It was time for strapon lessons for sissy boy. He just went shopping and got some new jeans. They fit snugly against his sissy buttocks. The cheeks that will soon be abused by a hefty strapon cock !
Sheila was upset his high heels looked better then hers. After a quick scolding she told sissy boy [...]

When she found out he liked it up has ass; she decided to give him more. Bending him over and giving him the strapon cock he needs right up his sissy ass! This is the best femdom I’ve seen for awhile. The sissies are real and take it hot and hard. He gets humiliated by [...]

George took things rather well. When I say “things” I mean the sissy strapon right up his bitch ass. LOL, I’ve never seen a guy dress up like a girl so fast. Susan was so wet just thinking about pounding his little hole. He had a tight pink butthole. It was so ripe for fucking. [...]

He had no idea he was going to get fucked so good. Fucked hard in his ass by a hot babe from the local college. She was a teacher and noticed he had sissy tendencies. Before you know it Randolf was bent over a chair in a skirt. He was taking it hot and hard [...]

Frederick thought he was going to dress up like a girl. I told me girlfriend Vivian about his desire. She told me to send him over. She told me not to forget my video camera. She told him what kind of makeup to wear and dressed him up real pretty. He wasn’t your average crossdresser [...]

He was satisfied after getting a good ass fucking from his step aunt. She knew he was a sissy bitch boy from day one. We never suspected she was fucking him in the ass. We all thought she was a happily married school teacher. Wow, some people are just fucking weird you know? Little bitch [...]

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 [...]

So we invited Nathan over for cocktails. I had some of the ladies over from College. A lot of debutants and misguided law school ladies that were looking for fun. The thing about sissy porn is there is always a well availability of female talent wanting to use and humiliate the bitch boys. Everyone knew [...]

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 [...]

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 [...]