masturbated for the first time in my life. To my neighbor in that outfit, that she'd worn to seduce Bill and make him jealous. It didn't stop then, and I did it a lot to my neighbor.
A year or so later, and my one buddy's girlfriend brought a blonde. A gorgeous young blonde with HUGE breasts. We all tried to get her, and I came close, but at one point she said “let's be friends”. Then she fucked Bill.
I recall seeing her at his house, coming out the back, in a bikini. That 'Day bow bow” song played in my head, and I again was unable to control my urges. I spent most of high-school and some of college masturbating to Bill's sexy girlfriend.
So Hillary says that when my 'ex' left, I was getting an erection because its EXACTLY what I'd been used to seeing. A girl, who denied me, getting slutty for Bill. Masturbating to Bill's 'hot girl' who didn't want me and I couldn't get. Its what I've known since I first got hard.
Theory 2: Cuckold Science:
My buddy Robbie who is also a cuck on another board (and a scientist), says it very scientific and evolutionary in nature. He says that humans are just apes. And we are social creatures like other apes. That when a female comes into a group the males want to naturally mate with her. When she is a fertile attractive female, the males all compete for her like they compete for other resources. That the women will choose the 'alpha' male mate with. He says its OBVIOUS that Bill is the 'alpha' of our crew, and women know this, so if we bring one around he will most likely end up 'mating' with her. This includes my wife. He said long before she found out about Bill, that if I brought her around him, they'd have sex, whether I knew it or not.
He says when I'm watching her in line with him, and they're affectionate and I get aroused its because my body is acknowledging I've lost the competition. That my body senses that the attractive fertile female (aka my wife) has chosen the alpha to mate with. While my mind might not think about breeding, he says your body is thinking about breeding. That my erection is a knee-jerk reaction, as it believes it is losing the potential to breed the female. So the libido kicks into overdrive basically begging you to "breed her" before the competitor does. Which, my own body believes is only a matter of time before he does.
So basically my body is PISSED she's choosing to have a baby with my buddy. According to my science friend.
His idea KINDA makes odd sense. So does hers. Maybe both. Lol!
Still on the side note:
She didn't just stop by saying “Bill always wins”. She often reminded me. She told me he wasn't a rival, since a rival is someone you compete with. I'd never really competed with Bill. He beat me out in basketball, soccer (everyone played back then) and baseball in high-school. How she found that out? Bill. Sure, it was true but whatever.
She asked once if he 'bullied' me in high-school, and I said no. But she managed to sort through FOUR year books to find one were Bill had me in a head lock giving me a noogie. Like a small window at the bottom of a collage. Really?
When Bill and Hillary fucked at the Dirt Path and the Power-Lines (where all the townies fucked in high-school), she made a point to 'stick it to me' that SHE had sex up there, how come I never had. “Everybody does it,” she texted me followed by laughing emojiis.
Hell...if anyone was my bully it was her.
Back to the Vacation....
Hillary left, and I was floored, rattling cage and all. My heart pounded, and when she came back and sat between Bill and Jarrod, I felt DOUBLE cuckolded if that is possible. Almost as if I shouldn't be there. Soon it was time to leave, but Jarrod made sure to invite us 'all' this time on his boat Tuesday. But Hillary told him Bill's leaving Tuesday. Jarrod had the quizzed look of a man trying to figure us all out. I was shocked she lied, as Bill was leaving Wednesday.
We walked back to the suite, and my balls were swollen and painful from non-stimulation. It was time to get going to the gator tour. But Hillary said she wasn't leaving “until I deal with something.”
It was around noon, and I went for a smoke, by myself, not even realizing I'd left them alone, just trying to scratch that nicotine itch. I came back inside and I heard grunting from the bedroom. Bill was SWEARING a lot.
