The Homeless Shelter

I’d found the experience of the night before, being fucked by the three homeless guys on a loading dock behind a furniture store, after I bought them a bottle of whiskey, so arousing that I’d gotten myself off when I got home and was showering, washing the grime of the grubby mattress and their dirty hands and clothes off my body. I felt such a cheap, dirty slut, and it blew my mind so much that I knew I wanted to do it again soon. I’d hardly slept overnight, thinking about the fact that Gil had told me someone would be at that loading dock every night, and it made me think about just what I could get up to and with how many homeless men. It almost seemed like a perfect solution to my quest for getting lots of extra marital cock while helping the homeless.

All day at work, I was so horny, I knew I would be. I’d even decided to wear a button-up dress for work, knowing that it would give easy access to anyone I may decide to have fun with. Finally, the end of the day came, and I had a decision to make. Go home or indulge my fantasy? It was an easy decision to make; any sensible married woman like me would realize they loved their husband and their wedding vows were sacrosanct. So five minutes later, I found myself in the restroom, locked in a cubicle, naked, having just removed my bra and pants. I put my dress back on, packed my underwear in my bag, did a quick check to see if I had everything I might need, put on my coat, and headed off.

A little under ten minutes after leaving work, I arrived at the liquor store. The street and the store itself were quiet. I walked inside, and the owner, whom I recognized from the evening before, greeted me with a big smile. I hadn’t really noticed him last night when he spoke to me, as there had been other people in the store; however, as he smiled at me, I looked at him. He was a large black guy, not just in height but also in build, with broad shoulders, a huge chest, and biceps bulging beneath his tight-fitting polo shirt. As I got to the counter, I saw he had the name of the store embroidered into his shirt, along with the name Todd, which I guessed was his name.

“Good evening, Todd.” I said with a smile before asking him for a bottle of the same Irish whiskey as I’d bought the evening before. Todd took one down from the shelf and placed it on the counter, asking me if I needed it bagged as he nodded towards my large shoulder bag I had with me. “Oh yes, please, that would be useful,” I told him.

“May I ask you a question, ma’am?” Todd asked.

“Of course!” I replied.

Todd then asked me if I was buying the bottle for the homeless guys. “I’m only asking because old Gil is a good friend of mine; I knew him in the service before he left.” He told me. I blushed a little, wondering if he knew I gave the bottle of whiskey to Gil last night, and if he did, what else might he know? Either way, I saw no point in lying, so I told him that I was buying it for them. He then asked me if it was possible to have a private conversation with me about the homeless guys. I was a little concerned but also very intrigued, so I agreed to have a private conversation with him. The store was empty, but Todd went over to the floor and flipped the closed sign around before locking the door. He walked back and past me, asking me to follow him to the back of the store before opening the door to a back room and ushering me inside.

The room was a store room, quite long and narrow, with piles of goods scattered around, a very small desk, and a chair tucked in one corner next to a filing cabinet. Right at the back of the store room was a fire door, which I guessed led out to the area next to the loading dock I was on the night before. Todd looked at me and said, "Look, I really admire your desire to help the homeless. I like to help them out too, where I can, but I have to be careful not to be seen as an easy mark, or they’d all be here looking for a handout. I help old Gil because I know him well. You get me?”

I looked at Todd and nodded, wondering where this was going. Then I found out where he thought it was going. He told me that he hoped we could come to some arrangement. I just stared at him and raised my eyebrows, urging him to go on. That was when he dropped the bombshell on me. "Well, you want to buy liquor for the old guys. I know what you want in return for giving it to them.” My heart began to thump in my chest. Todd continued. “If you take care of me, I’ll give you the liquor for free, and you can give it to the homeless guys and get what you need.”

"What do I need?” I enquired.

“Come on, posh lady. You need to feel some nice big homeless cock in your pussy.” Todd said to me with a lustful stare. “This way you can get that and have some of my big black cock as well. Plus free liquor!” As he said those words, he was rubbing his crotch. I could make out the outline of his hard cock underneath his pants, and it looked long and thick. My insides tingled, and my mouth began to salivate. Without even realizing it, I licked my lips. “You wanna see it, lady?” Todd asked.

