I was three pints of Diet Coke into a raucous game of “I Have Never” when somebody – I forget who – said that he had never given, or been the recipient of, anal sex.

A few people drank, including the pretty French teacher who was leaving the following day, the Asian doctor who had treated my head injury less than 24 hours prior, and the Liverpudlian girl who was better at rugby than the 200+ other people in the centre. After a few seconds, I drank too.

I always drink – for this isn’t the first time it’s come up during such a game – for anal sex, but in truth, I’m not entirely sure if my experience counts. I certainly had my penis inside an anus, and it was certainly enjoyed by both parties involved, but (aside from what might be termed the ‘technical’ side of things) I don’t think it really counts as anal sex – mainly because of its duration: four seconds.

It’s not even as if I’m at all squicked out by anuses (anii? No, I had to look it up – anuses) at all. I’ve given analingus (and would again). I’ve penetrated anuses with my finger (my second girlfriend liked to have one finger in each hole while I licked her clit, so I became pretty adept pretty quickly). I’m not shy, or ashamed, to touch. I’m aware it’s sensitive and I’m aware some people like it.

Having said all that, my arse is a no-go area. I’ve even had offers, but I’ve said no. I’ve had enough gastric problems throughout my life to know that I don’t trust my intestines very much, and I know from experience that, even if I use the toilet, clean, wash and then get bizzy with it, my rear end isn’t a very pleasant place to be around. I’m not really expecting to be on the receiving end of anal sex anyway, but yeah. I’m the giver, in this case.

Right, yeah. My experience.

My four seconds of anal came after forty or so minutes of incredibly vigorous vaginal sex, so there was plenty of preparation there. She had, incidentally, had somewhere between three and five orgasms (I’d stopped counting after two) and had been fingering herself in both holes while running a bath in order to clean up. I hadn’t had an orgasm, myself (I had earlier in the day, of course), and right then, I was still hard.

“Can I help?” I asked unsteadily, as I walked into the bathroom having regained the use of my legs.
“Certainly,” she quipped, bending over with her hands on the edge of the bath. “Go on.”
“Really?”
“I’m waiting.”
And I shuffled forwards, angled myself into what I thought was the correct position (having only seen this in porn, and never really given it more than a passing thought), and carefully slid my shaft into her anus, keeping a hand on each hip to hold myself in place.

[Disclaimer: Don’t actually do this. Anal sex takes a large amount of preparation, careful planning, toilet time beforehand and lots of lube. Louise was incredibly wet in all areas and more than ready at the time, and we were two horny teenagers, but it’s more than worth putting a warning here.]

My memories of being inside – brief as the actual experience was – amount to the fact that it was:

(i) tighter than usual (I could feel everything)
(ii) warmer than usual
(iii) completely baffling for me
(iv) clearly very pleasurable for her, as she let out a low, deep moan very unlike her usual high-pitched shrieks of joy during sex

Ed Miliband using the classic phrase to dramatic effect.
Uh.

I didn’t actually say anything, or do anything else. I was very stiff from all the sex and didn’t really trust myself to thrust. If memory serves, all I really said was “uh,” which was pretty much everything, as I pulled out immediately after I went in, and nothing happened afterwards. Louise gave me a giggle, and a kiss, and then went to get some towels.

With nothing else to do, I got into the bath.

So, no, I can’t pretend to be an expert and I’m not entirely sure if what we did counts. My memories, like the summer heat and the air around at the time, are hazy. But if we’re playing I Have Never, and anal sex comes up, then I’ll take a drink. Nobody really asks any further questions, but if they do… well…

…that’s what my blog is for.