Chapter 02

I was surprised not to get any more emails from Aaron after what I posted this morning. So, instead, I spent the day throwing myself into my work. But my mind kept drifting, wondering what in the hell was going on. I was certain there was no way they'd just stopped emailing each other. But in an effort to keep myself from going totally batshit crazy, I tried to stop thinking about it.

30 minutes ago, she comes into the house. She kissed me hello and sat down in the chair across the living room from me. She immediately begins texting. And I immediately began to assume it was Aaron.

About 20 minutes ago, I get an email from Aaron that says "There's sound." and it's a video. I pop in my earbuds and hit play.

She's fumbling around with her phone to set it up, then she steps back and begins to lift her dress up (it's a sleeveless light purple dress that ends at mid-thigh) showing her pussy to the camera. Her right leg moves up to step on her chair and she reaches down, rubbing her fingers along her pussy. Then she grabs at the phone, and moves it down, taking a shot of her spreading her lips and sliding two fingers inside of herself a few times. Then she lifts the phone up towards her face, looks directly at the camera and says:

"Friday night, that's going to be your dick going inside of me. I'm not going to stop you this time. You're going to fuck me and cum in my pussy. I promise."

And then the video cuts. And I just sat here and watched it over and over again. The thing she said to him was the same thing, basically, that she wrote in the email. He must have told her to repeat it.

I'm looking up at her now, and she's focused on her phone. Her dress is up her thighs, just barely hiding her pussy, but she keeps spreading and closing her legs, over and over again. Unless he told her, she has no idea I'm watching this video of her, but she definitely knows she's showing me her pussy. I'm positive that Aaron is telling her to do this.

My heart is pounding right now.

And I just got a FWD from Aaron of the rest of today's emails.

I just felt like I had to share that with someone or I was going to drop dead of a heart attack.

Thanks again, everyone for all of the comments. It's been a crazy couple of days. I'm going to break this into multiple entries. So it won't be too long, and because Shannon and I are heading out in a bit.

So, it happened.

I didn't get any emails from Aaron & Shannon's conversation on Thursday or Friday, and when I asked him what was going on, he told me he was working on it and trying to keep it a surprise … but that I'd enjoy it because it was going very well. But he wouldn't tell me any specifics at all. I was going completely mental wanting to know what was going on, but being incredibly anxious about what was going to happen Friday night.

Thursday night, when we were in bed, she was talking dirty to me--which is a rare occurrence, typically I'm the one doing the majority of the dirty talk. Telling me how much she was looking forward to Friday night. How she couldn't wait to get fucked by Aaron while I watched. How she couldn't wait to suck his dick again, but this time after it had been inside of her. How she wanted to feel me inside her while she was filled with Aaron's cum. And all the while, she didn't even attempt to have me fuck her … but she did give me a handjob and made me explode like crazy all over myself and her hand.

Friday morning, she was gone to work by the time I woke up. And by the time I got back from a client visit, a bit after 7, she was already getting prepared for the night. When I came in late, she said to me "It's about time, I thought I was going to have to go get fucked without you."

Part of me wanted to tell her to go ahead, because that would turn me on even more. But I knew she, and Aaron, both wanted me there.

She was just out of the shower, and once again completely shaved. When I reached over and rubbed her a bit, she specifically said "I wanted it to be fresh and clean for him."

I was already throbbing.

She had gone out and bought one of those tights sets that's a garterbelt & stockings combination piece. And when she put it on, the whole thing just framed her pussy perfectly, and the black was just a sharp contrast to her skin. God it was sexy. And then she showed me the dress she was wearing … honestly, at first I was a little disappointed because it didn't look very sexy. But then she put it on and it instantly changed my mind. The dress was transparent with white designs covering it, which left tiny areas of transparency all over the dress. But, the big turn on was that you could see the black set she was wearing under it. Not perfectly, but you could make it out through the dress. And because of that, you could tell right away that she wasn't wearing panties under it.

I couldn't believe she was going to wear that out in public. It's one thing for her to lift up her dress and tease, but this thing put the entire show on display to anyone that looked close enough. And it was short enough so that when she sat down, the stocking tops showed.

