Category Archives: makeup

His humble sissy bitch toy awaits

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Dale was bored with his sex life because he spent too much time online jacking off. His sissy boyfriend had the nerve to serve him his daily sausage without any makeup on. He was going to have to get into some sissy blowjob action. All he could do was giggle when he sent her back upstairs to wear something more appropriate.

When he came back his little sissy bitch toy was ready to tango. Who needs a strapon when your gay boyfriend can squirt sissy juice all over your lips. So humble and yet so dirty. A few minutes of fluffing and Dale was at 100%. He ripped off his sissy boyfriends pink panties with his teeth.

Bent the sissy over and fucked him up the ass !

The makeup was smeared and there was a few tears. He told his sissy lover it was okay. If she was a good girl he would fuck her harder tomorrow—right now it’s time to get those dishes done and fold my underwear slut. When his sissyman goes to sleep he’s going to cruise the cross dresser dating scene and find a new sissy bitch toy !

It’s sissy dressup time for bitch boy

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They first noticed his potential when he dressed up for Halloween as a girl? He was just so good at it ! Tammy wanted him to be her sissy boyfriend immediately! She invited him over to her place to watch a few videos.

Bitch boy Sissy Tom was having few problems getting his makeup on correctly. Tammy said she would help out. He wanted to do straight scenes when he showed up at the modeling agency. I guess he didn’t have what it takes. Namely, a small pee pee. :(

The good news is he’s a sissy now getting the strapon dildo right where it counts … up his ass ! Gee wiz, everyone was shocked how pretty he looked after dressup time. After Tammy was done punishing his butthole his makeup was all smeared and he looked like …

SOMEONE JUST FUCKED HIM WITH A STRAPON !

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.

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 !

Pretty little Sissy Boy

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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.

Strapon Sissy Humilation Party

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humiliationAnother 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 with a strapon. I do know one thing, it makes you a fucking sissy boy! I told this loser he had a job and introduced him to Maria. Maria was so sweet and nice. I know first off though that when she gets on her power trip she can inflict some punishment on her boys. Derek showed up for the shoot early. He even had his own wig. We let Maria put his makeup on and that just made him hard. We like to keep the sissies hard for the length of the photo shoot. Maria let him suck and actually told us he was a good sissy boy. We thought so too so instead of paying him we told him he could come back again. What bitch, he agreed and now we have like six sissy boys for this blog.

Sissyboy Fun in heels

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Strapon Sissy BitchAlfred 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 were he was at his sisters birthday party and some of her friends caught him wearing her clothes. He told us he was really humiliated and liked it. They caught him masterbating and playing with a dildo in his sisters clothes.I thought to myself this would be a great photo shoot for my new sissy boy site. We setup everything the next week and got some great video. Alfred was sore for three days he told us later. He could really suck that strapon dildo like a champ. He looked like a little sissy bitch too when we made him up. The girls had fun fucking with him and teasing him with the dildos. I even let him suck my cock, fuck it. So far he is the only guy so far that had a full on orgasm from just getting fucked in his ass. Melinda and Beth had a blast punishing our little bitch boy. The great thing is they knew all kinds of other models out here in the Bay Area of San Francisco and we just keep getting more girls. The guys are hard to find but word of mouth is getting hardcore.

Bill looked pretty in lipstick

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sissy wears lipstickChelsea 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 and at that moment Bill walked in the door. A studdering fuck loser looking for work. I looked at Chelsea and we both smiled. I interviewed our soon to be bitch boy and it looked like we were going to have fun with this one. He told me he wasn’t gay but he had experimented putting his finger in his ass. Chelsea walked in and walked right up to him and said. I’m going to fuck you bitch. I thought he was having an orgasm. I told him come back tomorrow and we’ll see what happens. He learned his lessons well and let Chelsea make him up for our cameras. After he looked all pretty in his sissy dress she proceeded to give him a nice good fucking. We didn’t even pay him! Fuckin loser…

Samantha humilates the sissy

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strapon dildo assYet 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 him to Samantha. She used to be a principle of a school and she was our resident Sissy Boy Trainer. I told him that if he wanted to be a porn star he needed to take it in has ass from Samantha. He thought about it for a second and agreed. I guess this loser never gets any pussy. Fuckin punk lol! Anyway when he showed up the next week ready to do I showed him what he would be wearing. I asked him “have you ever dressed up like a girl?” he replied “no”. I said “oh cmon”. Gave him the sissy gear and told him where to change. You can see by the photos that he really got into it. Another sissy bitch is born. Lol