You’d think with outfits like that it would be pretty obvious that we were up to no good We headed out to the club to try and find someone to come home with us, but we must have picked an off night because the crowd was pretty dull. So Allie and I both came home empty handed. Not wanting to put such scandalous outfits to waste, I set up the cameras and tried to convince Allie to take some photos with me (and in the process get some pussy for my aching crossdresser cock). Lucky for me, Allie was both drunk and horny, so convincing her was no problem. Convincing her to give me a turn even after 5 orgasms on the other hand was a different story. Guess she was more horny than I had realized at first.

Well I finally got Allie to put down her magic wand and let me fuck her. She even climbed on top and rode me reverse cowgirl. I was just thinking I was the luckiest crossdresser ever when I felt her start to squeeze her pussy in the strangest way. It didn’t feel bad, but Allie was really tight after 5 orgasms, and I could tell she was up to something. So of course I asked what she was doing, and she looked back at me completely straight-faced and said that she was trying to pee on my cock, but she couldn’t get it to come out! So here’s a photo of my girlfriend trying to piss on my cock because she was drunk and wanted to get back at me for cutting her off at 4 orgasms

Yes, I took a photo just because I thought it was funny she was trying so hard to pee on my cock and couldn’t do it. Well apparently I shouldn’t have laughed at her so much, because a few minutes later Allie started to moan a bit and my cock started feeling really warm. And then I felt something splashing on my legs and dripping on my white panties. Pretty soon I was laying in a puddle of Allie’s warm pee that had collected in my skirt as she emptied her bladder down my cock while I fucked her.

Ok, I admit, I really enjoyed how warm and wet it felt, and as Allie stood up and I saw the last little dribble of pee fall from her pussy onto my chest I grabbed by pee soaked cock and started jerking hard. I ended up cumming all over my girlfriend’s black stockings, right across her foot. Yeah, it ended up being a good night after all

As a crossdresser, I find it very hard to question anyone else’s fetish though, so when I got the request I just thought, “ooh, that’s something new” and went to work finding an outfit and a set It must come with the territory (crossdressing) or something, but there is not much in the world that I find a turn-off. I’m too busy being excited about fulfilling someone’s fantasy and being a turn-on for them. So maybe you can tell how excited I was when I started sucking on my toes, knowing that someone would be watching and loving every second of it. And if you can’t tell from my rock hard cock, perhaps it will be more evident when you take a look at the full set in my members-only area at TheCrossdresser.com and see the size of the cum load that I filled my dress shoes with. Or the way I eagerly drank my own cum out of my shoe and licked it clean when I was done. Or maybe it’s just in the way my crossdresser clitty surged with excitement every time I thrust my fat glass dildo into my ass with my toes in my mouth.

The only problem I had with this set was deciding what to wear! You probably already know how much I love pantyhose and stockings, and especially multiple layers of pantyhose (which I thought would look amazing with the lighting I had set up), but I know most toe licking is done barefoot . . . so I was really torn. But I think I found the perfect solution! A pair of toeless (not footless) pantyhose with a little stirrup between my toes to keep them in place over my feet while showing off my bright red painted toenails. And they were crotchless to boot, with plenty of room to show off my hard cock and fit my toy into my ass at the same time. Where do I find all these perfect pantyhose?? Then to satisfy my own love of layered nylons, I slipped into a pair of black thigh high stockings as well. I couldn’t help sucking on my nylon covered toes first, I love the way the wet material glistens . . . then I slowly peeled off one stocking with my teeth before indulging my members in some good old fashioned foot licking and bare toe sucking

What do you think, did I do a good job with my newest fetish?

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!

It’s definitely growing on me though. I’m not convinced that I’m having more fun as a blond, but it’s certainly a fun change. My first set with this hair came out kind of funky, and I was like “nope, blond just isn’t my thing”. But I decided to give it another try just in case. Good thing I did, because it turns out it was just the styling I had done that made it look funny. I’m still learning what to do (and not do!) with this cut in terms of styling my hair, but I’ve at least gotten to a point where I can make it look halfway decent.

I was always worried that blond wouldn’t look natural on me. Come to think of it, I was worried about the same thing with red. But I was a little more convinced that I could pull off a deep red color than I was with blond. Anyway, here’s proof that it no longer matters what color your eyebrows are – nobody will look twice if they don’t match your hair I think there are just so many people that die their hair now that most people have stopped noticing (or stopped caring). So if you’re worried about crossdressing with a wig of a (drastically) different hair color, put your fears aside – you can pull it off

I still think red is my favorite color and actually looks the best on me. But I’m glad I can add blond hair to my crossdressing repitoire There are definitely outfits and sets that just scream for blond. Ok, maybe not the trumpet-playing jazz set I used it for here, but other stuff like cheerleading and prostitute sets, hehe. Plus I think being blond makes me feel more slutty

Sure, a good pair of thigh highs feel great on your legs, but every tgirl knows that they also feel great in more intimate places! Ok, to be fair, I would be happy to wear pantyhose on my entire body (recall my zentai pic?), but I think most crossdressers would at least agree that stockings feel pretty wonderful against your cock. And they look pretty snazzy like that too

Anyway, I posted this photoset to The Crossdresser .com last week and am posting the video to the set as I type. And it just reminded me of how much I enjoyed this shoot – not only because of the really amazing thigh highs and how great they looked with my new sandals (another pic in this earlier post), but also because I got to play with a new toy!

