I’ve always enjoyed my slightly trampy teen look and turned my nose up at most refined designer fashion. Which in retrospect is a bit strange, since I have an absolute obsession with pantyhose and stockings, and I find vintage lingerie and makeup quite attractive . . . anyway, I suppose I just never thought I could pull it off. Or didn’t want to feel old. Who knows. But recently I’ve started to develop my taste for the finer things in life. Like single malt scotch, sushi, and Betsey Johnson shoes. I’ve never been one to indulge myself in designer label clothing, probably because as a crossdresser I only wear my clothes for an hour in front of the camera and then I’m off to find a new outfit. But when my girlfriend Allie asked me to buy her a pair of designer heels . . . I just couldn’t turn her down And if I thought it was hard to turn her down when she showed me a picture of the shoes, she had me trembling on my knees when I bought them for her and she put them on . . .

It wasn’t long after Allie slipped her stocking clad toes into these sexy sandals and tied the decadent bow around her ankle that I was begging for permission to do so much as lick her satin wrapped stiletto heels. Ok, maybe part of it was the fact that she had spent the past 24 hours in our hotel room teasing me and using my tongue to reach orgasm after blissful orgasm . . . all while keeping careful watch over my engorged clitty so that I couldn’t cum myself Needless to say, Betsey Johnson and I became quite well acquainted by the end of the weekend!

I know it sounds awful, but you know how I like to be tortured . . . especially when I’m dolled up in my finest crossdresser stockings and told that I’m going to be an obedient sex slave for the weekend And speaking of the weekend, we spent it in a 5-star resort hotel. For free. So I really couldn’t complain about being forced to dress up and give my girlfriend repeated orgasms on camera. Besides, I knew she’d eventually give in and let me cum . . .

. . . And damn was it a good orgasm when Allie finally let my overfilled crossdresser balls empty their cum all over her sexy velvet gloves and my sheer 7 denier stockings I was so preoccupied with relieving the pressure that when we finally got the camera and scene all set up and I felt Allie’s mouth envelop my crotch and her gloved hands running up my thighs . . . I completely forgot about everything except cumming. Don’t worry, I did manage to hold down the shutter button on the camera at least and get some amazing photos . . . but I was worthless for anything else at that point

Ok, and don’t tell Allie about this part, but when she was in the shower cleaning up after the set . . . I tried on her Betsey Johnson heels . . . and oh my god are they amazing. Now I just have to figure out how to convince her to let me wear her designer shoes for a crossdressing shoot some day

Ok, well actually I never really left. But I’m back to blog writing I had a very busy summer with lots of work (boo), lots of travel (yeah!), and lots of sex Lots of sex because . . . I have a new girlfriend, and she loves sex as much as I do. Don’t worry, she is totally cool with my crossdressing, and she’s even been helping me out with some shoots for the website. Actually, lots of shoots for the website. And I don’t mean as the camera-girl either. No, my girl loves getting in on some hot crossdressing action, and she’s not the least bit camera shy.

Too good to be true? Take a peek for yourself at my girlfriend’s hot ass and stocking clad legs as she strokes my clitty and kisses me:

Want to watch as she sucks the cum right out of my crossdresser cock? Bet you wish your girlfriend would dress you up in womens clothes and tease you like mine does Don’t worry, even if you can’t find a girl who loves her guy in pantyhose and a short skirt you can always head over to TheCrossdresser.com and check out my hot crossdressing pics. It’s ok, you can touch yourself through your panties while you look at them, I won’t tell. Maybe I’ll even invite you to join in the fun!

I decided to play around with lighting again yesterday. Every now and then I get an urge to do a really elaborate set for the website, so I drag out all of my lighting equipment, rearrange the furniture, and spend a good 8 hours between setup and shooting. Sure, TheCrossdresser.com is primarily an excuse to dress up in pantyhose and other girly clothes, fuck myself with my collection of toys, and entice other girls, boys, and crossdressers to cum play with me . . . but it’s also an excuse to work on my photography skills and capture beautiful images that I can be proud of.

See? Look out fashion magazines, here I come! Ok, maybe not. But it’s still fun to try out new things with crazy lighting arrangements. And yes, sometimes the lights even inspire my poses – My lights were upsidedown here (on the floor), so I thought maybe I should be upside down too Seriously, I come up with these things mid shoot . . . which perhaps explains a lot about my photography. And my sex life!

