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I am in my 50's now, and have had plenty of women of all sizes, shapes, and from decent looking to outrageously beautiful. I've even had my share of men, and a couple of trannies as well (I'm very partial to fucking asses, female preferably - but any port in a storm). I am a leg/ass man, always have been, prefer darker haired women, black hair is the best. However; I can't stop thinking about an old girlfriend in college. She was doing her Masters program and was quite a bit older than me, 6 years. She graduated, taught for 4 years, then came back for her MA. We talked a lot after classes, hung out a bit and for some reason I was asking her out. She a dark brown haired brunette, good looking and had incredible legs, and a nice bubble ass. I was already hooked on ass fucking by then, but figured we'd better go slow. Then at dinner one night she announces that she is still a virgin. I can't believe that there are any 27 year old virgins anywhere, much less in a college, in a mid sized city. So I went slow, we started kissing and making out, she had a great body but was a little light in the tit department. She had full A cups at best. My two girlfriends (that I had together in those days) were both A cups, my main girl not even a full A, so I didn't care. I was kissing her, had her pants off, her panties down and was fingering her super bushy, thick thick haired pussy, I still to this day haven't seen a girl with that thick a batch of hair on her pussy. She kept not letting me move my hand up her blouse, so I kept it outside her blouse when squeezing her tits. I figured I was fingering a virgin pussy, eating a virgin pussy - I finally while eating her got to see her hymen, and was even fingering her asshole which was incredibly tight, and I'd have some virgin ass before. Eventually I get her to agree, and we go to a motel I turn off the lights at her request, and at my insistence I leave the TV on for some light as I wanted to see her face when I plunged my cock into her pussy and break that hymen. I get her bottoms off, then her blouse, and you can tell that she wants to keep the bra on, and I just reach over and pull it up over her tits. Except there were no tits. NONE. She was flatter than I was, she was like 12 year old boy flat. All she had was nickel size brown areolae and pencil eraser nipples on a totally flat chest.
I took off her bra and the tissue in it, and laid her down. Seeing that forest of pussy hair, I plunged in and took her cherry. She bled a little, gasped a bit, then put up with my pumping her until I shot my load without a rubber on at all. We fucked for about a year, she got very relaxed about her lack of tits with me, and didn't care anymore, I could suck them tweak them do anything to any part of her. Once in a car I was getting a suck from her and told her I needed to come and she wouldn't let up, so I shot in her mouth. She said I was the first she'd ever sucked, but I figure she was lying. To last 27 years without getting your pussy popped she had to be giving her dates something. Then another time in a car again I had her pants down and went to fuck her from behind. I was fucking her and went to rub her clit and realized I'd just taken her asshole. I was fucking her in the ass and she never said a word, then I inserted my finger in her cunt and moved both around till I shot my load up her asshole.
So after that I had a three hole bitch, with no tits, who felt grateful that I wasn't that into big tits. We kept up fucking for a while, then I left school (I was done, she was still playing around) and I went to work and traveled a lot. I hadn't seen her for over 6 months, only called her three time or so, and one of those made her get me off on the phone. I went to the university and we talked, she realized it was over. She married an older grad student, who was pretty darn fat, but I guess he liked anyone who would let him fuck her.
For some reason for the last couple of years, I'm super attracted to titless women, and can't help thinking about her. That totally flat chest and that super thick bush still stick in my mind. I've wanted to go to the small town she lives in and taught in, just to see if I can see her again. But I know better, what you see after this many years never turns out well.
My confessions.
I am a married 23 female who enjoys reading sex stories when I am alone. I end up having multiple fantasies along with countless orgasms. I am always horny but it gets worse with age.
My second confession is a new but more frequent occuring fantasy that I don't know where it came from. Your stories got my imgination and sex drive off the charts? I have been wanting to have sex with my husband's younger sister. She has the total package; looks, personality, touch, I get so wet and moved when around her. I am so curious of her and why I want her so bad.
My final confession: I am masturbating.
#sister #sex #horny #masturbating #curious #married #hot #petite #sexy #attractive #cute #girl #why #confess
We were in a movie theater my girlfriend and I. We were making out she was stroking my dick and I was touching her nipples. As time passed I asked if I could see them and when I did; I instantly took her nipple into my mouth and sucked on it as I heard her moans pleading for more. I am an animal with instinct and now I want more.
