Category Archives: humilation

Bitch boy was satisfied after getting the strapon from her

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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 boy had an itch in has ass that Mrs. Jenkins scratched when she came over. All the strapon fun happens here.Her sexy lingerie and nylon stockings made his butthole sweat. After she was done pounding his tight little ass with the strapon he thanked her and massaged her feet.

The crossdressing sissification of their friend Danny

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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 Shakira. They don’t call her Shakira for nothing. Maybe it’s the booty. I don’t know. Anyway, as you can see from these photos everyone had a great time in the Sissification of Danny the little sissy suck toy ! Who needs a strapon when your two best girlfriends have cocks ! Check out all the movies they have updated every week to see the transformation of this guy into a first glass grade A bitch boy !

Subrina lets the asswhore sissy suck her strapon !

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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 what was going on at the party but Nathan. He did some work in the office sometimes and expressed interest in doing some modeling work. We all knew he was a sissyboy and we would never let him work on a real porn shoot. I told him to stop on by the party to meet some ladies and we could work something out possibly on an intern type basis.

What a sucker. Yeah, he was a sucker alright. We thought he had a pretty mouth and when Subrina showed up she expressed an interest in Nathan right away. “C’mere” she told him. The other ladies just watched as Subrina applied lipstick to this eager young pleeb. He didn’t even fight it so Samantha came over and put a wig on him. I told him if he wanted to do porn with the big boys he was going to have to be these girls sissy fuck toy first. You gotta pay to play. He agreed and they proceeded to dress him up more. We all got real friendly and he was mingling with the ladies quite well sitting on the couch. After a little wine and cheese Subrina came out of the bathroom with a strapon dildo. Nathans eyes lit up. “Open your mouth”. At first Nathan was scared but all the ladies assured him it was okay. “Start sucking I said” , Subrina was very forcefull now and he immediately did what he was told. I decided to just start taking some sissy photos and bingo. We had a new sissy to party with. I hope he wasn’t expecting to get paid or anything.

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

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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 at private parites. Nathon heard about this and thought he had what it took to be a great sissyfied strapon taking toy boy. We tried putting on all the latest fashions. He had broad shoulders and was a little muscular for some of the tight teddies and nylons we had in mind. We put on different types of lingerie and he really got into the makeup. It wasn’t long until we had a great little sissyboy to join the party. First we needed to test him out and make sure he would do a good job.

I invited Melanie over and we all got together to make a little movie. You can see the movie at strapon sissies and check out these galleries if you want, he really got the treatment and was thouroughly humiliated in the process. The only thing missing was a wig and some high heels. The short mini skirt looked great on him and even better when he was on all fours. You can see how Melanie got off pounding that fresh virgin sissy ass. She was kind of hardcore and new to the group also. Melanie was into tattoos and sometimes she liked to do other girls. It wasn’t a lesbian thing but more of a power control trip. Nathon fit right in and when we finally found some nylon pantyhose to fit him Melanie tore right into them. She put a hole in those nylons and jammed his ass so hard I thought he was going to cry. He really wanted to make the team though and after awhile ( with more lube ) he was really enjoying himself and riding that strapon like he was born with it up his ass.

Melanie was wearing a “clit stimulator” or something I can’t remember but it was great watching them both cum at the same time. Very entertaining to say the least. I even got in there and jacked him off a little while Melanie punished his ass. My husband really liked watching me do that so we invited all the ladies over to watch our new mule take it hard. After we were all done fucking with the new sissy meat we measured his butthole. Before, it was nice and tight. When all the ladies got done with him you could probably stick your fist in there easy.

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

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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 class and got to talking about sexual fetishes. I told her sometimes I moonlight as a photographer and she was saying how she use to model nylons. I thought, hmmm. Here is my perfect opportunity because Rick just called the day before saying how he would really get off as a sissy maid. I asked her if she would be interested in abusing one the girly guys I know. Of course she would have to dresss up in her finest lingerie, nylons a plus. Tammy was so excited and when she showed up the next day I gave her a strapon and she almost died laughing. I introduced her to Rick and she started laughing again. “He’s dressed up as a girl. ha ha ah ha ha “. Rick was so humilated I think he came in his skirt. Everything turned out great !