Yup, new toy. I know you can’t see it in the above pic, but I actually had the Aneros male G-spot massager in me at the time. So here’s my honest review of the toy. First and foremost, it feels good. You can definitely tell by my face in the video as I slipped this thing in that I was enjoying it, and though I didn’t realize it at the time you can also see my cock twitching every time it shifted a little inside. I have to admit, however, that it did not quite live up to the hype that I read about it. The Aneros gives a very subtle and gentle pressure against the prostate, and while it feels nice, it certainly is not going to cause an orgasm by itself, let alone a super-amazing orgasm as advertised. Also the arm that is supposed to rub your perineum is rather narrow, so it slips around a good bit (meaning it doesn’t provide pressure where you really want it usually) and after a bit starts to dig into the skin and become uncomfortable.

Bottom line on the Aneros, it’s a good start and un-intimidating for those new to anal play, but it doesn’t work miracles. Aneros does have some newer versions of the toy out, and a few other companies have recently released similar toys (Aneros was the first patented and medically researched prostate massager, so not sure if the others are “knock-offs” or actual improvements). So I haven’t given up hope on finding a super-amazing prostate orgasm, but personally I think it’s going to require a different toy for me.

Oh, that’s me, I’m the beautiful crossdresser! And let me tell you, I was giving Jade a pretty serious pounding when these pics were taken I have to admit though, I was so horny that I had to stop a few times and calm myself down. What can I say, Jade has a nice little pussy, especially when she shaves it for me.

Aside from my other friend not showing (can you imagine this set as a threesome?!) everything was just falling in place for these pics. Shaving went well that morning, my skin was in good shape, my makeup was behaving, the lights were in the right places, Jade was shaved silky smooth too and had straightened her hair . . . and then of course my outfit, which is always my favorite part about being a tgirl.

Actually I had no idea what I was going to wear so I just started sorting through my closet pulling out any of my new stuff that caught my eye. And I ended up picking out my new pepto-pink plaid skirt (I know, it looks a little red in the pics, but I promise it’s pink!) and my new black short-sleeved tee, which really fits great it turns out. I spent forever debating over socks or pantyhose because I figured with a threesome I’d want something easily accessible but couldn’t find any socks that suited the outfit. I think the black, back-seamed, cuban-heel thigh highs made a very nice compromise though

And of course I shouldn’t neglect my standby black garter belt – I can always count on that one to stay in place and for the straps to run down my legs just so. Then there’s my oh-so-cute pink gingham sandals which I’ve grown to love recently because they just seem to go perfectly with every outfit . . . guess that says something about me, as I don’t think most girls can get away wearing something as eclectic and cutesy as pink gingham sandals with 90% of their outfits . . . Anyway, to top everything off I threw on a pair of neon pink and green panties. That way anyone who looks up my skirt gets two surprises

Hope you enjoyed the pics, and don’t forget you can download the entire set at The Crossdresser (sorry, shameless plug, but hey, I gotta pay for new outfits somehow!)

This is a pic of my pantyhose closet. Yes, that’s right, I have an entire closet dedicated to pantyhose. It’s a shame you can’t see more detail, because there are several hundred pairs stuffed in that closet, organized by type and color.

I have a hanger of “regular” pantyhose, you know, the boring kind that I like to wear daily so I don’t damage my good ones. Not saying they’re crappy pantyhose, I don’t own crappy pantyhose. Just that there’s nothing special about that hanger.

Then I’ve got a hanger of special pantyhose, stuff that’s hard to find or expensive, like neon green fishnets or super-duper shaping pantyhose.

There’s another hanger dedicated to 100% nylon thigh highs, you know the old-fashioned type that are super sheer. And another hanger for non-traditional thigh highs like my 100″ long cotton socks and my fuzzy velvet ones.

Then there’s the footless tight hanger. I’m sure you can’t guess what’s on that one! Normally I prefer footed tights, but there’s some really crazy patterns and colors that they’re making in footless tights that you just can’t get anywhere else . . . so I started a small collection.

Next are “regular” tights – just colored and opaque. Then come textured tights, like ribbed or cabled. And then unique tights like the pair with a flame print, or the pair with irridescant blue threads.

And then there’s the box of pantyhose that I haven’t opened yet . . . I got this amazing deal on Ebay for a whole collection of pantyhose. Must have been a store going out of business or something, but it was 100 pairs, and it’s going to be awhile before I actually work my way through all of them!