Note: This story was dynamically reformatted for online reading convenience. Finding a homeless older woman in New York and making her my total sex slave, selling her, abusing her, using her, and eventually leaving her on the streets again, pregnant. nc, MF, FFF, mmmmmmmf, humiliation, viol, rape, preg, gangbang,public, exhib, sale, forced prostitution, homeless, I was in my mid 20's and doing pretty well for myself. From my base in the mid-west of the U.S. I traveled across the world. I was walking into my temporary apartment in mid-town manhattan, in New York City which was to be my home most of the next 6 weeks. I loved the seedier side of NYC, they hadn't cleaned it up yet, it was the late 70's and be being young and adventurous there was always an easy hole to stick my dick in when I needed to. If the swinging singles bars were a strike out, which usually wasn't the case, then there were so many other outlets. I'd tried it all, hookers that advertised in a raunchy newspaper (no longer in publication much to my dismay), street walkers, even glory holes at the many adult stores. I considered myself heterosexual, didn't even consider that I might be homosexual, or even bi rather; when I needed to fuck and couldn't find immediate female companionship, I'd take whatever hole I could get. Basically needed a cumdump. A mouth sucking on your cock still feels good, if you're not lucky enough to get a woman to do it, then take whomever let's you use their mouth. Anal sex was always my favorite, only had a few fucks that didn't let me up their poopchute, so there wasn't much difference if it was a girls ass or a guys ass. All I cared about was cumming. Though I did only like a smooth hairless ass. I never sought guys out just took them as an alternative. Through the ads in the paper I'd had plenty of opportunity to experiment in all kinds of ways. I'd gone to women and been treated as a slave; made them the slave, had two women together, male/female couples (fucked them both), gorgeous transsexuals, pretty crossdressers etc. I'd gotten buttfucked my first time by a beautiful dom bitch who started me out with my mouth gagged and raped me with a 10inch long, 2 inch wide strapon, then peed in my open asshole and in my mouth with the other doms watching. Four of them took their turns after she was through, they all fucked and pissed on or in me. I got my first cock up my ass while strapped to a table, bent over and spread wide. Another male slave was brought in and allowed to fuck me because he drank all his mistress' piss. I'd even fucked an old granny pussy; some 50 years my senior, just to see what it was like. . . it was really good, really tight. So my second night in town, I got myself changed out of my business suit and was casually dressed as I left to go down to the deli around the block to bring back some food. As I rounded the corner, just behind my building was a driveway that went from the street about 30 feet between my building and the nearest brownstone. This held dumpsters for the restaurants and a grocery store, that was on the street floor of my building. It also held any number of piles of shit, pools of piss, boxes, and a few homeless people. Back then they weren't "homeless" they were "bums". I saw one of the boxes, in it was a woman, couldn't tell her age, or even her looks, I just know she was a woman as she had some wet paper towels and was wiping herself off, cleaning herself as best she could. Despite hiding in her box I saw her open blouse and her braless tits flopping about. I started to get hard as I slowed down my walk. She looked at me and continued to clean herself, knowing I was watching her little, saggy tits. She just stared at me while I stared at her tits. Eventually she pulled her blouse closed but continued to stare in my direction. I approached her and said: "I'm going to the deli up here, can I get you anything?" "If you want, ok" she answered. Sounding younger than I thought she would be. "OK, a sandwich? Something to drink ok?" I asked "Yeah, If you want" she repeated As I went to the deli, I thought about those tits. They weren't huge or anything, very floppy and saggy, but it was so hot seeing them on a homeless woman in back of my building, out in the public protected by only her box, which I gathered was her home. The tits didn't belong to a woman in her 40's or 50's like I thought she was, and her voice definitely belonged to someone my age. Those tits, I kept thinking to myself. I got to the deli and got my sandwich and drink, and one for her and they had some hot mac and cheese. I got her a piece of cheesecake as well, and a plastic fork with which she could eat it. On the walk back I wondered; should I make her take off her top and let me feel her tits to get the food? Show me her ass? Her pussy? I wasn't sure. I mean it was dark enough back there, but hell I didn't want to fuck her. I got back to her box and leaned over, she got out and I handed her the bag of food. We were standing there looking at each other, she held her bag and I mine, but she still held it away from her, near me like I'd take it away or something. "So what do you want to do to me for this? " she finally asked "ummm, I don't know, I didn't think about it, what do you mean? "Come on, look I don't sell it, but I'm just too damn hungry tonight" she said She had an urgent tone in her voice when she was talking, like she needed to pay me, but of course she