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.
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.
My friend Monica met this little sissy guy. He liked to get dressed up in wigs and wear lipstick. Monica enjoyed fucking her lesbian girlfriend up the ass every weekend. It came party time and when George showed up he didn’t know the party was going to be up his tight ass. Every else did, thats why I brought my fucking camera. I had never seen a guy get fucked up his ass with a strapon before. Sometimes she let her girlfriend watch and I was lucky enough to be there. This guy loved getting fucked hard. I couldn’t believe how deep the strapon was going into his little sissy ass. It was great and when you have a moment get your bitch ass over there to see for yourself 
… bye !
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 a turn on it was for him. Until he got caught. She walked in the door and he was going at it up his ass on the couch. He didn’t even know she was there so she decided to just peek around the corner and watch him pleasure himself. Thats when she started masterbating too. Stephana didn’t want to embarass Gilbert but something had to be done about this. She decided to take matters into her own hands.
She walked right up to Gilbert and demanded he hand over the strapon. He didn’t know what to say and the fact he was embarassed turned something on in Stephana. She finally going to fuck a man with a strapon! She was used to fucking her lesbian friends but this was new territory. She it on and grabbed Gliberts heels with both hands, threw them in the air and proceeded to fuck his bitch ass ! He was so pretty wearing makeup it turned on Stephana even harder as she pumped his tight little ass. She new what it felt like to get fucked hard and delivered a good fucking to Gilbert! The harder she fucked him she could feel the dildo rubbing againts her clit and while she was jacking him off she started to come. Gilbert could see she was having an orgasm and thats when he shot his load into his own face. “Mmmmmmm”, he was so pleased. Stephana was satisfied also and bent down to kiss him. They swapped Gilberts cum while they french kissed. Their friendship was never the same. If you didn’t catch the movies from the link above you should see the screencaps !
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 !
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 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
He 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!
So I got a chance to see how the guys at men in pain were doing with their sissy boys. I was surprised to find they were treating them just as good as I was. This guy was a real loser. How can a grown man be a secretary… lol . What an idiot. He thought he could get in and fuck some of the hot female models they had over thier at kinky. He was wrong. Don’t pass go, don’t collect two hundred dollars your going directly to the strapon up the ass dept. Why even show up in that two bit suit and tie? We know your a little bitch boy and we are going to give you what you deserve. They are just two lenient on the sissies over there because they actually get a chance to fuck the ladies. I wouldn’t give them the chance. I wouldn’t even let the little weasles jackoff in my presence. Oh well I can’t tell them how to run there business. This lady could really work a strapon as you can tell in some of these galleries. Hot too, her husband didn’t mind she was fucking these little bitches and humiliating their loose holes. I told them to not even pay the “male” talent. Fuck em. Take it up your ass and get out! Don’t know if they did or not but I would of liked to have taken some of my ladies over there to put a dress on this guy and some lipstick. This would really make things more humiliating , …. yes? It was cool though he let me piss on him in the parking lot ! ha ha ha ha ha ha
If it wasn’t for all his whining we probably would of had a better time. Watching this little sissy get used with a strapon was almost as fun as the sissy stuff. This guy really knew how to suck a strapon. No wonder he couldn’t make it with straight girls. Thats why he’s back doing this again. He couldn’t handle it. Frank makes such a great sissy we had to hire him on fulltime. Alexandra was looking stunning as usual in her sexy stockings and red lace top. She is always so proper and what a petite little vixen she turned out to be. Ass fucking this naked little bitch boy was something she’s been wanting to do for some time. Damn, she’s good at it. After giving him the dildo up the ass she made him lick her feet clean. LOL, what a bitch this guy is. We all had fun laughing at him while he was getting pounded. I think that got him off more. Anyway I really hope you enjoy the gallery. Ta ta ..