vintage schoolgirl crossdresser
crossdresser in the kitchen
Hi, I'm Katie. Do you like my pantyhose and short skirts? I just hope you won't mind the big cock tucked in my panties! Yup, I'm a hot little crossdresser. Want to see what's under my skirt?

Biggest crossdreser cock ever!2016-07-25: Closeup crossdresser orgasm shows sweet Katie''s virgin ass clenching as she spurts hot cum! That''s what happens when you sit reverse cowgirl on a chair and jerk a throbbing 8-inch tranny clitty with the camera only inches away ;) I bet you''d never guess this was another member request, hmm? Was it the size of my cock that gave it away? I always get so hard when I do requests... And by the way, if you''re in to pantyhose you won''t want to miss this update - I''m sporting a brand new pair of elegant lace tights imported direct from Germany. They hug my long crossdresser legs so tight they''ll probably make you jealous ;) But don''t worry, this swollen clitty is only for you. And imagine, all this was just in preperation to go out for a night on the town - I had to do something to keep my cock in my panties for a night of dancing! I stretch my ass with a glass dildo just enough to make sure you can see it twitch good when I cum. But don''t worry, it''ll be plenty tight when I come home with you. And you know my sissy cock holds an endless supply of crossdresser cum. They''ll be plenty left for later ;)

VIDEO - 2016-07-15: Boys have a penis, and girls have ... well in teacher Katie''s case, she has a great big clitty to punish naughty students like you! Today class, we''ll be taking a field trip to Beijing where we''ll learn how to use things like chopsticks. Teacher Katie will be putting on a special public demonstration of her chopstick skills - you''ve never seen chopsticks used like crossdresser Katie can ;) Now listen up class. Don''t be distracted by Katie''s panty bulge - it''s impolite to stare you know. Try to focus on her technique as she dexterously twirls her tranny cock and squeezes her balls with her chopsticks. Now don''t worry, you''ll all get a chance to try later! Now it''s time for a very important lesson as crossdresser Katie spreads her sissy cunt open for you to look inside. See why it''s so important to have good chopstick skills? You never know when you might need to gape a crossdresser''s ass before fucking her ;) Now class, when you''re ready our sexy teacher Katie has offered her shear stockinged toes to cum on. Don''t be shy, just step up to the table and leave your spunk on her toes with everyone elses''. Don''t worry, teacher Katie loves the feel of warm cum on her full-fashioned stockings, and she''s going to need every on of you to satisfy her cum cravings ;)

VIDEO - 2016-07-02: Naughty boy, you''re in for a BIG surprise peaking through this crossdresser''s window! Filmed from two camera angles so you can see all the kinky action, including some super closeups of ruined orgasms, anal stretching, and brutal ball busting. What''s wrong, bite off more tranny kink than you can chew? This video starts off innocent enough in my tight red dress and sheer nylon thigh highs, but perhaps if you looked closer you''d notice that I''m wearing latex socks over my stockings. Soon I''m pulling on latex gloves as well and dragging you inside my room so you can watch up close and personal. Didn''t you notice the bulge in the front of my dress? Here, let me lift it up and show you through my lace panties. And to think, my package is already this big when it''s locked up in a chastity device. Just want until I let my overgrown 8-inch crossdresser cock out for some real fun ;) In the meantime I take advantage of my helpless situation with some extreme CBT. Not for the faint of heart, I kick my own balls so hard I actually collapse the table I''m posing on! Oops (don''t worry, I''m ok! and I continued the scene to boot). Lacking a table afterwards, I set up a camera on the floor for some extreme close-ups as I stretched my tight little tranny fuck-hole with my biggest dildo. This thing is no joke, it''s as big around as my arm! Sufficiently stretched out I move on to opening my ass with a speculum, giving you a perfect view right up inside me. Really, this is some of the most extreme stuff I''ve ever filmed ;) If you''re still with me at this point I return to some more crossdresser ball busting (safely on the floor this time) until I actually crush my balls to a thick drippy desperate ruined orgasm - look mom, no hands! Of course after a week of chastity one orgasm isn''t nearly enough to drain this sissy in spite of the size of the cum puddle, hehe. I proceed to milk out another lovingly spoiled orgasm, huge globs of crossdresser splooge dripping down my throbbing cock and running in to my now gaping asshole. Quite thoroughly desperate at this point, I sit up and have a totally uncontrolled real orgasm, spurting the last of my sticky cum all over the soles of my stocking clad feet. Here, why don''t you lick this up for me?