couldn't, she needed to eat and she was desperate. "I really need something to eat" she said, again urgently "Then go ahead, I got you a sandwich, mac and cheese, a drink and a cheesecake" I fired back "Well, what do you want me to do for it?" "What do you think it's worth?" I answered "Come back here" she said curtly With that she took me between two dumpsters, and opened her blouse. She said I could feel her tits while she ate. I asked her to take off her crusty blouse and she wouldn't do it. I asked her if I could see her pussy and her ass, but she said no. With that I took hold of the bag and took it out of her hands. I explained that I'd gotten her a lot more than a sandwich, and I should get something more than just saggy tits for my trouble. She hung her head and pulled down her dirty jeans, and soiled panties to her knees, and opened up her blouse totally to me. I gave her the bag back and she began eating and drinking all while spreading her legs anytime my hand went between them to her hairy cunt. In the glow of passing traffic and the one streetlight not broken, I saw saggy tits, but a pretty nice, painfully thin body. I looked at her face as she was eating, and my hands were roaming her naked form. I asked if I could suck her nipples and she mumbled a negative. I took the chance and just did it anyway. Eventually she finished everything, and I offered her mine and again she asked what I wanted for it. As she said this and I gave her my bag, I noticed two males in the shadows lying furthest against the back wall, and another was coming into the drive. "Don't worry about them, they won't do anything, just look" she stated matter of factly. "I don't care if you don't care" She wasn't making any move to pull up her pants or close her blouse. Since I gave her more food I guess it was expected I'd get to keep feeling her up. I was rock hard now, and I wanted to stick it in this whore. Well not really in her, but as I said in my opening, I needed a cumdump. I needed to cum, I didn't care where, her pussy, her ass, her scraggly toothed mouth (a few broken teeth from life on the streets), I wanted my hard cock inside this homeless bitch. With that she opened my bag and took out the sandwich and I unzipped my pants and pulled out my 7 inch, thin, cut cock which was at full hardness. I didn't care about the women and a few guys walking past the drive who might see if they bothered to look, I moved behind her and she bucked away, yelling at me to stop. "I don't do that" she yelped "You have to" I whispered into her ear with my teeth clenched. "No, here, take your other sandwich" "Fuck that, and fuck you. Keep the food and this $ 10 and get fucked you bitch" I hissed as I shoved a ten dollar bill into her free hand, and grabbed her around the hips. I bent her over behind the dumpster she putting one arm against it and one holding the bag of food. She stuck out her ass with her titties flopping in the opening of her blouse. The other bums began coming out for a better look to watch me fuck her, and I slid my cock in between her labia and held it at the dry entrance to her pussy from behind. As I rocked it back and forth she started to lube up a bit, and I massaged her titties which finally got her wet enough for me to penetrate her though still a little dry it made her cunt very tight. All this time she was holding the sandwich and bag in one hand and the $10 bill in the other, pressing against the side of the dumpster. I confess that it only took me about two minutes to cum up her twat, not a very macho record, and certainly not normal, but I felt like I was forcing her and it was exciting. I shot a two day load up her smelly, urine soaked twat, pulled out and zipped up. I thanked her, gave her another $5 and left. I went to a pizza joint sat down and ate a couple slices while thinking and wondering. Had I just raped a poor homeless woman? She was almost crying while I was doing it. The whole time emitting a low whimper. I gave her money but she didn't want it. She certainly was no virgin, it's not like I raped a 15 year old schoolgirl or something. I walked back to my apartment peering up the street, I couldn't see into the driveway where the woman who may have been my rape victim was going to spend the night. I cleaned myself thoroughly in the shower, and even used some alcohol on my cock to clean it of her urine stench and the scent of her cunt. I finally convinced myself in bed while I was jacking off thinking of what I'd done, that it was paid for, she was a whore, just a slightly unwilling one. Maybe it was rape, but I'd paid her and she accepted, after all it was her who bent over against the dumpster and stuck her hips out for me to better fuck her. I fell off to sleep knowing I could sleep in with no work the next day. I arose late, around 9:30, was slow about getting my shit together, put on a light jacket over my long sleeve shirt, and went out to get some breakfast. For most of the day I looked past the drive but couldn't bring myself to go up that street. Luckily my apartment looked out the front of the building to the avenue, not the street, or the back of the building to the driveway. Later that day I had a bag of candy. I intentionally walked back up that side street, and paused at the driveway to see if she was there. I wasn't going to fuck her again, but I thought she might like some candy or could trade it for something. I'd expected she'd be out spending