Welcome to the CD's with CD/TV section of
Crossdresser Playground!

Here you can see all the hot porn of crossdressers with other
crossdressers and transvestites. Use the links to your left
to get around the different sections, and the top navigation bar
above for the main site pages. Have fun with all the CD/TV porn!

Kim shows off her kinky red boots

Hot Anal Kim showing off her sexy body

Sweet Kim from Kim’s Anal Heaven just got herself some new “fuck me now” tall red boots and she can’t help but show them off in this gallery. Wearing matching black and red lingerie including long gloves she looks so damn sexy! Even better is when she flashes her tight round ass and lets out her long cock and strokes it to hardness.

Kim is always dressing up in sexy fetish wear and kinky outfits before she shoves giant dildos and toys up her amazing ass. Kim does extreme ass toying, often using objects that look like road cones! The size of the toys she uses to ream her sweet ass is something you really have to see. Yet she is so tight and hard body, with a dark tan and sexy good looks.

Not only does she do extreme ass toying, but she gets that ass fucked by many horny transvestites. Including porn stars like Zoe Fuck Puppet and Strapon Jane. She does all her ass toying movies in high definition format, and updates her site twice a week without fail. Kims Anal Heaven is the best transvestite and extreme ass toying porn site on the net! Check out her free tour here, or

Click here for Kim in kinky red boots and lingerie gallery!

Hot Anal Kim showing off her sexy body

Sissy gives a blowjob to boss at Gay Sissies

sissies fucked at gay sissies

I just love a sissy gallery where the sissie gets her ass felt up and fucked by a boss! Something about that setting is really kinky and hot, as you can see in this gallery from Gay Sissies. This is a very slender sissy with a small tight ass all dressed up nice in a skirt, stockings, cute top and heels with pretty pink panties.

Her boss gets all hot and bothered, and soon he’s feeling her tight ass up. Teasing him she bends down and unzips his pants, then gives him a deep blowjob before getting thrown on her back with her legs in the air and hardcore fucked up the ass. Gay Sissies is the number one place to see cute sissies getting fucked by horny guys!

They get anal fucked by their bosses, guy friends, gay friends, cops, the house painter and lots of other kinky ways! All the sissies are petite and sexy too, not big ugly bears. They get their pretty faces fucked before getting a cock rammed down their tight asses, all while dressed in pretty stockings and panties, of course! Check out the free tour at Gay Sissies, or

Click here to see this sissie get hardcore anal fucked gallery!

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Luci May services her masters cock in maid outfit

Luci May in maid outfit sucks cock

I just love all the kinky outfits that hot transvestite from the UK, Luci May wears! From PVC, leather and corsets to cute bunny outfits and sissy maids, Luci May wears them all well. In this sexy gallery she has on a black corset with a tight body suit and is being a maid for her master. All good sissy maids know you need to suck masters cock!

So that’s just what Luci May does as she unzips his pants on her knees and sucks his pole hard, then gets her face fucked. Luci May does every type of kinky fetish transvestite sex in her big porn site. From kinky bondage, full body latex suits, outdoor crossdresser sex and so much more. She has sex with shemales, females and transvestites.

That includes guest porn stars like Zoe Fuck Puppet, Nylon Jane and many more. Her kinky transvestite site is now quite large, with twice a week updates and always high definition porn movies. Check out Luci May’s free tour and see what your missing out on, or

Click for Luci May in maid outfit sucking cock gallery!

Luci May in maid outfit sucks cock

Sexy sissies from Gay Sissies anal fucked hardcore

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Sissy Bobbie gets anal fucked by Hugo at Gay Sissies

Mondays, I know how much you hate them! So I thought I’d perk you up with a total of three hot anal sex sissie galleries from Gay Sissies! This sexy porn site has been the most popular one I have showed on here. Gay Sissies features slender, sexy sissyboys dressed up in hot sissy clothing, beautiful dresses, stockings, pantyhose and high heels!

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Cute sissie Desmond ass fucked by boss Tommy inside Gay Sissies

They get anal fucked by their boyfriends, bosses, cops and other kinky settings. Some of these sissies are dressed up as maids, secretaries and other fantasy job uniforms, then grabbed and fucked by their bosses and managers, weeee! They really dress up good too, with lovely wigs and full makeup that make them look like they dress up all the time.

Gay Sissies has grown to be a big sissie porn site now, with hundreds of hot sissy movies. Watch these slender, tight body sissies suck on big cocks before getting bent over and hardcore anally fucked. Watching their pink panties and pantyhose get pulled down and ass fucked is a huge turn on. So click on the pictures to see each hot gallery, or see the free tour at Gay Sissies!