I am in my mid 20's and male and when I was in college I would fuck married fat ugly women for money and would let them do whatever they wanted with me. It was good money and some of the ladies we're a good fuck but they had me do so many degrading things while I was with them. There was this one time I was with 4 of them at a hotel and they got super drunk and tied me over a couch and fucked my ass with anything they could find. From a vibrator to the remote to a wine bottle. They grabbed my balls so hard as they fucked my ass too I thought they popped one. Then they finally untied me and each wanted alone time with me. So three left and one stayed and we fucked viciously. Then the last one was a black bbw who I found super attractive she came in the room with a bag in her hand. I asked her what was in it and she told me that I would find out soon enough. The other ladies had left by this point so I was thinking it was more toys. She opened it up and took out condoms. I was confused why she had condoms so I asked and she said that I would soon find out. Then there was a knock on the door and a young woman was standing there. She walked in and undid her robe and a big cock fell out. She then said that is what the condoms are for. I was in shock and said I dont think I can do this and she said I didn't have a choice and pushed me to the bed and told me to bend over and spread my ass. I hesitantly did and then she put a spreader bar in-between my legs and filled my ass with lube. Then I felt this massive amount of pressure in my ass and a jolt of pain went through my body. I screamed in pain and she told me to beg for her cock to fuck me harder. I begged and begged for her to pull out of my ass. When I did that she just shoved my face down into the bed and fucked me even harder saying she owned my asshole and I'm going to let her fuck it as much and as hard as she wanted. I begged for her to stop then she slapped me and told me to stop being a bitch and beg for the tranny cock to fuck me. As she fucked me longer it started feeling better and better till it was actually enjoyable and I started moaning. She said yes thats right you anal whore you like getting a cock deep in you asshole dont you? I told her while moaning I really do I fucking love her cock in my asshole. She turned me around and put my legs over her shoulders and took the condom off. I said that I wanted to feel every inch of her cock in my ass and she fucked me violently until she exploded deep into my asshole. It felt amazing and she sucked it out of my asshole and swallowing it all. I still let her watch a tranny fuck my ass as she watches for money.
I love watching men fucking sex dolls. I get a turn on with the idea of a man waiting for me and fucking a doll and showing me how he would fuck me first , its like a try before buy deal , its ok. I love men who tit worship a woman as well.
I love driving around with my tits out, that feeling you get when you know somebody saw you... My pussy is wet just thinking about it.
Today I was driving and this old man saw my tits, his mouth dropped, and his head turned as I drove past. I hope he thinks of me as he jacks off. I just got done soaking my sheets thinking about him.
Currently sitting on my porch with my legs spread wide, getting some cold fresh air.
I am married male, 31 yrs old, my very attractive wife is 26 yrs old, with an incredible body, both clothed and naked. My wife worked as a stripper and now works as a prostitute. I'm a professional for a large multi-national and she makes twice what I make and only has to work about 10 calls per week. It doesn't disrupt our sex life, in fact I rather like knowing what she is going out to do, and then she tells me about it after. She only does protected sex with her clients.
I'm married to a very hot prostitute
I really want an older woman like 20-35 to have sex with me because I think that having an older woman command me around and tease me is sexy. I want her to get a strap on and talk about how big her dick is and how I'm too young for her. I'm a 16 year old male and I just would love this experience please
I’ve been a part time prostitute in Rotherham I’m 67 year old I feel bad now at my age.
#ive #been #a #part #time #prostitute #for #last #4years #im #70
This is a confession from my youth. I lived in Puerto Rico, my father was a police officer and my mother a seamstress. We were three sisters. Money was always a problem, my father was an alcoholic and he stopped at the bars and drank until he passed out. Down the street from us was a bar with girls, Sometimes some of the girls talked to us. I complained about money and this girl invited me to talk to the manager and maybe she could help me get some money. That's how I started in prostitution. Because I was young I was available to rich men who paid for young girls. I got some of the money, but the manager and the bar kept most of it. I know it's an old story.
After my parents got divorced we moved to Miami with my mother's sister and all three of us finished high school. My money I kept until I was away from home and could spend it without having to answer questions. It really wasn't all that much, but to a young girl it felt like a lot. I work for an import/export business. My past is my secret. One day, maybe, I'm going to ask my mother why she never asked where I was after school.
