Tag Archives: boys I’ve slept with

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On number 13

“What do you want?”
“A gangbang”
“No, really, what do you want?”
“A gangbang.”
“OK. Let’s try again. Within the realms of what I can realistically achieve in the next 24 hours or so, what do you want?”
“I’d like to watch another man sucking your dick.”
“…”
“…”
“I’ll see what I can do.”

It’s not easy persuading straight guys to have their dick sucked by another guy. Luckily for me the gentleman in question was not so much ‘straight’ as ‘elegantly curved’, and willing to bend in any direction that gave him even a hint of a hard-on.

A few minutes on the internet and we had something – a gay but slightly bi-curious guy had published a straightforward ad offering cocksucking. He just wanted to pop round someone’s house, drop to his knees, suck for a while, then sod off home again. Straight guys were not only welcome, he promised, but his favourite.

We paused briefly, taking a silent moment together to marvel at the pervert possibilities that had been opened up by the internet, then got in touch.

Oh god even remembering it makes me a bit weak

An hour or so later I was sitting, tense, on the sofa waiting for my boy to arrive. He’d gone to the station to meet our stranger, check him out, and have a coffee. If all was well, he promised, they’d return together and I could watch whatever happened.

Nothing quite prepared me for the odd feeling of watching them begin. The boy sat nervously on the sofa, rock-solid and straining upwards, as the stranger went to work. He started by licking thickly from base to tip, smacking his lips and gripping the boy’s thighs as he moistened everything. Then he took the whole cock in his mouth, and I saw the boy tremble as it slipped in. Nervous though he was, he was clearly enjoying it – loving the skill with which the other guy was sucking him.

I sat in the corner on my knees, squeezing my legs together to stop myself trembling too. Watching in fascination as the stranger worked my boy’s dick in ways subtly different from mine. I was trying to remember, to learn, to maintain my composure. Most of all I was trying not to breathe too loudly in case it broke the spell.

It was here that we should have stopped. This was the hottest bit – the sucking, the trembling, the nervousness of the boy I knew and the casual skill of the one I didn’t. If I could have paused time I’d have kept it right there – with them both solid and happy and me sitting quietly nearby.

But we never stop in time

I didn’t want to be the one to suggest a fuck, but I don’t think I needed to. My memory grows hazy halfway through this story, but at some point the boy was lying naked, face down on the bed, with number 13 – the stranger – poised and ready to fuck him. Ever useful, I handed them a condom then retired to my position of trembling observer, watching as they went for it.

The stranger was big – not with muscle, but with beer. The boy was lithe and skinny and almost disappeared under the mass of the other. He turned his face towards me, wincing with pain and arousal as the other guy fucked him. I clasped my hands together behind my back to try and refrain from touching myself.

And then… and then things went a bit odd.

I think they felt guilty that I wasn’t joining in. I think they felt bad that, although they got to rub and lick and suck and fuck each other, I was left in the corner. I think they thought I wasn’t getting anything out of it.

I was summoned and, awkwardly, I went. I took off my clothes, and things suddenly turned from super-hot live-action gay porn to uncomfortable date – I didn’t want to say no and look like I was rude, but saying yes meant I had to fuck someone who had confessed that he didn’t much care about women.

Don’t get me wrong, fucking two gentlemen at once is one of my favourite things, and for all the weirdness of the situation, it was still nice to be at the mercy of two naked cocks. If I’m honest, I’m frequently grateful to be in the same time zone as two naked cocks. But although one of these guys was incredibly hot for me, the other gentleman was pretty damned gay indeed. He wasn’t interested in me, he was interested only in the fact that my presence kept the other guy hard.

We fucked together for a while – my boy fucked me while the stranger fucked him, and then we did it the other way around for a bit, all the while I was thinking ‘how can I get out of this with dignity?’ Watching two guys go at it makes me wet, but feeling one of them limply humping me while looking stonily into the distance, clearly thinking only of maintaining some semblance of an erection, is not exactly my cup of tea.

Awkward goodbyes

When it was finished I think we might actually have had a cup of tea. Just a quick one, the cup of tea that says ‘I definitely want you out of my house very soon, but I’m going to drink hot drinks with you to prove that I do not think badly of you as a person.’ And, to be fair, we didn’t. He was a perfectly lovely guy, and an incredibly skilled cocksucker. He was friendly and chatty and calm and experienced and easy to get on with.

He was just… you know… gay.

There are a number of morals to this story – ‘always stick to what you agreed on the internet’, ‘don’t join in sex scenes you’re uncomfortable with’, ‘be honest about what you actually like’, etc.

But the one I’ve always taken from it is that no matter how much you like someone, and how much you love fucking, sometimes not fucking is the best thing you can do.

On quiet sex: a hot story about fucking in a tent

The problem with not being a millionaire is that often I have to have the quiet sex. The quiet sex is the sex you have when you share a flat with someone, or the person you’re fucking is sharing a flat with someone, or (if you’re not a Londoner) the sex you have in your huge-yet-affordable semi-detached house when your parents happen to be visiting.

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On nice surprises

Role play, like having a threesome, is incredibly tricky to do in a way that keeps everyone happy. Whether you’re a fireman, sex slave or naughty schoolgirl you’ll always have a certain idea in your head of how the scene will play out, and your partner(s) will have their own ideas. Very rarely does everything combine perfectly, meaning that there are often surprises.

