Aug 15

Nylon Jane Loves Spanking This Kinky Crossdresser!

t nylon jane spanking crossdressers 01 Nylon Jane Loves Spanking This Kinky Crossdresser! t nylon jane spanking crossdressers 02 Nylon Jane Loves Spanking This Kinky Crossdresser!

It is no secret that one of the favorite things for Crossdressers to do is slide on some silky stockings and a pair of stiletto high heels. I don’t think there are too many more things that will give you that ‘girlish’ feeling than sexy stockings and garters! Nylon Jane finds herself in good company with this Crossdresser, who looks smart and pretty in her business suit…

Too bad that Nylon Jane is going to be putting some wrinkles in that crisp skirt though. Bunched up around her waist and resting on Jane’s soft thighs, one can only imagine that this Crossdresser’s cock is getting harder and harder as Mistress Jane paddles her ass… That’s what you get when you don’t have your seams straight!

t nylon jane spanking crossdressers 03 Nylon Jane Loves Spanking This Kinky Crossdresser!

COME WATCH MORE CROSSDRESSERS GET SPANKED AT NYLON JANE!

Aug 05

Crossdresser Monica Gets Punished At My Humble Sissy!

t crossdressing monica richard 01 Crossdresser Monica Gets Punished At My Humble Sissy! t crossdressing monica richard 02 Crossdresser Monica Gets Punished At My Humble Sissy!

When Richard comes home to find his boyfriend dressed up like a tramp in a red dress, stockings, and high heels, he kind of loses control and forces ‘Monica’ to his knees for a little spanking. Her at My Humble Sissy, when the guys get dressed up, you can bet that someone is going to catch them and there will be hell to pay!

Monica is used to sucking Richard’s hard dick, but it is a whole different experience when he is dressed up like a lady. He can’t help but feel like the sexiest slut around, and you can bet that he’s enjoying his turn as a woman at My Humble Sissy. Monica gets a nice little fucking at the hands of Richard too, and something tells me that this is going to be a regular thing between the two of them!

t crossdressing monica richard 03 Crossdresser Monica Gets Punished At My Humble Sissy! t crossdressing monica richard 04 Crossdresser Monica Gets Punished At My Humble Sissy!

COME CHECK OUT MORE CROSSDRESSING FUCKING AT MY HUMBLE SISSY!

Aug 03

Crossdressing Stroking With Cassy Cassard And Friends!

t crossdressing trio cassy cassard 01 Crossdressing Stroking With Cassy Cassard And Friends! t crossdressing trio cassy cassard 02 Crossdressing Stroking With Cassy Cassard And Friends!

Cassy Cassard is one horny girl, that is for sure. Lucky for her, she seems to have a never ending supply of kinky crossdressing friends who just love jumping at the chance to get into bed with her! I love these pictures from her site, and it looks like she found one very leggy friend to have some fun with…

If you are good visually, you can see that Cassy’s crossdressing friend with the red stocking tops, has legs that are just about as long as Cassy’s entire body! I can only imagine what it must be like to have those long gams on your shoulders as you pump away at her ass! This definitely looks like some serious fun that these two are having at Cassy Cassard’s Site!

t crossdressing trio cassy cassard 03 Crossdressing Stroking With Cassy Cassard And Friends! t crossdressing trio cassy cassard 04 Crossdressing Stroking With Cassy Cassard And Friends!

COME WATCH MORE CROSSDRESSING FUN WITH CASSY CASSARD AND FRIENDS!

Aug 01

Crossdressing Fun With Kirsty’s TG Playground!

t crossdressing kirstystgplayground 01 Crossdressing Fun With Kirstys TG Playground! t crossdressing kirstystgplayground 02 Crossdressing Fun With Kirstys TG Playground!

When it comes to crossdressing fun, it doesn’t get too much better than the fun that Kirsty has a Kirsty’s TG Playground. Of course, even a sexually voracious girl like Kirsty can’t be taking part in those wild parties of hers day after day after day… Sometimes a girl has just got to take a day off for some solo fun!

Here we find the lovely Kirsty relaxing on her carpet and turning herself on by sucking on a big, black dildo, which soon finds its way into her hot ass! I’m always curious when I see instruments in the background of sets like this one at Kirsty’s TG Playground. I wonder if Kirsty can tinkle the keys and lull us to sleep with a little serenade…?

t crossdressing kirstystgplayground 03 Crossdressing Fun With Kirstys TG Playground! t crossdressing kirstystgplayground 04 Crossdressing Fun With Kirstys TG Playground!

COME CHECK OUT SOME CROSSDRESSING FUN AT KIRSTY’S TG PLAYGROUND!

Jul 25

Myra Punishes Her Sissy Crossdresser At She Sado Me!

t myra colin crossdresser 01 Myra Punishes Her Sissy Crossdresser At She Sado Me!

I don’t know what Colin did to bring on the wrath of Myra at She Sado Me, but clearly, she is making him pay dearly for whatever it was! Some women just love to take a submissive Crossdresser like Colin and punish their asses, and course, crossdressing sluts like Colin eat up the attention!

Once Colin feels Myra slide those girlie panties up his legs, he knows that there is no turning back. He is going to get a good whipping, followed by a hardcore fucking at the hands of his girlfriend Myra, and she will love each second of it! Poor Sissy Crossdressers are just used and abused over at She Sado Me, but honestly, I don’t think they would have it any other way!

t myra colin crossdresser 02 Myra Punishes Her Sissy Crossdresser At She Sado Me! t myra colin crossdresser 03 Myra Punishes Her Sissy Crossdresser At She Sado Me!