I am a 46 year old CD. I am Bi and my girlfriend knows im a Bi crossdresser. She has in fact pushed my head down to suck a cock she had just fucked. She ends up getting knocked up by her lover and looses her sex drive. I get dressed 3-4 times a week and go to the adult theaters or CL to hook up with men. A few weeks ago I had been completely sissified by a bbc. When he left I still needed more cock. I went and walked the street as a hooker. I turned 6 tricks in 10 blocks and made a few hundred bucks. Now I want to do it all the time
My mom has a new friend and he is so cute I want to have sex with him. Mom was upstairs getting dressed and he was downstairs watching TV. I quickly got in and out of the shower, wraped my hair in a towel, and walked nude to the laundry room pretending not to notice him. I returned only with panties and bra in hand. And wow there he was. We were looking at one another. I jumped and exclaimed, oh! and threw my arm accross my tits. I asked, when did you get here and continued to my room. Now everytime I see him, he pretends not to look as his eyes survey my landscape. It's arousing to watch him lust for me and knowing I exposed myself to him. I will tease again when the time and sitution are right. Poor Tim knows I am too young to touch. Besides, he visits to see my mom and not me. I get horny and masturbate thinking he is watching. I hope he is still around when I turn 18. Maybe sooner if? Stranger things have happened.
#nude #shower #tease #lust #masturbation #sex #arousal #exhibitionist #sexy #panties #tits #cute #teen #young #horny
My 19 yr old cousin is a prostitute and she has all kinds of nice things including the new Samsung Galaxy that just came out not to long ago but she has no remorse for being a prostitude. I'm envyous Bec I'm busting my ass working 10 or 11 hrs a day at 11.00 an hour a week to try and make what she does every three days. It makes me jealous just because of her cash flow. She has sex with guys who are rich and they spend 400-500 a visit and take her places. It's crazy... I just wish I guess that I was wanted like that. Idk.. It's pathetic I feel like this...
My wife of 14 years is a fat cow. She's about 5ft. 6in, weighs about 220lbs. She has F cup tits and a big, loose, hairy pussy. I force her to do sex things she doesn't want because she turned so fat and ugly. When she was young and hot I did anything she wanted, now it's her turn. When she disobeys me I make her take her punishment. She must put her hands behind her back and lean over at the waist. I then punch her tits from side to side really hard, full force with my fists. They get bruised and I usually end by fucking her from behind.
I have now bought an old cow milker, and hook up her udders to it and make her get milked by the machine for 30 minutes every day. Her nipples have gotten huge, her clit is next.
I’m not aloud to show my boobs off to anyone after my boob job. Who wants to see them? They’re my tits so my husband can get over it.
I had sex with an escort. I can't tell this to anyone in real life. I feel shame but I don't regret it. I think I might do it again soon.
#sex #prostitution #escort #shame
I live next to a mature woman that i find very sexy and have for a long time. I notice times when she is flirty with me but dont know how to approach her like that. I masturbate everyday since i stare at her nipples with no bra, but i wouldnt have any other way except topless. If she sees this and im not chilling with her chances are im stroking my cock and jacking off to her but would rather her be involved in amy way.
#sex #milf #bigtitties
I was 15 when an older cousin told me we could go to this older mans house and he'd blow us and give us each $10. I refused several times, but once after 3 beers I was ready. I'd only masturbated before other than at age 8 through 10 played with my cousins pussy. I was very apprehensive going into this place and didn't want anyone to see me. We got there and this long haired guy of about 40 years or so gave us some beer, some pot, and my cousin dropped his pants and sat in a chair across the room from me and the man got on the floor between his legs and gave him a blowjob. After my cousin said that it was my first time, so the man told my cousin to leave and he'd get me home.
"You a virgin" he asked me and I told him the truth. "Stay here I have something special for you, will you wait for a few minutes?" I said yes, and I think he didn't believe me he said he just wanted a taste and made me take off my clothes and sit down and put my cock in his mouth. It felt great but he stopped. He took my clothes in his bedroom and told me to wait.
When he came out SHE was totally dressed sexy as hell. She had on make up, a sexy nightie, stockings and styled long natural hair. "I'm going to take all those nasty little virginities away today." he/she said in the most feminine voice you could imagine. She turned down the lights, drew the drapes, and took me naked to the bedroom.