I actually liked this lighting arrangement so much that I did a second shoot this weekend with a very similar setup. But in the spirit of trying new things, I went with a classy all glass theme – complete with a brand new glass dildo That’s not exactly the same dildo, but it’s pretty close. I have some other cool glass dildos in my store, so check those out too. Glass is actually really difficult to photograph well (even when it’s not stuck inside my ass ), but it was no sweat for my fancy lighting.

Check out the perfect reflections on the surface of my glass table and the end of my dildo that’s still visible. The crochet pantyhose I picked out for this set worked perfectly too – my dildo caught enough light to glow from under my pantyhose that were holding it tightly inside. I love the idea of a pair of pantyhose holding a toy in place (and yes, it feels great too!), but usually it ends up making it too difficult to see the toy through the pantyhose. Not so for my new glass anal plug and studio lights! Ok, and having a pair of pantyhose that were already full of holes helped too

And speaking of pantyhose, check out the crochet tights layered with nylon full fashion thigh highs. It’s hard to find good layered pantyhose porn, but not at The Crossdresser .com. I love layers, and I know how to make sure you can see each and every layer of nylon wrapped around my long tgirl legs (or sometimes other long tgirl parts ). Heavily textured tights are great for showing through a very sheer pair of stockings. It’s extra yummy when the nylon slouches down a little, so I made sure to get some nice crossdressing pics of that too. Hope you enjoy!

I know I’ve mentioned it before, but I love doing special requests for my members I just really get off on the idea of making someone’s exact fantasy come true. I guess lots of porn sites let members “suggest” sets for the models to do, but at TheCrossdresser.com I handle requests differently – I actually enjoy hearing from my members and letting them tell me exactly what they want to see in all the graphic details they care to provide!

Here’s a photo from a request that I just posted this weekend. You’ll probably notice two things right away that seem out of place. First, I’m barefoot – no pantyhose or socks in sight, though there is a cute pair of strappy sandals sitting next to me. Second, I’m not wearing a skirt or dress – in case you can’t tell, I’m actually in a swimsuit. These may well be two of the rarest things to see me with (or without as the case may be) in a set, and here I am doing both in the same photo!

The reason for this outfit of course is because a member requested it – specifically, a set where I’m “barefoot and cum on my toes, preferably in a bathing suit and starting the scene in a pair of flip flops or strappy sandals”. He also requested that I point my bare toes at the camera while I toy my pussy and masturbate (which i also did exactly to order, but you’ll have to sign up to my website to see that photo! As well as the ones of me cumming gallons on my bare feet )

Ok, so the point of telling you all this is that I put a lot of effort into doing a request EXACTLY the way it’s requested. I’m not just trying to get free inspiration for sets, I really want to make your personal fantasy come true Because even if your personal fantasy isn’t something I normally do, or isn’t something I’d normally be into . . . the thought of how excited I will make you when I play out your fantasy perfectly will have me rock hard and soaking my panties in no time And in case you don’t believe me about really trying hard just for you, or about how excited it will get me . . . here’s an email I got this morning in response to my barefoot swimsuit set:

Hello Katie! WOW! Your photo shoot that you did for me has to be one of the hottest ever! I’ve never had a request go so perfectly to my wishes. Thank you so much! I’ve already cum once looking at your perfect feet and I’m sure I will many more times. I could tell how turned on you were in some of the shots where you had your toy in you because I could see a little precum dripping from your clit even before you came!! YUM!! Your poses were perfect and that cumshot was amazing! I wanted to lick it off your pretty pedicured toes. I thoroughly enjoyed this set Katie! You are the best honey! Thank you! Thank you! Thank you!!! Hope there is a video cuming soon. xoxo

So . . . when are you going to join and submit your own request?

I don’t know why, but I’ve always had a thing for braces. To the point that it’s a pretty serious fetish of mine, along the lines of pigtails, schoolgirl uniforms, redheads, and pantyhose. Not that those fetishes are in any way related Yes, my formative sexual years were spent at a catholic grade school staring enviously at my female classmates. And while there weren’t very many pigtailed redheads with braces who regularly wore pantyhose under their uniforms, you can still start to see where I developed my interests!