the money I'd paid to fuck her, or maybe she was in her box. Her box was gone. She wasn't there. I'd wondered if she moved to get away from me, because I fucked her and she didn't want me to. Was that it? Did she change to another alley, or doorway because in her mind I raped her? Then I heard something, almost like a cat purring, but more hoarse. I went into the drive a few feet and saw her box half collapsed way back in the corner behind 3 or 4 dumpsters, and the sound was a raspy moan. I went in further. It was getting dark now, it was a little hard to see, and the male bums were coming back. I got down on my knees and looked into the broken cardboard. She was there, moaning, and totally naked, bleeding from her side, her mouth, her nose, her ear, even her feet. Sperm was pooled below her hips, I could see more glistening between her legs as they involuntarily spread when she saw a man. She had blood on her pussy too. There were empty cheap wine bottles, and a gin bottle in her box with her. "What happened to you? " I asked, genuinely concerned. I felt certain I didn't do this to her "Nothing, just leave" she begged, "just leave me alone, you started this" "What?" I asked, "What happened to you? Where are you clothes?" "They took them, just LEAVE" she demanded I took my exit, shaken up and as I walked up the street, I kept thinking about her. She wasn't pretty, she wasn't ugly, but hard looking. However; what I'd just seen in her was a totally beaten, vulnerable person. This was the first time I'd actually seen her totally nude, she was more attractive that way. She had a bit of a mommy belly, which I liked, and I could see that her tits were full B cup, probably a full C when she was eating right. Even without proper food her ass was totally round and had the consistency of jelly, it shook well but didn't sag and I liked that. I stopped at the deli, got her some soup and a sandwich, a couple of cookies, and a drink and walked back to the driveway. When I got there I could see her box moving, maybe she was getting dressed and ready to come out I stood about 10 feet in waiting for her; the other bums watching me. Then I realized, there were moans, then a slapping sound coming from the box, the box was moving rhythmically and I heard a male voice grunting and her voice softly moaning and saying "please, please stop". I opened up the box and she was there on her back with one of the male bums between her legs fucking her. She looked at me with pleading eyes and softly said "Please make him stop, I hurt, too much, please" in a soft soft whisper I reached out and pulled the bum off her and he pulled up his pants and ran, I chased all the other bums out of there too. I went to her and tried to see to her in that little light. "Thanks" she managed to whisper in a hoarse voice "What's wrong, was he raping you?" I asked stupidly "They all did, after they saw you do it last night" "What do you mean, they all did?" I asked "The 5 guys who normally live here, and I think 9 or 10 of their friends, all last night, and through today, most of them brought back other men. It lasted until you came back just now" "How many times. . .? I mean" I could only sputter "35, 40, I don't' know, they all took turns, and ripped up my clothes, took everything took the rest of your bag of food last night, took the money you gave me, and said if I let one guy rape me they should all have a turn. They just keep coming up and doing it in me" I went into my building, and out the back entrance to that driveway, wrapped her in my jacket her hairy pussy and the bottom of her ass still showing and picked her up and took her to my place via the freight elevator. I spoon fed her soup, she had teeth knocked out the night before, and had to chew a sandwich on the side of her mouth. Seems one of the guys learned a trick in prison. When you have a bitch (male or female), knock out the front teeth top and bottom, and then get gum jobs when you want them. She was in pain. I nursed her to health over the next couple days. Jennie was her name. I bathed her naked body, bandaged her wounds, got her some anti-biotics and she started coming around. She had color to her now, she was getting fuller, her skin no longer ashen, she was standing at the window when I came back from the store with groceries, and I realized that she was kinda pretty, her body was taking on a nice form now. She eagerly asked to cook us supper and I let her. As she was cooking and I was looking at her swaying breasts, I realized she'd not been clothed for 4 whole days including that last one in the driveway. "I'm sorry" I said, "About what? You've really helped me, I think eventually they would have killed me or left me to die back there" "I'm sorry about that too, and for doing it to you and causing all that, but that's not what I mean" I said. "You have been going naked for all this time, I'm sorry" "I don't have any clothes, and no way to get any now" she said "Let's go shopping" I said "I appreciate it, and all you've done, but face it, soon I'll be better, and you'll do what you want with me, then I'll have to go back out there" stating the obvious "You can't go out naked" I said "I know, but I can't go out shopping for clothes if I'm naked either" she said back. I went out armed with some sizes, and got her a limited amount of clothing just to get her covered so I could take her shopping. My guilt over raping her and causing her such pain