While there she first blew me, then kept playing with me until I got hard again, and I was rubbing his/her ass, and found out that she had small little titties. They actually filled out her A cup bra. They were nice and natural, very soft, with puffy nipples. "Hormones" she said, "You like?" I told her yes and my cock was hard again as I was sucking on "her" titties. I was playing with her panties sticking my hand down them like there would be a pussy, and she had a tiny little cock which she made me call her clit. It was pulled between her legs and her perfectly trimmed pubic hair really made her look like she had a pussy. I was rock hard now and she pulled me on top of her while she was on her back and spread her legs. "Look at me baby" she said as her hand slipped my hard 8" cock into her soft, willing ass. "When we're like this it's my pussy, when I'm on my belly it's my ass" she explained. "You like my pussy baby?" I replied it was wonderful and she started rocking back and forth and I picked up on the movement. I was sucking her tits, squeezing them and when I was about to cum I couldn't help it I kissed him/her. Her tongue danced inside my mouth and I rammed it into her and shot a mega load of cum (at least 10 to 12 ropes) up into her manpussy. Kissing me in her afterglow like a woman would, I kept my cock inside until it grew soft and slipped out. With that I rolled over next to her. We kissed, I played with her clit and those really nice soft titties.
She pushed my had down to her clit and I didn't want to be a "faggot" and suck cock and told her so. But she told me that she'd done everything for me, and now it was her turn, and I needed to learn to let the girl cum too. I made her promise that she wouldn't tell my cousin that I'd done this, and she promised. I went down on her and started sucking her cock. She blasted a tiny load in my mouth and I swallowed it all.
After that we both relaxed in the living room a bit, with another beer for me and some pot for us both. It was really strong pot, and I was lying down on the couch with her kind of behind me and I felt her finger rubbing something wet on my butthole. She was lubing me up, stuck two fingers in and it actually didn't hurt too much. In my stoned state it was pretty good. I didn't say a word and she whispered that no one would ever know but I had to lose all my virginities and this was the last one. She fucked me with her tiny little clit (about the size of my middle finger) and came in my butt. I got up to go to the bathroom to get it out of me and when I came back she was lying on the bed on her hands and knees, with her panties down her leg with her ass up in the air asking me to fuck her in her ass. I did, I came, and she gave me my clothes along with $100. She said I could come back anytime, and I did. I must have gone to him/her at least 150 times in the next year or two. Maybe more. Some weekends I'd fuck her all day long. I actually let three (1 at a time) guys who were over to see her fuck me, and I sucked at least 10 cocks for her. She paid me each time, but I think she charged them, I was never sure and didn't care. I got to fuck all I wanted and she was a gorgeous woman when dressed and made up. It was 4 years before I managed to get a real woman to allow me to fuck her.
#crossdresser #mm #virgin #anal #oral
We were off the main flow of the party and just chatting. Then I started flirting and he was flirting. Not sure how or who started it. This was my dads friend who was complimenting me. And a little touching as he tickled me. It was fun, exciting, and arousing all at the same time. Then he kissed me. As I pushed off, he started rubbing my crotch. Now I was wanting and allowing him to kiss and touch me. Next his hand is down my pants. And am feeling emboldened, so I rubbed his pants. On the outside, his dick felt thick and hard. I didn't have the courage to reach down his pants and verify it it was really that big. We remained fully dressed except my shirt he had unbuttoned enough to expose my braless tits. The perfect ones he said he had always adored in so many ways. One hand was on my tits as he licked and sucked. His other was fingering my pussy making it noisy and slushy. This was the best sex I ever had. I was biting my lip trying to keep quiet. As soon as I was about to come, we heard someone approaching. We quickly broke off and parted. He returned to the party and I went to my room. For at least an hour that night I fantasized and masturbated having multiple orgasms.
Now he wants more and I tell him it was a mistake. I said in case you didn't know, I am only 16, a virgin, and I don't act that way. And that he should just consider himself lucky to catch me at that time and place. But now we must move on and pretend it never happened.
If he's around for my 18th birthday party, I want to pickup where we left off. He's very attractive and obviously turns me on.
#flirting #complimenting #touching #rubbing #crotch #braless #licked #sucked #fingering #wet #orgasm #masturbate #young #16yo #attractive #older #pussy #tits #dick #sex #adored #expose #noisy #fantasy #virgin
I was alone, kicked out of my parent's house, and on the street at 16 with a backpack of some old clothes and had spent my last dollar on a bit of food, two days before. I hadn't slept in days, I was too afraid of lying there and having men possibly molest or rape me. I kept moving, and could barely walk anymore. I was at my wits end. Then a man in his mid 20's to 30's started talking to me on a park bench. He was very smooth talking, and the way he did it I didn't mind. He offered me $25 if I gave him a blowjob. I knew that I could get some food, get cleaned up a bit, and possibly get into a shelter if I acted early enough.
