Feb 23

Classy Crossdresser Cassy Cassard In Heels And Stockings!

Crossdressing World Blog presents Cassy Cassard! Crossdressing World Blog presents Cassy Cassard!

One of the things that I totally love about Cassy Cassard, besides of course her being a downright slut when she hosts her little crossdressing parties with her friends, is that she can look pretty classy in her outfits as well. I love this set, especially the coordination of the beautiful purples in her belt and high heels.

It isn’t as easy as it sounds for Crossdressers like Cassy Cassard to put together an outfit like this. I mean, we’ve all seen Crossdressers who can look like they just walked out of the dime thrift store in an outfit that you wouldn’t be caught dead in, but when it comes to Cassy Cassard and her outfits, I think she looks downright classy most of the time!

Crossdressing World Blog presents Cassy Cassard! Crossdressing World Blog presents Cassy Cassard!

COME CHECK OUT MORE CLASSY CROSSDRESSING WITH CASSY CASSARD AT HER SITE HERE!

Feb 06

After Business Crossdressing With Kirsty’s TG Playground!

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

I’m pretty sure that most every Crossdresser on the planet has had one of those days at work when you just come home and the urge to dress up in something sexy is just overwhelming. Looks like Kirsty is experiencing that feeling right now over at Kirsty’s TG Playground, and clearly, this sexy businesswoman is not afraid to do something about it!

Kirsty looks awesome in her crisp, white top and tight black skirt, and you’ve just got to love that sexy lingerie underneath her clothes as well. You know that when Kirsty gets horny, she is going to settle in for some serious playtime with her biggest dildos over at Kirsty’s TG Playground, and you won’t want to miss one second of the action!

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

COME WATCH MORE CROSSDRESSING FUN WITH KIRSTY AT KIRSTY’S TG PLAYGROUND HERE!

Feb 02

Crossdressing Schoolgirls At Play On Luci May!

Crossdressing World presents Luci May! Crossdressing World presents Luci May!

The mature Crossdresser Luci May has a little thing for schoolgirl outfits so it isn’t any big surprise to see her putting her studies aside while she invites a companion over for some extra-curricular activity. Perhaps these two Crossdressing Schoolgirls are hoping for some extra credit in Sex 101 after doing a little research!

There is always time for studying a bit later in the evening, but for right now, Luci May and her Crossdressing Schoolgirl friend are quite content with pleasuring the cocks underneath their frocks! Looks like Luci May has one hard cock for her friend to study… over and over again!

Crossdressing World presents Luci May! Crossdressing World presents Luci May!

COME WATCH THESE SEXY CROSSDRESSING SCHOOLGIRLS PLAY WITH LUCI MAY HERE!

Jan 23

PVC Crossdresser Loves Getting Spanked On Tranzmania!

Crossdressing World Blog presents Tranzmania! Crossdressing World Blog presents Tranzmania!

This kinky and horny Crossdresser is trying on some PVC and stockings for this set over at Tranzmania, and I think the results are pretty good. While she may look at home in a local vampire coven in her black PVC dress and rather pale makeup, this Crossdresser does a pretty good job of looking cute in her stockings and high heels.

Of course, any good Crossdresser who chooses PVC as the primary piece of clothing to wear, probably has a kinky side that they would love to let out to play. This kinky Crossdresser happens to love having her bare ass spanked, and something tells me that it is going to get a whole lot more red in this scene at Tranzmania!

Crossdressing World Blog presents Tranzmania! Crossdressing World Blog presents Tranzmania!

COME CHECK OUT MORE KINKY AND HORNY CROSSDRESSERS AT TRANZMANIA HERE!

Jan 19

Sexy Crossdresser In Corset And Heels On Club Crossdresser!

Crossdressing World presents Club Crossdresser! Crossdressing World presents Club Crossdresser!

I used to really love wearing outfits like this Crossdresser has on at Club Crossdresser. There is just something that makes you feel sexy when you’re bound up tight in a corset. Paired with some sexy high heels and a frilly, lacy skirt, you can’t help but feel sexy as hell and ready for some action!

This Crossdresser just needs to start kicking up her legs in those high heels and she’s ready for action over at the Moulin Rouge. The red gloves are a great way to hide some manly looking hands, as well as wear a little accent piece. I really do love the variety of Crossdressers that they have over at Club Crossdresser, and whether you’re just starting out or well on your way, you will too.

Crossdressing World presents Club Crossdresser! Crossdressing World presents Club Crossdresser!

COME CHECK OUT MORE SEXY AND HORNY CROSSDRESSERS ON CLUB CROSSDRESSER!

Jan 16

Crossdressing Seduction On Felix At My Humble Sissy!

