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When I return from my overseas trip I stopover in a big city for 8 hours or so. I'm thinking about going to see a transsexual prostitute to satisfy my curiosity about anal sex. That is, my anus being fucked. I found a gorgeous looking one online. She'd be gorgeous if she was a woman. But she doesn't work on the day I get in. I might offer to pay her extra or maybe the prospect of a tight virgin asshole will sway her. Either way I want her cock in my butthole. I wanna act like a little slut and moan loudly while she pumps my man hole.
I used to hook up with trannies I met off craigslist casual encounters. There's one latin tranny I hooked up with several times who was a big shooter, nice & curved 6.5 inch uncut cock, and a round muscle ass with nice thighs. Although she was flat as a board.
One time she was riding my cock. She really got into riding my cock and she started stroking her cock rapidly. Then she shot an absolutely massive load that ended up on my face and chest. A little bit of her cum even ended up flying into my mouth.
Another time I was fucking her on her back while I was spreading her legs. She ended up shooting her load all over herself and some of her cum flew on to the wall. After I took her home I made sure to clean her jizz off the wall and I had to change my bedsheets too.
Last thing, I always used to fuck her bareback and she said she liked the feeling of my huge load coming out of her.
#shemale #tranny #cum #uncut #hugeload #craigslist #casualencounter
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 hooked up with this tranny I mated with on tinder. We were making out and rubbing each other's cock. She didn't last long before she started Cumming on me. I kept rubbing her as her cum kept shooting. I've never need so much cum. She asked if I needed a towel. I just scooped some up with my hand and put it in her mouth. She smiles and kissing me both of us tasting her cum. So delicious.
I am straight, and hyper sexual. I really enjoy being dominated sexually, even by men. I also enjoy sexual humiliation, emasculation, cuckold play, as well as any and all sexual attention. Have had my best friend in HS, 2 military roomies and several of their friends, a gay couple neighbors, and for the last 5 years have my old trans lady who is an adult film actress, who is hung like nothing i ever seen, dominate me, and use me sexually and usually daily or more. I love the feeling of a real penis penetrating me, and love being used by others for their pleasure. I enjoy being pegged, but even the most realistic squirting dongs do not compare. To the real thing. I am not attracted to men, but do love arousing anyone, and love the sight and sound of showing off to men and women as they pleasure themselves. I have never been sexually abised, raped or anything. I enjoy having my butt smacked and grabbed by men, and find when a man smacks my ass and shows me his erect penis a total turn on that also turns me into a submissive slut. I love women, love tits and ass, but the orgasms from being pounded by a hung man or trans and feeling them spew their goo deep inside me takes the cake as far as most pleasureable experiences go.
I just had my old neighbor, the trans lady, dominate me, in a public park, and let her film the entire thing. She made me meet her wearing thong panties and running shorts, and as i type this, her two loads are dripping down my leg, and i have her cum all over my face, and now have two strangers jerking off to add to it, while the trans neighbor is about to be fucking me again on a picnic table in this park, and she is filming me as i stroke these guys, and fondle their balls begging for them to cum all over my slutty cum dumpster face.
I am a straight guy, who enjoys being used like a whore by men, and being a sex slave to a hung trans lady, more than i enjoy being with a woman. To ice the cake, meeting my GF, who this hung black guy who is friends with the trans lady is going to fuck both of us, as he shows her the video of me.
I recently met a mature Latina shemale escort. She is a top and pretty well hung. The first time I saw her she had me on the bed with her fingers massaging my hole pretty quickly. I rolled onto my stomach and I felt her behind me teasing my ass with her cock. Next thing I know she penetrated me and starts thrusting. I knew she went in bareback and should stop her but all I could do was moan and that was her queue to keep going. Eventually we took a break and she switched to a condom as things got a little messy.
I returned the following week and this time the same thing happened she entered my BB and I let it happen. This time there was no mess and she fucked me harder and longer then the last time. We did a lot of positions but the hottest was when she sat on the edge of the bed, turned me so I was in reverse then pulled me down into her lap where her rock hard cock easily slipped into my now stretched hole. Here I was sitting on this huge hard cock moaning and squeezing like a slut as I bounced away on her love pole. Next thing I knew I feel my hole getting wetter and she pushes me off saying cum for your ass. I took a shower to clean up and we talked for a bit. She asked if I wanted a massage so I laid on my stomach and she proceeded to give me a decent message. She squeezed my ass through my underware and I moaned. She then pushed her finger forcing her finger and my underware into my hole. I moaned and squirmed and in one motion she had my underware back down and her fingers buried in my hole. Her fingers were soon replaced by her cock which was hard as a rock again. She fucked me in doggy and with me laying on my stomach for at least 10 minutes when it happened again only this time I felt it as she tenses up, buried her cock as deep as it could go, and came in md for a second time. This time i felt it as she shot. I felt a warm liquid filling and flooding me as she told me to look at her cock. When I turned I saw her slick cock with cum dripping off her cock. Later that evening, hours after our love making, her cum leaked out of me. It was the hottest day of sex I've ever had and has completely turned me off pussy. I now only want the 9 inch cock of my dominant Latina shemale lover
I am a faithful husband married to my wife for many years, but I get horny sometimes and crave extra sex. I particularly enjoy a good blowjob, and my wife is a bit shy about blowjobs. I would pickup good looking street walkers downtown, and pay for a good blowjob on a regular basis. I am not gay, and the thought of a man sucking my cock turns me off. However, I found out some of my favorite hookers turned out to be men dressed like a woman. I don't know why, but a tranny or a CD really gets me turned on, and I blow a big nut for them every time! I think they give the best blowjobs! Sometimes they ask me to suck their cock after I cum in their mouth. I resisted at first, but then gave in, and sucked on his/her hard cock until she blew her load. I still don't think I am gay, but I sure do enjoy tranny head!
I wanted to feel what it was like to receive anal sex. I don't know why, or for how long this has been a fantasy of mine, but I didn't find any attraction to other men. A few days ago I found a mtf tranny who didn't have a pussy yet, hadn't had surgery. She was also not going to because she liked using her cock. It was a bit bigger than I wanted, but attached to a really pretty girl. So I let her fuck me, and have 2 more times since. I can't get enough of that beautiful woman on top of me with her cock inside my ass, and me playing with her tits while she pinches and pulls my nipples.
I really like it this way. I've fucked her ass also, and we have sucked each other as well.
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