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.

Strapon Power - Billy got more then he bargained for at the office

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Nancy told me time and time again about Billy fucking up at the office. “No Damnit, these numbers are not correct!”, she would tell him constantly. It was hard being the only female in charge at the office especially when she had to work with so many dip shit sissies. Well, she didn’t know Billy was a sissy but she found out. I was just chatting with her about all her problems. I thought it would be a good idea to bring him into the studio so we could see if he was “photogenic”;) …

Come to find out he had already gave us his resume for some straight modeling work with the ladies. It was great because there is no way we would ever let him work with hot girls unless he was getting abused by a strapon dildo. The cool thing was what better way to introduce him to his new job then with his boss. I told him , yeah yeah yeah we’re going to use you with some hot chics. Then when he got there we brought him into the room with Nancy, his boss. He was shocked at first. She asked him if he liked his job? He nodded and Nancy pulled up her skirt and showed him a black strapon underneath. He was not only shocked but started to get undressed. We told hime to take it easy we haven’t even started filming yet. We tried to put a gag on his sissy ass but he got all scared. Nancy was a hot redhead and I guess I can’t blame him for getting on his knees and sucking her strapon off.

I had no idea how bad nancy wanted to pound his little ass. He was fucking up so much at work it really showed in her performance.

Strapon Power has the best nylon stocking strapons ever …

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”

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 !

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!

Take it like a good sissy bitch boy!

sissy straponSo 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

What a whiny bitch sissy boy

straponPower1If 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 ..

Pretty little Sissy Boy

sissyboy sucktimeHere is some behind the scenes from what of our sissyboys at another sissy web site. He was this little crossdresser from the College as usual. He was going on about how he was so upset he cut his hair. What a crybaby. No wonder he was such a sissy. I had the makeup guy put some blush on him and makeup then we did a little with the red lipstick. He didn’t like red because thats what his girlfriend wore. I was like “you have a girlfriend”… I was surprised to find out some of these sissy twink fucks do this in their spare time. This guy was great and looked good in stockings. He said he would let his girlfriend spank him to keep him in line. The perfect sissy for our site. It wasn’t hollywood but we had a great wig for him I hope he enjoyed it. We usually aren’t nice to them but this time we made an exception.

Gerald became to the new sissy to get spanked

Sissy SpankWhen I told Sonia that I had found a new sissy to spank she almost cracked a smile. I could see those wheels turning in her mind about all the things she wanted to do to him. “So tell me about him”, she asked me … I Told her Gerald had come in looking for some regular porn type work. We get a lot of guys just referring there friends on some of the other straight type work we do. When someone just doesn’t fit that category or I need more sissies for the bitch strapon site off they go. At first Gerald was hesitant about taking it up his has with a dildo. When I explained he would be getting fucked by a hot young dirty debutante from the local University that changed his mind all together.Sonia was ready to get things going.

She also told me not to tell him her real name. She wanted to be the “Lady in Red”. And fuck his little tight hole but good. She loves to humiliate these guys and when you see some of the movies you’ll know why. When Sonia showed up a few days later for the photo and movie shoots we didn’t think Gerald was going to. I thought We scared him off but he showed up late and Sonia took charge right away and put him in the ladies room dressing him up. We came up with the idea then we were going to have her spank his lilly ass. Not only would he enjoy Sonias strap in his has but he would have the privilege of sucking her off with a spanking as well. I think she must of wore him out for about two hours while she got off on erotic stories and magazines. I had to get more rolls of film because she wanted to get the spanking just right. When Gerald would complain she would smack him and put his head back down. He didn’t fight it. I knew he would be back and we had another Sissy …