The Crossdresser Blog » Toys

Hardcore Schoolgirl Crossdresser

admin — Mon, 17 Jan 2011 03:50:03 +0000

You know, it’s really difficult to find good crossdresser on girl porn. There’s not a lot out there, and what you do find is usually some older husband and wife or a desperate younger crossdresser with a girl that could be her mother. Not that there’s necessarily anything wrong with that, but wouldn’t it be nice to see an 18-year old crossdresser getting it on with a gorgeous college girl going through an experimental phase? Maybe it’s hard to find college girls that want to experiment with both porn and crossdressing boyfriends. Or maybe it’s hard to find young crossdressers that aren’t afraid to show their true selves in front of an attractive young girl.
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Lucky for us, Katie-Ann at TheCrossdresser.com is not afraid to get dressed in front of her hot young girlfriends. And Allie is by far the most attractive girl I’ve ever seen getting down and dirty with a crossdresser It doesn’t hurt that both girls are dressed in schoolgirl uniforms complete with knee-high socks and pigtails in this college dorm room photoshoot. And apparently crossdressers aren’t the only fetish that Allie is in to.
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Watch as Katie fills Allie’s pussy with cherries and then sucks them out. And then Katie disciplines her girlfriend with a ruler, leaving bright red stripes across her teen ass. Speaking of her ass, Allie also takes a fat pink butt plug inside as Katie fills her pussy with her swollen crossdresser cock. I’ll tell you a little secret too – while you won’t find these photos in the free gallery, Katie ends this set by drenching Allie’s little pussy in thick white crossdresser cum . . . and then licks her sticky pussy clean You can find the full set of 250 high resolution photos as well as HD video of the hardcore crossdressing action in Katie’s members area.

Strapon Crossdresser

admin — Sat, 01 Jan 2011 02:44:18 +0000

Here’s my newest crossdresser crush, Kirsty, from Kirsty’s TG Playground. She’s a hot little tgirl who looks a little uncertain of herself . . . but from what I hear Kirsty is one hardcore sissy slut under her shy exterior! Her website is full of amateur group sex action as she fucks guys, girls, crossdressers . . . pretty much anything legal she can get her hands on . Of course, Kirsty has some solo content too, like this free gallery.
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Like any good tgirl Kirsty loves nylons, and she sure wears them well. She looks great in these black pantyhose and pointed heels. And then there’s the big strapon she’s sporting. What could be better than a girl with *two* cocks?! Speaking of Kirsty’s two cocks, she’s looking a little uncomfortable stuffed inside her pantyhose under her strapon. And for good reason – Kirsty’s real cock is nearly as big as her plastic dong Check out this gallery to watch Kirsty release her swollen cock from her tight pantyhose . . . and then cram her fat dildo into her waiting ass. Poor girl, looks like her swollen tranny balls are just begging for release. Guess you’ll just have to sign up to Kirsty’s site to see her relieve them
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For now, enjoy Kirsty’s free pics. I think you’ll find her slim body, sexy velvet gloves, and fuck-me heels well worth the tease. I just hope your balls don’t get as swollen as hers

Crossdresser at her First School Dance

admin — Thu, 03 Dec 2009 00:39:26 +0000

Remember how nervous you were at your first school dance? Well imagine what poor crossdresser Katie is going through! Watch her being shy standing in front of the camera in her short shimmery dress, sparkling pantyhose, and dress heels. Katie really hopes no one can tell that the soft caress of her nylons on her long crossdresser legs has gotten her all excited. Luckily her tight pantyhose and flowing dress are hiding her panty bulge at the moment . . . but it’s not long before the school photographer starts to get suspicious!

If you thought Katie was nervous having her picture taken, you should see her reaction when the photographer pulls out a fat black dildo to show her! Katie tries to explain that she doesn’t have anywhere to fit such a big hard toy, but the photographer knows what Katie is hiding under her panties and has a dirty idea. He makes Katie the crossdresser stuff that toy in her tight virgin ass! With that toy filling her up and rubbing her p-spot, Katie just can’t handle it anymore and frees her own big hard toy from her now wet panties.

Want to see what happens to Katie after the photographer pulls her pantyhose back up with the toy still inside her and sends her off to the dance? Find out, only at The Crossdresser .com!

Naughty Nurses – One’s a Crossdresser!

admin — Sun, 31 May 2009 22:23:39 +0000

Sure, everyone’s seen porn stars doing a naughty nurses scene, but have you ever seen a crossdressing nurse give a girl a vaginal exam?! I didn’t think so

Katie Ann of TheCrossdresser.com found a plump redheaded nurse, Jenny, who was willing to show Katie what a real vagina looks like. Of course crossdresser Katie didn’t want to miss anything, so she got out the speculum and performed a very thorough examination of Jenny’s privates! Jenny didn’t realize that a complete vaginal examination requires a taste test, but she sure didn’t object after Katie started. Not satisfied that the speculum had gotten deep enough, Katie pulls down her panties to show Jenny her very own vaginal probe. Katie uses her crossdresser cock to explore every last inch of Jenny’s pussy until both nurses are spent

Like what you see so far? There is a sample gallery of crossdressing nurse sex over at TheCrossdresser.com that I suggest you check out

Sock Loving Crossdresser

admin — Sat, 16 May 2009 04:17:41 +0000

Katie Ann is back, and she’s more flexible than ever! I always figured Katie had a foot fetish with all the socks and pantyhose she wears, but this foot gallery really takes the cake! Crossdresser Katie is dressed up in her uniform getting ready for school when she gets distracted by her clitty sticking out of the big hole in the crotch of her taupe pantyhose. She’s rock hard before she can even get her cute pink butt plug up her ass. By the time Katie has worked her spade shaped toy in, it’s far too late – Katie’s cock it holding her plaid skirt straight up in the air. Desperate to do something, she tries tucking her crossdresser cock into her pantyhose, and even tries to cover it up with her striped lace anklets, but no luck. Hey cock is just too big to hide. Looks like Katie will just have to milk it dry so that it will fit back in her panties.

