1. Fucking with Darla


    Date: 8/30/2015, Categories: Anal, BDSM, Fetish, Author: badboy4320, Rating: 100, Source: xHamster

    later. Because her and i talked a little about our bi sides, we also bought a little buzzing strap on. I was tweaked because i got a chance to explore my anal itch, without being gay. See, i loved cock, but wasn't really attracted to men. I mostly fantasized about getting fucked by shemales but had no clue how to make that happen. We fucked a couple times when she wore her lingerie. Once i pulled out and shot all the way up to her shoulder. She spoiled the moment by freaking out because she didn't want to ruin the outfit. If she would've stayed calm i may have cleaned it up in my mouth but no luck. Eventually we took out the strap on, and she tenderly worked it in my asshole and handed me the remote so i could control my ass buzzing. I didn't realize at first but the vibration got her off more even than me. She rode me at a pace where she could get to orgasm and all i had to do is bend over and squeeze my cock and I would have mind blowing orgasms. At one point i asked her why she wouldn't fuck my ass facing me and she confessed that it ruined the illusion for her of fucking a female which was the focus of the turn on for her. She admitted that she loved the feeling of power she got being the penetrator, but staying in a nice safe straight relationship. She suggested I wear her lingerie while she fucked me so she could intensify this feeling. I readily agreed without mentioning i had already jacked off while trying it on a couple times, and fucked myself with the strap on. ...
    We did this several times, getting hotter and hotter. She wanted to shave my mustache and legs and buy me a blonde wig. This was getting a little farther than i was willing to go, giving sort of public notice of my private feminization. I know the biggest thing would have been to let her do all this to me and then put me in full make up, so she could handle fucking me face to face. The absolute best sex we ever had, was when we pretty much fucked and sucked eachother for a while, when i was fully dressed and made up. When we kissed our lipstick smeared together oh my god it was so hot. When she finally bent me over, instead of grinding away at my ass in the usual comfortable rhythm, she FUCKED me! Like a man! Both strong hands grabbed my hips and drove my ass onto that fake cock. I was so shocked and turned on i spread my knees and lowered my head down to the bed and just let her r*** me. I was so good feeling her pound all the way into me i had a hands free orgasm right away. I flipped out and started scooping up my own cum and licking it off my hands while she began fucking me even harder. She pulled it out, aggressively flipped me over on my back and drove it back into me. I finally got my fantasy getting fucked like a sissy face to face. I was in awe at how great it felt, but after maybe ten strokes she jumped off me, whipped off the dildo, squatted on my face, and rode my nose and mouth the rest of the way home. While she flailed away on top of me, she grabbed my cock and ...