Usually I rage against surprises – I have very specific fantasies, and the best sex is usually that which comes closest to the things I imagine when I’m alone at home with my knickers halfway down my thighs, scratching an itch I’ve been thinking about since a very specific scene popped into my head. But sometimes surprises can be good – things I’d never have considered doing or imagined could be hot. The right kind of person can show me things I’d never have wanted to do in a way that makes me achingly desperate to do them.

Surprises

It started exactly as I’d imagined it would. They came to the bedroom – a boy and a girl – and accosted me, berated me, called me a bad girl. They bent me over the side of the bed – she beat me with a leather strap, while he held me down, pushing my face into the bedclothes so I wouldn’t scream too loudly.

They took me downstairs into the lounge, where they had an array of equipment laid out – straps, whips, floggers, and (shudder) canes. They took it in turns to punish me – one lifting my skirt and pulling my knickers down while the other held my head in their arms and crooned words of comfort.

Slap

You’re a good girl. You like this, don’t you?

Slap

Don’t you?

Yes.

Slap

They stripped me and examined me, touching me all over, and hitting the parts that were softest.

Slap

And I loved it. I felt her hands all over me, and I saw his cock throbbing and pushing against the tightness of his trousers. I was wet and burning with pain, and desperate for him to fuck me. For her to fuck me – for someone, anyone, to push something solid into me and let me clench my cunt around it as I came.

They dragged me back upstairs to the bedroom, and I thought I’d get what I wanted.

‘Please. Please fuck me.’

He slapped me in the face and told me no. And she giggled with laughter that genuinely scared me. She was dominant and cruel, but did everything with a twinkle in her eye. She did things not because she was playing a game, but because she liked doing them. She liked scaring me with stinging cane-strokes that were just a bit too hard. She liked to show me that being submissive wasn’t just about taking pain that felt good. She’d beat me into a trembling pile of arousal and fear. She was, in short, spectacular.

‘Please fuck me?’

‘No.’ Said with conviction and more than a hint of cruel delight.

‘We’re not going to fuck you. Lie face down on the bed and pull your knickers down.

‘I’m going to give you an enema.’

I didn’t believe her. I didn’t really even know why an enema was supposed to be hot. I was horrified and humiliated and horny and confused, but that didn’t prevent me from being desperately curious. So I did as I was told. I lay face down on the bed, pulled down my knickers, and she gave me an enema.

I’ve never been so disgusted with myself and so aroused at the same time. When she’d filled my ass with water, she told me to stand in the corner of the room with my hands on my head. My legs shook and my stomach turned over and I counted down the agonising minutes while the two of them chatted. They discussed me, they dissected me, they contemplated beating me again. They appraised my tits, my arse, my thighs, the fresh, stinging whip marks across my buttocks and my back.

And I waited, and waited, and waited until I thought I was going to faint.

When they finally gave me permission to go I could barely walk. The stress of keeping everything in, holding myself straight and tight and still for what can’t have been more than five minutes, made it hard for me to move and gave me an agonising throb deep in my stomach that told me I needed to come.

When I finally made it to the bathroom, I sat in shame and miserable unsated lust, listening to her giggling outside the door.

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On number 20, who liked to watch women wank

Initially I thought number 20 was a massive liar. I only saw him once, but he was great – beautifully scruffy, with a lopsided smile and a penchant for getting so stoned I could feel the high through his tingling skin. It was good, for a first date. But I still thought he was a liar.

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On number 14

Number 14 wears leather gloves. When we go out for dinner – we always go out for dinner – he makes a show of taking them off and putting them on the table beside him. He’s calm. I’ve never heard him raise his voice, or get agitated, or even visibly excited. Number 14 is the domliest dom I know, and I’ve never had sex with him.

Why is he on the list? I don’t usually include people I haven’t actually fucked, but the things he’s done deserve more credit than the catch-all title ‘play.’ Play can be anything from a quick spanking at a party to a full-blown throat-fucking in a dark alley. The latter, I think, deserves a bit more credit.

He likes to find places that are private but public. Hidden nooks and doorways where he can press me into the wall and order me not to make a sound. It’s incredible what a pair of leather gloves and a calm demeanour can do to stop me from making the noises I’d usually revel in.

On the hunt for one of these places once he found what looked like an abandoned room just outside the entrance to a block of flats – just a door in a wall that took us into a place no bigger than a cupboard, with broken glass bottles on the floor and no lights.

He put his hand over my mouth and whispered to me not to make a sound, then yanked my skirt up and my knickers down and touched me until I was trembling and could barely stand.

Every time someone walked past the door, or I breathed too loudly or made any noise, he grabbed my throat and stopped me breathing until they’d gone. He kept doing this, then stopping, then doing more, then stopping, until I was so weak and frustrated that I was crying, and had we been somewhere no one would have heard us I’d have been begging him to fuck me.

When I got to that point he pushed me down until I was squatting on the floor and shoved his cock into my mouth, always maintaining his total silence and calm.

He held my hair with his leather-gloved hands and shoved himself right into my throat. It didn’t take long – after a few minutes, just as I started to choke and bruise, he came hot and hard into the back of my mouth.

Ever the gentleman, he walked me to the train station and held me up when I stumbled.