from the gangrape that followed was weighing on me. I got some jeans, a blouse, socks, shoes, and had forgotten entirely about panties or a bra. Her dark nipples showed through the thin material of the white blouse. They were beautiful, areola a little over an inch wide, with nipples that were about twice the width and length of pencil erasers but had that degree of firmness. As she was zipping up the jeans I realized that I forgot her panties as I saw her black haired, super thick pussy bush disappear beneath her jeans. "Guess I forgot a few things huh?" I mumbled "This is fine. The only thing is that with hair like mine down there, it is a little dangerous to have zippers going up and down" she laughed "Looks good to me though" I said "Look, you can do anything you want OK? You don't have to ask, I mean you've been too good to me for me to refuse. If you want to put it in me, you can" she said as she started slowly unzipping the jeans to reveal her dark thick bush and her pink inner lips. "No, no, it's OK, you don't have to, let me buy you some clothes" I said and up the zipper went We went to Macy's and I picked out some sexy undies, and even some teddy's and sex clothes for us, and helped her get some outer garments. She objected constantly bringing up the fact that she had to go back on the street and wouldn't have room for that many clothes. I won the argument, and we returned to the apartment, I stripped her bare in front of the open windows where all the apartments across the avenue could see in with my lights on. I was going to dress her but I took a look at her and stripped off my own clothes. "It's OK, I owe it to you" she said as she laid spread eagle on the bed "I'm sorry, but I need to" I whispered as I got between her legs and kissed her mouth, once again I needed a cumdump, now I realized I had my own little cumbucket. I sucked her tits, kissed her, even ate her clean pussy, which threw her right over the edge, she was bucking and heaving, and grunting like a man when she came. Then I mounted her and began thrusting. That was when she turned into a robot. Motions were great, but the stare was blank, and nothing was said. I just fucked her and came up her twat for the second time, though I did it taking my time, as this pussy felt pretty good. . . and after all, I had paid a lot for it. I stood her up, got her dressed, and had her insert the bridge work I'd paid for to complete her smile. She was plainly pretty. I'd found out that my fucktoy was 38 years old, 13 years older than me. She was divorced with 3 kids, all in the state of New Hampshire. That explained the mommy belly, something I really like in a nude woman. She was born rich, her family and her husband disowned her and she started drinking too much, lost her job here in New York, and had to start spending nights at shelters, then on the street. She'd been raped before, 5 times on the streets until that night I'd raped her and all the others followed. None of her family knew where she was. One sister knew she'd gone on the streets and she was in drunken stupor for the first year of that anyway, and didn't care. Here she was cleaned up, and very presentable, I was taking her out to a restaurant. I called it a date, she felt it was her obligation to go, or to stay and cook, or for that matter not to eat at all. I purposely avoided taking her past the driveway where she'd been ravaged so badly, and when we got back to the apartment after a great meal and an enjoyable movie, she asked if it was time for her to go. I told her it wasn't, that I was in town for 6 weeks and she could stay for that time if she wanted. She restated that I could do "whatever I wanted" with her, and she asked what I wanted her to do. I turned on the lights, opened the window blinds, and proceeded to undress her totally, and told her I wanted her to go naked when in the apartment, unless I had someone over. She knew that everyone across the street could see her, and in New York many people always were observing the apartment buildings across the street in hopes of seeing some action. She didn't seem to care at all, but I noticed she turned into the robot whenever I had her naked. The only reaction from her, and the only time she'd cum was if I ate her pussy. I was hesitant about pushing this but I wanted to see what a gum job felt like. I stood up upzipped my fly and pulled out my cock and told her to get on her knees and take her bridgework out. She knew what was coming. At least I wasn't fucking her mouth and gums after just knocking out her teeth and her blood mingling with my cum like the bums did. She enveloped my cock and then brought the gums together and started bobbing up and down, just like a robot, just like a little fuckdoll. It was an incredible sensation, and I pulled her head all the way down, making her gag as my cum shot down her throat. She coughed and hacked up, but still swallowed my load, I didn't expect that but she did. "You know how to suck cock pretty good" I told her as she came out of the bathroom "Thank you" I got as a pretty polite response "So do you go into robot mode during sex after the rapes on the street? Or were you always like that? " I had to ask "No; just when I have to do something I don't wa. . . never mind, I figure it's best just to let it happen and have no reaction" "You don't have to have sex with me" "No I don't, but then you'll put my ass out there on the street again" she said