Straight Male / 18
My Anal Dream
I'm an 18 year old "straight" male, and while I'm only interested in women romantically, that's definitely not the case sexually. I want to hook up with either a shemale or a much older (50+) cis male, either works. I want it to be pre-arranged so that I arrive to their house and they are expecting me. I show up crossdressed, in a full lingerie set, panties, bra, knee-high socks, everything. I walk up to their bedroom where they are waiting for me, already naked and stroking their cock. They instruct me to stand at the doorway and stroke mine through my panties until I cum, so I masturbate until I blow a load in them. They invite me into the bedroom where I kneel next to the bed as they are sitting on the edge of it. I give them the sloppiest blowjob I can manage, spitting on it and stroking it in between sucks. The main event is now here. They lay down on the bed and I climb into it, moving my cum soaked panties a little to the side before impaling my tight asshole over their cock. I ride them while stroking my own cock. After we tire of that position, we switch sides as I lay down on my back and they lift my legs up above their shoulders, pounding my ass while simultaneously jerking me off as both of my arms sit trapped underneath my back. We finish in doggy style, my face down and ass in the air as my hole gets rammed the fastest it has been yet. I cum again, this time all over the bed below me, as my cock hangs out of the already wet panties I am still wearing. We end when they flip me over, force me onto my knees and stand up in front of me. I open my mouth as they shoot a load of boiling hot cum into it and all over my face, before shoving me back onto the bed after they finish. They exit the room without a word, and after collecting my thoughts I make a mad dash for my car with cum dripping down my face and chest, wearing nothing but my sticky lingerie set.
- That's Juicy! 14
- Remove It! 2