My heart beat even faster, and I could hardly speak. To my shock and horror, I mumbled, “I, Errr! I guess so!” I couldn’t believe it. I didn’t know this man. I hated myself. I had gotten to the point where I just couldn’t refuse any cock. How low had I gone as a cheating married slut? I asked myself as I watched Todd lower his pants and free his giant cock from his underwear.

“Oooooooooh Wow!” I sighed as his huge cock sprang free, about nine inches of thick black cock, swaying slightly from side to side as it pointed towards the ceiling. I could feel my pussycat gushing, and my mouth was drooling as I stared at it. I was just about to reach out and touch it when my focus was interrupted by Todd speaking.

“You like it, don’t you, lady? Do we have a deal?” He asked in a stern voice.

I looked at him; I could feel my legs shaking, and my lips quivered as I stared at him. I finally managed to mumble, “Yes! Yes! We do have a deal, Todd.”

Almost as soon as I’d finished speaking, Todd was right up against me. He had me pressed against the wall, and his hands were squeezing my braless tits through my clothes. “These feel like some pretty awesome tits.” Let’s get these clothes off.” He scowled. Todd began to fumble with the buttons on my coat with his big, rough hands.

“No! No! Wait! You’ll rip it. Let me do it. Please.” I pleaded, sounding a little panicked.

Todd stepped back and looked at me. “OK lady. I ain’t going to hurt you or anything. You do it for me.” He replied.

I smiled at him, almost thanking him for reassuring me. I quickly undid my coat and threw it over the chair by the small desk in the corner. Then I slowly began to undo my dress. For no particular reason, I started with the bottom button first. I guess I somewhat subconsciously wanted to tease Todd, making him wait to see my bare tits. I looked at him as I undid my buttons, working my way upwards. Todd stared at me, smiling and stroking his huge cock. I could see it throbbing as the blood surged through the thick veins along his shaft, pumping blood into the big purple head. Todd had pure lust in his eyes, and I knew my own eyes must have been the same. I wanted that cock of his so much that I had to tell him.

“I need you to fuck me, Todd. Fuck me hard with that huge cock of yours. Please take me!” I moaned. As I finished my sentence, I undid the last of my buttons and pulled my dress open, revealing my nakedness. My nipples were hard and tingling, and my pussycat was throbbing and gushing. Todd stepped back up to me, pressing me against the wall, his big hands squeezing my fleshy D cup tits briefly before he moved his hands to my hips. His muscled body pressed hard against me. He bent to one side, hooking a hand behind one of my knees, and pulled, lifting my thigh so it was almost around his waist. I felt the head of his big cock rubbing against my love slit, and then he pushed his pelvis up, and I gasped as his cock head entered my love hole.

“Oooooooo! Fuck Todd! You’re in me. I want you deep!” I moaned. Todd placed both hands under my buttocks and pulled my pelvis towards him. A little more of his cock slid into me, and then my other leg lifted off the floor, both thighs wrapping around Todd’s waist. Todd was holding me in the air, my back hard against the wall, then he pulled on my pelvis again and lowered me slightly. “Ohhhhhhhh Christ. Yesssssssss!” I howled as he impaled me on his cock, right up to the thick root. My clitoral area pressed against his pubic mound, sending shock waves through my body. Then he started to fuck me, ramming his cock into me with hard thrusts as he held me up in the air with his strong arms, his huge hands grasping my buttocks, and his strong fingers digging into my flesh.

I wrapped my arms around Todd’s muscular shoulders and held on tight as he brutally fucked me, each thrust slamming my back against the wall. As he pounded my pussycat, he growled obscenities at me, calling me a whore and a slut. “Ohhhhh Fuck! Yesssssss1 I’m a slut. Fuck me hard; fill my cunt, you bastard.” I wailed at him as he continued to pound me. My pussycat was on fire; my clitoral area felt like it would explode every time Todd’s pubic bone bashed into it. “Oh! Todd. I’m fucking cumming.”

I shrieked as the heat from my pussycat went through my whole body, my face flushed, and my orgasm erupted.

“Oh yeah! You slut. Cum on my big cock. I’m going to fill you up good.” Todd groaned. A few more savage thrusts, and Todd began to grunt. Then, with one more thrust, he let out a savage roar before he began to shake. I could feel his hot cum spurting into my throbbing cunt as it spasmed around his thick cock and filled my womb. I gripped Todd’s huge shoulders harder, and he pulled harder on my pelvis. We remained locked together as we both orgasmed, our cumin juice mixing together inside me.