COME WATCH MORE SISSY CROSSDRESSERS GET PUNISHED AT SHE SADO ME!

Jul 22

Dominating Submissive Guys At The English Mansion!

t english mansion strapon 01 Dominating Submissive Guys At The English Mansion!

I don’t think it is any secret that many Crossdressers harbor a secret desire to be sexually dominated by women, and the Mistresses at The English Mansion are always willing to lend them a helping hand… or giant strap-on! Of course, some guys need a little more coaxing than others…

I’m not sure whether this poor guy is going to love being forced to dress up in frilly panties and outfits like many of the others guys are at The English Mansion, but he’ll soon learn his place. At the hands of this sexy Mistress, he’ll learn that submissive Sluts like himself have no opinions that matter when it comes to being forced into girly panties and made to serve!

t english mansion strapon 02 Dominating Submissive Guys At The English Mansion! t english mansion strapon 03 Dominating Submissive Guys At The English Mansion!

WATCH MORE GUYS GET FORCED TO CROSSDRESS AT THE ENGLISH MANSION!

Jul 20

Plenty Of Crossdressing And Panty Sniffing At Club Crossdresser!

t panty sniffing club crossdresser 01 Plenty Of Crossdressing And Panty Sniffing At Club Crossdresser!

Plenty of guys who are into Crossdressing just love the smell of worn panties, and you’ll find lots of these guys sharing pictures of themselves at Club Crossdresser! Some guys love the frilly feel of lacy panties and others the satiny sheen of panties like these, but I think many Crossdressers just love the smell of sweat and cum on worn panties…

There is something sexy about the fresh stain of a hot load of cum soaking into the front of some Crossdresser’s panties, although I, myself, and not really into the whole panty sniffing thing. Still, to each their own, and if you love sniffing and fondling freshly stained panties, Club Crossdresser is just the place for you!

t panty sniffing club crossdresser 02 Plenty Of Crossdressing And Panty Sniffing At Club Crossdresser!

COME CHECK OUT MORE PANTY SNIFFING AT CLUB CROSSDRESSER TODAY!

Jul 18

Crossdressing Fun With Ray At CD Fun!

t ray crossdressing cdfun 01 Crossdressing Fun With Ray At CD Fun! t ray crossdressing cdfun 02 Crossdressing Fun With Ray At CD Fun!

Ray has always found it fascinating how women can change their appearance so easily with just a little bit of makeup and a quick change of style… and a bit envious as well. So, when he gets the chance to try on some makeup in front of the mirror here at CD Fun, you can imagine, he jumps at the chance…

After he’s done himself up, he finds some old props and decides to try them on as well… This Crossdresser may not be the cutest Geisha girl around, but I guess everyone has to start somewhere, right? Who knows… after a few more make-up lessons and some practice, Ray may turn out to be one beautiful and kinky Crossdresser after all!

t ray crossdressing cdfun 03 Crossdressing Fun With Ray At CD Fun! t ray crossdressing cdfun 04 Crossdressing Fun With Ray At CD Fun!

COME HAVE SOME CROSSDRESSING FUN WITH RAY AT CD FUN!

Jul 08

Lesbian Fucking And Cum Shooting At Strap-On Cum!

t strapon cum fucking 01 Lesbian Fucking And Cum Shooting At Strap On Cum! t strapon cum fucking 02 Lesbian Fucking And Cum Shooting At Strap On Cum!

Not that I’m speaking from personal experience or anything, but you’ve got to think that sometimes, fingers and tongues just aren’t enough for even the most hardcore Lesbians! Once in a while, you’d think that they’ve got a little itch that can only be scratched by a big, hard cock… and that’s where the girls of Strap-On Cum enter the picture…

These girls just love showing off their fucking prowess with their big, hard, dildos… They never get tired or soft, and are always ready for some pussy pounding or ass reaming action! If you love watching the anti-crossdressing action of two hot Lesbians going at each other, you’ll love the action at Strap-On Cum… and don’t forget that each scene ends with a big, sticky load of cum delivered all over!

t strapon cum fucking 03 Lesbian Fucking And Cum Shooting At Strap On Cum! t strapon cum fucking 04 Lesbian Fucking And Cum Shooting At Strap On Cum!

COME CHECK OUT MORE LESBIAN FUCKING AT STRAP-ON CUM TODAY!

Jul 06

Sarah Punishes Her Crossdressing Friend At My Sissy Boyfriend!

t crossdressing world sissy boyfriend 01 Sarah Punishes Her Crossdressing Friend At My Sissy Boyfriend! t crossdressing world sissy boyfriend 02 Sarah Punishes Her Crossdressing Friend At My Sissy Boyfriend!

Sarah is not the kind of girl who takes too kindly to Sissy Crossdressers invading her panty drawer and using her toys on themselves. So, when she catches this guy red-handed at My Sissy Boyfriend, she decides to teach him a little lesson…

Sarah sees that Stephanie’s little cock is straining in her panties, and since she seems to not be able to keep her hands off her dildo, Sarah decides to give Stephanie a full helping of it. At My Sissy Boyfriend, Sarah rams her dildo, wet with her little crossdressing Slut’s juices straight down her throat, and then right up her tender ass! There is no mercy for this Sissy Crossdresser… the punishment must be dealt out!

t crossdressing world sissy boyfriend 03 Sarah Punishes Her Crossdressing Friend At My Sissy Boyfriend!

COME CHECK OUT MORE CROSSDRESSING PUNISHMENT AT MY SISSY BOYFRIEND!

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