With this she started crying, deep sobbing, not just "girly" crying. She was begging me not to put her out on the street, that she would act better with me, she'd do anything I wanted. I brought her to my lap and sat her on me both of us naked now, and we watched television, something she'd not seen in over 2 years. I didn't stop her from crying, nor did I answer her question. I had realized that she didn't want to fuck me, but was doing it to keep from the streets for a while. I resolved to take what I wanted from that point on, I had a fuck-bot and I was going to use her holes to dump cum in. I reached down to her butt and put my hands between us so I could feel that cute ass better and finger fuck her butthole. She got up to go to the bathroom and she started to close the door and I yelled at her. "Since you'll do anything I want, leave the door open, surely you've pissed and pooped in front of your bum friends out there" I said with a very firm voice "Not poop, that's what I have to do now, do you want me to show it?" "Turn around and face the back of the toilet so your ass is facing out, I want to watch it come out" I demanded. "I'm not sure I can" she said "It'll come when it's ready, you can only hold it so long" Piss hit the water in the bowl and slowly I saw her sphincter start to open and a brown egg start to appear. I watched her until she was finished, then told her to wipe then I washed her with soap and water, and rinsed, then dried off her ass and asshole. "go lay on the fucking bed" I said in a very firm voice She laid on the bed and spread her legs, I told her she had the wrong idea, and told her to turn over, I didn't want to see her pussy, I wanted to see her clean ass. She hesitantly rolled over. I got between her cheeks and started slowing licking her asshole, beginning to insert my tongue into her bunghole, she balked, and got slapped on the ass for her trouble. It was not a hit, but it was a hard slap, she knew I meant it. I licked down to taste my cum in her pussyhole, and then started to insert a finger into that cute butt. She jumped up like she was shot out of a cannon. "No, don't do that" she screamed at me "Why? You're not a virgin that's for sure, hell those guys raped you plenty up your ass" "That was my first time ever in my butt, it hurt, and it still hurts, I didn't say anything But I'm bleeding from there still, it's not healed" she said "I'll do anything but that" "No, that's not what you said, you said you'll do anything" I stated calmly "and you will" I got a hold of both her upper arms from behind, and threw her back on the bed, she was begging and pleading for me not to do "that thing" it was "dirty" but I didn't care. I didn't even try to lube her, just spit on my dick and rubbed a bit on her pucker and plunged in while holding her mouth closed with my hand. She was screaming bloody murder through her clamped mouth, but to no avail. She wanted to be a fuck-bot, well this bitch was feeling something now, and I was getting a real reaction. "You can leave you cunt, but not until AFTER I fuck your asshole" I strained through my teeth After having fucked her cunt before we went out, and then getting that gum job earlier, I took quite a while to cum, it was probably 45 minutes or so before I could get my nut up her shithole. She stopped screaming after about 15 minutes, and when I took my hand off she was crying and begging me to stop. All the while I was getting more turned on. I kept my cock up her butt for at least another 15 minutes after I shot off, and told her that if she tried to push it out now that it was soft I'd punch her fucking lights out. She lain there taking it all. "Sorry I had to rape you again, but if you want to leave, I'll give you some money and you can go now. I'm done, I've cum up all three holes, but if you want to stay you can, it's totally up to you. But if you stay you'll get fucked in any hole by anyone I want" I told her calmly "Do you want me to go?" she asked in a soft submissive whisper "No, not yet, but I do want you to do all the kinky shit I want, or just fucking leave now" "Can I stay?" she whined "Can you do kinky shit, without making me rape you? Fuck Jennie I'd tired of raping you. Hell I raped you the first time I fucked you by the dumpsters, I felt like I'm raping your mouth, and now I had to rape your asshole. I'm sick of it, you're either a fuck robot or your not. Which is it?" "I'm your fuck robot" "You're my fucktoy -say it!" "I'm your fucktoy" "You're my personal sex slave, cunt pigbitch" "I'm your sex slave, cunt, pigbitch" she followed With that I put a plate between her legs from behind her standing form, and told her to shit out my sperm on to the plate that I wanted to see what I shot into her. She did it, no questions, no objections. I smeared it on her chest and across both tits, and about an hour later let her shower it off. The next afternoon when I got back I told her of a sex plan and she went along. I dressed her in a thin, clingy white blouse so her dark brown areola and nipples would show through. It clung to her saggy tits so that you could see the outline and bumps of her areola and her nipples. I picked out a super short white mini skirt made of the same clingy, light material. It showed off her long legs and just barely covered her bushy pussy and ass, but you could see her dark pussy hair through it when the light hit at just the right angle. When it didn't you could see