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

When poor Felix pops over to his friend’s house to play some video games unexpectedly, the last thing he thought he was going to see was his friend dressed up in a red dress and stockings, wearing a wig, and playfully flirting with him! What he didn’t know is that his friend has been “Melissa” for quite some time, and she’s secretly been after Felix’s cock for years on My Humble Sissy!

I guess now is as good a time as ever for Melissa to let her true nature show! Felix is turned off at first, but soon, after seeing just how well Melissa can suck his hard cock here at My Humble Sissy, he gives in to his nature and starts fucking her tight ass. Sometimes at My Humble Sissy, it is the sissy who has to do the seducing, and that’s just how we find Melissa and Felix in this hot scene!

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

COME CHECK OUT MORE CROSSDRESSING SEDUCTION OVER AT MY HUMBLE SISSY!

Jan 09

Crossdressing Sissy Photo Shoot At My Sissy Boyfriend!

Crossdressing World Blog presents My Sissy Boyfriend! Crossdressing World Blog presents My Sissy Boyfriend!

This sissy crossdresser is learning the hard way that it doesn’t pay to make fun of your girfriend’s modeling career here at My Sissy Boyfriend. She may make posing and stripping for the camera look easy, but he soon learns that it isn’t all that simple to look sexy while the lights are glaring and the camera is snapping pictures!

Still, at least one good thing comes from this lesson here at My Sissy Boyfriend. It looks like Christine gets kinda turned on by seeing her boyfriend dressed up in her short dress and kitten high heels. Looks like Christine’s boyfriend is in for lesson number two as she brings out her dildo and starts fucking his little crossdresssing sissy ass with it!

Crossdressing World Blog presents My Sissy Boyfriend! Crossdressing World Blog presents My Sissy Boyfriend!

WATCH MORE SISSY CROSSDRESSERS GET FUCKED AT MY SISSY BOYFRIEND HERE!

Jan 05

Crossdressing Sissy Gary Gets Fucked On She Sado Me!

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

I am sure that a lot of wives that have crossdressing sissies as husbands have had that sneaking suspicion that their guys are trying on their panties and high heels while they’re away. Stretched out elastic, heels out of place, messy lingerie drawers… girls know! Here at She Sado Me, Gary’s wife Selma sets a little trap for him, and ends up catching him red handed!

It may be exciting to imagine being a little Crossdressing Sissy while your wife is away at work and you’re home alone, but as Gary soon finds out, there can be hell to pay when she finds out your little extracurricular activities! Looks like Gary is in for a good time though here at She Sado Me at the hands of the sexy Selma as she disciplines and fucks his crossdressing ass!

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

COME WATCH MORE CROSSDRESSING SISSY GARY GETTING FUCKED ON SHE SADO ME!

Jan 02

Horny Crossdresser Gets Foot-Job From Nylon Jane!

Crossdressing World Blog presents Nylon Jane! Crossdressing World Blog presents Nylon Jane!

I’m sure that all you horny and kinky Crossdressers out there would just love to be the guy in this Nylon Jane set, just relaxing and stroking away on your hard cock while Jane massages and tickles your balls with her stocking feet! It sure looks like this Crossdresser is having the best time of his life, and I’m sure that Nylon Jane’s feet feel great against his hard cock.

There is something erotic about having a woman like Nylon Jane rub her stockings against your cock, and if you haven’t ever experienced it before, you should try it! If you love the look of cum on stockings, this set over at Nylon Jane will have you on the edge of your seat just waiting for this horny Crossdresser to shoot a load all over her feet

Crossdressing World Blog presents Nylon Jane! Crossdressing World Blog presents Nylon Jane!

COME CHECK OUT MORE SEXY CROSSDRESSERS PLAYING WITH NYLON JANE HERE!

Dec 29

Crossdressing Parties With Zoe Fuck Puppet And Friends!

Crossdressing Parties With Zoe Fuck Puppet And Friends! Crossdressing Parties With Zoe Fuck Puppet And Friends!

When you’re talking about horny and kinky Crossdressers who just don’t seem to ever run out of energy, Zoe Fuck Puppet immediately jumps to mind. This time of year we’re all thinking of excuses to party, but when it comes to Zoe Fuck Puppet and her crossdressing friends, there is always an excuse to get together and throw a hardcore, crossdressing party!

Looks like Zoe Fuck Puppet is having loads of fun in this sexy scene, and speaking of loads… I think there will be plenty to go around for everyone! Alison Dale, a frequent playmate of Zoe Fuck Puppet is looking gorgeous here as well, and I think these two girls are going to have a blast blasting their cum down the throat of their submissive slave-boy!

Crossdressing Parties With Zoe Fuck Puppet And Friends! Crossdressing Parties With Zoe Fuck Puppet And Friends!

COME WATCH MORE CROSSDRESSING PARTIES WITH ZOE FUCK PUPPET AND FRIENDS!

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