Category Archives: cum

Sissy strapon boy got a big dildo in his ass

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sissyfun03

It was a strapon dildo to be specific. Little Johnny didn’t realize it was gonna hurt but when she stuffed his ass with that big sissy fucker he screamed like a bitch ! In these new updates you’re going to love it when she “sados” her new sissy bitch toy. His girlfriend was pissed because he didn’t wear his makeup up to her standards. All her bitches must look pristine and almost perfect for a good fucking.

The sissy adventure didn’t stop there. He spread his cheeks wide apart and when he did he almost farted. Sissy boy was so scared he sucked it in and when she fucked him up the ass it shoved …

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After a good fucking it’s always a good time for a cup of tea. Johnny was in his favorite baby doll lingerie and panties when his girlfriend made them a hot cup. It was delicious, even though his butt hurt the tea was great. It’s time’s like this when Johnny realizes how rewarding it is to be a sissy strapon boy !

Sissy cuckold cleaned the cum out of his wife

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The wife wanted some black cock. Sissy husband didn’t like the idea but he was a good sissy bitch boy that did what he was told! When Leon ( his wife’s husky aerobics instructor ) came over his wife grabbed his cock. Right in front of him.

She never had that much cock in her mouth before. Her little sissy husband was so tiny. So tiny in fact, it was time to pay the penalty. His reward for being such a little white sissy boy ! Cleanup the cum bitch.

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He lapped up her hot cum filled hole like he was eating sloppy joe’s. At first the taste bothered him, he looked up at his wife with sad eyes. She smacked his sissy face and told him to start cleaning the creampie. Leon was in agreement and slammed his face in it. “That’s a good sissy bitch !” …

He was so humiliated … eat a load …

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Sissy husband let his wife cuckold him with a black man

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I think he even did a “cuckold cleanup” on the mess. Buddy was such a sissy about the whole thing. He’s a great little cum cleaner. His wife has always run the show and this was just another example. She wears the pants and when she wanted a bigger penis, she got one. He knew she was cheating but decided he wanted to watch. He likes to watch his wife get fucked by a big black dick.

The next thing you know he’s going to be wearing makeup and a wig. LOL, what a bitch boy. I still can’t believe he let’s his wife do that. What’s next ? I think he will soon be cleaning her butthole. He’s got a hot wife and she’s such a whore. I guess that’s what gets him off. I don’t agree with how she “sissyfied” him but to each his own. Bon Appetit !

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Josh took a big fat meat strapon in his mouth from a shemale

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He was such a little sissy boy. I met my shemale lover Britney and told her to come over. I had a new toy for her. I introduced her to Josh. Josh said he never had the shemale cock before. He only did the strapon thing and liked to dress up like a sissy crossdresser. Well, did I have someone for him to meet. When Britney wasn’t packing my fudge she liked to train the new sissies. Some of the sissy boys like to get the meat strapon from hot trannies. I know where all the shemale sissies hang out he he. If you like to see the ladies you know where to go. Needless to say Josh got a great facial to help him on his way to sissifiication!

Mandy was a sassy little sissy I liked to play with

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I first met Mandy on the internet a long time ago. She came across as someone who was charming, witty, intelligent, a little sassy. More like, a little sissy! It took awhile but I finally found out where the little bitch boy lived. I was eager to stretch out his butt meat.There is nothing like spreading your butter all over someones face the first time you meet them and I had a fresh hot new load wating, LOL.

We had such a thrillling adventure in this scene and I hope you really enjoy it.My fav is in the beginning when we toungue fuck each others faces for about an hour, swapping cum and sissy juice. I really loved turning out Mandy and showing her how to take it like a true sissy newbie ! We didn’t need a strapon because we are both sissies so maybe that helped. Don’t miss out on the updates mmmkay player !

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

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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 inside. I knew that but when I looked at him he looked more like a guy in girl clothes. I wondered what was up so I unzipped my pants and let steve prove to me how much of a crossdresser he was. Wow, he sure knew how to suck a cock and when it was all over I had drained all my ball juice in this little sissy boy.

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

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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 !

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 !