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Sissie maid Tobias getting her ass reamed at Gay Sissies!

Shemale Karla Cox gets fucked by Zoe Fuck Puppet

Zoe Fuck Puppet fucks shemale Karla Cox

I hope everyone had a good weekend, I got a lot done around the house. I noticed my last few post have been sissy sites, so here’s a kinky transvestite one for ya! This time it’s that TV pervert Zoe Fuck Puppet as she has some hardcore fun with shemale Karla Cox! You would never know Karla is a shemale without seeing her package!

But she is, as Zoe sucks that shemale cock hard before getting her own long dick pulled and sucked. Then she spears Karla’s tight ass with her pole and fucks her silly, before getting her own round ass violated. As I always say, Zoe fucks them all! Shemales, females, crossdressers, transvestites, interracial and gang bangs, you see it all here.

Zoe Fuck Puppet always wears kinky fetish clothing like leather, corsets, vinyl and much more, with sexy lingerie and high heels. Her site is updated twice a week with high definition movies so you always have fresh transvestite porn! Her site is very big now too, so check out her free long tour at Zoe Fuck Puppet, or

Click here for Zoe fucks shemale Karla Cox kinky gallery!

Zoe Fuck Puppet fucks shemale Karla Cox

Extreme ass toying fun at Kims Anal Heaven

kims anal heaven

This is one of the greatest extreme anal toying sites around! At Kim’s Anal Heaven, you have a transvestite toying herself with enormous dildos! In this gallery she poses in a black lacy top, thigh highs, and red heels while toying her ass with a big black dildo. Just look at how huge that dildo is! Wouldn’t you love to see that 3 inch wide dildo get shoved up Kim’s tight pink ass?

This crossdresser is HOT! Kim has a golden brown tan and her ass is nicely rounded and tight as hell! Kim’s Anal Heaven is a must see porn site! Her site is updated twice a week and has high definition movies for your crossdressing porn enjoyment. Watch Kim abuse her ass with extreme toys as well as getting hardcore fucked by transvestite studs! You can check out her free tour here at Kim’s Anal Heaven.

Click here to see Kim shove that big black dildo up her tight pink ass!

Crossdressed sissys fucked by hunks at Gay Sissies

crossdresser porn and gay sissies

I came across this great photo gallery from gaysissies! Men are dressed up in women’s clothing getting anal fucked and giving blow jobs with other men. In this gallery there is a cute crossdresser dressed in a little skirt and button down top wearing thigh high white stockings and heels! watch this crossdresser sissy get her panties pulled down and fucked.

If your greatest fantasy is to get forced to wear women’s clothing and fucked, then this is the sissie site you’ve been looking for. Upon joining you get free access to another paysite called “Men in Pantyhose”. Take the free tour and check it out for yourself, or click on the picture below and see the photo gallery of pretty hot gay sissys getting fucked at Gay Sissies!

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Sissy maid fucked by Karen TV Slut!

hot Karen TV slut fucks her sissy maid

I wanted to show you another hot gallery from the brand new transvestite porn site called Karen TV Slut! Karen is a cute crossdresser with long straight hair that loves to fuck and be fucked by females, crossdressers, shemales and whatever else she can find! In this gallery she is punishing her sexy sissy maid that is dressed up in a pretty maid outfit.

After lifting her skirt she whips her tight ass a bit, then has her lick her own hot ass for a while. Finally she whips out her cock and face fucks her sweet sissy maid before making her bend over to get ready for a hardcore ass reaming. Karen TV Slut has lots of kinky crossdresser and transvestite sex, with lots of sissy abuse too.

Karen has hot females fuck her with strap-ons before banging them in their hot pussies. She also has sex with shemales and of course lots of transvestite sex, sucking dicks and getting fucked in her round tight ass. Karen wears lots of hot fetish clothes and has major porn stars as guest like Zoe Fuck Puppet and more. Check out the newest crossdresser porn site at Karen TV Slut, or

Click here for Karen fucking her sissy maid gallery!

hot Karen TV slut fucks her sissy maid

Zoe Fuck Puppet bangs a female and crossdresser

zoe fuck puppet threesome

Click here for Zoe Fuck Puppet threesome gallery!

I’ve seen a lot of threesomes, but you never know what the hell your going to see when Zoe Fuck Puppet has one! In this hot gallery kinky Zoe Fuck Puppet has a hot threesome with a pale slender female and a sexy crossdresser. Everyone gets a dick or strap-on dildo up their tight ass and pussy by the time it’s all over.

