Madame was dressed very professionally. She had just come home from her job at the bank. Sissy boy was waiting. He had gotten all dolled up in his favorite lipstick and heels like a good crossdresser. Madame was not pleased. He was told to wear the wig they had discussed the previous day. This was bad news for Sissy boy’s ass sphincter. It was already soar from getting his medicine last weekend. When Sissy boy is bad he gets the strapon. Fucked hard in his lilly pink butthole by Madame. If you want to see some of the latest updates to all the sissy fun here you go. Madame pulled up her skirt and showed him the toy. It would soon be up his butthole and he started to cry. Madame slapped him, bent him over and burried that strapon dildo in his rectum. Pounding his ass until Sissy boy had an orgasm. His punishment was complete.

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 our hot models. My favorite is when they do the prison strip searches. Those are the best. Little Franky here didn’t know what he was getting himself into. Maggy gave it to him so hard his butt was sore for a week. He told us he couldn’t sit down. The funny thing was he wanted more ! Maybe you want to see the movie they made of him getting fucked up his tight little sissy ass ?

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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. Susan had just gotten off work as a secretary at a local office. Just in time to fill some sissy hole ! When she sweats you know she’s working it. Good thing they made a nice video of everybody. This was nice because this guy came by just having a strapon up his ass. Thet harder she pumped the plastic dildo the more cum would come out of his little dick.

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 right up his butthold. While he was getting fucked he came by just watching her titties bounce around in her teacher work gear. Too hot sissy in sensual skirt getting fucked hard in the booty by strapon armed sexy girl. When it’s time to get busy this girl knows how to give a good strapon lesson.
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Nerdy George was always coming over bugging us. He kept talking about his new computer. Like we cared. That’s when I told the Maid to bring her strapon over next time. I knew she was into it because a guy told me about the sissy studios where they make all the whorehole movies. He came over today and Nancy stuck her strapon right between his little chicken legs. He finally shut the fuck up. I guess he needed a fat plastic cock up his ass after all.

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 because he was just too cute. We all sat around and had tea. Mum made some cookies and Vivian went into the backroom. She came back in with a big strapon and stuck it into Fredericks open mouth hole. He didn’t even say a word. He knew exactly what to do. Unfortunetely he touched my wife. That pissed her off and now it was time to take it right up his sissy cornhole. I would give Frederick a 3 on the sissy wannabe chart. After she abused his butthole for awhile we told him to leave.

I think he even did a “cuckold cleanup” on the mess. Buddy was such a sissy about the whole thing. He’s a great little cum cleaner. His wife has always run the show and this was just another example. She wears the pants and when she wanted a bigger penis, she got one. He knew she was cheating but decided he wanted to watch. He likes to watch his wife get fucked by a big black dick.

The next thing you know he’s going to be wearing makeup and a wig. LOL, what a bitch boy. I still can’t believe he let’s his wife do that. What’s next ? I think he will soon be cleaning her butthole. He’s got a hot wife and she’s such a whore. I guess that’s what gets him off. I don’t agree with how she “sissyfied” him but to each his own. Bon Appetit !

I went to the park with Jane and she told me she had a surprise. I didn’t know what to expect. She told me to bring along some sissies. I told Josh to come with me and bring his camera. She is a great dominatrix that loves to stick a strapon on her hot body and pound some sissy meat.

Jane went into the restroom at the park and came out in a see-thru gown. Looking so hot. She turned around and you could see a huge strapon cock under her lingerie. Nylon stockings then 12 inches of strapon dong. Josh started to sweat and I told him we could take some sex photos of her later.

Right now we just needed to hurry up and get this on film. We wanted to get some great video of Strapon Jane with her knew cock before people started showing up at the park.

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 Latex and fishnet stockings. Danny was wearing a new blonde wig and the girls made him up real good with some makeup and lipstick.

He felt funny at first in his sissy skirt but soon learned to love it. He got hard instantly when he saw Mistress Jadas thick black cock. He thought he was getting a strapon but instead got the tootsie roll. After abusing his mouth hole for awhile she decided to stick it in his virgin ass. I’ve never heard a grown man scream like that. They had to stop filming because they thought she broke his butt bone. This was just a side effect of too much cock in your ass. A false alarm.

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. Well, did I have someone for him to meet. When Britney wasn’t packing my fudge she liked to train the new sissies. Some of the sissy boys like to get the meat strapon from hot trannies. I know where all the shemale sissies hang out he he. If you like to see the ladies you know where to go. Needless to say Josh got a great facial to help him on his way to sissifiication!