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  1. #1
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    May 2015
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    Default My First Threesome

    So this story is 100% true. You can read my other post about the first time I was ever with a tranny if you're interested. But this story begins a few years back. I had been looking at a tranny dating site for awhile and I would always see this one girl on the site. She was a gorgeous blonde, she was about 20 years old, tall, skinny, and had a very pretty face. The best tranny comparison I can think of is Aubrey Kate. Best actress I could compare her to is maybe Kate Hudson. But she definitely more of a hot slutty vibe than wholesome. So anyway, I had tried messaging her a few times and never got a response. I did some searching around and saw her twitter where she posted some very risqué photos and she even had a blogspot page going for awhile where she posted some nudes, and they were hot! There's probably a few people reading this that have seen her, but I'm not going to say any names. She easily had a 7 inch cock, maybe even 8. She posted one picture of her hand holding her cock right after she jacked off and it was covered in thick white cum. You could see she had on white stockings and her nails were all done up- damn it was hot. She posted another of herself from behind, in a tight red dress pulled up over her ass as she bent over on all fours with her balls hanging between her legs. The caption read, "trannies do it better." There's even a video of her online... it's a cam video of her jacking off. I think she must have played with the idea of going full-on pornstar but never went through with it.
    So basically years go by (Literally, like 5 years) occasionally she would update her dating profile with new pics and I'd try to send a message and never got anything. She never did anything professional but just posted the occasional, incredibly hot picture.
    And then one night, I see she's posted on Craigslist. Her and a friend- the friend was also hot, another young, thin, white girl but with brunette hair. As soon as I saw it, i instantly replied. They said they were bored and looking to have fun, if I got a hotel room they'd drive to where I was at. My heart was pounding, I'd waited almost 5 years to have the chance with this girl AND I get her friend too!? I picked a motel near by, told them to meet me and took off.
    I get to the motel, book my room and then wait.... and wait... and wait. They're taking forever, I'm texting back and forth with one of them and she says they're getting ready and then she says they went to the wrong motel, and then she says they got pulled over. Finally, after like 3 hours I tell them I'm taking off. I knew it was too good to be true. I had finally gotten so close to this internet dream girl I'd been wanting to fuck for years and it turns out she's a flake. I go downstairs and check out, the front desk guy was like "uhh alright.." I walk to my car in the parking lot.
    And then to my surprise I see a car pull up, shitty little Honda Civic or something... could it be them? It sure is! I walk over to the car and take a look inside. God damn they are hot, like the kind of trannies you see in porn. Her friend rolls-down the window and I tell her I just checked out, it's too late, they took too long. Her friend says, "just go back and we'll see if we can get the room back, I'll go with you." Her friend was doing all the talking, she just sat in the passenger seat with her sunglasses on. It was kind of like seeing a celebrity, someone you've seen so many times before but now you see them in person. She didn't seem very interested but at least her friend was begging me to go back in. So we go in, talk to the front desk guy and he gives me the room key back. Me and her friend go back to the car and tell her the good news.
    This is where it gets good. We all get in the elevator. She's wearing a short dress, her friend was in a crop top and tight sweats. At this point I haven't even talked to her yet, but I decide I'm gonna run my hand up the back of her leg and up her dress. I feel her ass and then brig my hand around her hip, and feel her cock. (She isn't wearing any panties, her cock and balls were just hanging out in the open.) Not only is she totally fine with it, she even puts her hand on top of mine to hold it there on her dick. I'll never forget how hot that was. Imagine fantasizing about something for so many years and then you're actually living it out.
    We go into the hotel room, and as soon as we enter I start making out with her. Her friend is busy in the bathroom, she starts running a bath. Meanwhile, me and her are going at it. Passionately making out, I don't even remember what I was doing with my hands. Eventually we get to the bed, I have her sit on the corner of the bed and spread her legs wide open. Her cock is rock hard and massive, it was the best feeling having it in my mouth, licking her balls, jacking her off. Then she starts on me, her friend comes over and I start kissing her while she sucks my cock. Then they suck my cock together. It's all a little blurry at this point, just from the adrenaline and how surreal it was. Eventually I take turns fucking both of them. It was a dream come true. After I fucked then both we all laid in bed naked together cuddling, rubbing and caressing each other.
    So the story ends with me leaving a bit later. I never heard back from either one of them. Never got a second chance... she kept posting the occasional hot picture. I saw her ad a few more times on Craigslist but that's about it. Sometimes I'll check her dating profile but she's never on the site. I often fantasize about doing it all again but it's been another 4 or 5 years since, so I don't expect to. Either way, it was an awesome experience.


    3 out of 3 members liked this post.
    Last edited by rodinuk; 11-05-2017 at 12:09 PM. Reason: no tube sites

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