Category Archives: jackoff

Sissy boy takes the strapon dildo

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gay-sissy

Sissy came over to talk to her girlfriends boyfriend. She was in for a good time but had no idea what a sadistic sissy ass fucker he was. Immediately before she even had time to say hello, he had this sissy bitch boy bend over the bed. Pounding his ass with a dildo. They didn’t have time for a strapon because he was in the mood.

Spitting on his sissy ass to lube it up. Shoving a dildo right in his ass. Pounding it until the sissy bitch finally blows a load. Move the panties to the side and jam it in the hole.

What a good sissy bitch he was today.

gaysissy

Richard was still in his pajamas when dolled-up sissy Joan tried to attract his attention. The sissy bitch boy badly wanted his boyfriend’s ramrod into his rectum, but first he had to take it down his throat.

The girlfriend guy did his job well and soon his bright pink pantyhose were pushed down for the rough anal treatment he longed for. Joan took it sideways, from behind and in a reverse cowgirl until Felix exploded with white sticky sissy cum juice !

Delia filled her stocking with sissy cum for the Holidays

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deliasissycock

Delia was hanging out at my apartment and , oops she came all over her panties. Wait those weren’t panties that was her nylon stockings. Wow cum filled stockings for christmas. Every sissies dream come true. Delia was so excited to have my buddy T.J. lick all the cum filled goodness from his cock and balls. Delia is a crossdresser that loves it up his strapon ass ! If you want to see whats new with Delia take a peep here Mr. Peepers.

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 !

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 !

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

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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