Mar 02 2011
Crossdressing sissy Katie is all tied up in her leggings, and it looks like she got her clitty stuck! Katie’s always playing with her under-things, sticking her cock down her pantyhose, or rubbing herself with her nylon feet. Didn’t her mommy ever tell her that if she pushed it in too far she might get [...]
Jan 17 2011
Have you ever noticed that there’s not much crossdresser on girl content available on the internet? Sometimes you’ll come across an older husband and wife or a young crossdresser with an older mistress, but that’s about it. Where are all the 18-year old crossdressers making love to their transgender-curious college girlfriends? Is it that hard [...]
Sep 26 2010
Katie Ann at TheCrossdresser.com loves her stockings the way a sissy should We’re proud to feature her as today’s Stocking Sissy. Katie has a great innocent look to her as she models her black nylon thigh highs and sucks on her popsicle. Her openwork knit socks let her stockings peak through all the way down [...]
Dec 02 2009
Here is a new gallery compliments of Katie Ann from The Crossdresser .com. Katie is one of the youngest, prettiest sissies I’ve ever seen, and she does some of the most deliciously elaborate sets! Oh, and of course Katie is always dressed to the nines, complete with at least one (and sometimes two, three, or [...]
May 16 2009
Looks like Katie Ann from TheCrossdresser.com loves her feet more than I realized! I know she wears pantyhose all the time in her sets, and she likes to layer them with cute socks too . . . but apparently she also likes to lick her toes, chew on her socks, and give herself her own [...]
Apr 23 2009
Oh wow, Katie Ann of TheCrossdresser.com is back! Actually, she never left . . . I just haven’t written about her in awhile. Anyway, here she is sporting some nice sheer pantyhose with a cut out crotch. And of course, one layer is never enough for Katie, so she’s also wearing pink cableknit knee-high socks [...]
Mar 14 2009
I love looking at real girls dolled up in stockings and frilly clothes, but I think Katie Ann is my favorite sissy gurl. She’s so damn cute, and still has those important extra parts between her legs. And those are sure some nice looking extra parts she has! I found this set of crossdresser Katie [...]
Jan 28 2009
This is Katie Ann, and believe it or not she’s a crossdresser! Not just any crossdresser either, she loves pantyhose like it’s her job Her little toes are covered in sexy nylon and spandex as she rubs lotion all over her layered pantyhose in this gallery. Katie loves playing with her feet and toes, and [...]