She was so amazed about how well he did his makeup. It was dressup time and the sissy was about to piss off his girlfriend. She told him numerous times the blush goes on last. He needed to be punished with a strapon !
It was time for Clarence the sissy to pay the price.
She [...]

“Peel off my bikini with your teeth”. Danny likes taking orders from his dominating girlfriend. She treats him like a femme. Today he got all dolled up so he could get his bitch boy Valentines Day present; a big fat strapon right up his sissy ass !
My sissy boyfriend didn’t know how to wear [...]

I found Peter at this dating place for crossdressers. If you search for him here you’ll know what I mean. Those nylon stockings looked great in his cam. When he came over though i found out it was even better. He was a sissy bottom that loved for me to fuck him with vegetables. [...]

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 [...]

Little sissy Danny lost the bet. Now he has to dress up like a girl and suck Mistress Jadas black shemale cock and balls. He said the balls were salty. He always wondered what a cock tasted like and we got her first experience as a sissy on film. Jada is a plump Mistress in [...]

He was such a little sissy boy. I met my shemale lover Britney and told her to come over. I had a new toy for her. I introduced her to Josh. Josh said he never had the shemale cock before. He only did the strapon thing and liked to dress up like a sissy crossdresser. [...]

Delia was hanging out at my apartment and , oops she came all over her panties. Wait those weren’t panties that was her nylon stockings. Wow cum filled stockings for christmas. Every sissies dream come true. Delia was so excited to have my buddy T.J. lick all the cum filled goodness from his cock and [...]

I first met Mandy on the internet a long time ago. She came across as someone who was charming, witty, intelligent, a little sassy. More like, a little sissy! It took awhile but I finally found out where the little bitch boy lived. I was eager to stretch out his butt meat.There is nothing like [...]