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By *tephTV67 OP TV/TS
over a year ago
Cheshire |
The first time (won’t be the last)
Oh my god, I’m holding a guys cock for the first time, its slightly pulsating in my hand. Very warm but the most striking is how very hard he is, I’m still sill under him on the settee not yet seeing him fully, especially this large warm thing in my hand. His eyes are now closed, a smile on his face. I want to carry on pleasing him, so I softly stroke him up and down on his shaft, a light masturbation whilst looking into his eyes. I started to gradually ease down so I could see what I was holding, aware of my power over him as my hand was now teasing and pleasuring him.
My god I thought as I finally came face to face with ...a cock, he was large, I was immediately impressed and concerned about what I knew I was going to do. It’s an endless insult thrown at men this act, a way to emasculate a man. But I was a willing participant in my emasculation, concerned over chocking on his cock not about the act itself. So I started with enthusiasm, licking his balls allowing them into my mouth moving my head around to his movements above me, I desperately wanted him to moan again, so I licked him from the bottom to the tip of the shaft. At no point actually orally pleasuring him, that could wait, I knew the power I had over him as every time I got close to the head of his cock he would indicate with movement that he wanted to be inside my mouth, be a cocksucker for him, I denied him. I carried on licking, my hands all over him, he was mine now I had the power to pleasure he could wait.
But I knew I couldn’t wait either, images of previous porn I’d seen were now entering my subconscious, I wanted to act out what I’d seen previously. To be one of those pretty girls, dressed up for their Man and subjugate myself for his pleasure, this sissy was finally to be an oral slut.
More slowly this time, changing my previous rhythm trying to make him aware that I was now doing something different, I brushed my thumb over the head of his cock. A new act, that elicited a moan and some precum. I now stopped licking him and with my chin on the base of the cock I moved slowly up, until my mouth was above the head.
‘Please, yes’ he moaned
I must be good at this I thought as I went down on him, his cock entering for the first time that night into my body.
This wasn’t like anything I’d ever felt in my mouth, hard and now not warm but hot, pulsating and with a slightly salty taste, I knew what to do so I gradually used my tongue now, up and down just liked I’d been taught in those videos, once out lick around the head and back in, listening and feeling for more guidance from Simon. Who by this time had his hand on my head and slowly feeding me his cock from time to time, certainly too close to feeling like I would gag on it, so also indicating to him when he should back off and let me carry on.
I was on my hands and knees sucking for what felt like ten minutes, when he voluntarily took his cock from my mouth.
‘Hang on’ he said
I just looked at him, enjoying my debasement from my male self a new sissy me, was waiting for my next instruction.
Anally yours;
I stood up, looking up at his naked body, me still in my babydoll, the negligee on the floor beside me. I guess I was slightly dishevelled from the previous few minutes.
Turn around’ he said, I was blushing and shivering slightly, but did as I was ordered.
‘Bend over, try and touch your toes’ his voice now taking on a new tone, more commanding than warm. I felt my arse straining against the silky chiffon knickers, as I exposed myself to him.
He placed his hand on my arse, made me step forward and I found myself up against the wall as his hands were all over my shoulders then back and eventually up my legs and caressing my bottom.
Was it now that a fantasy i’d had since I discovered my preference to other boys was finally going to happen. I knew I was a bottom but would I be able to take him, in every way I was a virgin bottom boy, I truly hoped he’d be gentle with me.
The cold liquid was massaged into my hole, I could feel some slowly dripping down my thigh, as his finger ..awwww ..his finger massaging me there, in and out, round and round another finger entered me, more massaging. Soon it was over and I could feel something much bigger try and enter me.
‘Relax’ Simon said quietly in my ear
It felt hard and intrusive, painful every time he pushed.
‘Sniff’ a bottle was pushed under my nose and my whole body felt instantly warm and my head was fuzzy. At the same time I must’ve relaxed my sphincter as he entered me.
Now I was scared, he was deep inside me.
‘Slowly, please’
‘It’s ok I’ll be gentle, Relax my little Sissy’
With these words he slowly moved himself in and out of me, never completely leaving me but when he pushed in I felt extreme pleasures.
I did find myself relaxing and not long into my lovemaking he had reached around to find my penis.
Now I realised how experienced he was as he pumped in and out of me, his movements getting quicker and more intense at the same time he was stroking me his thumb occasionally rubbing against the tip of my penis, with my backside full with him, it was sending extreme amounts of pleasure with each thrust and caress.
Eventually I could take all of him and needed him to go faster, each thrust into me sending waves of erotic pleasures and a rising climax.
‘Faster, make me your girl, fuck me FUCK ME !!’
I couldn’t believe what I was saying but I needed it, wanted it, crying out for it I knew when he was going to come, that was going to lead to my own climax as his penis would swell and totally enclose the space within me, touching parts deep inside that each thrust was arousing.
Faster and Faster he went, his hands tense against me, at the same time I was holding the side of the desk equally tense, bent over like the little slutty sissy boy that I was.
His cry was very guttural, from deep inside of him, at the same time my moans and groans had also come from some sort of animalistic part of my psyche. His penis so hot, had got harder as his climax approached I found myself nearing but holding back as much as possible, we had been eventually working together as he pushed into me I had pushed against him, thus creating a perfect symmetry with our lovemaking.
So when he climaxed and I felt the hot liquid deep inside me I also finally and with great relief, also allowed myself a myriad of emotions and pleasures as my climax happened. I had come several times over the years but this was everywhere, more than I’d ever seen before, whatever inside of me had been awakened now was spraying out with relief as much as the greatest climax I’d ever had.
He exited me and collapsed on the floor, I felt the loss of him and some of his come on my thigh.
I knew the night wasn’t over, in time he would learn how to pleasure me-with his mouth, making our sex more intense.
In the weeks to come, I would dress as his secretary, maid and eventually as a bride.
Other times we would go out to clubs and experiment with others. Erotic life lay ahead and I couldn’t wait
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