We headed out a little after 8 and got to the bar close to 9. Aaron was supposed to meet us around 10, but she wanted to be there and already have a drink in her so she could calm down a bit. She was obviously very excited but anxious. I decided not to drink, because I didn't want to risk forgetting anything in a cloud of booze.

We sat at a little "Tall" table off in the corner section, and I asked her if she was sure she wanted to go through with it. She moved her hand under the table, then brought it back up with her fingers practically soaked and just nodded. Then she asked "Are you sure you're ok with another man fucking me?" And I grabbed her hand and put it on my erection.

She had another drink and we sat there waiting, and after a bit I saw Aaron come in. He noticed us and began to walk over to our table and he came right up behind her … and before I could say anything, he arms were around her from behind and he immediately began kissing her neck. I just stayed silent and watched as she leaned back into him. I saw his arms move down, and as I looked, he began pulling her dress up her thighs and she began to spread her legs.

She had her eyes closed as he began running one of his fingers up and down between her lip. I could tell how absolutely wet she was and his finger just slid so easily inside of her. And I saw her hips begin moving as his finger just started pushing in and out of her. I probably should have looked around to see if anyone could tell what was happening, but at that point, I didn't give a shit … here I was watching my best friend finger fucking my fiancee and I wasn't about to look anywhere else.

He said "What am I going to do to you, Shannon?"

She said "You're going to fuck me. And cum inside me."

"And where am I going to fuck you?"

"Everywhere."

"Tell him."

And she opened her eyes and looked at me and said "He's going go fuck me everywhere."

And I could see his hand moving faster and her hips were moving faster. And she was trembling. And he said "Where, Shannon? Where is my dick going to go tonight? Tell him."

"My pussy. My mouth …"

"And where else? Where else am I going to fuck you?"

"My ass. You're going to fuck me in my ass."

"Tell him. Tell him what you want to give me."

"I want Aaron to be the first guy to fuck my ass."

And her eyes slammed shut and she was biting her lip and I knew she was cumming.

And my heart was pounding like crazy and I felt like I was going to pass out from the rush of blood from my brain straight down to my dick. I mentioned I'd never fucked her in the ass, because whenever I'd ask, she'd say no. I looked at Aaron when she said that to me, and he knew that she'd never let me, and I was fucking dying to know how he'd convinced her. Like with everything else, I assume he just flat out told her he was going to do it, and like with everything else she loved being told it was going to happen, like she had no say in it. He definitely didn't "ask" for it.

He pulled his finger out of her and brought it up to her mouth and rubbed the tip of it across her lips until she sucked it into her mouth. I wanted to cum so fucking bad at this point.

Then he turned her around on her stool so she was facing him, and they began kissing while I just continued to watch. His hands were under her dress, pushing it up to put her thighs on display. And all of a sudden it dawned on me why she went to a table in the corner … because I noticed her hands reaching for his zipper and then Aaron's cock was out. She wanted a corner table to block the view because she wanted him to fuck her right here.


Sorry for having to split up the post earlier, we were late heading out to watch the game. Shannon is a huge football fan (much more than I am), and because the weather is so mild lately, she wanted to go wearing something sexy. So she wore her favorite jersey (which is incredibly large on her) as a dress, with a belt to tighten it up, and knee high vinyl boots. It's a very sexy look, especially since I knew she wasn't wearing anything under it. Unfortunately, there's going to be a break at the end of this one too, mostly for ease of reading and because it's been a long, exhausting weekend.

Anyway …

To directly continue: I watched her as she unzipped Aaron's pants and took out his cock. He was already hard, obviously and her legs were spread wide open for him. She had hold of him and began brushing the tip of his cock up and down between her pussy lips and against her clit. This is one of the things she loves to do before she gets fucked, rubbing my cock (and now Aaron's) against her clit.

I felt like time was standing still. Everything else around us seemed really loud, but distant at the same time. I was just so focused at what was happening. And then I just couldn't take it anymore, and I reached out, pushing her own hand out of the way and pushed his cock down until the head slipped right inside of her. She made a little surprised noise and then Aaron just slammed forward. Both her arms and her legs went around him, like she was holding him in a bear hug so he wouldn't be able to move. And I just looked at them, for the first time seeing another man's cock completely inside of my fiancee's pussy.