the outline of her hairy bush. If she bent over at all, she was naked for everyone to see. She had great, long legs, she was about 5ft. 7in tall, now weighed in at 105lbs. No tan, but it was the autumn. I took her to a drug store, one near Times Square, so there would be locals and tourists. I was very loud and made sure she talked loudly. I made her discuss with me which lube would be best for getting buttfucked. I was having a ball with this and watching all the people in the store react. I even had her take a tube of KY to the 65 year old woman behind the counter and ask if that is the best for anal sex lube. Actually instead of being shocked, the woman answered that she'd been using it for years and it worked like a champ, but to try the new liquid version. With our KY in hand (I made her take it out of the bag and walk down the street with it), my hand on her ass, we entered an adult video store. Now this part of the plan she didn't know about. I knew the guy behind the counter, I'd let him blow me a few times in the video booths. We walked in, and her holding her KY, took her to the wall with all the buttplugs on it. I discussed which one would be right for her, and under her breath she begged me not to do that to her, I told her she could leave right then and go back to the driveway, but reminded her she might want to take that tube of KY with her and pre-apply some so it's easier on her tonight, when they all gangrape her again, excited by that short mini she was wearing, looking like a wife-whore. She acquiesced and in front of about 20 patrons, some female, I bought the plug (a nice 3" wide one) and lubed it up, and her ass. Then I fully lifted her skit so everyone got a good glimpse of her cunt and ass, then pushed the plug up her resisting ass. She was whining and groaning, begging me to take it out, but I didn't. A couple of women patrons came up the closest and watched as I shoved it up her asshole, then made her stand up straight. It was causing her some pain you could tell, but she stood up wincing as she did so. She tried to pull down the micro mini, but I held her hands. "No need" I said I kept it up and walked her around everyone in the store, with her skirt up, her blouse down to reveal her tits, and everyone taking turns feeling her pussy and ass as she walked by, a few women taking longer than any of the men did. I walked her around twice, then took a magic marker from the counter and wrote on her lower belly, "Mommy pussy, $ 1 a fuck" and as we walked into the video booths everyone followed, reaching into their pockets and as I laid her on the floor at the back then I jerked that huge plug out of her ass with her yelping in front of everyone and stood it right next to her head. I started taking the bills as each guy took his turn. My only rule was no more than 2 minutes in her pussy for the dollar. I must confess, I hadn't thought about it, but with over 20 guys fucking her hairy cunt, she got so much cum it was pouring out of her. The women were watching her sell her cunt for a dollar and they were loving it. Two of them came up and asked how much for her to eat their pussies. I thought about it and said $ 1 for 2 minutes, or $5 for up to 10 minutes or until they came. A fat woman peeled off a tenspot and took off her jeans and her panties and when it was her turn straddled Jennie's face. Jennie was a champ at it and the woman came in about 3 minutes. The other woman was about 3 men back in line and waited her turn while fatty gave me another $10 and said she'd take the whole 15 minutes her second time. Meanwhile the second woman bent her bare ass over in line and asked me to fuck her. I sent a load of my sperm up her cunt then she was ready, paid me and straddled Jennies face. Jennie was licking her to orgasm and eating the creampie. The fat dyke got really turned on and was ready for her second go, but she had to wait for a few more guys first. When it was over, I thought all the sperm was out of her twat because there was a huge pool of it on the floor between her legs and under her ass, but when I stood her up without any panties the cum was leaking like crazy down her legs. Luckily we had only a block and a half to walk to the apartment. First though she had to take out her bridge work and give the counter guy a gum job as payment for allowing all this. She didn't know it but I had agreed to fuck him in the booths at the end of the night too. I went back later to pay the debt. His round 19 year old ass was a good cumhole. As she was holding onto me while slowly walking and stumbling down the sidewalk within the first 30 feet it seemed all the cum had dropped and was running down her thighs and her calves. It didn't help I guess that the buttplug was back up her asshole and forcing her legs apart. Some of the locals were walking the streets their mouths gaping, tourists thought she was a hooker. At least I let her bring down her mini skirt, I thought that was good of me. At home I made her shower and douche over and over, but never taking the buttplug out of her asshole. She was pretty adept within an hour of walking around with it stuck up her little shit ring. She asked if she could take a shit and told her no, that she was to wear three pairs of granny panties I bought and keep the plug in, if shit leaked around it, so be it, let it be while she was sleeping and in bed, but when I woke up that plug better be there. The next morning the