Inside the site of Zoe Fuck Puppet this transvestite queen fucks them all; shemales, females, transvestites and crossdressers. Zoe spends time getting her tight round ass fucked as well as using her own long cock to fuck those tight holes and wet pussies. She always wears kinky fetish wear like corsets, stockings, leather and so much more.

You can see so many major porn stars in her site too, like Luci May, Strapon Jane and Kim from Kim’s Anal Heaven. All her videos come in high definition with updates twice a week, on top of her already large transvestite site. Zoe Fuck Puppet delivers high quality transvestite porn. Take her free tour at Zoe Fuck Puppet, or

Click here for Zoe Fuck Puppet threesome gallery!

Karen TV Slut, new crossdresser porn site!

transvestite sex with Karen Tv Slut porn site

Click here for Karen TV Slut fucked by big black stud gallery!

Hello everyone, and today I have yet another brand new transvestite and crossdresser porn site to show you, fresh off the presses! Made by the same company that brings you Zoe Fuck Puppet and Kim’s Anal Heaven, they have a new kinky girl with her own site called Karen TV Slut! She gives Zoe a run for her money as far as what she will do.

In fact I can’t think of anything she won’t do! Karen TV Slut has a nice look to her with a slim body, long straight hair and a nice long cock. This bisexual transvestite and crossdresser loves it all. Black cocks, shemales, sexy females, bondage, gang bangs and more, she does it all! The interracial sex is a real turn on, as you can see in the gallery above.

Then below I have another gallery as she fucks a hot female in her tight pussy. Karen TV Slut just opened today, so check it out while it’s hot. She updates a few times a week, and all movies are in high definition. Gang bangs, forced feminization, domination, kinky fetish clothing, bondage and more is what Karen does inside her site. See her free tour at Karen TV Slut, or

Click here for Karen TV Slut fucking a hot chick gallery!

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Gay Like Girl, new crossdresser porn site

hot crossdresser porn site Gay Like Girl

Click here for hot blond crossdresser sissy gallery!

Alrighty everyone, the week is starting and I’m starting it off with a brand new crossdresser sissy porn site on here! A friend of mine told me about this one, and damn is it hot! It’s called Gay Like Girl, and the name makes me cringe a little; I never like to use gay with crossdressers. But the site is fantastic, a sissy crossdressers dream!

What is so great about it is that the crossdressing sissies are really spot on. They are younger girls with that slender, sexy look about them. Their bodies are shaved and feminine, with great crossdresser clothes, wigs and makeup. The site is basically about these feminine sissy crossdressers that get fucked by guys.

The crossdresser sex is very hardcore and detailed, as these skinny sissies suck big cocks before getting their tight round asses split wide and hardcore fucked. Those of you who always fantasized about being a slender sissy crossdresser getting manhandled by a stud, getting your face fucked before having your ass violated will really be turned on with this!

The top gallery is a hot blond crossdresser getting her holes stuffed by a hunk. The bottom one has not one but two sexy crossdressers getting drunk before having their ass reamed hard by a lucky guy. So check them out by clicking on them. Or take the free tour at Gay Like Girl here. It’s one of the best crossdresser sissy porn sites I’ve found yet!

Click here for two sissies getting fucked gallery!

hot crossdresser porn site Gay Like Girl

Panty Club For Men, real amateur crossdressers

crossdresser porn at panty club for men

Wow, it’s been a long time since I checked in and saw what the crossdressing girls at Panty Club For Men are up to. Turns out they have been steadily building the site up and even changed the tour. Panty Club For Men is a crossdresser porn site run by an amateur crosssdressing couple. That’s right, a husband and wife.

crossdresser porn at panty club for men

The wife is very supportive of her hubbies crossdressing, and she and him have lots of fun both dressing up in old fashioned vintage petticoats, teddies, full cut panties with lots of frills and lace. They also dress up in stockings and pantyhose, in fact those play a big part in the crossdressing sex.

They invite other crossdressing couples over for hot crossdresser sex and film it all. There is also many transvestites and crossdressers that have sex with other crossdressers. So it’s a bit of crossdresser sex with females as well as bisexual fun with male crossdressers. They take really good closeups of all the cocks in those pretty panties!

crossdresser porn at panty club for men

Panty Club For Men is a great crossdresser porn site for those who want to see older, middle age couples having amateur fun in the old fashioned types of full panties, pantyhose and big layered dresses. Lingerie your mom use to wear back in the day when you secretly tried them on! They have many hours of hardcore crossdresser porn videos and thousands of pictures.

Click here for the free tour with videos at Panty Club For Men!

crossdresser porn at panty club for men