Sissy Transformation

My name used to be Sam but that name never fit but Sabrina felt like a better fit for a sissy boy like me. However I didn't admit that to anyone until I met Mistress Vicki. You see I always wanted to have sex with men and met Mistress Vicki after finding her on a swingers web site. I wasn't looking to be hit or anything just to tell somebody and though her services were expensive she was a great sounding board. Mistress Vicki would listen to me talk about my secret fantasies of having sex with men while we watched gay porn and tell me I was a nasty boy. But I found myself indebted to her after I lost my job and a check I could not cover bounced. I really hadn't meant to bounce the check and didn't want to go to jail and begged her to not press charges saying I'd do anything she wanted.

Seeing how pitiful I was Mistress Vicki said she would cover the check but I was now her property and was to do all she demanded. She then asked in a demanding voice is that understood faggot. I bucked at being called faggot but when she reminded me my other option was jail well I submitted. Her plan wasn't immediately apparent to me. In the beginning she just had me move in and work as her house keeper and cook after she gave me lessons and found I was a quick study while doing my chores. When she found I was obedient she reviled her plan to have me feminized and sold to a client. At first I was scared and wanted to run away but I new she would press charges over my bounced check and I would go to jail so I went along with her plan.

Now before you all go saying what a bitch. Mistress Vicki was not as cruel as you might think. She rarely punished or hit me with her crop and her lessons teaching me how to dress, apply make up. talk, walk, and act like a girl were fun. She also made sure I was ready for an owner by making me drink cum she harvested from her clients on her milking machine, giving me dick sucking lesson, and opening my my boy pussy up with videos, and dildos at 1st . Then she put my penis in a cock cage and put me on a fuck machine every couple days until I had my 1st sissygasm. After that she had one of her clients break me in. Oh I loved it I finally got to be with a man.

Soon after Mistress Vicki introduced me to my new owner Bruce. Oh he is such a sweetheart. Every-time I think of him I feel tingles in my boy pussy. On the day of our meeting Ms Vicki had a special ceremony for us. I looked extra slutty that day with my hair in pigtails tied by bows. dressed like a school girl, my face, eyes, and lips done up to give me a baby doll look. Conducted into Mistress Vicki's dungeon I was taken to an alter were I stood facing Bruce and Mistress Vicki to a spot behind me “On your knees Sissy.” which I did then she read out the contract transferring ownership of me to Bruce which stated I was his to do with as he pleased and I was to be obedient lest I be cast out from his protection. After that Mistress Vicki said Bruce you may now present your penis to the slave. At this Bruce pulled out his then flaccid penis and then began urinating in my mouth as I sucked. I nearly gagged at first but forced myself to drink as I knew well Mistress Vicki would demand Bruce deal out a harsh punishment if it got on her floor and strangely I found I enjoyed the taste. After my drink Bruce's cock began to stiffen until I found my mouth filled with a 10 inch python. Bruce was so gentle stroking my hair telling me I sucked like an angel. I loved having him in my mouth and took him down my throat. Nearing his edge Bruce stopped me and bade me to get on all fours. Once I did he got behind me and began eating my boy pussy after pulling my panties off. Mistress Vicki never told me about getting my boy pussy eaten out. Bruce had me in ecstasy with his tongue as it rimmed and penetrated me. I moaned an cried out from the pleasure. With my boy pussy gaping Bruce lubed up his 10 python then pressed it against my boy pussy and without a word began slowly pushing it in. His cock was better than any dildo. Warm and meaty it seemed to fill my inner being. Then he began to slowly fuck my boy pussy. “Oh damn your tight sugar” Bruce complimented me and caressed my butt as he fucked me and gave it playful little spanks. Then as I loosened Bruce began to increase the tempo. With his cock rubbing my prostate I was in bliss begging him to fuck me more. “Fuck me more daddy I'm a nasty sissy.”...” I need your cum...fill me...ooooh yaaa.” I said to egg him. Soon Bruce began gritting his teeth and growling . I knew it was coming this caused me to loose it and start grinding. Unable to hold back Bruce let loose with a torrent of cum in my boy pussy. It was so warm it drove me over the edge giving me a mind blowing sissygasm.

Hope my little story got you off.

Kisses ❤ ❤ ❤ ❤ ❤