Apr 30

Kinky Crossdresser Kirsty In The Dungeon At Kirsty’s TG Playground!

Crossdressing World presents Kirsty's TG Playground! Crossdressing World presents Kirsty's TG Playground!

It has been some time since we’ve featured the lovely Kirsty from Kirsty’s TG Playground here on Crossdressing World Blog. I thought that she had disappeared for a while and the world had lost one beautiful and witty girl… I could almost hear the collective crying of Crossdressing Fans everywhere!

Well, the sighs of relief are almost as obvious now that it is known that Kirsty is still around, and still showing off her kinky side with great sets like this one. Looks like Kirsty is working up quite the sweat in that hot leather and PVC outfit here at Kirsty’s TG Playground. Hopefully we’ll have a lot more opportunities to feature Kirsty here in the future!

Crossdressing World presents Kirsty's TG Playground! Crossdressing World presents Kirsty's TG Playground!

COME CHECK OUT MORE FROM KINKY CROSSDRESSER KIRSTY ON HER OFFICIAL SITE!

Apr 23

See What The Crossdressers Are Wearing At Pantie Boyz!

Crossdressing World presents Pantie Boyz!

I think one of the great things about crossdressing, and probably one of the things that guys find most exciting about being Crossdressers, is that it is so easy to slip on some panties or stockings underneath your clothing. As you can see here at Pantie Boyz, some guys just love wearing frilly things under their jeans or business suits!

You just never know when you’re going to catch a little peek at what some Sissy has on under their ‘boy’ clothes! Sometimes you’ll find a sexy, lacy pair of panties or perhaps just something plain and simple, yet decidedly feminine. Over at Pantie Boyz, you’ll see it all though… from mild to wild!

Crossdressing World presents Pantie Boyz! Crossdressing World presents Pantie Boyz!

COME SEE MORE SEXY CROSSDRESSERS IN PANTIES AT PANTIE BOYZ!

Apr 16

Crossdressing Slut Gets Bored And Horny At My Humble Sissy!

Crossdressing World presents My Humble Sissy! Crossdressing World presents My Humble Sissy!

There is that saying which goes, ‘While the cat is away, the mice will play!’ Well, I think that fits nicely here at My Humble Sissy, as you see Crossdressing Slut Dena trying as hard as she can to get a little satisfaction from her dildo while her man Patrick is away at work for the day.

Clearly, this little crossdressing kitty is eager to give her pussy away to Patrick, who is only to willing to oblige when he gets home from work to find his Sissy pleasuring herself. Of course, he can’t remain angry at her with that coy look on her face… Dena knows just how far she can go to get Patrick to give her a good fucking here at My Humble Sissy!

Crossdressing World presents My Humble Sissy! Crossdressing World presents My Humble Sissy!

COME CHECK OUT MORE CROSSDRESSING SLUTS AT MY HUMBLE SISSY!

Apr 09

Hunky Lenny Shows His Softer Crossdressing Side At CD Fun!

Crossdressing World presents CD Fun!

If you were looking at this picture of Lenny from CD Fun at a distance, you would probably just think that it was a picture of a pretty decent looking guy showing off his muscles. Look a little bit closer though and you can clearly see that Lenny has a softer side that just loves slapping on some makeup and having a little crossdressing fun!

You know, isn’t that what crossdressing is all about anyway? Just having a bit of fun with fantasies and such? I think the guys at CD Fun really understand that and play it up in their shoots. I mean seriously… no Crossdresser who was really serious about the craft would go out looking like Lenny… at least I think so…

Crossdressing World presents CD Fun! Crossdressing World presents CD Fun!

COME HAVE SOME FUN EXPLORING THE CROSSDRESSING WORLD AT CD FUN!

Apr 02

Mistress Ellie Keeps Her Crossdressing Bitch Ready At She Sado Me!

Crossdressing World presents She Sado Me!

Every good Mistress knows that the one thing that you must do is keep your Crossdressing Bitches in line and ready for action at any time. Well, Mistress Ellie definitely makes sure that Craig is ready to service her at a moment’s notice by keeping him leashed up and dressed in stockings here at She Sado Me

You know that you don’t want to every cross a redhead… they’re quite well known for their fiery tempers! I guess that this Crossdressing Bitch has learned his lesson well because when he sees Mistress Ellie approaching with her big dildo waving from side to side here at She Sado Me, he jumps right on it with his mouth… Good doggie!

Crossdressing World presents She Sado Me! Crossdressing World presents She Sado Me!

COME SEE MORE OF THE CROSSDRESSING WORLD AT SHE SADO ME TODAY!

Mar 30

Crossdresser Kim Shows Off Her Hard Cock At Kim’s Anal Heaven!

