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By (user no longer on site) OP
over a year ago
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***This is the story of how I met a transvestite and had my first experience of cross-dressing. This was also the first time I received anal sex. Condoms were used, but for the sake of readability and my readers I shall write as though bareback. If it is enjoyed I shall add the rest***
I arrived at the door of Amanda's building. I was rather nervous, but incredibly horny. I had worked myself up into a state of high excitement over the previous two days firstly by fantasising about this meet and secondly by not satisfying my lust.
At this time I had shoulder-length curly hair, little body hair, shaved crotch and ass.
We had met via Birchplace and this was going to be our first meet.
I pressed the buzzer. After a few nerve wracking seconds Amanda called down. I said 'it's Chris, which flat are you?'. 'Second floor, the door will be open', she replied. The door buzzed open and I entered the building. I quickly moved up the stairs. I don't know whether it was due to lustful desire or fear of being challenged by any of the occupants, but I moved at a feverishly fast pace.
I pressed through a door that was slightly ajar. Closing it behind me I stepped into the lobby area and there she stood. She had wonderful dark brown hair with streaks of caramel running through it. She was wearing an upper-body stocking and beneath it a black strap top. Her make-up was perfect. The diaphanous top she was wearing had six suspender straps hanging down and she was wearing jeans, no heels.
I moved towards her, placed my hands against he hips and furiously kissed her. Pushing her back against the wall I ground my body against hers. My hard cock pressed against her thigh and I could feel hers swollen and rubbing against my hip. Lifting her by the hips she wrapped her legs around my waist and I moved into the living room. Bodies entwined and furiously exploring each other's mouths I laid her on the sofa.
For a time we lay there, breathlessly kissing and caressing each other. Standing up she asked if I would like a drink- I acquiesced, but really I just wanted her.
Whilst I sat on the sofa I removed my top, shoes & socks (I always get rid of the socks quickly- one always looks so ridiculous wearing just socks, or even worse, socks AND underwear). Sitting back down in my jeans I began to rub my engorged cock, imagining Amanda grinding herself onto me.
I don't know how long I was waiting, but when I looked up I saw her in the door way. This time the jeans were off. She was wearing black suspenders with a patterned outside edge along with red 3'' heels- nothing ridiculous or fetishy, but they made her move in a tremendously alluring way. Finally there was a black (satin I think) thong that barely managed to encase her cock.
She sauntered over to me. I stood up and pressed against her, lips ever so close... Then I put my hand around her throat and moved so that I was behind her. Due to the height difference I was now perfectly placed to grind my crotch against her hungry hole. She knew it too and was grinding herself onto me.
Kissing and biting her neck and shoulders, pushing my tongue into her mouth whilst running my hands up the inside of her thighs. I began to massage her beautiful cock. It was wonderful to feel her throb in my hand.
Opening my belt, I slide my jeans and underwear off. I took my hand cock and began to rub the head against her hole. It was wonderful to hear her gasp as she felt me for the first time.
I spun her round and began to rub my cock against hers. Kissing her; tasting her lips I was eager for us to start enjoying each other's cocks.
Now my cock is 6''± and about 2.5'' across. Amanda's must have been almost 8'' and was about 3.5'' across. Quite a visible difference! Fortunately penile size has never been a hang-up for me, but I immediately felt (and I didn't expect this) a pang of desire to be submissive to this beautiful woman with such a beautiful thick cock.
I pushed Amanda to her knees and had her kiss around my balls. Teasing her lips I would give her the head ever so slowly, wiping some precum on the end of her tongue, letting her taste me. I told her to open her mouth and thrust my cock into her mouth. Whilst I am about average size I had never been deep-throated before. This time I was balls deep.
I fucked Amanda's mouth like a machine and it was wonderful. Occasionally I took my cock out and slapped her face with it- this seemed to incite her to higher levels of slutiness and arousal. She couldn't get enough as she sucked on me furiously.
Sinking to my knees we shared a wet, messy kiss and orientated into a 69 position. She took my cock in her mouth and I concentrated on fitting her in mine. It was a challenge I don't mind saying. Before long my eyes were watering and I was sucking as hard as I could, rubbing my tongue against the slit of her tool.
As I was on the bottom in this position, Amanda fucked my mouth just as ruthlessly as I had hers.
I loved it.
To hear her groans, moans and encouragement was wonderful. She always seemed to know when to stop pushing. Helping me to open up my throat without gagging me too hard. A wonderful teacher and utterly wonderful.
She stopped sucking my cock and just allowed me to concentrate on sucking hers. It was then that I realised just what an effect it has on the recipient for the person giving the blow-job to try and keep eye-contact with them. With my hands behind my back I was entirely at Amanda's mercy. She would pull out and slap me round the face- wiping my saliva and her pre-cum across my face. Slapping me and calling me a filthy cock-slut. I could do nothing other than nod in agreement!
Amanda rolled onto her front and went onto her knees. Spreading her butt she told me to rim her. I went about this like a man possessed! I burrowed my tongue inside her whilst wanking her cock.
She would reach behind and pull my head against her harder. It was wonderful, and I could feel her tight ring as my tongue pressed into her.
Before long she told me to fuck her ass. She told me that I would find some lube on the table next to us. She also asked me not to use too much as she likes a little friction as a cock enters her. So lubing her ass and my cock (which right now belonged to her), I began to enter her... |