Serves me right
So firstly. I am a straight, nearly married guy. I've always had a darkside when it comes to my fantasies and rarely wank to anything apart from gay porn or shemales. Well, in the run up to my wedding I thought I'd live out my fantasies to get over it so I could concentrate on my soon to be wife. I put an ad on Craigslist about my situation and arranged to meet up with a lovely dominant crossdresser. I saw it as the best of both worlds.
Well I explained it was my first time and what I wanted to try out and we met in a hotel in town. At first it was exactly what I was looking for, this sexy woman kissing me and laying me on the bed and getting me hard. She then reassured me as she flipped me over and put my ass in the air as she started to rim me. Perfect. She then leaned forward and reassured me as she handcuffed me with my hands in front of me to the headboard and then spread my legs and cuffed them to the bed. So I was face down, all limbs spread and cuffed. Then things changed. She told me she was going to lube me up and fuck me, which was fine but she wasn't careful at all. She slammed her dick in to my virgin hole and didn't stop until she was balls deep. Fuck Did it hurt! She then proceeded to roughly fuck me for ages. I had to bite the pillow begging that she would cum. Before she did though there was a knock at the door. I thoughts she'd leave it but she walked over and answered it and in came a man. She explained it was her friend and he was going to have a go.
I said no and refused and he did it anyway. Same thing, slamming in to me over and over and then both came on my back.
Basically I was raped and now I am in so much pain but can't tell anyone as it is a secret I want to keep.
Dumb ass!
If this really happened to you I am so sorry. :(