I had always suspected that deep down I was somewhat of a cumslut, though I had no idea it would lead me to the experience I had a couple of weeks ago the day after my best friend's wedding...but first you need to know a bit about my past.
At around age 18 I discovered the pleasure of trying on my sister's underwear; the first time I pulled on a pair of her panties the sensation of satin rubbing over the tip of my swollen cock made me come instantly. From that day on, whenever the house was empty, I would creep into her room, make a selection of her sexiest lingerie and try it on piece by piece pausing in between to stroke my cock and admire myself in the mirror.
After a while, wearing just her underwear was no longer enough and I soon began to experiment with her dresses and high heels. It never occurred to me at the time why I would get so horny dressed in a tight black halter neck dress barely long enough to cover the gusset of my tiny thong, nor why the feeling of having my arse thrust outwards by a pair of heeled boots would make my cock twitch in anticipation. Eventually, at age 20, I went off to university and, without the temptation of my sister's panty drawer, I seemed to settle into more 'normal' masturbation techniques as well as having a girlfriend to help bring me off.
Old habits die hard however and in my final year I plucked up the courage to shop for a matching black lace corset and thong with a flowery front panel, stockings with little bows just above the heels, a tiny sky-blue lycra dress and a killer pair of strappy 4 inch heels the same colour as the dress. I got some funny looks from the female shop assistants, but this only served to make me hornier. So horny in fact that I got the idea into my head that the experience I had planned would be incomplete without a dildo. I found a suitable shop and chose a pink one about 6 ½ inches long with variable motor speed. Funnily enough, that was the only shop where nobody looked at me like I was some kind of pervert!
That night, when the rest of my house had gone out, I locked myself in my room with half a litre of Jack Daniels and my new outfit. I laid it all out on the bed and admired my excellent choices. Having stripped naked, I poured a drink and set about dressing myself up. With some difficulty I got the corset on, its restrictiveness making my cock grow. Then I rolled the stockings up over my legs, taking care to get the bows correctly positioned, and secured them to the clips of the corset. Next I strapped on the shoes and paraded around the room, reacquainting myself with how to walk on such impractical heels. At this point I was horny as hell so I gulped down my drink and sat down to give my dick a few, tender strokes so that the warmth of the JD in my throat and stomach would be matched by a similar warmth in my cock.
I then put on the dress, relishing the way in which it clung to the curves of my sensuous body, and I pulled it down by its hem to hide my arse, cock and the tops of my stockings. Covering myself up like this made the blood beat in my head because I knew that underneath the exterior I was kitted out like a whore. I had deliberately left the thong till last firstly because panties are my favourite item of clothing and secondly so that I could later pull them down in a fit of passion without having to fiddle with the corset clips to remove the stockings.
I now stepped into the thong and slid it up over my legs; the sound of the two materials as they glided past each other made my breath come in short gasps and I felt my dick straining upwards, eager for another few gentle strokes. I resisted this temptation however and, having lifted the bottom of the dress to my waist, I pulled the panties into position, placing my cock flat against my stomach and nestling my balls into the gusset of the thong. God, it felt so good to once again have my balls gently grasped by the material of a pair of panties and the sensation of the narrow strip running up between my arse cheeks and resting against my puckered hole made me weak at the knees.
As I wanted to make myself come like never before I decided to tease myself for a while, so I sat back down at my desk, pushed my study materials out of the way, opened up my top drawer and took out some of my porn. My collection was pretty basic and most of the magazines were soft-core, but fortunately I had been lent another which depicted all aspects of the joys of sex; oral, anal, double penetration, a group of four men using a slut dressed like a nurse and, of course, facial come shots. Lazily leafing through the magazines I poured more JD and smoked a couple of cigarettes; after a while I started to push my hips forward in the chair so I could feel the new panties squeezing my balls and I also crossed my legs tightly to enhance the sensation. Next I placed my hands behind me, drawing my shoulders back and thrusting my chest forward as my spine arched. I felt so feminine that I proceeded to rub what would have been my breasts and soon my cheeks became flushed as I realised how much of bitch in heat I looked. It was time to take it to the next level...