Masturbation 2.0

OK, not every night I have a date with a lovely crossdresser. Nonetheless, there are many a time when I do my dainty dress up that I easily turn myself on. Alright, why lie? This happened all the time for me as the miss crossdresser. Honestly, even the simple act of putting on my wig and then a little makeup, then looking in a mirror sometimes sends me into such an erotic rush that it kind of has to be dealt with right that at that moment if you know what I mean.

Years back this would mean a quick wank, washing my hands and then mopping up the surrounding area and I’m on my way. Yeah, real amateur like the teenage panty-boy I was in the old days. Not surprisingly, looking back I really can’t say I had enjoyed any moment I’ve masturbated in those days. It really was just something I had to do and got out of the way, like brushing my teeth. I probably could say sometimes brushing my teeth was more fun.

Hence, it was always masturbation = brushing my teeth – fun.

Well, at some point I decided I should at least enjoy masturbation for what it was, more specifically a guilty pleasure. Aren’t guilty pleasures fun or at least enjoyable? Right, enough of my justifications, the truth is masturbation for me actually evolved out trying a little of this and that until at some point I realized one important thing: the more senses that are touched on (no pun intended), the more enjoyable it is and the less “wank” it becomes.

So what is in my new “wank” routine you ask? Good question. Here are the ingredients to start:

• Prior to anything, shave… everything.
• Select my lingerie, something I know I feel sexy slipping into.
• Select my pantyhose (Wolfords of course) and tall heels.
• Select my wig (usually blondish) and lipstick color depending on my mood (pink, very hot!).
• Makeup (duh) and occasionally nail polish if I can can stand the wait.
• A spray of perfume (usually Chanel) and light a scented candle.
• A couple of mirrors so I can watch myself dress… and “touch” myself.
• A Fleshlight propped up on a door, so my hand doesn’t have to do the dirty work.
• Side note: in the future, one of these Thruster things so I can do double duty on the backside.

First, I undress completely out of my male costume, put on my gaff (adjusting down there) and then slip into my pantyhose. I may paint my fingers and toes prior to this. I just love looking at painted toenails through pantyhose.

Next, I put my wig on then sit in front of one of the mirrors and do my makeup and which I end with the spray of perfume and then lighting that scented candle. Somehow, this usually starts the arousal watching myself transform into miss me while associating those sweet feminine smells along with it.

Finally, I drape the lingerie over my body and slip into those tall heels, still watching myself in the mirror of course.

At last I begin the soft rubbing (e.g. like a woman) over my girly parts nicely tucked away under the gaff, watching myself and letting out soft moans in the best womanly voice I can muster. Note that this is also how I usually practice the said womanly voice. At this point, I’m turned on so much that I feel like the gaff is about to break.

Then, without unbuttoning or taking off anything, I expose the girly parts out of their gaff cage, lube them a bit and begin to penetrate the Fleshlight in and out, now watching myself in front of the other mirror I placed in front of it. No quickies here. I let this continue for maybe 15 to 20 minutes while continuing the soft moaning. At some point in the middle, I like to lower my lingerie from my chest and give my nipples a light rub while still working the Fleshlight. My god, you wouldn’t believe how much pleasure this adds to the whole experience.

Eventually every start has an end which I try to delay as long as I can. But then I let it all out inside the Fleshlight as I shake and tremble (yeah, sign of a good time). Sometimes it is such an intense session that I have to repeat it a little later…

Which is why I am working on getting a hold of that Thruster. I can’t even imagine that I will leave the house after that.

So no more wank jobs for me, this is masturbation the classy way.