kinky xdresser with speculum2016-06-17: Thought you were being sneaky peeking in through my window, did you? Didn''t know you were staring at a crossdresser with a bigger cock in her panties than yours, hmm? Well now you''re going to have to sit there and watch the whole show! Some really nice fetishy stuff in this photo series. Some days I''m not even sure where I come up with this stuff :) It starts out innocently enough with vintage nylon stockings and a tight red dress. With my cute curly hair and pouty red lips you might mistake this crossdresser for a perfectly normal 1920''s pinup girl. Until you notice that I''m wearing latex socks over my nylons. Ok, so maybe a really kinky fetish pinup girl. And then that bulge in my panties! Don''t worry though, my scary monster cock is all locked up tight in a little chastity cage. It can''t possibly hurt you. Watch as I kick it mercilessly with my latex clad feet. See? Perfectly safe. I even kick my own balls so hard that I burst my latex socks! Later I stretch my sissy pussy with the largest dildo I own, until it gapes big enough to fit a speculum inside. After some kinky medical play, my clitty bursts free from its chastity device. Oops ;) I then procede to kick my crossdresser clitty to a totally ruined orgasm. Ooh, and then I do it again! Finally with my fingers, cock, balls, and ass completely covered with my sticky wasted cum dribbles I jerk my sissy cock to a third orgasm all over the soles of my nylon stockings. I told you this set was kind of fetishy! :)

Xdresser peels off satin panties2016-03-07: Classy crossdresser in full fashioned stockings masturbates with chopsticks. Well what did you expect me to do with them? I don''t have all my entire sex toy collection with me while I''m traveling, so I had to improvise a bit ;) Plus I get to show off my new chopstick skills for you this way, tugging my clitty and spreading my tight little sissy cunt open with them. Bonus points to any member who can figure out where I was based on the view out the picture window behind me! I wonder if people on the street could see me masturbating in my window... oops! Bet they were in for a BIG surprise when I slipped my silk panties down my long nylon clad legs and off over my cute t-strap heels... and then looked up to find an 8-inch cock throbbing out from between my legs! I take off my heels for you in these crossdressing photos and really get comfortable as I squirm around on my black glass table, wriggling my painted toenails at you through my very sheer stockings. I just love the look of nailpolish under nylon, don''t you? In fact, I love it so much that I started fucking my feet, squeezing my growing tranny cock between my soft soles and my inner thigh.. And before long I''m erupting with a hot thick load of sperm all over my feet. Watch as it dribbles down my stockings and between my toes, hee hee. Do you like when I spunk all over my stockings? Me too. Here, I''ll just leave you with my dirty cum covered nylons while I go lick the cum out from between my crossdresser toes ;)

VIDEO - 2016-02-21: Pigtailed tgirl gets a sloppy anal creampie from her own cock! When''s the last time you''ve seen a tranny with a cock long enough to stick it in her own ass? Sure, maybe you can find some other gurls who can stuff their floppy clitties in their butt cheeks, but here at TheCrossdresser.com I do things the right way ;) This is a full-on anal self-fuck with my completely hard 8-inches gaping open my tiny teen ass. Don''t believe me? I self fuck myself hard enough that I blow my load right up my own asshole. The pressure builds up so much that my clitty pops right out of my butt, spraying cum everywhere. I captured a great camera angle with this video too, so you can see my face as I totaly lose control and feel my tgirl butt pumped full of hot sticky sperm for the first time (and yes of course you get a closeup of the action too!). And if you enjoy my innocent softcore moments, this video starts out with some great barefoot teasing as I pose and wriggle my cute toes at the camera. You''d never guess how nasty this video gets from the beginning - I''m just your typical innocent teen, showing off and flirting with the boys as I seductively pull on my thigh-high knit socks and cute fuzzy boots. Hey, you weren''t trying to get a peak up my skirt, were you?! That''s private ;) You know, I have a big secret in these panties you seem so interested in peaking at. I''ll show you if you promise not to tell. Here, take a look inside ;)

VIDEO - 2016-02-05: Crossdressing candystriper Katie-Ann finds herself in a load of trouble after hours at the clinic! Open wide, Katie-Ann - since you won''t swallow your medicine, we''re going to have to inject the whole sticky mess right up your gaping sissy cunt! Yes, for the first time on video you can see me actually gape my tight teen ass fully open. It takes some effort working it with a thick butt plug first, but I finally stretch myself to the point that I might actually fit your cock inside :) Want to try? And what better way to celebrate than to pump my ass full of warm sperm. I mean, you do know what kind of clinic I work at, don''t you? ;) I just borrowed a few bags of donor sperm. Don''t worry, I make plenty to fill them back up again! The doctor says that regular doses of cum will make my clitty grow bigger, but first I have to bandage it up and put it in a cast while I''m waiting for the medicine to work. I bet you''ve never seen a cock swell so hard or turn so purple as mine does when it''s wrapped up tight and secure. My balls get wrapped up as well, and let me tell you I really thought I was just going to burst the whole time I was shooting this video! If you''re in to CBT I think you will really enjoy this crossdresser video. Or if you''re in to playing doctor of course. After my treatment you can watch me push my ass smoothie back out in to a cup and play with my big butt load of cum. Finally though the pressure of my clitty becomes to much, and I release it from its chastity cast. You''ll get some nice closeups of my well stretched balls and throbbing cock as I finally shoot my own load of crossdresser cum... right into the crotch of my sheer pantyhose! Watch as I pull my wet sticky stockings back up my legs and over my cute teen butt, rubbing my sperm all over. Well, that was an exciting adventure, I think it''s time for a nap in my cummy pantyhose. Won''t you join me?