Anyway, I always wished that I needed orthodontic braces. I know, a very strange thing for a kid to wish for. But probably no stranger than wishing that I could put on a pair of magical pantyhose and transform into a real girl at will So naturally when I started making the transforming into a girl fantasy come to life by sharing my crossdressing photos online, I also started looking for cosmetic braces. And I’m proud to say that after years of searching, I’ve finally found some!

I’m pretty excited about my new orthodontic braces, so I’ve been wearing them a lot. Though don’t worry, if you’re not into braces these aren’t permanent – they are a veneer that I can put on when I want and take off when I want. How cool is that? And they actually look pretty realistic, don’t you think? I spent a ton of time searching for these things.

Generally there are only 2 types of cosmetic braces in the world – halloween costume braces, and retainers made by dentists. The former look like crap, and the later you really have to be comfortable with your dentist to request (and that’s no guarantee he will know how or be willing to make them). Real retainers are also uber expensive, and don’t expect your insurance to pitch in for them! Anyway, I found these veneers I’ve been wearing at Dental Distortions. They make orthodontics that are used in Hollywood – including fangs, missing teeth, and you guessed it, braces! So if you’re into braces or any other type of orthodontic modification, and you want a non-permanent but realistic effect, I highly recommend them

The Crossdresser .com is upgrading to a dedicated server! And of course, all my sister websites like TGirl’s Blog are coming along with it. This means I will have an entire dual core Xeon computer completely dedicated to delivering my hot crossdressing content around the globe I’m pretty excited, and while you might not notice any differences after the upgrade (other than my pages loading a little faster), it will save me a TON of headaches. No more bandwidth spikes to worry about, no more running out of storage space, and I will be gaining a fully redundant RAIN backup of my entire site (which means no lost files in case of an emergency).

So you see, all of this will ensure that *all* of my photoshoots and videos end up on the web available for your download and enjoyment, plus it frees me up to focus on making *new* photos for my members

Ok, and while I’m being all excited about this new development for the site, it’s about time I mentioned how wonderful my hosting company is – sure, Way3 has great prices and fast servers, but they also have the most amazing customer service I’ve ever seen. I think the longest I’ve ever had to wait for a response (from a real person) is about 60 seconds . . . and the longest I’ve had to wait to get a problem completely fixed is around 5min. When you compare that to my old host where my site would go completely offline and take a week to get up and running again . . . Way3 is pretty amazing Add on top of that the fact that they’ve waived the bandwidth overage charges for my site when I get a mysterious spike in traffic, increased my storage space as my site expanded without charging me, etc. I really can’t say enough good things about them.

So if you’re looking into making a website, I highly recommend Way3 hosting – and tell them I sent you

The one nice thing about a rainy Sunday is that no one in their right mind goes out for a picnic. You’re probably wondering what this has to do with crossdressing, hmm? Well last weekend I went out to a local park looking for a place to do some photo shoots – I had packed my backpack full of my cameras, clothes, and makeup; I had some great ideas for some outdoor photos . . . and it turns out that because the weather was so nice I couldn’t find a single private location to take photos. Well today I decided to brave the park again because the forecast was calling for rain, and I thought the overcast skies would work just dandy for my photos. And sure enough, there was no one out today – I had the entire park to myself

So as long as the weather sucks, I’ve found a handful of interesting locations to do sets. That’s not exactly ideal since it would be nice to do photos when the sun is up too . . . so I’m looking for some land to buy for myself. I found a 28 acre plot that sits on top of a hill and is fully wooded that would be perfect for photos. And maybe a house too So now I just need to convince the bank that they should lend me enough money to buy it, lol. And don’t worry, I’m not making that kind of money off the website – my day job will be paying for this one. I just thought it would be a nice perk to use the land for photos

Anyway, while I was out today I decided to wade down a creek in my purple thigh high socks (well I didn’t want to get my cute strappy sandles wet, so what else was I supposed to do!?) It was fun feeling the sandy bottom squish between my socked toes Eventually though all that water made me have to PEE! So I popped a squat in front of the camera, fished out my crossdresser clitty, and let loose in the creek. Then I had a better idea. You know those fountains where a statue is peeing into the basin? Well I thought I was just adorable enough to pull that off . . . so I posed like a fountain for the rest of my pee Hope you enjoy! If you like seeing me pee in the woods, the rest of this set will of course be available on my site.