“FUCK....FUCK.....FUCK....FUCK!” Over and over. So I crept to my spot next to the open door, looking into the guest bathroom mirror. My wife, in that bikini was on her hands and knees sucking Bill's dick, her dark hair pulled to the side, her dark maroon lips coating his cock with her lipstick. Their eyes were locked, and Hillary was looking up from her knees, but she looked to be in complete control. The smacking and sucking noises filled my ears, and my balls hurt more. Hillary gripped his cock base and sucked hard and slow down the entire shaft and back up. I don't know how long they'd been doing this, but he didn't last too long past a few deep sucks. His torso bent over slightly, and he increased the pace of his “FUCK..FUCK..FUCK! FUUUUUUCK!” He finally groaned, and to this day I swear I saw his left nut raise above the right in his sack, and sort of plop over and back down. Hillary's eyes closed and she stopped moving fast, slowing her pace down as she moved forward on his cock. She pulled back slowly, making him groan. “HHHHuuuuuuuuuhhhh,” he sighed, when she reached his cocktip, keeping the very tip of the tip where the hole was, over her mouth. Her eyes opened and still locked on his now closed eyes. There were still beads and ropes of cum dripping down his shaft, but my wife lifted his dick and licked the drops off.
“Let's go,” she stood up, flinging his erection down with her palm so it bounced up and down. “no more boners today babe,” she walked to the bathroom.
I left to Bill running his hands through his hair, catching his breath. He came out of the room two minutes later, shorts on now, and ready to go. That was quick. “Smoke?” he asked, and I agreed. We went outside and Bill was smiling. “Ahhhhhh,” he let out a content grumble. “What a fucking place, huh?” He was looking off into the distance, into the clouds. “I could move here.” He got up and opened the sliding door (the deck was in a mesh enclosure to keep out bugs. Lizards ran all over the mesh. Bill pulled his maroon colored cock out and pissed. I know he wanted me to see her lipstick on his dick. Of course he did.
Hillary came out shortly after, still in that tight top, that wrapped around her stomach. But now she covered her ass in short denim shorts, that didn't REALLY cover much of those tan cheeks. She had a thin white jacket over it, and was wearing those heels she was threatening to walk into the ground. Her large brimmed glasses again completed that Insta-influencer/Diva look. I was staring, and she was clicking her fingers. “Let's go dude. Get ready.”
Apparently I was the problem. I changed and we packed into the car. The drive was a LONG one. IT was Hillary's turn to drive. Bill sat in the back. This was unique fro this trip, I thought laughing. We stopped for gas, and I remember Hillary and Bill taking a piss inside, and coming out. Hillary was shaking her head. “Does everyone in Florida wanna fuck me,” she was looking back at the gas-station store annoyed by some rednecks (sorry Florida).
We got to the gator tour, and it was actually REALLY REALLY fun. I was forced to sit with the 'kids' in front. A married couple sat in the back next to Bill and Hill, while they're two kids sat up front with me. Two things about those tours. Number one, lots of bugs for the front row. Wear a mask or a bandana. I ate bugs like it was my job, and drank them down and suck them into my nose and eyes. Meanwhile, Bill and Hill back there on the second floor of the air boat had a lovely old time capturing pics of gators. I couldn't take too many with the bugs. Still, I enjoyed it immensely and we made plans to return in a year.
I'm not gonna bore you with the rest of the day. It was the same. We got back to the hotel. Me and the dynamic duo Bill and Hill went back to the beach bar, drank, chatted, dipped in the pool. They kissed, flirted and played. Bill FINALY had lost his erection.
We went BACK to Epcot, since we got a two day pass. We spent the day walking BACK around and I followed Bill and Hill. At 9PM we went to the rim of the big lagoon which the countries all wrap around. The light show and fireworks show began. It was QUITE amazing and brand new apparently, having just started that month. Kids and their parents and the elderly seemed as delighted as I was to watch the spectacle of lights, fire, and water and explosions. Better than I recalled the old one being.
“What was your favorite part,” I asked them twenty minutes later as we exited. Hill and Bill walked hand in hand in front of me.
Hillary turned around, “I liked the Globe thing,” she made a reference with her hand.
I laughed, as I didn't recall what she was talking about. Maybe I'd missed it, but that sounded like the old show. Hill and Bill couldn't be held responsible for a bad memory. They hadn't watched a thing. Like several other young couples around the Lagoon, they sucked face hard for almost the entirety of the experience. Hillary was playing with Bill's returned erection as we rode the tram back to our parking lot.
