1. Jessica's surprise


    Date: 10/23/2016, Categories: True Story, Anal, Bi-sexual, Blowjob, Boy / Boy, Consensual Sex, Gay, Hardcore, Oral Sex, Threesome, Transvestite, Author: Sxc Jess, Rating: 76.5, Source: sexstories.com

    I have spent most of my adult life perfecting my feminine look, trying to develop my alter ego, Jessica, into a convincing, sexy slut. I'm 5'10" tall, slim build, long blonde which reaches the middle of my back and my best feature is my pert little bum and my long slender legs, which are silky soft with a golden tan due to my regular sun bed use. Now in my early thirties I have had numerous sexual encounters with men, of all shapes and sizes; some good, some bad and a couple of excellent ones. I started my sexual exploits as Jessica by using Internet sites to advertise myself and soon ended up with a reputation locally. I even started getting guys who I hadn't spoken to online contacting, because they were passing my number around and often guys would contact on the lunch breaks for a blowjob before returning to work. One guy in particular must of had me on speed dial and used me as his personal whore, not only would he pop round occasionally on his lunch breaks but would have me meet him while he was on a night out with his friends. He would either meet me in a pub car park or come to mine for a blowjob or a drunken fuck. Probably my most memorable occasion happened when I least expected it to. It all started when I was 19, I had recently moved into my two bedroom flat and set my spare bedroom up as my little boudoir; the wardrobe packed with all my sexy dresses, skirts, blouses, shoes, boots, my dressing table ladened with make-up and perfume, a double bed and in my ...
    bedside drawers I had my silicone fake breast forms, lube, condoms and dildos. I took every available opportunity to indulge my fantasies as Jessica and became a part-transvestite, only living my male life at work and with friends and family, all other times I was Jessica. Friday's were my favourite day of the week, on returning home from work I would get out of my stuffy suit and have a nice long bath, while soaking I would shave every inch of my body. After my bath I would do my nails while having a glass of wine, however on this particular occasion I wanted to go for a little drive, therefore I didn't have a drink. I painted my nails a deep red colour, as I was feeling particularly naughty, after which I applied my make-up wearing; lipstick to match my nails, applied false lashes, plucked and shaped my eyebrows, applying foundation and blusher to my face, finally finishing my eyes off with a smokey effect. I gave my body a good spray with deodorant and perfume before styling my hair. I decided to straighten my hair and leave it down, most of it trailing over my shoulders and down my back but I left a few strands at the front, either side of my head which curved round my face and rested on my cleavage area. It was then time to get dressed I was feeling so naughty and dirty there was only one outfit for tonight 'the little black dress', the dress hugged my figure so tightly it looked as though it had been painted on, the dress had a diamanté choker which secured around my neck as ...
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