I felt like I was going to die, just from the complete desperation of wanting to watch him fuck her. And he finally started to, really slowly. I imagine so no one would notice that two people were fucking in the corner of the bar. But she held her arms and legs around him and I tried as best I could to see his cock moving in and out of her, and every time I saw it come out, covered in her juices, I felt like I was going to cum myself.

I had wanted this so bad, and now it was happening way sooner than I could have ever hoped. I leaned in and began telling her how sexy it was, how sexy she looked with her pussy all stretched out around his cock. I whispered into her ear how it looked like her pussy was made for his cock, like it was a perfect fit. How right it looked for him to be fucking her instead of me. And every time I said anything to her, she would just softly moan. But I could see her already trembling again, and I knew that if Aaron picked up his pace a little, she would cum all over his cock. And I wanted to see it happen.

But before I could tell Aaron to fuck her harder, he began asking her questions again, making her direct her answers at me again:

"Do you like having my cock inside you, Shannon? How does it fell? Tell him."

"Love your cock inside of me. Feels so thick. Stretching me. Feels fucking amazing."

"And do you want me to cum inside of you, Shannon?"

"Yes. Fuck yes. Please. Cum inside my pussy. Please. Please cum inside me."

And he started to fuck her harder. She immediately ripped into an orgasm as he just clenched her in his arms and kept pounding into her. Not wanting to be too left out, I began rubbing myself through my pants and as soon as I saw Aaron spasm and push deep into her, I lost it and came as well.

He was cumming inside of her, and her legs were completely wrapped around his waist, holding him in.

I was praying he would tell me to go down and eat her as soon as he pulled his cock out of her. I wanted to suck his cum out of her pussy so bad I would have dropped straight to the floor to do it no matter how obvious to those folks around us.

But instead, he looked at me and told me that we were done here … to go pay the tab, and meet the two of them out at his truck.

I did, and a few minutes later, I was outside and saw his truck down the street. As I walked up to it, I noticed the two of them were in the backseat making out. They were kissing hard, and when I got into the driver's seat and looked back, I realized she was giving him a handjob trying to get his erection back to full mast.

I asked where we were going, and he told me to head out to the back of the train parking lot, so he could fuck her again in public but in a place with a little more privacy. It was about a 20 minute or so drive, and it was the hardest drive of my fucking life. I kept catching glances of them in the rearview. I saw the handjob turn into a blowjob. And as she sucked his dick, he'd pulled her dress up over her ass and it became obvious from what he was saying to her that he was rubbing, or attempting to finger, her ass.

"I can't wait to be the first one in this ass. It's so fucking tight. Such a beautiful ass. I'm going to be the only one that fucks it, aren't I, Shannon?"

And at first she didn't respond, she just kept sucking his dick, but he wouldn't let it go and asked her again. And I could hear the passion in her voice as she let his cock slip out of his mouth and said "Yes. Yes. I won't let anyone fuck my ass but you."

"Not even your fiancee? You won't even let him fuck your asshole?"

"No. My ass is yours."

"You promise?"

"I swear. I fucking swear to god I won't let anyone fuck my ass but you. not even him. Please let me finish sucking your dick. I want your cum in my mouth again. I swear my ass belongs to you. Cum in my mouth, please."

And I almost crashed the fucking car I was so turned on. He just grabbed her head and started fucking up into her mouth and a few minutes later I heard him telling her to swallow all of it or he wasn't going to fuck her again. And as desperate as she sounded when she was beginning him for his cum, I couldn't imagine she'd leave any behind. And considering how adamant she had always been about no anal sex, I was dying to know how all of this had happened. I was jealous as hell that he was going to get to fuck her ass, but also wildly turned on that he'd get to fuck it when I never had, and was being told that I never would.

To put the next part into perspective, I love anal sex. My last girlfriend prior to Shannon also loved anal, and sometimes I think I may have fucked her ass more than I ever fucked her pussy. She could cum just from having her ass fucked, but when I was in her pussy, she'd need extra stimulus … whether it was her fingers, or a toy. And because of that, she just preferred getting fucked in the ass.

I became so used to it, and so addicted to it, that not getting at all from Shannon had been killing me the entire time we've been together. I wanted her ass so bad that sometimes when we were ***** and fucking, and she was so wet, I'd wonder how she'd react to "accidentally" taking it in the "wrong hole". But I knew how absolutely against taking it up the ass she was, and never went for it. But every time I thought about it, my heart would pound like mad and I'd end up finishing too fast in her pussy.