crossdresser gaping ass2016-01-18: Wake up, Katie-Ann. It''s time for your medicine. Open up that ass nice and wide so we can pour it all in there, that''s a good little crossdresser. This will make that clitty of yours grow big and strong! Wait, what kind of hospital is this anyway?? And why are you putting medicine in my ass? It feels an awful lot like a bucket of warm sticky cum you''re pouring in there . . . Sigh, my crossdressing always gets me in such trouble! One minute I''m minding my own business, dressing up in pin-stripe pantyhose and my cute platform saddle shoes. And the next I''m lying half naked on an operating table having sperm injected up my gaping ass hole with my clitty wrapped in a cast! Oh well, at least you should enjoy the photos of my tgirl operation - there are some great closeups as my little virgin butt is stretched as wide as it can go. And I''m sure you''ll enjoy seeing my gurl cock swell up so hard it turns purple too! Don''t worry, no crossdressers were harmed in the making of these photos. Don''t tell anyone, but I actually kind of liked it ;)

xdresser fucks her own ass2015-12-12: Teen crossdresser Katie-Ann sticks her clitty in her own ass! This was a big day for me, losing my anal virginity. I mean sure, I''ve fucked my ass with plenty of toys and, well, just about anything else you can think of ;) But I had never experienced a big hard cock up my ass until today. I start out with some nice teasing on the couch, showing off my bare feet and cute painted toenails before pulling on some long knit socks and a pair of cute fuzzy boots. Of course I was nervous about popping my anal cherry, so I worked myself up good with my fingers and my thickest glass dildo. I certainly hadn''t picked some tiny cock to lose my virginity to - I planned on stuffing my own throbbing 8" tranny cock up my virgin ass ;) I mean, the best part about being a crossdresser is that I have both a big hard cock and a tight little sissy pussy too, right? So I might as well take advantage of being the best of both worlds ;) I wanted to be sure and see every detail as I popped my cherry too, so I set up right against a mirror with the camera over my shoulder, giving you a perfect view of my desperate gaping ass as I take a deep breath and thrust my own clitty inside. There''s a little stretch, but soon my head pops in, and oh god its so hot! I think I''m... ohhh. Yes, I just gave myself a sticky anal creampie, pumping my hot crossdresser spunk right in to my own sissy pussy :) Enjoy!

VIDEO - 2015-11-13: Desperate crossdresser wets her pantyhose on her first day on the job. Katie-Ann is still learning the ropes, and can''t find the bathroom in time! So instead she hides in the corner of a massage room and squeezes her long legs together as her warm pee starts to dribble down her pantyhose. How embarassing! As if the wet streaks down my tights weren''t bad enough, my brand new suede heels are soaked and showing tell-tale dark wet lines. And the puddle on the floor! I desperately try to mop up my piss with my socks, but in the end it''s hopeless - I''ve made too big of a mess to hide. Finally I give up and plop down in my warm wet puddle, completely soaking my panties. Of course the warm wetness in my panties just causes my panty bulge to grow. Bigger and bigger until my crossdresser clitty tears right through my patterned tights, all swollen and throbbing. Well, no sense in letting a hard cock go to waste, so I get to work stroking and loving it, even fucking my piss wet socks with my tranny cock. You know me though, I can''t let my clitty have all the fun - my sissy pussy needs some attention too! After searching around the massage room I find a nice bottle of wine for our clients, and figure it will stretch my ass just right ;) I fuck that wine bottle like I''m riding a real cock cowgirl style, swallowing the entire bottle neck deep in my ass pussy. Oh yes, and what would a spa visit be without a facial? I end this video in style with a truely massive crossdresser self-facial cumshot. It fills my entire mouth before I swirl it around and spit it out at the camera. My cum is so thick though that I only manage to splatter it all over my own face. Laughing, I show you what a huge mess I''ve made today and offer you the last drops of my cum.

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