Back at the resort, we got last call, and Bill and Hill retired to their bedroom. I was shocked when they closed the door. I crept close but only heard the sound of a hot-tub running water. It was only 11PM, and I was awake, alive, and tense in the balls. I waited up, and drank, watching reruns of MacGuyver. Anxiously, I hoped Hillary would take the time to play with me. Around 1130 PM. I heard creaking from a bed. Slow at first, and then constant and non-stop for ten minutes.
“OOOOHHHHH MY GODDDDDDD!” My wife shouted loudly. Then the movement stopped. The entire suite was silent.
I stayed up until 2AM, and my wife never came out.....DAMN.....
The next morning, Hill and Bill woke quite early, as spry as ever, and I was groggy. It was like 7AM. They went for a run and a workout. They came back with coffees, and energy drinks. Hillary insisted we get to Islands of Adventure EARLY like old people like ME. Making sure to point out I was the old one. Despite Bill being almost three years older.
It was Bill's turn to drive, and I expected Hill to play with her Bill in the front seat. She didn't. And we ate breakfast at Voodoo donuts in City Walk. If you get a chance to go down there. TRY those donuts. Cheap, rich, delicious. I watched them share four, while I ate my own.
Hillary's ploy to go early worked out PERFECTLY. We had a blast, getting ***** (flasks) and getting on ALL the rides. The Harry Potter ride was the only REAL wait (mid-October and all). We waited THREE hours for that stupid fucking ride, and at one point Bill angrily left to pee but was able to get back in line and ride with us. It wasn't an exclusive Hill and Bill thing this time. Sometimes I was with Hill and sometimes I rode with Bill and sometimes we all got to ride.
Another MUST down there, the HULK roller-coaster. Even Hillary LOVED it. It doesn't give you that 'anticipation' problem that people hate as they slowly creep up a large metal hill. It just shoots you out. We ended up riding it TEN times. No lie. TEN times. Yes, we all took Dramamine.
We stopped by Disney Springs again, not really on the way home. We all just loved the atmosphere. Hillary shopped, and so did we. We bought a shit load of cigars (Disney logo lol). We even stopped at the Irish Bar, and those same two guys were leaving, the ***** rednecks when we got there. Hillary smiled at the bald one and whipped her hair blushing, and he smiled at her and held the gate. He got a look at her tits in her tight gray t-shirt, and her ass in her bike shorts. The two debated about staying, but Hill and Bill's PDA kinda decided for them.
When we got to the suite, I knew what was coming, and I was nervous. I sat around drinking, wondering what I was going to do. Bill used the guest bathroom, and got ready. Black jeans, a black collared shirt, slick hair and black sneakers. Better than usual.
When Hillary came out, my cage rattled, as she wore her shiny silver club top, tight black jeans, her wedge heels, a black leather jacket. Her make-up fully done, her long dark hair straight down. Those sexy black glasses. And DARK maroon lipstick. She walked into the guest bedroom, I couldn't see what was in her hands.
She was checking her purse and put 60 dollars (my own, but whose counting) on the kitchen table. “Get one extra pizza babe,” she told me. “And some extra wings to munch on for a few days.”
Bill went out to smoke. Hillary walked up and grabbed my hand. “Have a relaxing night babe. Seriously.” She pointed to the room. “You can use the hot-tub,” she said as if she were a mom talking to a baby-sitter. “Have fun,” she rubbed my face, “I left some fun stuff for you in the guest bedroom.” She kissed my forehead. “Enjoy the night hon, really.” She was looking through her phone. “If I were you, I'd go in the hot-tub the minute we left, spank it, relax. Order pizza,” she walked to the fridge and grabbed a beer, “go get a whiskey at the bar while you wait.” She held the beer for me and I cracked it open for her. “come back, eat, relax, crank it out again, and get some good sleep.”
Bill came back in, and Hillary chugged her beer. They took a shot, with me, of Tequila, and then of vodka. I watched them holding hands as they left for the night on their date night.
I went to the guest bedroom, and on the bed was some lube, and three pairs of panties. All “PINK” from Victoria secret. A pair with palm trees, a black work out pair, and a sort of leopard print thong. On the nightstand was a folded note with a dark lipstick kiss.