plug was firmly up her butt and I took it out in the bathtub because I knew what would happen. She shit all over, uncontrollably. She was apologizing and was ashamed, and I told her not to be, but to clean her shit up . . . after I had her. I used her shit as lube and fucked her up the loosest ass I'd every had. While I fucked it her ass was gaping open about 2 inches wide. I was laughing at how lose her ass was, and she starting sobbing again. But I shot off a load anyway. Leaving for a meeting I told her to clean up, have dinner on the table at 6pm and to put the buttplug in her ass 1 hour after I had left. She called me to tell me she was putting it in early. Over the weeks that were passing, I had a naked whore in my apartment, I still went out occasionally. I had met this really pretty, super-hot tranny, with a tiny little dick that was pretty much useless, but damn she could suck and take a rough, heavy buttfuck. She actually came from getting fucked up the ass. I even let her use that little clit/dick of hers in my ass. It was like getting fucked with an AA battery. She was totally passable, and megahot but that's another story. During these times with my little fucktoy, I abused her in ways mental, physical, and sexual. I could now get a hand up her pussy, and up her ass at the same time. I had sold her at the adult store a few more times, even took her to a popular swingers club and wrote on her ass "I love to be buttfucked" and bent her over an ottoman and watched the guys, and girls come and get some. We did it in public, I made her talk about sex in Macy's, Bloomingdales and other public places. I made her wear outrageously short skirts or see through outfits in public, and always when entering the apartment, she got totally naked. She was getting nourishment now, and had gained another 10 pounds which on her frame 5ft. 7in, at 115lbs, she was looking very good. She started having a period again, which she hadn't for over a year. But there she was bleeding, and I let her have a tampon but by then her pussy was so loose it wouldn't do her any good, so I made her buy one of those old time belts and wear kotex. This way she could wear something while her lose cunt leaked blood and mucus, but she didn't have to wear panties and violate the rule of her being naked in the apartment. When we went out, the Kotex usually stuck a little below her micro miniskirts when I made her wear those, and of course she couldn't wear panties unless I requested it as a turn on for me. I even introduced her to the unsavory practice of ass2mouth, which took a small spanking and a threat to take her immediately out to the back of the building and put her there nude for the bums to fuck again. From there it was only a short leap to having her rimming my asshole, and wiping my ass for me when I took a shit. I didn't have to threaten her with the bums any longer. Shortly before I was to leave, she was getting very anxious, and I understood why. But I had a slave to fuck and didn't give a shit about her, only my cock. She only came when I ate her pussy and the rest of the time was a robot fucktoy. So I treated her like one. One day I came home after a late lunch meeting, and wanted my ass licked, and she dropped my pants and got behind me as I bent over the table and she started licking. Then she tasted the sperm. The reason the lunch was late, was that after the interview was over, the guy and I went back to his place and one thing lead to another and I let him fuck me. So I was leaking a little sperm out of my ass, from a huge load he shot up from the end of his 10" long yet thin, cock. It was the magical size, long so it reached way up me and felt great, yet thin so it didn't hurt going in. I very seldom would let anyone fuck me, while not a virgin, I wasn't used to getting it. This afternoon was perfect. He hadn't shot a load in a long time, and with the size of his cock, and the thrusting, and the power with which he shot inside my ass, I'm guessing that his cum ended up about 14 to 16 inches up my rectum. I'm surprised that anything was coming out yet. Jennie when ballistic and started yelling and screaming at me, calling me a faggot and every other thing she could think of. She was acting like a fucking wife not a homeless sex slave. I lashed out and hit her full force with my open hand in her face, her bridges flew out of her mouth and thank heaven didn't break. She screamed and cried, but I wasn't through. She was begging me to leave her alone, not to hit her again, but I did. Over and over I slapped her fucking face, punched her in the tits several times bruising them very badly, and she gave up. She told me how sorry she was and that she didn't know what had gotten into her, she just didn't know that I did guys too. I told her about the tranny I was fucking, and made her listen to the entire sequence of events about my sex that afternoon getting that long thin cock up my ass for over 30 minutes before he shot off in me, with me bucking my ass back into his cock to meet his thrusts. She listened as she sat in the corner by the television, mascara running, and my belt in my hand. She kept staring at my belt, saying how sorry she was, and I know she thought she was protected by the corner and the TV. "Stand up cunt!" I said firmly she stood and moved in front of me "Please, I'll do it, bend over baby, let me clean it all out of you" "After" I said "After what?" "After I teach you