Category Archives: stockings

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

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sissyboyfuntimes

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!

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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sissyboytoy

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 !

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.