So hearing her tell Aaron that not only was he going to be the first person to fuck her ass, but the ONLY person to fuck her ass--hearing I'd never get what I wanted so desperately--kicked in every cuckold feeling I'd ever had and nearly made me cum in my pants. I couldn't wait to watch her asshole stretch out around his cock … and watch her lose her virginity to him instead of me. (And as a side note, her asshole belonged to Aaron last night as well, after the game. But this time, I didn't get to watch ... but I'll get to that.)

Anyway …

After he came in her mouth, he just rolled her over so that her head was lying in his lap and she was facing up. He began to finger her pussy and continued to do so for the rest of the drive. When we got to the lot, I drove to the far end … near enough to a light pole so that we had light, but far enough away so that we weren't exactly in the spotlight.

We just sat there for awhile while he continued to finger and rub her pussy, and tell her what he was going to do to her. How he was going to take her outside, pull her dress off completely and lean her over the front of the truck and fuck her from behind. And how when his cock was wet enough from her juices, he was going to pull out and push it into her asshole. And every time he said something to her, her legs just clenched around his hand.

Her head had turned to the side and she was kissing his cock again. And I was once again stroking my dick through my pants while watching the two of them. Her legs were spread as wide as she could get them, and I just kept shifting from watching his fingers playing on her swollen pussy lips to watching her mouth against his cock.

Soon, he was hard again, and he had her sit up and straddle him and I watched as she sank down onto his cock … and watched it disappear up inside of her. And now that we were out, away from anyone else, she didn't have to be quiet … and she absolutely wasn't. She began bouncing hard on his cock, with her arms wrapped around his neck, while they kissed.

She began telling him how much she loved his cock inside of her. How good it felt. How he was going to make her cum again. And even picked up on what I had been whispering to her earlier in the bar, and told him how it felt like her pussy was made for his cock.

I had to stop touching myself or I knew I'd cum way too soon again.

His hands were on her ass, and he was spreading her ass cheeks open, showing her hole to me. I saw his hand dip down, wetting his finger with pussy juice, and then slide up to her asshole. He began pushing the tip of his finger inside, and as he did, she began slamming harder down on his cock. Part of me expected her to swat his hand away, or tell him to stop, but she never did and just a few seconds later his entire finger was in her asshole and he began slowly fingering her.

And he said to her "Your ass is so tight, should I fuck it right now? Should I pop my cock out of your pussy and slam it into your asshole?"

"No."

"And why not?"

"Because I want you to take me outside and fuck me like a whore. I want to bend over and give my ass to you."

"Then get off of me, we're going outside right now."

And then we were all scrambling to get out of the truck. By the time I got out she was already pulling her dress up over her head and was just standing there in her garter-set and her boots and she had squat down to take his cock back into her mouth, sucking herself off of him.

But that didn't last long, as he pulled her back up and bent her over the hood of the truck and went right back to fucking her pussy. But now he had her hips in his hands and was slamming hard into her. And she was moaning out loud with every thrust. And I was just standing off to the side watching him fuck her. And I realized that in all this time, she had barely looked at me or addressed me at all … besides the things Aaron had told her to say to me, it was like I wasn't even there.

And then Aaron reached into his jacket pocket and pulled out a little bottle of lube and I knew he had come prepared, and had known it was all leading up to him taking her anal virginity right in front of me. He slowed down his thrusts and began spreading the lube on her asshole, and once again began fingering her, spreading the little hole open.

I was worried about how much it was going to hurt, and I knelt down in front of her and began stroking her face and telling her she didn't have to do this if she didn't want to. That it was ok and we could just go home. And she looked at me and said "I want him in my ass. Please help him fuck my ass."

And I leaned in and kissed her, hoping to take cum still on her lips. THen I walked back, and I held onto her ass, spreading her cheeks so Aaron could continue to thrust into her pussy while easily fingering her ass. He looked at me and whispered: "I've had her fucking her ass by herself for the last 3 days. She wanted this bad."

And then he pulled his cock out of her pussy and used the lube on himself, and then, there it was, the head of his cock was pressing against her asshole and I didn't think there was any way in hell he could get inside of her.
Next: Chapter 03
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