a lesson" Her mouth and nose were bleeding, her tits were swollen from my punches, and they were pretty bruised along with her ass cheeks and her legs where I hit her. She was shaking uncontrollably. "Just take it and it will all be over" I told her "THEN, you can lick his cum from my ass" She looked up at me like she expected I would have forgotten after I finished beating her. "Please don't hurt me baby, please" Jennie kept saying over and over again "It's your fault, you have no respect for the fact that you were almost dead and I brought you back, no respect for the fact I've spent thousands of dollars on you" "Yes I do, I really do, please you don't have to do this, look I'm already hurt bad" she said as she wiped the blood off her mouth and lifted her bruised tits to show me. "I've learned my lesson, I have, really" she added "Go lay down on the kitchen table you useless, stretched out, cunt" I ordered her She did and marched over and laid down on her belly with her legs, back and ass exposed. "I didn't say to lay down with your ass up" I hissed "What?" "Turn over. Cunt and tits up bitch" She turned over, and her crying became so bad she couldn't get her breath. Just when it subsided I whipped my belt across her tits as hard as I could. Her scream made me realize that someone would call the police so I took my underwear with some sperm and shit stains in it and put them into her mouth and tied them in place with a pair of tiny panties I took out of the drawer. WHAP! Again across the tits. I gave her about 15 lashes on her tits and chest, drew a little blood. I guess tit skin isn't too thick. Then I moved lower and made her spread her legs open. I lashed one at her cunt, and not as big a reaction, then I realized the problem. I went to the bathroom, got water, shaving cream and her razor and did a butchering job of shaving her cunt. I normally prefer hairy cunt, but after you've been with a woman a while it's nice to see her different, it's like a totally new hole to fuck. After she was bald, I rolled her over, shaved the hairs on her ass crack then flopped her useless body over again. With the bald cunt, the belt exploded and so did she. I only gave her 10 on her cunt, and 15 on her ass with a pingpong paddle. After her crying died out I took my underwear out of her mouth and told her to get up. She tried but couldn't move. I proceeded to get my belt again and she was up in an instant. With that I bent over the table and she knew what to do. She obediently got behind me and started sucking my ass for all the cum she could get. He came a lot, he was a huge cummer, plus he hadn't had sex in almost a year, and hadn't jacked off in over two weeks. I had a big load up my ass. All the while I told her how good it was, and how she couldn't satisfy me, and talked about the loads I'd shot in the tranny's ass because Jennie's fuckholes weren't good for anything. That night I took her out in a very nice outfit, suitable for public and took her to a very nice restaurant. Her face was a bit bruised and swollen, no one could see her tits, though a few marks were visible on her legs. It was coming time for me to leave, she asked if she could go with me and I told her no. I had a steady girlfriend back home and didn't need her, as I had my girlfriends cunt, mouth and pussy to use. She offered to come to me on the road whenever I wanted, she was offering anything. She offered me her ass, her cunt, her mouth, everything at once, she offered to lick my girlfriends pussy all to no avail. I explained that the company paid for the apartment, only when I was in town for over a month and that I had to leave and so did she. I suggested that she go to the adult store during the day and try to find someone to take her home but she wouldn't. Finally she asked. "If you put an ad in one of those sex magazines I'd give you the money, I'd only need money for a cheap place, and food, nothing else. And I'd be ready to come wherever you want me to let you fuck me or anyone else. Would that be ok?" "give me a gum job" was my response. She gave me the gum job, and I kicked her out of the apartment, I only had a day or so left. A couple of days later, she was back in the driveway, and I stopped by, gave her $ 500 and told her to get a job. Then that night I came back and fucked her against the dumpster like I did that night I raped her and gave all the other bums the same idea. The next morning I left. 6 MONTHS LATER I had another assignment in The Big Apple, I went to the same apartment in Mid-town, and that night as I walked to the deli, I spied a worn older woman in a box, with her tits flopping washing herself down with a wet paper towel. I went over and barely recognized Jennie. She knew me, and instead of saying anything, she stood up and walked toward the dumpster and pulled down the pair of mens pants she was wearing and bent over. As I entered her cunt, which was back to its' full hairy self again, I could see some of the scars left of my whipping, and knew she'd learned her lesson. As I reached around to feel her globes of fleshy meat hanging on her chest, I realized she was fat. Then I realized she was pregnant, about 6 months along. That time after she had that period had done her in. She'd gotten pregnant about 2 weeks after that period I figured. I gave her $ 100 after I dumped my load in her hairy twat and brought her back a sandwich, a drink, and her favorite. . . a piece of cheesecake.