I opened the folded note. There was the cage key, and it slipped out onto the table. The note read: Enjoy your night hon. All those panties are used. No cum on them. Fuck em, sniff em, whatever you want. Love you.”
I quickly undid my cage. I watched my cock poke out like it was a puppy opening its eyes for the first time. As I slowly got erect, I sighed in relief. “THANK GOD!” I moaned, feeling an erection for the first time in two days.
I did EXACTLY what Hillary said. I made my way to the hot-tub with her black work-out panties, and got naked. Within a half hour of them leaving, I was pumping my dick, but using shampoo provided by the hotel. I hated the lube. Sniffing my wife's essence into my nose. I was masturbating while she was on a date with my buddy. To say it was a satisfying orgasm would be a lie. I came so powerfully that I had to move my head to the side, as cum sprayed on the back wall. It then hit the end of the tub, and then my stomach. I sighed in complete satisfaction. It took me a bit to clean the bathroom. No evidence.
I think it was about 8, but I wanted to eat. So I went down to the place to order pizza around the corner from our suite, and got a whiskey.
“You look MUCH more relaxed,” a voice spoke, and a hand hit my shoulder. It was Jarrod. He sat wit me and bought my drinks. “Where are they,” he asked.
“Giordano's,” I said, as they went for DEEP Dish. It was a chain, but I heard it was good.
“Nice,” he said, and sipped his drink. “Good atmosphere, not too romantic, but ya gotta give those two some private time.” I wasn't sure what this man knew. But he must suspect something. “Man,” he said. “She's a hellcat that one. Lucky dog your friend there.” He was staring at the TV, “bet she can bring ANY man to his knees and thank the lord GOD.” He laughed. “You can just tell.”
We parted ways, and he asked again if we'd like to go on his boat, but I politely declined. I made my way back to the safety of my own hotel room, and ate pizza alone. Wondering what was going on. Hillary texted me that the pizza was TO DIE FOR. We'd have to go there. She then said the wings were FRIED AND GRILLED and that I'd 'cum my pants' just eating them. As I smoked outside, she asked if I was relaxed and I told her the truth. I kinda was. She sent smile emojis. She then asked if I was 'done' for the night with and LOL. I told her that I kinda was. There was NO way I'd cum again. Not after what just occurred in the hot-tub. But she told me that 'I'd be going again soon'.
Sure enough, Bill sent me a pic of my wife's cleavage. Her huge tits in that top, and jacket, her hair off to the side. Something so erotic about that picture and who it was and where it came from. I found myself jerking off ten minutes later staring at her breasts. My own wife's breasts, that my buddy shared with me. I had another MASSIVE orgasm. This one put me to sleep right in the tub. I woke at about 11, and was scared they'd be standing over me.
Instead, they weren’t home. Ten texts from my wife of 'whether I died'. I responded, and then slumbered over to the guest bedroom, plopping in the bed with Hillary's other panties. I managed to kick the door closed and fall asleep.
I had a dream about work, but it soon changed as my dick was being serviced. I awoke wit ha start, the lights of the room still on, and my wife was sucking my cock. She was nude from waist down, but she kept that top on, and I watched her tits bounce as she sucked my flaccid cock.
“Hehehehe,” she laughed. “How much DID you jerk off,” she asked. She continued sucking my small floppy dick. She was too good at cock sucking for me to deny. She sucked harder than before and I winced in actual pain. She looked up, “This is like sloppy thirds on Bjs hon, sorry,” she laughed and pulled my meat back into her lips. She managed to hit pay dirt moments later, when my cock half hardened and spewed in her mouth.
“FUCCCK YEAH!” I groaned cumming in her mouth. “Hhaaaaaahh,” I sighed, smiling.
My wife walked out the room, and spat my cum into the toilet. “Love you hon,” she called and closed the door.
I fell asleep instantly.
The next day, we got up sorta late. Moped around, and Hillary went to the city to get a tattoo, while Bill and I got lunch at a steakhouse. The tattoo was something on her foot, more words (I can't even remember which on is which. She has a lot of writing on her feet. Something about 'no regrets'.) We all drank at a few bars.
