My friend Steve came by from highschool and he is a sissyboy?

I found out my friend steve from highschool was a sissyboy. I didn’t understand what would make him do that so I invited him over for drinks. I planned on asking him why he was acting like a little bitch boy. What do you know he told me he was really a girl on the [...]

Gilberts roomate catches him while he gives himself a tease sucking on a dildo

Gilbert was sure to pic a lesbian as a roomate. They had just started the first semester and when Stephana was away at class Gilbert would play. Gilbert was a first class grade A sissy boy ! He loved strapons and when his roomate was out would dress up in her panties and lingerie. What [...]

The crossdressing sissification of their friend Danny

Yeah Danny had some shemale friends. He would come over and hang out while they all took dirty sex photos and drank vodka. It didn’t take long to make him the sissy bitch boy everybody already knew he was. Especially when he would show up in Makeup and lipstick. Danny got his lipstick all over [...]

Nathon was ready to become the Sissy Strapon Boy he always dreamed about

Melanie wasn’t knew to watching most of her girlfriends fuck little sissy strapon boys. She would hang around while everyone else was having a damn good time humiliating each others husbands.
They had this little game. All the ladies with little candy ass husbands and boyfriends would take turns fucking them and humiliating them with strapons [...]

Rick was such a good sissy maid, we promoted him …

To super strapon sissy bitch of the YEAR ! His reward for being such a great little crossdresser was to take the strap from one our hottest models … Mrs. Angelic . Oh yeah her real name is Tammy and I met her over coffee at the local College. We were in the same spanish [...]

Larry liked the strapon and Maria liked to “OWN ASS”

Larry didn’t even know he liked to get humiliated by sexy domme queens in hot lingerie. Yes kneel before your queen worm boy. This was great. We finally had a new geek to toy with. I asked Mistress Maria if we should pay the nancy this time and we were like “naaaah”. Maria [...]

Pretty little Sissy Boy

Here is some behind the scenes from what of our sissyboys at another sissy web site. He was this little crossdresser from the College as usual. He was going on about how he was so upset he cut his hair. What a crybaby. No wonder he was such a sissy. I had the makeup guy [...]

Feeding time for the bitch boy

Well it happened again here. I love getting to write on this blog sometimes. The owner doesn’t mind because he gets free publicity and its really fun to put these sissies in there place. We got another live one this weekend. Terrance from around the block. We caught him in the mens room pulling his [...]

Sissy boy Frank gets tag teamed by two hotties

These girls were ready to party when they stepped into my office. Talk about two strapon queens that were ready to give a little sissy boy what he deserved. I couldn’t ask for more eager girls. These two girls Ava and Laura really needed money to get through legal school. They enjoyed the fact that [...]

Another red head serving strapon pleasures

Another sissy gets served. We all thought Jerry looked kind of cute in his thong. Jerry wasn’t a gay guy he just liked to get dressed up like a little bitch boy and get the strap from a hot lady. Carol really thought she had more class and we had to talk her into serving [...]

Little Bo Peeps Baby Nursery

little bo peeps baby nursery is one of my favorite websites. I can dress up like a eedy beeedy baby in my diapers. I feel like such a sissy when I do that it almost brings me to climax. Here is a quote from the site. It looks like Nanny is hard at work ! [...]

Strapon Sissy Humilation Party

Another dude thought he could make it in adult porn. Unbelievable, I knew he was a fruit cake from the start. We told him we didn’t do gay sex. He insisted he wasn’t gay but did tell us he wouldn’t mind taking the strap. We don’t thing anything gay about getting screwed by a girl [...]

Sissyboy Fun in heels

Alfred heard about some of the shit going down here at the studio in regards to sissy fun. That’s what he told us. I don’t know if it was true but he told us he liked to be dressed like a woman. Sometimes he plays around with dildos. He told us of an incident once [...]

Bill looked pretty in lipstick

Chelsea was one of our top models. She was a hot redhead that would really make you cum in your pants. She wanted to get into some strapon sissy stuff. She said she really liked the power of putting a fat dildo in a sissy ass. I told her I didn’t have any more sissies [...]

Samantha humilates the sissy

Yet another sissy boy we knew could never make it in the adult industry as model came into our offices. Derek thought he had what it took but we knew something different This little punk thought he was going to come in here and fuck our girls. We showed him something different. I introduced [...]

Sissy Strapon Boy on His Knees

Jeff came to our office at porn sluts and told us he was into doing some nude modeling. He was a skinny little fucker. I asked him what he was into and he told me he liked young ladies. I said “What if I could set you up with a girl that likes strap on [...]