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By (user no longer on site) OP
over a year ago
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A story I had written a while back, and thought I'd share, have more parts if people are interested to read them 
My name is Jack, I’m an average enough 18yo guy. Perhaps in a physiological sense, I’m more feminine, I have shoulder length blonde hair, and tranquil blue eyes, coming from my father’s side of the family. My mother seemed to give me her own feminity. I have little to no hair body, my voice was higher than average, and I suppose I was kinda camp. Ohh, I also had a cute and tight little bubble butt.
However, by night I was far from average. Porn always had fascinated me. Initially the classic “lesbian porn” for me, but when I discovered the delight of the “TS” category I changed completely. My masturbation sessions revolved around the allure of a gorgeous sexy women complete with round tits and suckable nipples, wide curvaceous hips, and an ass that begged for anal, full red lips, but mostly importantly, the cock. It was the variety also, the likes of Sarina Valentina, her cute little cock just accentuated her femininity. Or the contrast of a divine goddess like Mia Isabella with a gorgeous monster cock that any man would beg to have…. And have in him!
This led to me beginning an interest in crossdressing, I started simple. I would sneak an order online, patiently waiting until my family had gone to bed to try it on and it felt like heaven. I felt almost comfortable after a while, even in a non-sexual way. I then experimented more, wearing bras then fishnet stockings and pairing some heels in them. I looked a decent catch as a crossdresser, but I needed more. When I stroked my pretty 5-inch cock on my bed in these clothes I was in ecstasy. I used to go online in chatrooms and cam there. I felt like such a desirable slut when the older daddies would tell me how sexy and fuckable I looked. Telling me they wanted my tight teen ass and mouth for their cock. I would stroke my cock and finger fuck my hole to orgasm, sometimes they would instruct me to taste it. I would slowly suck my finger and taste my sweet cum. I used to also come across other CDs and gorgeous convincing TVs. That’s when I realised I needed the next level. The chance came eventually, my parents were gone for two whole weeks during summer. They were going out of state to visit family, I wasn’t too interested, and besides had much hornier plans in thought.
They left early Monday, around mid-day and I locked the front door, and went upstairs to their master bedroom. I went to their shower and ran the water. My mom had various shampoos, conditioners, essential oils, and better yet, hair removal creams. I shaved my entire smooth and applied cream to my soft white skin. I had purchased a treat for myself online recently I. I took out a black and red corset and snuck into it. Then some garters and clipped those in. Each snap of the clip sent a resounding twitch through my body. I finally paired it with a set of red fuck-me-senseless-heels. There was more yet to be done, I had been preparing. Having discovered the pleasure of anal play and stretching my tight teen fuck hole. I took a plug and inserted it in my waiting ass. The final inch going in was so satisfying. Then I sat down to her vanity. From there I straightened my hair, applied foundation, and red lipstick. I finished off with my mascara and eyeliner. I took a look in the mirror, tucking my cock I was very passable. I returned to my room.
I opened up craigslist and browsed. Today was different! I used to look through the ads, get horny and stroke cock with a dildo or plug in my ass dreaming of answering all of them. The horny fit twinks and the thought of filling their tight hole with cum. Or getting my own hole fucked by some sexy fit daddy. Today I finally answered some.
I found one in the W4TV section. The women named Michelle was a knock out, a pure MILF. Round big tits, curvy hips and a gorgeous face with a fiery head of brick red hair. Her ad was very simply.
Seeking younger girl to play with, must be horny and willing for mommy, mommy knows her little slut has been taking her clothes and needs to learn mommy is not happy.
I was in lust, I urgently snapped a few photos, some classy with my makeuped face and wig, others, exposing my tight pink hole to her. Her response came some time later.
It was just her number. I rang, and she answered a sensuous and enticing voice. She gave me an address which was only four blocks away and told me to be a good girl and come quick.
Let me know if people like this and I can add more, I understand it's not everyone's fancy! |
good start x