Ok, so it appears that the comment system on my blog here is broken . . . and I really can’t figure out what the heck the problem is. I wonder how long it’s been broken actually . . .

Well thanks to my new friend Isa for letting me know about the problem. She emailed me the following comment about my Femskin post:

hi Katie, the sample picture looks fun and actually from the picture, the vagina looks pretty real covered up your boduy in a crotchless catsuit. Recently found your sides and i must confess….I love them, you look soo cute, and noticed we share quite some fetishes…lol Love reading your blog!

For the record, I LOVE getting feedback and I’m very sad that my comment system is broken . . . so if you feel inclined to comment on something PLEASE email me! Hopefully I will be able to figure out what’s wrong and get things working again here soon. Also, if you ever find a bug or problem anywhere on my sites, don’t hesitate to let me know. As you know, I run my crossdressing blogs and paysite all by my lonesome. Sometimes I miss something, forget a link, or break something without realizing it But I do care about my sites and want you to enjoy them!

Oh, and by the way I found out that Isa is a gorgeous crossdresser from the Netherlands. I’ve got my fingers crossed I will be able to talk her into modeling for the site

I just had to show off my new toy . . . I recently acquired a Femskin suit from a tgirl friend who decided it just wasn’t her thing. It’s a full body silicone second skin, complete with boobs and a penetrable vagina And I know a crossdresser in a full body gender conversion suit is about as useful as a post-op tranny . . . but as long as I don’t do it full time there is definitely something intriguing about a) being encased in silicone, and b) having a pussy

Of course I took the opportunity to try out the built in pee like a girl urination system, and I really couldn’t pass up the chance to dp myself with two glass dildos. Those experiences alone probably made the entire thing worthwhile. And yes of course I caught the whole thing on film! Speaking of getting it on film, I didn’t want to disappoint all of my crossdressing fans by going an entire set without showing my tgirl clitty . . . so I discovered quite by accident how stretchy silicone really is and turned into a hermaphrodite by squeezing my cock out through the pee hole and cumming all over my black body stocking. I know, I missed a perfect opportunity to give myself my own creampie, but there will always be next time

Ok, so overall the Femskin suit is pretty fun, but it’s not exactly what I expected either. It’s a little big on me (granted I’m a bit smaller than the size it says it’s supposed to fit), so it’s not quite a second skin in some places. Maybe that’s for the best though because the suit gets incredibly hot inside. Luckily ( ) for me, my furnace broke this week, so the house was really cold anyway . . . and as a result the fem skin was actually pretty comfortable. Anyway, it’s not really made for the sorts of acrobatics I do during photoshoots either – the vagina stretches out and shifts around a bit which looks kind of funny whenever my legs are spread, and the pee attachment slid around too and eventually came off and got lost inside during the shoot. That was kind of fun anyway though, since it led to me inflating the suit a bit when I peed and being able to squeeze it out through the vagina And eventually led to me being able to wriggle my clitty out of the suit as well. The edges of the suit are also pretty noticeable, which is probably exacerbated on me since I don’t stretch it out (which would thin the edges a bit). They are fine if you cover them up with something, but it looks pretty silly if you are completely naked.

Well anyway, I hope you like the sample photo, and keep an eye out for when I post the rest of the photos (and the video!) on TheCrossdresser.com

Well, I did it. I finally signed up for Twitter. Even stuck the feed on my blog. So I hope you enjoy it. I figured maybe I would manage to update that more often than I have a chance to sit down and write an entire blog post.

It’s funny, I started out my life as an amateur crossdresser on a Yahoo group (yes, it still exists) which was basically an early form of social networking. And then when I got my own site I felt like I was “official” and the Yahoo group was so amateur . . . I know, I’m still amateur, but it felt different. I’ve had a MySpace account for a long time too, but never really did much with it. Again, I just thought that once I had a “real” site I would be beyond all that.

Turns out this social networking thing is here to stay. So now that I’m way behind on the bandwagon thanks to being enough of a nerd to start my own site, I’m going back and revisiting all my profiles, building new ones, etc. In the near future you can expect some nice tgirl YouTube videos. And god only knows what else Don’t worry, you can rest assured that I will keep you posted in real time from now on . . .