Sabrina was a lesbian that prefered administering a strapon to sissies

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Another sissy bites the dust. I don’t think its the humiliation factor that drove Edward to seek out a lesbian girlfriend to give him a strapon. He just really liked plastic dildos in his ass when he dressed up like bitch. Sabrina showed up on time for work as usual. Today we didn’t have any “straight” scenes to shoot but we did have Edward. Billy referred him to us and said he liked to dress in drag. Edward has already started dressing for his scene. Sabrina was already in a hot red corset and black nylon stockings. I thought she was going to let him lick her heels but he didn’t get that lucky. He didn’t realize he would be getting the treatment today by Sabrina. He came out with kind of a shabby makeup job when he left the bathroom. Sabrina was not happy and slapped him in the face, taking him back into the bathroom like he was s five year old … LOL . So she put on the lipstick right and dressed him in a red gown. He asked if he could put lube on his sissy ass and was slapped again. They didn’t get any of this on film because it wasn’t a domme domination time gallery this time. Just sissy getting fucked is all we needed. We got it and hopefully we can use Edward next time with a new girl. He didn’t please Sabrina at all.

Total sissy boy sucks down a tasty strapon today, a real slut wannabe!

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Okay so I’ve been gone for awhile but I’m back with more sissy boy panty parties. This isn’t Naomi Cambell or Tyra Banks show whatever panty party this is sissy style. I’m back downtown again and who do I see? I see shawn at the coffee shop dressed up like a boy looking stupid, he usually is in drag. I thought I would play some games with him and ask him what he’s going to do now as far as a career; Considering he’s been our sissy bitch for so long. He said he didn’t know and I told him he still had lipstick on his lips. He just smiled and blushed at me softly … fuckin pansy. I told him to come back down to the studio so we could dress him up for some sissy fuck sessions. “Sure, okay” … this time we might even consider paying you. I introduced him to the new doministress Mrs. Kane . She immediately slapped his sissy face and told him to get undressed. Shawn started crying … ha ha ha ha ha ha. He started to go into the bathromm and she said “NO, HERE !” … he did what he was told. We knew he was one of our best wanna be sluts. I even let him suck my balls for a minute before Mrs. Kane pounded his ass meat with the strap !

Suck boy takes the strapon like a good bitch !

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We tried to put some makeup on this sissy but things really didn’t work out that way. This guy came in looking for more work in mainstream porn and we all decided he needed to be somebodies sissy bitch. His name isn’t LC but he will take a dildo like nobodies business. I thought I would introduce him to one of the older ladies. She really enjoys fucking these little ass tarts and when Billy saw this woman he wanted to fuck her. We didn’t tell him he would be taking the strapon dildo up his ass until later. Eventually we had to tell him and Suzanne really reamed one up his ass hard. He thought he was going to join the military but I don’t think its going to happen now after they see this twisted sex photos of him getting ass reamed. I guess they hooked up after this and she’s his girlfriend now. He calls her his girlfriend but me and her hangout and laugh about how she just uses up his asshole. He doesn’t even know yet that once it gets too loose shes going to dump him ! ha ha ha ha ha … we still didn’t pay him either. What a true ass clown !

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

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sissyLarry 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 wanted to see how far she could push the fresh meat. I have to admit she was damn sexy and in Larry’s interview and resume he expressed an interest in heels. This was far from fun and we were going to have a good time. The sex photos were going to be off the mutha fuckin hookk yoooooo.

Larry couldn’t cut it with the rest of the boys with the straight photo shoots. Perfect sissy material. At least we wouldn’t let him be in any. He caught Mistress Marias eyes and instantly we knew we had a good match. When he first saw the strapon I saw his eyes sparkle. Like a kid in the candy store. This candy was the doo doo. He got the golden ticket right up his ass with the strapon and Willy Wonka was nowhere to be seen. Later on when we made the movie I could see that we were going to have to let her experiment more and put those heels in the ass. I never saw her do this but I guess she took mercy on him and let him jack off. Fitting , considering he was a little jerkoff and right after we used him I sent him home. He thought he was going to get paid too. LOL … I told him I might call him later for some more. He didn’t have a problem. Just walked a little funny ha ha ha

Sissy boy gets his reward !

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sissyHe thought he was good to go after getting punished with a fat strapon weiner. Little did he know he had more treats in store from his master. We needed sissies that would go that extra mile and hot damn, did we find one. She hit that tight little sissy twat hole until he blew is creamy bitch cream all over the place. It was feeding time and Gwen doesn’t take NO for an answer. It was more then fun watching this guy clean up after himself. A little bit of a cry baby but what can you expect from a guy that wears makeup. I guess he didn’t eat her pussy good enough because she was extra rough with this one. I’ve never seen her so intense. Thats how I knew it was going to be some great sex photos going on here. I’ve never seen a woman cum just from wearing a strap on administering some punishment but I guess there is always a first time!