After a couple of minutes, Todd began to relax, and I felt his cock slip from me, followed by a cascade of our mixed cumin juice flowing like a waterfall, splattering the floor. Todd lowered me to the ground, and I straightened my shaking legs so my feet were back on the floor. I felt so wobbly and stayed leaning against the wall. Todd grabbed some tissue off a shelf behind him and wiped his dripping cock. He zipped up and handed me the roll of tissue. “I’ll bag up your whiskey,” he said as he opened the door and walked back into the main store area.

I had a quick clean-up, fastened my dress, put on my coat, and joined Todd in the store at the counter. He handed me a bag with the whiskey in it and also gave me a bottle of wine, telling me to put it in my own bag for later. He walked with me to the door, unlocking it and flipping the closed sign back around to open it. I thanked him, and he looked at me, smiled, and said, “Any time, posh lady. Say hello to old Gil for me, and you have a nice evening now.” With that, I left the store and headed out onto the street.

I wandered the twenty or so yards to the alleyway, which led around to the loading dock, where Gil, Bobby, and Vinnie had fucked me the evening before. My legs were still shaking from my orgasm, but I was still thirsty for more cock. I arrived at the loading dock and saw Gil sitting in a chair, drinking from a bottle. I guessed the last of the bottles of whiskey I’d given him the day before. He was alone, and as I approached, I called out to him. A big smile appeared on his bushy, bearded face. "Hey, Miss Sarah. It’s lovely to see you again so soon.” He said.

I climbed up onto the dock and looked around. “No Bobby and Vinnie this evening?” I asked. Gil told me the two guys had been given a couple of days of work, laboring on a building site on the other side of town, so they would be staying over there for a couple of nights at least. “Some of the other people I know will probably wander by later; someone usually does.” He added.

I handed the bag containing the bottle of whiskey over to Gil and said, “Your friend from the liquor store says hi." I told him.

Gil smiled and looked at me. "Yeah, Todd is a good man; me and him go back a ways.” Gil said, with a smile and a look that pretty much told me they clearly talked about everything, and my mind tried to imagine the conversation that had gone on between them since last night’s events. That thought alone had my body tingling again, knowing that I’d probably been talked about in a totally degrading way and called all sorts of things. Gil opened up the whiskey I’d given him and asked me if I’d like some. I nodded, and Gil directed me to his shopping cart, telling me I’d find the paper cups near the top.

As I rummaged in the shopping cart, Gil rummaged around the side of the dock and came back with a small wooden crate. Once I’d found the cups, Gil offered me the chair, and he perched on the crate, directly in front of the chair. I held out the paper cups, and Gill filled them. We drank and chatted a little about everyday things before Gil said. "So, Miss Sarah. Have you come back for some of old Gil’s big cock? I blushed, thankful that it was now dark and he wouldn’t notice.

Before I answered, Gil told me his poor old hips were playing up a little, so if I wanted his cock inside me, I’d have to go topside. I smiled and blushed even more. ‘Fuck! I’ve never been on top of one of my extra marital flings!’ I thought, and the idea thrilled me.

Gil finished his cup of whiskey and suggested he lay down and I should do a little strip show for him to get him excited. I drained my cup and took a deep breath. “Ok! I’ll do it.” I said it excitedly. Gill stood and wandered over to the grubby mattress I’d been fucked on the evening before. He refilled his cup, put down the bottle, laid down, unzipped his pants, and exposed his long, flaccid cock. I slowly undid my coat and hung it over the chair, then proceeded to caress my body through the fabric of my dress, squeezing my tits together and shaking them, showing Gil I was braless underneath.

Gil smiled and began to stroke his cock as I played for a couple of minutes, and then I began to slowly undo the buttons on my dress. When I was down as far as my neck, I began to slide one hand at a time inside my dress and squeeze each breast in turn, tugging on my nipples and making them hard. Gil stroked his cock a little faster, and I could see it was starting to grow. I began lifting the hem of my dress, exposing my thighs, and brought one side up high enough to expose my hip, showing Gil I had no pants on. Gil’s cock was now almost fully erect, and he was groaning as he stroked himself.

