1. Fucking my first tranny - Fun times with Jennifer


    Date: 8/4/2015, Categories: Anal, First Time, Shemales, Author: Sylf, Rating: 100, Source: xHamster

    This happened about a month ago, it was one of those days where I felt really horny so I had to do something about it and I just didn't want to fuck a woman this time. I've been really curious about trannies for a while now, I once fucked a friend of mine when were fooling around (I should write a story about him too!), but the combination of tits, smooth ass and a cock would always catch my interest and would get me really aroused every single time I thought about having sex with one. A little backstory to this before we go any further... Through this bullshit dating site I came across a trannie who showed some interest in me, so after a little while I finally convinced her to go to a hotel with me but she backed down on me and on top of that she also wanted to go dressed as a boy, so that was a bust.. well fuck!. But then I found another tranny and was she a cutie! She goes by the name of Jennifer, she has long dark hair, petite body, kissable lips and the attitude that goes with those attributes. She's really polite and expects that you treat her the same way, she's also very straight forward with what she wants and what she wants is to have fun with with you and your dick inside her ass, simple terms right?. It only took a little small talk to get her phone number and that same day we set everything up to meet each other and have some fun at the hotel. I was nervous but really excited about what was going to happen, she took longer than expected to get ready and get her ...
    cab so I kept wondering if she was really going to show up, I already had a backup plan in case it was yet another let down and sadly, plan &#034B&#034 involved calling a woman, but then she calls me and tells me she's outside the hotel entrance, I wait until she arrives and there she was, greeting me with a lovely smile, hot red lips and she was dressed up simple: tight jeans and blouse.. like a lady! I could feel my dick getting hard at the sight, that ass looked hot. The moment we enter the room she comes up to me and gives me this sweet kiss on the lips, her perfume was intoxicating and my dick was really hard with that alone!. She slowly takes off her jeans, blessing me with the sight of that brown bubble butt covered with a little g-string and you could see the little bulge between her panties, I couldn't stop myself so I start kissing her ass and give her a little lick on her asshole, she undressed completely and asks me to do the same and I gladly comply. As I laid in bed, she starts to caress my balls gently and puts my dick in her mouth while she gets on all fours.. like a cute little whore. Her ass points at me so I tell her to put it closer to my face and as she continued to suck me I could lick her sweet asshole and man, what a delicious smooth ass. I slowly push my tongue inside her and the taste of it drove me insane, I kept pushing my tongue inside, moving it sideways, tasting every inch of her ass. My hands were stroking her dick and balls; just thinking about ...
«123»