On the Streets of Chicago – Crossdressing in the Rain

  • I recently made another visit to Chicago. Seems to be one of my favorite cities to crossdress in Allie and I stayed downtown again, and it’s so easy to walk out on the street as a gurl there. Of course it always makes me a little nervous, but other than a couple looks (I mean, [...]

  • Crossdressing in Public – Downtown Chicago

  • Yikes, I haven’t posted on my blog in a while, but don’t worry – I’ve still been crossdressing In fact, not long ago I was out for a night on the town in downtown Chicago all dolled up, so I thought I’d share a couple of the candid photos I took that night. Allie took [...]

  • My Girlfriend Peed on my Sissy Cock

  • Allie and I haven’t had much time recently to take crossdressing photos, but last night we finally found some free time and were both in the mood. I’ve been waiting forever to see Allie dressed up in black stockings and her new red leather t-strap heels (I was so excited when I found those for [...]

  • Crossdressing Teaser Videos

  • If you’ve ready any of the posts on my blog, you know I’m always up to something new. I usually have more projects than I can keep track of (but thank goodness I always keep track of updating my members area ) – some of my projects work out, some of them don’t. Anyway, I [...]

  • Anal Lube

  • So I know that I’m a porn model and I should already be an expert on this stuff, but . . . I’m still learning apparently. Considering that as a crossdresser my most frequently penetrated orifice during shoots is my ass, I’ve always had trouble with anal sex even just with toys. I like to [...]

  • Happy TGirl Holidays

  • It’s the most wonderful time of the year – being on vacation from the day job for the holidays means plenty of time for crossdressing and taking sexy photos Allie is getting in on the action this year too, as I’m sure you can see from the grip she has on my cock in my [...]

  • New Miracle Bra – No Breastforms Needed!

  • As much as I love my breastforms – those heavy, bouncy, jiggly mounds of synthetic breast that can transform you from a crossdressing guy into a Baywatch babe – there are certain occasions when they can be a real pain in the ass. They fall out of bras, peek out of shirts, shift and settle [...]

  • A TGirl in China

  • I don’t suppose that I mentioned I was leaving on a trip, but I just got home from a 3-week stay in Beijing, China. And what’s a gurl like me doing in the People’s Republic you might ask? Well business of course And not of the porn variety either! Apparently the Chinese government is not [...]

  • TGirl Panty Drawer

  • I did this a while ago now, but it’s been forever since I’ve posted on the blog . . . so I thought I would start up again with the announcement of my refurbished Katie’s Closet area of TheCrossdresser.com (sorry, members only. but don’t worry, it’s easy to join if you click the link ). [...]

  • Crossdresser with Braces

  • 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 [...]