But enough about the room – it was just there to set a perfect stage for some kinky European sex Allie and I luckily both had outfits to match the scene: tiny little miniskirts, layered tops, some eye-catching heels, and of course the stockings. Allie was sporting a pair of black cashmere wool tights with a cableknit pattern (it was winter in Germany afterall), while I wore sinfully sheer vintage nylon stockings with a gartered waist cincher. I felt so incredibly sexy in my outfit, and I couldn’t stop rubbing myself against Allie’s legs, feeling the soft fabric of her wool tights.

I had fully intended to fuck Allie in one of the overstuffed antique chairs in our room, but after I pulled her to the floor and licked her juicy clit to a super powerful orgasm as she laid on the soft shag rug in the room, I couldn’t help but rub my throbbing crossdresser clitty against her sopping wet pussy. And of course one thing lead to another, and pretty soon I was going to town banging my girlfriend on the hotel room floor with her tights still wrapped around her knees. Luckily I had enough willpower to grab her and flip her up on all fours, planning to finish doggy style with one of my famous crossdresser cumshots all over her ass. Allie had slightly different plans though, as she quickly turned around and swallowed my cock, sucking her own girl cum off of my massive clitty, then pulling my panties aside and deep throating my clitty so she could lick my swollen balls.

I guess the hotel room and our Eurpoean outfits (and perhaps her massive orgasm too) had really gotten to Allie – she was acting like a full blown porn star, and I was in crossdresser heaven. I didn’t have much left in me at that point, but don’t worry – I did manage to get Allie turned around again and pound her sexy pussy doggy style before cumming all over her You should have seen all of my cum dripping down her ass and running over her gaping pussy! Well, actually you can see it. I’ll be posting ALL of the photos and video over at TheCrossdresser.com now that I’m back home in the States again.

Turns out that all these years I’ve just been using the wrong lube for anal sex. As you can see from the screen cap above, Allie gave me a thorough ass fucking last night with her feeldoe dildo. She really went to town on my tight tgirl ass . . . and it felt good I mean really good. Like good enough that I almost came from her rubbing against my prostate without even touching my engorged clitty. (If you’re wondering, I managed to hold off my orgasm until we got the cameras arranged for the finale, and I jizzed all over my silk tank top with Allie’s fake cock up my ass)

So what is this magic lube that I found? Vaseline. Seriously. Not that I haven’t used good old petroleum jelly on my ass before, and sure I know that it’s a good thick non-drying lubricant. But it’s oil based, so not good for sex and not good for toys, right? Well, sort of. It’s not good for vaginal sex, that’s true. And it will wreck a condom or any “jelly” rubber toy, so no good there. But turns out it’s perfectly fine for silicone toys. So from now on I’m sticking to only silicone or glass toys so I can pamper my delicate ass hole with Vaseline

And one other thing I learned . . . turns out that greasy film that jelly rubber toys get coated in as they age? It’s a plasticizer added to the rubber to make it soft, and it separates out over time. And it’s also a known skin irritant and has a tendency to “melt” other rubber toys that come in contact with it. Great stuff. So screw all those jelly toys I have that aren’t compatible with my new favorite anal lube and are coated in skin irritants to boot. I’m sticking with silicone

So this shoot started out with a trip to Walmart, which believe it or not isn’t too uncommon. I searched for a pair of reasonably attractive reading glasses with the lowest possible prescription level. And of course I had my phone with me with a picture of the porn-inspiring governor pulled up so I could compare styles. I found a suitable pair and headed home with my new prop to put together a set and get dressed.

I was pretty interested to see how I looked in my new secretary glasses, so as soon as I had my makeup done I tried them on . . . and realized I couldn’t even see myself in the mirror Ah well, I would see myself in the photos, right? So I finished getting ready, turned on the photography lights, lined up the cameras, put my glasses on . . . and about broke my ankle trying to walk across the room in my heels. Wow, I had no idea how much a 1.2x magnification could screw up your vision. I did eventually get to the set with my ankle in one piece and started shooting though. I ended up with lots of shots of me peering over the edge of my new glasses to figure out where the camera was. But that’s ok, it worked well for the persona I was going for And you know what? Once I had plastered my glasses with a wine glass full of cum, then arched my back and shot a big fresh load of cum all over my face . . . I couldn’t really tell I was wearing glasses any more anyway – eventually I just had to lick the lenses clean to see anything at 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?

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

I guess mommy was pretty happy with me, because right after I took this photo she filled my mouth up with her sticky crossdresser cum. She told me she could only cum once, but I just couldn’t leave her thick clitty alone. I mean, what gurl could resist a big fat lollipop like that? 0:) So a few minutes later I had mommy cumming all over my pantyhose too. I think we’ll have some good times together . . . and I can’t wait to meet daddy! In the meantime I’ll be posting the pics and video of me and mommy at The Crossdresser .com

Climbing mountains isn’t all fun and games though – this was the first time I had ever been above 10,000 feet elevation. And let me tell you, at that altitude, just walking is hard work Plus the storms that roll in at 2pm every day are downright scary. The pic to the left <= was taken at the top of a ridgeline that we reached a little later than we had intended (right about 2:00). I really wanted to see the abandoned mine at the top (the rails are pretty cool dropping off the end of the world there, yes?), but when I turned around and saw the storm we were going to have to walk back through to get off the ridge, I definitely started wondering if it had been a good idea. We had to go all the way back over that mountain that the cloud is sitting on top of to reach shelter, and about the time I snapped that pic we started seeing lightning and hail.