I turned around so I had my back to him and began to undo the rest of my buttons down the front of my dress. Once I’d undone them all, I looked over my shoulder and squeezed my buttocks. It turned me on so much having this dirty old homeless man each me and stroke his huge cock as I stripped. I could feel my cunt was soaking wet. I pulled at the hem of my dress and bent forward, exposing my buttocks and bare chest to Gil. As I bent forward, I could see him through the gap between my legs. His cock was fully erect.

I stood up, turned around to face him, and walked a little closer. I could see pre-cum leaking from his piss hole, making his cock all sticky and shiny as he stroked himself. My mouth drooled, my insides fluttered, and my cunt throbbed. I needed that big cock inside me. I walked further forward, standing over Gil, my feet on either side of his body. I looked down at him, squeezing my tits, and told him I wanted to ride his cock.

Gil smiled and said, “Come to daddy, baby, you just squat down and let old Gil stick his big pole into you.” I lowered myself down until Gil’s cock touched the entrance to my love hole. Gil rubbed his cock back and forth a little, my juices soaking him. We were both ready. I leant forward, placing my hands on his chest, and eased myself down, impaling my cunt on his big black pole until my buttocks touched his hips.

“Ooooooohhhhh! Yesssssssss!” I moaned as that wonderful cock filled me to the limit, and I sat there breathing for a moment, allowing my love hole to stretch and accommodate this monster. Gil reached up and cupped my breasts, squeezing them, his bony fingers digging into my flesh. “Harder!” I moaned, and he began to tug at the flesh. Then he clamped onto my nipples and began to tug hard on them, pulling and pushing my body, urging me to ride his cock.

I began to rock my pelvis and lift it up and down, riding Gil’s cock in sync with him pulling and pushing on my tits. It started off slow and gradually got quicker. The faster I went, the harder Gil pulled; my cunt was throbbing and my nipples were stinging so much that I almost begged him to stop. I could hear and feel my juices squelching every time I lowered down onto Gil’s big cock. My insides were being battered by his big pole, deep inside me, banging against my cervix, his cock trying to snake its way into my womb.

I rode Gil’s cock for about five more minutes. We were both panting like crazy; my whole body was tingling with sexual arousal, and then it happened. Gil grabbed a big handful of my fleshy tits, squeezed hard, and thrust his pelvis up as he began to grunt and groan. I felt a hot spurt of his cum blast right up into my womb, followed by several more, filling my love hole to the brim. I groaned inside. I had been so close to my own orgasm, and now Gil’s cock was already going soft inside me. I rocked back and forth, rubbing my clitoral bone against Gil’s pubic bone, but it was no good. I could feel his cum oozing out of me, past his softening shaft, and pooling on his pelvis.

"Sorry, posh lady! I just couldn’t hold on. You’re just too damn hot.” Gil said, sounding a little crestfallen and apologetic. I climbed off Gil, and we cleaned up a little. I dressed, and we shared another cup of whiskey. I was disappointed, but it wasn’t his fault, and I wanted to try and let him know it was OK. I decided to ask him something that might cheer him up.

“Hey Gil! You must know a lot of horny homeless guys. How about we fix a date for next week where you get half a dozen of them here and I come along? You can direct events while you all have me. like you own me?”

Gil’s eyes lit up. "Oh, fuck yeah.” How about Wednesday? We get our social money on Wednesday and always have lots of drinks. We could do it then. He asked, hopefully! I smiled at him, drained my cup, and told him it was a date, but I had to go. I left Gil with the bottle of whiskey and wandered back to the street. I was already looking forward to next Wednesday, but what about tonight? I had been on the edge of an orgasm and was now feeling so frustrated. I doubted I’d be able to wait until I got home. I’d end up getting myself out of my car in the parking garage. That would be fun if I got caught, I thought.

Then I remembered what Todd, the owner of the liquor store, who fucked me earlier, said as I was leaving. “Any time, posh lady.” I looked at the store, and the lights were still on. I walked to the door, took a breath, and opened it. Todd looked across at me and smiled. “Already?” He said. I smiled and shrugged my shoulders. Todd came from behind the counter and passed me on his way to the door. “You know where to go, posh lady.” He said. “Get yourself ready while I lock up.” I wandered into the store room, quickly stripped and bent over the small desk, my bare buttocks facing the door. I felt such a slut, waiting for Todd and his big cock, but I knew I needed it.