Katie loves the feel of her soft cotton socks against her cock, so it’s no surprise when she loses control and fills her little sock with a big load of crossdresser cum. Those cute little socks are part of her school uniform though! So Katie is forced to suck her own cum out of her sock, put it back on over her pantyhose, and wear it to school

Don’t miss Katie’s crossdressing foot love gallery, she really gets in to this one!

Two Crossdressers Fucked by a Girl

admin — Sun, 15 Mar 2009 01:43:36 +0000

Zoe is a slut that just doesn’t stop! She’s always got new photos of her playing with her latest fuck buddy, and in this case it’s two new fuck buddies. I have to say, I really have a thing for crossdressers with genetic girls, so two crossdressers with a GG is even better! Zoe and her friends do a great job of daisy chaining too – these new photos really look great. Both crossdressers are dressed to the nines including black thigh high stockings, while their girlfriend is naked except for her mesh panties and strapon. Yum, how hot is that? That poor crossdresser in red though, she really takes it in the ass from the strapon. You have to watch out for those girls who look that confident wearing a strap-on harness Oh well, looks like the crossdressing couple had fun anyway!

Sissy Crossdresser in Petticoat

admin — Sat, 13 Dec 2008 02:59:18 +0000

Wow, look what Katie’s up to this time! She’s all decked out in lace and bows like a proper sissy Have you ever seen a blond Bavarian bar wench with a petticoat this poofy? Sorry, couldn’t help that Katie’s new sissy crossdressing gallery is super hot though, and you won’t want to miss these free tgirl pics. She’s even wearing rumba panties and lace anklets. What more can I say? Oh, I know. She sticks a giant wine bottle up her tight tgirl ass too! Talk about service with a smile So be sure to check out Katie the crossdresser in her new barwench costume . . . or join her site to see all her other crossdressing costumes

Goth Crossdresser in Graveyard

admin — Sat, 29 Nov 2008 05:03:24 +0000

I must have a thing for goth t-girls, because this is the second crossdressing vampire set Katie has done over at TheCrossdresser.com, and damn is it hot! Make sure you check out this free gallery of goth crossdresser pics to see what happens when a vampire gets his hands on “innocent” little Katie and leaves her in a graveyard with bite marks on her neck Luckily, tgirl Katie finds a wooden stake nearby . . . but like any good tgirl she can’t resist a long hard pointy object. She completely forgets about the vampire as she slides the shaft into her tight crossdresser ass. Oh well, looks like she’s pretty happy with her new home in the graveyard

Crossdresser Doing Self Facial

admin — Sun, 24 Aug 2008 15:26:49 +0000

Katie sure has a big crossdresser cock. Can you imagine how big it gets after she uses her penis pump on it!? This video is really hot because you can watch Katie’s tgirl cock swell with each pump. She gets her balls inside the pump too, I’ve never seen someone penis pump their balls before, but Katie’s not shy and will give anything a try! And all that’s before the great self facial she gives herself. Katie takes her porn seriously – you can see her dribbling pre-cum all over her face before shooting her massive tgirl load. Jeez, she has more precum than most tgirls have spunk in their entire load, and for Katie, that’s just the beginning! What could possibly be cuter than me playing with my favorite blue toy on video? Well, maybe me pumping up my clitty until it’s rock hard while my toy tickles my ass . . . and maybe me cumming all over my face while my pantyhose hold my toy deep inside . . . It was such a tough choice, I just decided to show you all three! This is the video that goes with last week’s photos.

Tgirl has a Date with Herself

admin — Sun, 24 Aug 2008 15:16:01 +0000

I can’t believe someone would not show up for a date with Katie, but I guess his loss is our good luck – instead of going on a date with some guy, she stayed home and took hot crossdressing pictures for us! Katie must have been one frustrated tgirl, because she broke out all of her favorite toys. She started with her big g-spot toy, which she held in her ass with her pantyhose! And then with with her toy vibrating away on her prostate, Katie got out the penis pump and vacuum pumped her crossdresser cock and balls until they were huge and swollen. And to top things off, Katie landed a huge load of cum right in her own face. What a sweet little tgirl A special member request. I dressed up in a blue silk dress and blue pantyhose with my cute new pointy-toe shoes for a date, but I got stood up! Can you imagine anyone standing me up? Well, I was so mad I stormed up to my room and got out my big curvy blue dildo. Pretty soon I forgot I was supposed to be on a date with a toy massaging my p-spot and a penis pump keeping my clitty hard. I had really been hoping for a mouth full of cum tonight though, so I decided to cover my face in my own tgirl spunk instead