Sissy Crossdresser in Petticoat

  • frilly sissy cockWow, 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 :D 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 ;)

  • Sweet Crossdressing Schoolgirl

  • crossdresser removing panties It always makes my day to come home from work and find a new gallery of tgirl Katie waiting for me, and this time was no exception :D I know, it’s not quite as good as finding a real live sexy young crossdresser sitting at my kitchen table in her plaid skirt and cable knit socks. But I’ll take what I can get. Besides, what’s not to love about a sweet redhead crossdresser like Katie even if I only get to see her in pictures. Really really big pictures. And HD video. You’ll have to join her site for those privileges though.

    It’s a good thing Katie is a nice tgirl and doesn’t mind me crushing on her like this ;) She even still responds to my emails. Personally. And not just mine, she reads and replies to every one of her members’ messages. Who knows, maybe if you’re really nice to her she might just pay you a visit in her pigtails and schoolgirl uniform some day!

  • Goth Crossdresser in Graveyard

  • Vampire CrossdresserI 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 :evil: 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 in Auto Fellatio Scene

  • tgirl sucking her own cock Wow, it’s been awhile since I’ve posted any updates here . . . but Katie hasn’t been slacking like I have! She’s still posting new hot crossdressing pics every week. In fact, this week’s scene was so sexy and dirty that it inspired me to start writing about her again ;) I have to say, this is the most amazing self cock sucking scene I’ve ever seen! Ok, well I haven’t seen a lot of them because there aren’t many tgirls with big enough cocks to do it. But that just makes Katie even more impressive in my book. Plus, she’s wearing this totally hot prep school uniform and talks dirty in her description of the set: Happy November :P Here’s my newest member request – cumming on my 8 inch platform mary janes while wearing cable knit socks. I bet daddy’s going to be mad when he finds out how I ruined these expensive uniform shoes, hehe. Whatever, it’s his fault for sending me to this stupid prep school anyway. It’s so boring here with no boys . . . I had to teach myself to suck my own cock. Watch, I’ll show you!

  • Crossdresser Doing Self Facial

  • Tgirl with a Penis PumpKatie 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

  • Crossdresser with Cum on her Face 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 :evil: 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 ;)

  • TGirl in Vintage Schoolgirl Uniform with Saddle Shoes

  • Crossdresser Cock with Saddle Shoes Katie’s weekly update is online today, and let me tell you, this crossdresser makes one hot schoolgirl! She pulls off the look so well, you’d never know she isn’t a sweet innocent little girl until she pulls that big monster cock of hers out of her tights. Lucky for us, she doesn’t seem to mind people gawking at her swollen tgirl clitty as Katie The Crossdresser spends most of this set just stroking away at it. She must have been saving up cum for this performance too, because she blows a massive load all over her papers at the end of this set. No wonder she got an A+ ;) Happy August :) Here’s a fun set I did as a vintage schoolgirl, complete with a real antique schooldesk and primer books from the 1800′s. Oh, and I’m also wearing some hot high-heeled saddle shoes, plaid tights, and an authentic plaid jumper. How’s that for a classic school girl look? ;) I got an A+ on my report about how much I love cum, I think my teacher liked the demonstration I did. You’ll have to let me know what you think of it too!

  • New Crossdresser Nikki

  • Nikki the Crossdresser in Thigh HighsCheck this out, The Crossdresser .com just got a new model, Nikki :) I mean, I love Katie and all, but it’s always nice to see some new meat . . . and Nikki definitely has some nice meat between her legs ;) I really want to see more of this tgirl, so you better join and vote for her so Katie posts some more pics! Maybe they will even do a shoot together someday, crossdresser on crossdresser action is so hot, but so hard to find! Here’s a special treat for this week – I found a new plaything . . . er model for the site! Introducing Nikki, the second hottest crossdresser on the net (obviously I’m the first, right?). Well anyway, this is Nikki’s intro set, a collection of photos she had taken of herself just for fun. If you like her, vote to keep her on the site (in the News section on the Members Home Page) and I will have her do some *real* sets for us ;)

  • Tranny Tricked! – Crossdressing Hookers Video

  • CD Hooker Fucking a GirlIn case last week’s photo set wasn’t enough incentive to join The Crossdresser .com, here is the video that goes along with it. And damn is it hot! This is some of the highest quality crossdresser sex I’ve ever seen, and trust me, I’ve seen a lot ;) You can really tell this tgirl is struggling not to cum all over the nice pussy she is fucking for the entire set, and unlike some tranny models, Katie doesn’t seem to have any problem staying hard while pounding her fellow prostitute. And nothing against the awesome cumshot photos that topped off last week’s update, but it is really something else to see this crossdresser cumming in real time! Those huge wads of cum are the real deal, you can see each and every drop spurt out of Katie’s rock hard t-girl clitty, yum :D Something tells me Katie likes this video too: I don’t know what it is about this shoot I did with Jade, but everything about it seems to have cum out perfectly! Looking through the photos last week, I was thinking “wow, I’ve never been *this* turned on watching myself” . . . and then I started editing the video which looks even better than the photos! This is definitely a must see on the site, even if you’re more of a photo person :) Jade and I make such good hookers, maybe I need to switch jobs . . . lol.

  • Crossdresser in White Pantyhose Gallery

  • Tgirl in white pantyhose Another gallery for you, since I know you’re just looking for some free jerk-off material, right? :evil: Katie has plenty more of this stuff inside her site though in case you want to see the rest of this pantyhose set, or have a slightly different fetish (I’m telling you, this femme little tgirl does it all!). Plus all the galleries I’ve found of Katie are her older sets, she saves all the fresh new content for her members. And she’s definitely been getting kinkier lately ;)

    Anyway, Katie shows off her amazing tgirl legs encased in tight shiny white pantyhose in this gallery. And why can’t more crossdressers wear cute ankle socks over their pantyhose like Katie does here? Plus she works a gloved finger into that tight CD ass of hers. I definitely enjoyed this crossdressing gallery :)