Crossdressing World presents Kim's Anal Heaven!

There is no doubt about the fact that Kim is one Crossdresser who does NOT have any problem at all making her cock nice and hard. Whether she is dressed up sexy in stockings and high heels or plunging one of her massive dildos up that ass of hers on Kim’s Anal Heaven, you’ll rarely see her cock limp…

I guess getting all gussied up in pretty things just makes Kim super horny… and why not? I think the thought that thousands of guys from all around the world are watching you stroke yourself off is pretty mind-bending. So, I guess it is no surprise that Kim’s Anal Heaven is stuffed full of shots with Kim’s hard cock hanging out!

Crossdressing World presents Kim's Anal Heaven!

COME WATCH MORE KINKY CROSSDRESSING AT KIM’S ANAL HEAVEN!

Mar 26

Kinky Crossdresser Gets Masked By Mistress At Strap-On Jane!

Crossdressing World presents Strap-On Jane! Crossdressing World presents Strap-On Jane!

Either this kinky Crossdresser at Strap-On Jane really does not want his face to be shown on camera or this is just another cruel test by Mistress Jane for her Slave. I’ll leave it to you to decide which one, but at this point, I’m kind of leaning on the ‘test’ side, since clearly, Mistress Jane has a sadistic streak running through her when it comes to making Crossdressers submit to her every whim.

This poor crossdressing Slut doesn’t stand a chance against her Mistress her at Strap-On Jane. You really don’t realize how much you rely on your sight until you don’t have it so I completely understand this Crossdresser’s feelings of being completely at the mercy of Jane… I only hope that Mistress Jane is feeling nice today because if she’s in a foul mood, I really feel sorry for this kinky Crossdresser and his ass!

Crossdressing World presents Strap-On Jane! Crossdressing World presents Strap-On Jane!

COME WATCH MORE KINKY CROSSDRESSING PLAY AT STRAP-ON JANE!

Mar 23

Kinky Crossdresser LuciMay Strips Down For Some Dungeon Fun!

Crossdressing World presents Kinky LuciMay! Crossdressing World presents Kinky LuciMay!

If there was any doubt that LuciMay was the kinkiest Crossdresser in Britain, just check out these pictures and I’m sure you’ll change your mind. I mean, it is one thing to dress up in some sexy lingerie and maybe whip yourself a couple of times to get some red on your butt, but clearly, LuciMay goes way beyond that…

I don’t know too many other Crossdressers in the world who would allow themselves to be written on, especially on their face! LuciMay is certainly doing her best to live up to the word ‘Slut’ on her face by offering up her ass and mouth for any cock to use. Love kinky crossdressing? I think LuciMay is the place for you!

Crossdressing World presents Kinky LuciMay! Crossdressing World presents Kinky LuciMay!

COME WATCH MORE KINKY CROSSDRESSING WITH BRITISH CD LUCI MAY!

Mar 19

Kinky Crossdresser Joins Jane In Domination At TranZMania!

Crossdressing World presents TranZ-Mania! Crossdressing World presents TranZ-Mania!

I think this kinky Crossdresser may need a little help with his makeup here at TranZMania, but Nylon Jane can probably provide him with some tips there a bit later. As for right now, I think Jane and her crossdressing friend are much more interested with their Slave, who like the bitch he is, lays at their feet, waiting for some attention.

When it comes to Mistress Jane, you just never know what she is going to have in store for her crossdressing friends, or her slave at TranZMania. Will she tease them both until they’re on the edge of a cum-explosion or will she attack both of their asses with one of the dildos in her massive collection of strap-ons!

Crossdressing World presents TranZ-Mania! Crossdressing World presents TranZ-Mania!

COME WATCH JANE AND HER KINKY CROSSDRESSER AT TRANZMANIA!

Mar 16

Show Your Style With The Crossdressers Over At Club Crossdresser!

Club Crossdresser - Crossdressing Style! Club Crossdresser - Crossdressing Style!

You know, there are probably a lot of people that would take a look at pictures like this from Club Crossdresser, and have a little chuckle to themselves. Still, to those people, I just have to say… ‘To each, their own’. Everyone has to start off somewhere, and seriously… you can’t expect everyone who enjoys crossdressing to look like a Pornstar right off the bat!

Anyway, I remember back when I was starting out and posting amateur photos of myself online… it was such fun! I can really relate to the thrill that the guys over at Club Crossdresser have seeing themselves in blog posts like this and all over the Internet. While it may not be for you, there are some guys out there who can enjoy an amateur crossdresser!

Club Crossdresser - Crossdressing Style! Club Crossdresser - Crossdressing Style!

COME CHECK OUT MORE AMATEUR CROSSDRESSING AT CLUB CROSSDRESSER!

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