This guy always had a thing about wearing his sister’s clothes. He finally decided one day to do the whole thing. So once she was gone to work he goes and gets out her makeup and starts making his face all pretty. He puts on blush, eyeshadow, lipstick, everything.

Then once that is done he slips on her hot fishnet stockings and sheer panties. Then to top it off he puts on her long tight black dress. Getting out a wig he had bought he slips that over his head, then looks at himself in the mirror. My he look so pretty and hot! See all the action like this inside at CD Fun!

Ted is really in trouble with his mistress today. She is in a really kinky mood and is trying to think of very sexy things to do to her slave boy. She has her sissy boy get into a gold colored dress and pantyhose with pumps. Then she throws a blond wig on him.

Next she tells him to hold still while she paints up his face with lots of makeup, making him look girly pretty. She has him get down on his hands and knees as she takes her leather crop and spanks his ass good. Finally she puts on a big strapon and fucks him silly up the ass before sticking it in his mouth. See it all inside!

CD Fun is the biggest crossdressing site on the net, in fact it was the first! Inside you will find lots of guys putting on makeup for the first time, getting all pretty with wigs, dressing up in pantyhose and dresses plus lots more. It even has an active crossdresser forum.

In this gallery Antoine has finally decided to get a bunch of makeup and really do himself up into a pretty woman. He sits down and gets his face all painted up pretty, then slips on a hot looking wig. Next comes panties, bra and black stockings. Finally a dress completes the look. Man he feels so hot now!

Lenny is a really good looking guy with a hot hard body. But he always wanted to know what it is like to get all pretty and look like a woman. So finally one day he goes and gets all the stuff to make himself up. He sits down in front of a mirror and starts putting on his makeup.

He is not sure how to do it, but he soon figures out what seems to work. After he has his face all pretty he slips on some pantyhose, panty and bra, and then a nice black dress. Finally he gets a wig and puts that on. He feels very feminine and sexy, and jacks off for a big orgasm. See all the hot fun inside!

Little skinny Nazareno decides to do something special for his boyfriend. So he gets out a bunch of makeup and starts to pretty himself all up. Then he gets out a big blond wig and slips that on. Finally he gets into some silky stockings, a dress and a long skirt.

His big black boyfriend really is surprised, but then is really turned on. He kisses him and then gets him down on the bed on his hands and knees. He lifts up the dress and shoves his big long shaft up his tight ass, reaming him good for a hot wild fuck. See all the crossdressing fun inside at CD Fun!

CD Fun is the biggest and best crossdressing site on the net! Inside this amazing place you can watch many hot looking models getting all pretty with makeup, slipping into sexy lingerie and dresses and topping it all off with beautiful wigs to make them pretty girls.

In this gallery a guy goes to a casting call and is told he needs to be made up into a girl. So the cameraman sits him down and puts on a lot of makeup, getting him all nice and pretty. Then he is told to slip into some lingerie, and finally a big dress and wig. Watch him get all hot and horny inside! 

These two guys are all dressed up pretty in long gowns and with makeup on. The camera man is trying to film them, but they are hot and horny. One opens his dress up and lets out his big dick as the other one bends down and gives it a deep throat job.

The cameraman keeps filming as they get hot and heavy. One of them bends over as the other grabs his waist and shoves his throbbing cock into his tight ass. He reams him good before coming all over his ass. See all the crossdressers having hot fun inside CD Fun, the best crossdressing site on the net!

Hot mistress Linda is really having fun with her sissy slave boy in this gallery. She decides to have him put on a lot of makeup and look like a pretty girl. So he gets out the makeup box and paints his face up with lots of makeup. Then she has him put on a blond wig.

Still not done she has him strip, then put on a pair of pantyhose. Finally she has him slip on a gold colored dress and puts a collar around his neck. She leads him around in his feminine looks until she tells him to get on his knees. She tells him to take out his dick and start jerking off until he comes all over his pantyhose. Watch the whole movie here!

Andrew is a successful guy with lots of money. Today he is bored and thinking of something new for fun. He sees an ad in the paper that looks interesting. He calls it and ask for a person to come over to his house. Later he gets a knock on the door and answers it.

There is Dan, a pretty crossdresser who has on a blond wig and a sexy dress. He tells Andrew to sit down, and unzips his pants. He takes out Andrew’s big cock and starts sucking on it good. Once it’s hard he bends over and lets Andrew bang him hard up his tight ass. Watch the whole movie inside! 

Kenny is a young skinny guy that always dreamed about dressing up and looking like a pretty girl. So one day he took the step of ordering some makeup and clothes. A few days later they arrive, and he dives into them, eager to see what he can make himself look like.

He takes the makeup and lines it all up. Then he takes a little of each and applies it, using maybe a bit too much. Blue eyeshadow, pink lipstick and so on. Then he slips on a frilly teddy, panties and black stockings. Finally he tops it off with a long red wig. He feels so sexy in his new look, check it all out inside.