As my Mistress's lover doesn't like the thought of having his huge c**k licked by a sissy fag like me he suggested to find another sissy for me to make love to. My Mistress liked the idea very much and for quite a while She was lokking for the right person. Last Thursday She told me that She has invited a sissy for this Saturday and that I would have to be prepared. She unlocked the butt plug which attached to my chastity belt and replaced it by a larger one to have my sissy hole properly streched.
At first it hurt very much but the pain decreased after a while.
Last Saturday I was told to dress in my frilliest maids dress and made myself up as pretty as possible. After dinner my chastity belt was unlocked to clean myself thoroughly.
It was about 10 p.m. when the door bell rung and I was told to answer the door. Although I am used by the time to open the door when being totally sissyfied I was very nervous. However, I felt a strange tingle in my sissy clitty as I was pretty sure who was waiting outside the door. Outside the door was a tall girl with long curly hair. She wore a red miniskirt and a white blouse that clearly showed her nice and pert tits. Only when she asked for my Mistress her voice betrayed that the girl was actually a feminized man.
When she/he eventually talked to my Mistress and Her lover my eyes returned to her/his tits and I asked myself whether they were real or not. My Mistress had mentioned a couple of times to put me on female hormones and have my breasts enlarged and knowing my Mistress very well I was sure that seeing this shemale would be a trigger to make my feminization perfect.

While the thoughts still crossed my mind I was told to undress till I wore only my bra, chastity belt and the high heels locked onto my feet. Then I was introduced to the shemale who's name was Beatrice and ordered to undress her in a seducing way. It wasn't a big surprise finding a huge throbbing c**k between Beatrice's legs. Mistress and Master told me to lick it and take it in my mouth while I had to raise my arms to caress her firm tits. I felt so utterly humiliated being watched while sucking a shemale but my stiffening clitty betrayed that I was excited, too. It took only a few minutes till Beatrice's cum shot in my mouth with a scream of relief and I was told to swallow the whole lot. It tasted salty and strange but I am afraid to say, that the mixture of humiliation and excitement was so intense that I craved for more.
Then I felt that my plug was unlocked from the chastity belt and Beatrice was stepping behind me. Only seconds later I felt her huge member inside my back hole. She took me as a girl and spurted her juice into my sissy hole eventually. When I felt it being withdrawn I hoped to get a relief myself now but my Mistress just put the plug back in place saying that I may keep Beatrice's juice inside my body.
Beatrice sat next to my Mistress while I had to kneel at the floor and caressing her c**k with my tongue till she unloaded her cum a third time in me. I was still hoping to get a relief as my sissy clitty was as hard as a rock inside the belt. As the chastity belt doesn't permit a real erection it really hurt like hell. Eventually I begged my Mistress to get unlocked but She said that I had have my fun after all and She can't see any reason why I would use my clitty like a man would do. Pointing Beatrice's tits She said that She might consider to give me relief when my breasts would be as large as hers. Beatrice would become a frequent customer in Her house and would become my sissy sister.
After that I started crying in shame and humiliation. Beatrice started to comfort me and about half an hour later we were laying next to each other in my bed. I sucked her twice more this night.
Mistress has now ordered me to report about my first sexual experience so everyone can see what a c*cksucking sissy whore I am.
Beatrice is gone now but she will be back next weekend and I am sure it won't be long till I will have to grow breasts like her.

sissy anne