That night we had a Knick-Magic game to go to. However, as Hillary casually joked, I didn't have a ticket. She gave mine to Bill. She got dressed up again, this time in another tight floral top, black pants and the wedges. She actually SNAPCHATTED her friends and me with “Fuq da Knicks”. Her friends were Knicks fans. And Hillary stuck it to them.
That night, I ended up sitting several seats back from them, as they kissed, played, and flirted. Yup, she got on Jumbotron twice. Once for shaking her ass to applauds and another on the Kiss-Cam with Bill.
I don't wanna bore you with the same thing. Sorry. We did end up getting more drinks out, and the retired to the suite. I was in my cage again, and they went inside the bedroom. Closed the door. It was later.
This wasn't like the other night, as the bed creaked ALL night. “Uhhhh....uhhhhh.....UHHHHHH!” From my wife would signal another orgasm.
I don't always snoop, but I saw Bill snap a photo of my wife in a dress a few days ago, and he didn't send it to me. Or our buddy. So I was curious. I know Bill's code. I watch him put it in. He doesn't hide it and he yells it out as a joke. For some reason. What I saw I'll explain in a bit.
Bill left the next day. They did kiss deeply goodbye. But I almost expected a cry. She didn't. Instead she smiled and shrieked about Halloween Horror Nights. Then we got back and had great sex. GREAT sex. She changed the sheets to.
We went to Halloween Horror nights and got through ALL the houses. Except Ghostbusters. Recommended that you get WASTED as lines are long. We did all house ONCE, but didn't finish until 2AM. We even got on the Rocking Rollercoaster a bunch, as they left rides open.
Then we had great sex AGAIN. That night. And in the morning.
The next day we hung out at the resort pool. Here is where I'm shortening A LOT of this story. At some point Jarrod showed up. We were already wasted, and ready to go BACK to Halloween Horror Nights (I think). I just recall being on the lazy river watching Jarrod flirt with my wife. Her legs crossed towards him, laughing it up. His ****** was at a park. It was his 'wife's' turn to take the kids.
I came around twice, and on the second time, they were gone. I was nervous, and excited. No longer in a cage, I was erect as FUCK. And I'd had sex three times in 24 hours. They weren't gone but fifteen minutes. I sat at the bar debating whether to text her, but honestly, I had made one more round around the river. And sat for ONE drink and they were back. Jarrod was smiling EAR to fucking EAR. He put his hand on my shoulder and bought us all drinks. He kept looking AT ME and smiling. Shit ass grin. Kept rubbing my shoulder. Said I'm so lucky, he just kept repeating.
His wife and kids came back, and his wife was pissed. “You remember young Hillary and her husband,” the laid back man smiled. She'd met us briefly a few days back.
The woman, a few days ago, was relaxed as Jarrod. Now she looked BEAT THE FUCK UP! She looked at Hillary in that black bikini and shook her head. “Yeah, it's YOUR turn,” she said pointing to the kids.
Jarrod patted me on the back, and squeezed. “I gotta go,” he paid another LARGE tab but did it smiling and laughing.
“She looked pissed,” I laughed about his wife.
Hillary leaned in. “She should be. I just sucked her husband's dick!” She lifted her hands, and cum was still in her fingers. “I knew you might not believe me.”
I was floored, jealous, angry, and...well...aroused. Hillary kissed me and grabbed my dick. I pulled back, and she laughed and swigged her alcohol.
We were GOING to go back, but we spent that night screwing in the hotel. Sweaty sex. She told me the story of how she brought him to our room, on the idea she had cigars. The minute they got inside, they looked at each other and started making out. Hard core sucking on tongue. She let him play with her tits and suck on them. “He stared at em all day,” she laughed. And grope her ass.
She said she dropped to her knees, hard, and had the bruise to prove it. She pulled out his cock, which wasn't bigger than mine (by much...thanks Hill). White hairs that made her laugh (now not then), and a musky smell. She said she sucked his cock for TEN seconds. Her good hard suck, and he was cumming.
He was LITERALLY Thanking God, she tells me. Then they came back. Ten minutes. That's all. Changed his life.