Of course, it’s also cold at 14k feet in the air, even in July. So we also had to deal with snowfields, which I totally was not expecting. Crossing a few of these was pretty scary – there was a several hundred foot drop down a ~60 deg incline of snow, and then lots of rocks on this one => But the cool part was having a snowball fight (in July) on top of a mountain Really can’t put a price on that, hehe.

Ok, and then there was the mountain goat. Apparently these crazy things are really rare, but we saw one just chilling next to the path. Looks like he was trying out for The Sound of Music or something, and everyone on the trail had to stop and take a photo. Actually, I was starting to wonder if the goat was just standing there to see how many hikers he could get to crawl out too far on the ridge and fall off! All right, all right, I took a pic too, I couldn’t help it!

Ok, so on to San Francisco. I can’t believe I had to leave Colorado for my company to fly me to California for a week, isn’t that just terrible And San Francisco of all places, how could you send a poor little tgirl like myself somewhere like that! Actually, it’s quite cold in San Francisco this time of year . . . but that didn’t keep me from having a little fun Oh don’t worry, I have pics of that too, but I will have to share them with you later.

So while my company was putting me up in a nice hotel in Cali, I took some time to set up a photo shoot with another crossdresser that I met through my site. She’s starting up a paysite of her own and was in need of an extra crossdressing model . . . so I happily obliged. Renee hooked me up with Kade, another crossdresser (San Francisco is just crawling with tgirls!!) to do a shoot together while Renee and her wife (not a crossdresser, but a gg is still nice from time to time ) took care of the photography and videography.

You all know how much I like to show my panties for the camera, but damn it was even better with two people watching my play with my cock through my pantyhose! And having another crossdresser reach under my skirt to grab my ass at the same time just put me over the top. Well, not before I made sure Kade spurted cum all over his dress and licked it off my fingers . . . but you know. Eventually I dribbled a big thick load all over my panties with Kade’s help

I’m such a tease, aren’t I? Ok, I will post a pic as soon as I get them back from Renee. Just for you

So anyway, I went back to look at the video, and I probably lost a good teaspoon of cum on the floor when I pulled my quivering little clitty out of Jenny’s hot sperm-filled pussy. Then I caught what I could of the next dribbles on my face, but seeing as this was the first time I had ever tried to eat a creampie, and the first time Jenny had ever tried to control a flood of cum inside her, we had the angle wrong and lost a good bit more on the floor. And the desk. And the chair too. :bubbles:

Then I reached up and spread Jenny’s pussy open thinking there might be just a little left, and a huge glob of cum ran down over her ass. I missed that one too. Plop on the floor. So then I did the porn model thing and stuck my finger in her pussy, and wow! Now I understand why they do that, it was sopping wet in there, cum everywhere, but I couldn’t get much more out. So I gave up and settled for the (sizeable) mess on my face that you see in the pic.

I made the mistake of stopping the camera then, because as soon as Jenny stood up this stream of cum ran out of her, down her legs and all over the carpet. If I didn’t know better, I’d have sworn 4 or 5 guys had filled her up. But no, it was just li’l ole me 0:) Who knew crossdressers had firehoses between their legs!?

I’ve tried a bunch of anal toys in my time as a porn model Everything from my fingers, to homemade implements, to the Aneros. But nothing could quite get that perfect combination of pressure and comfort. All that changed when I tried the RudeBoy tonight. Well ok, to be fair I tried the RudeBoy a few other times, and it was oh-so-close to being perfect . . . but not quite there. I’ve used a few toys that could get me going pretty good, but even a small butt plug on the right day can make me desperate to cum. But there was something different about the RudeBoy, something that made me think it might actually be right . . .

Maybe it’s the shape. It’s like a giant letter “C”, curved enough that I swore once I got the thing inside me I should see it poking out my belly like the diner scene from Spaceballs (or the original from Alien, but I couldn’t find a clip of that).

Anyway, don’t be scared of it (I’ve not birthed any aliens since playing with it ), but relax and give this toy a little time. It was easy enough to get to the point where I was oozing and dripping pre-cum like never before, but the ride wasn’t over yet! I personally found the vibration feature to be great foreplay (and I usually don’t like vibrating toys), but I eventually turned it off so I could really concentrate on making sure the toy rubbed me the right way. It took a lot of effort to keep my free hand off my cock, but I was determined to find out what this silicone toy could do all by itself.

I was getting really turned on, and my cock was throbbing with every stroke of the toy in my tight ass. Every throb would send this shiver of pleasure up my entire body, and then before I even realized what was happing a huge spurt of cum shot out of my cock as it throbbed. It was very calm and rhythmic, unlike my usual orgasms, but I could tell that my balls had been completely drained. Also unlike my usual orgasms, I was still horny as hell even after cumming all over the place, and my cock was still rock hard.

I continued playing with the RudeBoy for a few minutes, but I never got quite the same effect again. Eventually I resorted to just jerking off to relieve the tension, which was accompanied by only a small trickle of cum at the end – evidence that sure enough my new toy had completely emptied me in one try . . . but still allowed me to have a second orgasm