I went to his apartment with him, not knowing how risky that was, and gave him his blowjob, he gave me the $ 25. I asked if I could get something to eat and maybe use his toilet and shower. He told me it was OK. When he heard the shower turn off, he came into the bathroom, and took my clothes to wash. He told me to come out when I was dry. I used his blowdryer, and felt wonderfully clean, but I realized he had my clothes and I was now naked in a strange mans apartment. I walked out crying. He asked why and I let it all go, that I thought he might murder me or something. He showed me my clothes in the washer, and I settled down a bit. He told me to lie down in his bed and I knew what was coming. He stripped and fucked me, I just laid there with no reaction, I guess I figured getting raped or fucked was better than a beating or getting murdered. He then moved my clothes to the dryer, I was still naked, his cum was starting to gradually leak out of me. He wouldn't let me wipe it up, I had to wait with it slowly messing all over my lips, then a bit down my thigh. He just watched it while we sat on the couch in front of the television. He bent me over the kitchen table and fucked me one more time, then folded all my clothes, put them back in the backpack, and kept 1 set out for me to dress in. I dressed and left, and before I did he gave me two $ 20 bills, one for each time he fucked me. He made it very clear it was payment for the sex. He made me thank him and explicitly mention that I took $20 for each time he fucked me. I couldn't say "had sex" I had to say I got fucked for money.
I got into a shelter, and have managed to stay there and get fed pretty decently over time. A few times a week the guy would stroll around the park across from his apartment and would find me. He would pay me $ 20 to let him fuck me, and I got to use his toilet and shower most of the time. He reduced it to $ 10 when he wanted to come using my mouth. I tried once to ask for more, thinking I could hold out on him, instead he reached into my blouse with no bra and grabbed my C cups and dragged me by my tits to his bed. He would bruise my tits, but never like this, he was actually dragging me on the floor while I was crying, he held my tits so hard between his fingers. In the bedroom he threw me down on the floor, reached up under my short skirt and ripped my panties off and fucked me for no money at all, called me names, called me a prostitute, and said how he thought street whores were the worst kind of human beings. He then kicked me out, literally kicking me all the way down the hall and in the elevator and to the street. I didn't get any money and still got fucked and my tits were hurting terribly, I had bruises from his kicking me all over my thighs, butt, stomach, crotch, even my back and arms.
After that he went away on vacation for three weeks, and I ran out of money, so I let a few of the street guys, and 1 of the monitors at the shelter have sex with me for some food. The monitor spread word, and pretty soon I had all tree evening monitors fucking me, but I always knew I would have a spot in the shelter. The rich guy came back and I could add him to my money, he reduced what he paid me but didn't beat me anymore. So I was still getting about $50 to $80 a week fucking or sucking him, and one time he dressed me up like a catholic school girl and let one of his business friends fuck me several times. That was the first time a guy stuck his cock inside my butt. I did get paid though. $ 10 for every time I got fucked, and $20 for the two times his friend did it in my butt.
Eventually, I got cleaned up, and bought some better clothes, and turned a few tricks on the street without the pimps getting wise to me. Then I got enough money where I could go to work for an agency. I did that and was making some nice money, got a low end apartment, opened a bank account, and made enough to go to college and grad school. Now I have my own place, a graduate degree and work in R&D at a big pharmaceutical company.
I had to fuck for money for over 8 years to get here. From $ 20 a fuck to $ 500 a fuck and way more. Now I'm finally clear of it all and have a great six figure job, and not a man in site. I don't want one either, I have been fucked for men's pleasure enough. My parents wanted to get back in touch now that I had an education and good job, I pretended that was what I wanted as well. I went to my younger brothers birthday party at their house, with all the in-laws there, siblings and my parents. I pulled up in my BMW, everyone raving about me and how good I looked. Then I broke it down to them all, that when they kicked me out of the house, I was starving and had to let a stranger fuck me for $ 20 as the only way I survived. I had to let three ugly, fat motherfuckers fuck me all they wanted just to keep my place at the shelter, all the while still selling my pussy and mouth, and eventually ass for $20 or a sandwich. I looked so good, after 8 years of selling my body and prostituting myself because they made me survive anyway I could. Then I put on my fur, and walked out to my BMW and drove away. My brother and one of my sisters calls me every once in a while and really understands. I don't care about anyone who doesn't.
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