This sissy took a fat strapon cock up his ass

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, [...]

My friend Steve came by from highschool and he is a sissyboy?

I found out my friend steve from highschool was a sissyboy. I didn’t understand what would make him do that so I invited him over for drinks. I planned on asking him why he was acting like a little bitch boy. What do you know he told me he was really a girl on the [...]

Gilberts roomate catches him while he gives himself a tease sucking on a dildo

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 [...]

The crossdressing sissification of their friend Danny

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 [...]

Subrina lets the asswhore sissy suck her strapon !

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 [...]

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

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 [...]

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

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 [...]

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

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 [...]

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

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 [...]

Suck boy takes the strapon like a good bitch !

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 [...]

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

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 [...]

Sissy boy gets his reward !

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 [...]

Take it like a good sissy bitch boy!

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 [...]

Pretty little Sissy Boy

Here 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 [...]

Gerald became to the new sissy to get spanked

When 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 [...]

Feeding time for the bitch boy

Well it happened again here. I love getting to write on this blog sometimes. The owner doesn’t mind because he gets free publicity and its really fun to put these sissies in there place. We got another live one this weekend. Terrance from around the block. We caught him in the mens room pulling his [...]

Another red head serving strapon pleasures

Another sissy gets served. We all thought Jerry looked kind of cute in his thong. Jerry wasn’t a gay guy he just liked to get dressed up like a little bitch boy and get the strap from a hot lady. Carol really thought she had more class and we had to talk her into serving [...]

David and Molly hit the big time … sissy style

I ran into Molly at the grocery store. She was in the vegetable section and I was hanging out getting some tomatoes. The thought that she would be a good sissy trainer was far from my mind. It really hit me when we both went to the checkout. I’m standing there and I hear this [...]

We found another sissy strapon boy

It didn’t take us long to find another sissy boy willing to take the strap. We have only had this blog up for a few months and we are getting more sissyboys then we know what to do with. So Jerry came over to the studio. I guess he heard from one of our other [...]

Little Bo Peeps Baby Nursery

little bo peeps baby nursery is one of my favorite websites. I can dress up like a eedy beeedy baby in my diapers. I feel like such a sissy when I do that it almost brings me to climax. Here is a quote from the site. It looks like Nanny is hard at work ! [...]

Strapon Sissy Humilation Party

Another dude thought he could make it in adult porn. Unbelievable, I knew he was a fruit cake from the start. We told him we didn’t do gay sex. He insisted he wasn’t gay but did tell us he wouldn’t mind taking the strap. We don’t thing anything gay about getting screwed by a girl [...]

Sissyboy Fun in heels

Alfred heard about some of the shit going down here at the studio in regards to sissy fun. That’s what he told us. I don’t know if it was true but he told us he liked to be dressed like a woman. Sometimes he plays around with dildos. He told us of an incident once [...]

Bill looked pretty in lipstick

Chelsea was one of our top models. She was a hot redhead that would really make you cum in your pants. She wanted to get into some strapon sissy stuff. She said she really liked the power of putting a fat dildo in a sissy ass. I told her I didn’t have any more sissies [...]

Samantha humilates the sissy

Yet another sissy boy we knew could never make it in the adult industry as model came into our offices. Derek thought he had what it took but we knew something different This little punk thought he was going to come in here and fuck our girls. We showed him something different. I introduced [...]

Sissy Strapon Boy on His Knees

Jeff came to our office at porn sluts and told us he was into doing some nude modeling. He was a skinny little fucker. I asked him what he was into and he told me he liked young ladies. I said “What if I could set you up with a girl that likes strap on [...]