A couple of years ago I was in a relationship with a very dominate girl. She was always in control in the bedroom and was very into kinky things. She expressed interest in pegging but I said no at the start because I thought it was gay and weird. Eventually I gave into her begging and let her use her strap-on on me. I actually loved the sensation so much it made me cum very quickly and the tables would turn, I would be begging her for it.
Months would pass and the sex would get kinkier and kinkier. She started making me call her mistress and would make me dress up in women’s lingerie, shave my whole body and do my own makeup. It mostly stayed inside the bedroom, other than the nights she would get me to wear a buttplug and panties under my normal clothes. During sex i was basically her slut.
She had a gay friend who she was friends with longer than she knew me, but he lived across the country. Well one night she had me dress up in a super slutty outfit, freshly shaved, and she did my makeup (which was not normal at this point). She then tied me to a chair and blind folded me and left the room for about five minutes. When she entered the room again it sounded like multiple footsteps but I didn’t think to much about it. She whispered in my ear “this is what you have been training for my precious slut” and took off the blindfold. In front of me was her gay friend. I instantly noticed a bulge in his very tight pants. He said “I’ve been waiting for this for far to long”.
He got closer to me and started to unbutton his pants, mistress stopped him and said that I should have the pleasure of doing so. She untied me, I went to my knees pulled him closer, rubbed the outline of his bulge and pulled down his pants, exposing a porn sized cock that bounced up and smacked my chin. I am not very big myself so I was in absolute awe of his cock. I started to suck his cock like mistress has taught me to do. I got very into it, and he began to face fuck me and I was taking as much of it into my mouth as I could before gagging it out. It got very sloppy and my makeup was running from all of the spit and tears.
He kept expressing how good of a job I was doing between moans, I kept my complete focus on him but I could hear her moaning as well, so I figure she was on the chair masturbating to us. He was getting close to cumming but I was so horny for him I told him to hold it until he fucked my ass. I lubed him up (even though his cock was drenched already) and laid down on the bed with my ass perched in the air. She told me to be prepared because he was bigger than what she has used before. When he entered my ass it was a feeling like no other. He started pounding me as hard as he could and I was moaning and encouraging him to do so. He also moaning said he was going to cum and before I could tell him I wanted it on my face he pulled out and came over my ass and back. She came over and slurped it up and feed it to me. It was not like I imagined it to be. It was thick and salty but I actually found it tasty. He thanked me and her for the amazing night, got dressed and left because his flight was in the morning.
After that night the sex actually kinda fell off. At first it started just not being as kinky then it was basically us just banging like a normal couple. We both agreed that we weren’t as happy as we used to be and we split apart. I have never told anyone about that night since. To be honest I was quite embarrassed and tried to hide from those feelings. I was have been hooking up with women but have never felt a connection. Recently, I have found the only porn I watch is gay or sissy porn. I am just starting to accept that ever since that night I haven’t been satisfied because my true desire is cock.
TL;DR: My dominant girlfriend turned me into a sissy and prepared me for a one night stand with her gay best friend. After the one night stand I hide from my feelings but I have came to the realization that I am gay and desire cock.
Source: reddit.com/r/gonewildstories/comments/9jitim/mistress_turned_me_into_a_sissy_and_prepared_me
Very hot story.
But, why not have both?
great read, thanks for writing
Hot.