She had him buying her heels that night. He's her Sugary Daddy and is to this day. For pics and some naughty stuff she sends and Facetimes him, she gets her phone paid, and shoes. I don't care, as it saves me money and its hot. She doesn't have to even fuck him. He keeps TRYING to come up here or pay for her to come down there. Hasn't happened. Maybe.
The trip didn't end. We had two week time-share. She was a woman OBSESSED now. We went back to Halloween Horror Nights, and met an off duty “Belle” actress who hung out, got wasted with us, and ended up making out with Hillary. I'm pretty sure she was a lesbian, and wanted to fuck my wife. Hill TRIED to get her into bed with us, but no luck. Guess I wasn't going to be part of that party. I told Hill to get her number but somehow she forgot.
So we hit up more parks, and then would got to Disney Springs. Hillary was LOOKING for someone, and I knew it was those rednecks. She insisted they'd be back, and that her and the bald one (that looked like the gay husband on Tiger-King) 'shared a moment'. Sure as shit they showed up night two of us going there.
The four of us went BACK to our hotel. Hillary flirting HARD with the 'leader' of this group. And yeah, they kinda put me down. Who wouldn't. We were all smoking, and Hillary went inside. Then the bald guy went inside. I wanted to go inside and see what was happening, but his fatter buddy told me to 'chill'.
I still heard the bed through the wall on the deck. It got WORKED for a good fifteen minutes. I heard “OH FUCK! OH FUCK! OH FUCK!” That ENTIRE fifteen minutes.
They came back, Hillary back in her top and jeans smiling like she was a kid on Christmas. They left and Hillary was laughing. “He has a HUGE cock.”
She sucked my cock on the couch, while she told me in that 15 minutes, he had her bent over, then her on top, then her with her legs by her head on her back.
The next day was another park, and then a nice sea-food dinner. It was then she asked permission to go on a date with the bald redneck. Which I granted.
The guy took her to see a movie, with that fat friend, and his fat girlfriend from the week before. She became 'besties' with the fatty. They all went back to Baldy and his buddies place. Hill said he had a fucking ZOO of animals. A snake, a ferret, and parrot, two dogs and two cats. Lots of jokes about 'petting the snake'. I could write a story about how her and Baldy went to his room, while the other couple went to theirs. They 'competed' on screams and headboards as they fucked all night.
I fell asleep after masturbating until 2AM. Awoke to her sucking my cock, talking about getting the “SHIT FUCKED” out of her. I could write a story on that alone. I don't even know his name. I'm not sure Hillary does.
She told me NEVER to tell Bill. As he would get jealous. This was odd, and its one of the reasons I'm finishing the story so quickly.
Sorry, but I can't write page after page.
FINAL QUARANTINE UPDATE
Hillary is BACK from Quarantine, and I've written what I can while she is in the bath. She's been home for two days, and when I picked her up from my house, where she stayed with Bill.
I spent yesterday and today GRILLING her for every detail. About the routine they got in (which she wants to try with me now). Sex in morning, breakfast, run, emails, TV show, lunch, weight lift, hike, dinner, hot-tub sex.
They had a nice night that last night, and I lost the bet. She admitted to fucking Bill on the beach. She said it was kind of nice.
I asked about anal sex. Hillary said they had it a few nights a week to break up monotony. I've never had anal with her. She also said they've had anal sex about 25 times now. Once in Orlando, after 'date' night. It's not big deal, but she stills says that I'm 'not ready'.
She is saying she has to end it with Bill. It's getting too nuts, and she's pretty sure his mom is trying to get her pregnant. Hillary said when they first got quarantined Bill's mom asked about groceries they needed, and Bill's mom asked if Hillary needed "woman items" aka pads or tampons. Hillary told her she just had her period.
She does that so she is NOT with Bill when she ovulates. Specifically because since August, Hillary said Bill was getting needy and wanted EXCLUSIVE rights to her pussy. That means I don't fuck her. Which wouldn't make sense. She said she gets jealous TOO if he fucks other people, so it's getting WEIRD.
Anyways, so she KNEW he wasn't pulling out properly on 'bad days'. He did it a bunch. So Hillary specifically goes RIGHT after her period to meet Bill on their affairs. BEFORE she ovulates. She's good with keeping count of 'bad days' for creampies. With me AND with Bill.
