Tag Archives: boys I’ve slept with
On squeamishness about sex
We’re all squeamish about certain things – some people hate the sight of blood, others can’t cope with injections, or the possibility of disease, or unclean kitchen worktops. There’s nothing wrong with a certain amount of squeamishness, but I’m surprised at the number of people I’ve met who are – to one degree or another – squeamish about sex.
Sex, by its nature, is quite messy. Even at the most basic level (quick missionary hump for the purposes of procreation) both of you have to emit certain juices and fluids: sweat, jizz, quim – even saliva, if you’re feeling particularly romantic.
And so, unless you have a lot of equipment and a shedload of wet wipes to hand, when you fuck you’ll get dirty.
Ultra-clean sex and a tip for Dommes
If you want to avoid all possible sexual juices, the only way I can think of is to cover your partner head-to toe in a plastic sheet (ensuring that he has a suitable mouth to breathe through but, crucially, maintains a safe distance so that you can’t kiss each other) then stick his cock through a carefully-cut hole in the middle (protip: cut hole before cock is anywhere nearby), slip a condom on him, and hump away. Not particularly sexy, but it essentially eliminates almost all skin-to-skin contact. Were I a dominant lady I would certainly consider using this during sub play – you can have this idea for free.
However, although it’s excellent for people who have a fetish for sterile sex, it’s not great for those of us who revel in the smells and juices and general slipperiness of the whole scenario. To be honest, it’s not great for any of us if we don’t happen to have plastic sheeting in our sex toy drawer.
The point I’m trying to make is that we have to go to extremes to make sex un-messy, so any squeamishness we have about the exchange of particular fluids necessarily needs to be laid to one side if we want to really get on and enjoy things.
Let’s talk about menstruation
Number one (that number, for new readers, denotes the first guy I slept with) did not like shagging while I was ‘on.’ A couple of tentative attempts while I was bleeding lightly went OK, but an energetic, doggy-style hump during my heavier days proved disastrous.
Once he’d come, he pulled his dick out and made a slightly high-pitched squealing noise.
“What’s wrong with you? Are you OK? Oh Jesus, are you having a miscarriage?”
“I’m fine – what’s up?”
“You’re bleeding!”
“Of course I’m bleeding, I’m on my period.”
“But this is worse than that.”
“No it’s not.”
“It’s… it’s… it’s got chunks in.”
I calmed him down with tea, a cuddle, and a long explanation of the fact that yes, sometimes it has chunks in. We never did it again, and I spent a good few years avoiding sex during my period, worrying that the guys I shagged would react with similar horror upon discovery that menstruation isn’t just the occasional leaking of a thimbleful of blue water, but often a gushing onslaught of not just blood but genuine, honest-to-goodness gore.
It’s totally fine to be utterly disgusting
So what changed my mind? Because, of course, my mind has been changed: I’d no more refuse sex during my period these days than I’d give up wanking for lent. Period horny is the horniest type of horny. About halfway through my red week I’m jiggling my knee and rubbing my thighs together and picking the bumpiest seat on the bus. What changed my mind about relieving this urge the old-fashioned cock-based way (as opposed to the ‘frantic clit-rubbing under a duvet’ way) was a couple of other guys I met.
Poor number one was quite naïve about periods, and a few other things for that matter – he didn’t like the idea of kissing me after a blow job (unless I’d brushed my teeth) or even giving me head. But his horror at the more slippery aspects of sex was by no means a benchmark for how every guy would feel. Although I have met guys since who aren’t keen on period sex, or oral, or indeed anything that might require a deep clean afterwards, I’ve met far more who could give less than an iota of a fuck.
In fact, for adult men, ‘on’ fucking has proved to be much the same as ‘off’ fucking, only with a towel put down to catch the drippiest bits. One guy went so far as to remove my tampon with his teeth during a particularly feisty session. I appreciate this. I don’t have a particular fetish for sex that’s blood-drenched – apart from anything else I simply don’t have the time or inclination to soak that many bedsheets. But I love the ‘I don’t give a fuck about your menstruation’ attitude that means I can stop panicking that the guy will get his dick covered and run out of the room squealing ‘why can’t you just be clean and sweet-smelling like the girls on telly?’
So if you’re squeamish, especially if you’re a teenage boy with limited knowledge of the mysterious workings of the female uterus – I understand. But I’d love it if you could lay a bit of your squeamishness to one side when you’re stripping down and getting naked with someone. What prompted me to write about this was a bit of browsing on ’embarrassing bodies’ forums, and other related sites. There are a hell of a lot of young girls and boys howling desperately into the online wilderness: ‘am I weird?’ ‘am I wrong?’ ‘am I grotesque and disgusting?’
The answer is almost certainly no, but it can be bloody hard to hear that answer sometimes. The sixteen year old version of me would have given anything to experience the genuine liberation that comes from realising that these juices I leaked and these noises I made and these weird spots that insisted on growing in seemingly random places on my body and subsequently leaking juices of their own: these things were pretty normal. Let’s embrace the leaking, juicy, weird bits of ourselves, love the leaking, juicy bits about other people, and commit to having some thoroughly messy sex.
Addendum, because I know I’ll get emails: if your period is especially painful, or you’re experiencing a significant change in blood loss and/or consistency, speak to a doctor.

Memorable sexy times of 2012, as told by GOTN’s boy
Every now and then my blogging muse deserts me, and I turn to Twitter for suggestions on what I should write about. Most people, given the season, suggested a 2012 round-up – my best moments of 2012, or something similar. But here’s the problem: I’ve already told you about my sexy times. Whether it’s sucking a guy off while he plays Xbox, berating idiot marketing companies about their patronising terms for female genitalia or furiously masturbating in train toilets, you’ve already seen some of my favourite things.
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.

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.