1. A Welcome Surprise


    Date: 4/15/2018, Categories: Fetish, First Time, Trans, Author: FearlessAddict, Source: xHamster

    I had just broken up with my girlfriend of 6 years. Okay, she broke up with me, after cheating on me with her ex. I was heartbroken. This girl was amazing. Beautiful, funny, easy-going. It hurts now even writing about how awesome she was. Even after I’d found out she cheated, I still wanted to stay with her, because how could I ever find anything better? Well I don’t know if what I found is better, but it’s certainly different. And I think different is what I truly needed. I needed to have my eyes opened to what was out there, and what kind of unique experiences I could truly have. This is that story! My s****r Jane took me out to a club to help drown my sorrows. It was a bit of a dive, pretty dirty, very dark, and the clientele was definitely what I would call questionable. Janey did what she always did, and ended up leaving me on my own by the bar around 11:30. She was a terrible wing man, mostly because she was gorgeous and she couldn’t go out for a night without being absolutely bombarded by men asking to dance, or buying her drinks, or just generally pestering her. Eventually though she always gives in and takes off with one she deems worthy enough, leaving me to drink on my own in a joint I didn’t want to be in in the first place. But that was Janey, and I knew it going in, so I couldn’t really be too upset. I just had to make the most of the situation. By midnight I was already wasted. Probably making a fool of myself by the bar, hitting on women, chatting up the ...
    bartender, but I didn’t care, I was out for a good time. Just after finishing a shot of tequila with the bartender, so I could get a look at her DDDs while she knocked it back, a tall blonde came stumbling into me. Whether it was intentional or not I’ll still never know, but she apologized profusely, and introduced herself as “Kris, with a ‘K’”, reaching her hand out for me to shake. She was beautiful. Long blonde hair, piercing blue eyes, and a smile to die for. As she fumbled over picking up the stool she’d knocked down beside me I got a nice long look at her slender body from head to toe. It was clear to me that her tits were fake, but as far as I could tell they were very well done and the perfect size Ds to compliment the rest of her tall slim body. The rest of her was just as beautiful, with lovely long legs and a waist I could wrap my hands around. That ass though… mmm… that was a masterpiece. She wore this little blue Sunday-type dress. It was heavy on the cleavage, and tight around the waist. It had a little frill around the bottom giving a bit of bounce to the bum as she moved. When she finally composed herself and sat down beside me, we really hit it off. I bought us both drink after drink, and we talked and laughed and got a little handsy. About an hour later we both decided we were into this and I offered to take her back to my place. She agreed. As we walked out of the bar, a text came through on my phone. It was my s****r. She’d noticed me on my way out with this ...
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