Hillary says she got STUCK with him DURING ovulation, and was making sure he pulled out. But, after she told Bill's mom she had already HAD a period, a week later RIGHT around ovulation, Bill's mom started the care-packages with wine, Viagra and condoms, then without condoms.
She said she's not letting Bill get her pregnant. Its getting too crazy.
But I thought about it. They have a "sex" thing. Which I didn't know about. Something 'intimate' you know, between them. He 'fucks her feet or her tits'. That's their 'thing' when its a bad 'time'.
That and something I wrote about above got me thinking. I wrote about how when Bill and Hillary where in the hot-tub and I was ***** on the couch, I looked at Bill's phone. I NEVER do that, but I'd seen him snap a pic, and send to someone. I didn't get the pic and nor did my buddy.
So I looked through his phone. He sent the pic to Matty, who was kind of an ass to me in high-school. One of the "Crew" from the last chapter, the biker guys that Hillary met with Bill. He sent a pic of Hillary in her dress (focusing on the ass).
Matty asked how "Hillary was doing." And that him and Jessica (Matty's on and off girl) 'missed you guys'.
Jessica was an EVEN bigger asshole to me than Matty. Treated me and my buddies like shit, the cheerleader who thought she was 'cool'.
So Matty then texted Bill remember the time we were at the hotel.
And Bill responded "yeah. drinking beers, getting blown by the girls, watching the ocean, smoking stoges."
Matty texted he's gonna be thinking about Hillary when he bones Jessica (she's frumpy and fat and gross now).
Which Bill replied "lol".
So at the time, I'm thinking that he's sharing a pic of my hot wife, and that gave me pride and made me feel good. I didn't actually think about the 'context' of the conversation. I didn't even REALIZE when Bill said "getting blown by the girls" that he meant Hillary and Jessica. I thought it was about some other girls. That Jessica and Matty had gone up to some hotel in the past.
So I asked Hillary that today. If Matty and Jess went up to the hotel she stayed at with Bill.
Hillary was looking at her phone and said without skipping a beat said, "Matty and Jess? Yeah they would come up for a night sometimes."
Which blew my mind. "Jess?" Then she showed me pics on Jess's Facebook of her and Jess at a fucking club. Then another with her and another bitch Jennifer. Hillary called her 'Jens'. Like they did in high-school. She said that her and Bill 'don't stay in the hotel' the whole time.
My wife hanging out withe girls and guys who bullied me and fitting RIGHT in. Also, looked BETTER than them. LOL!
So finally I asked her “don't you think they will think you're Bill's GIRLFRIEND."
She just looked at me and said "I am Bill's girlfriend." She must have seen how confused I was because she stated, "I thought you got that." And she went over how they date, go on trips, she's met his mom and ***. She thought that is what I WANTED.
She said “isn't that what you want? For me to be Bill's 'hot girlfriend' so you can jack off to me?"
She then admitted EXACTLY what I've now been fearing. How the 'exclusivity' was a MAJOR problem. She didn't want Bill fucking other girls, and she claims he hasn't in a while. But Bill PUSHED for me not having sex with Hillary again. Hillary said, basically, Bill admitted that he wanted to 'get her pregnant', but not raise the baby, and not live with Hillary, but get to fuck her when he wants. And that SHE can't fuck me, but CAN live with me, and I raise the baby.
Which is why she stopped it. Because its all insane now. She even said she's 'breaking up with him" or that they 'broke up'.
I asked her to be 100% honest, and asked if she was going to leave me for Bill.
She DID say there were times she thought about it, but she loves me. Though if she DID get pregnant that was going to be REALLY tough. And that the nights she gets BABY crazy, that's when its the hardest not to give in. Since I'm not ready.
I don't think she's gone from me. And I think the quarantine is SAVING me now.
If we can get away from Bill. I'm going to. Her 'sugar daddy' can always help our needs.
Bill is texting me, “How is Hillary” a lot, but she says not to respond, as he's just trying to find out if she got her period.
Hillary's period comes in next two days. Hopefully.
The End?
Sorry...the last portion had SO much that I had to cram in quick. I apologize.
