Six men open up about what it's like to be pegged by women and why they loved it

by 24britishtvJuly 28, 2022, 10 p.m. 19

Pegging describes the act of penetrating someone anally using a strap-on.

There are a lot of misconceptions around pegging – with men who have always wanted to try it often too scared to do so because they are worried their sexuality will be questioned.

But liking anal play doesn’t ‘mean’ anything bigger about your sexuality. Let’s just get that out of the way. It’s just something that you like – or that you’d like to experiment with.

We all have our own fantasies and desires, and as long as it’s legal, consensual, and safe, what people get up to in the bedroom is totally up to them.

You might be a bit curious about pegging, whether you’ve heard about it in conversation or seen it in popular culture (Broad City did a lot for the pegging chat), and wondering what the fuss is about.

So, to talk us through it, we spoke to six men who have each been pegged by female partners, to find out what pegging is like, what they liked about it, why they decided to do it and whether they’d do it again.

Here’s what they said.

‘It was larger than anything I had used to penetrate myself’

‘I tried pegging as sort of a natural progression. I had experimented with self penetration when masturbating, and realized I liked it.

‘My first experience being pegged was with my now ex-wife. We had a very open sexual relationship when it came to trying new things, and she had voiced interest in pegging me, so we agreed together to try it.

‘As far as how it felt, there are a few things I remember. So, we didn’t have the proper equipment (like a strap-on) so we kind of had to improvise. I laugh now, but all we had that wasn’t going to be too extreme for me was one of those KY His and Hers lube bottles. They’re very phallic.

‘Even then, it was larger than anything I had used to penetrate myself. So, there was that initial discomfort, but it was mostly a very pleasurable experience.

‘Mentally, I think I had had some minor conflict, but mostly it was still me discovering a lot about my sexuality, which can oftentimes be stressful.

‘So, to finish, yes I mark it as a positive experience, and assuming I had a partner I trusted, it would still be an option for me.’

‘I learned about pegging through porn – it mentally clicked with me’

‘I first learned about pegging through porn and it just seemed to mentally click with me. As a bisexual male, that may play a part of it but it just seemed like something I would definitely like.

‘I first tried it with my then girlfriend. It was me that suggested it, but she was not reluctant in going along with it.

‘Mentally, it definitely clicks. It puts me in this wonderful head space. I love the intimacy of it and the feeling of submission also. It’s not rough of violent for me, and it’s not a punishment kind if setting.

‘Physically, if it’s done right, it’s awesome. It can be a little awkward with getting the right gear, prep, partner positioning etc. But ultimately it’s worth it the majority of the time.

‘The first time was a little awkward, but fun. My girlfriend was plus size so configuring can be difficult, especially with a smaller toy. It was enough fun that I wanted to try again, and have done so.

‘It’s not a regular occurrence because it’s hard to do spontaneously but it’s repeated sometimes. It’s very positive mentally, so even if the physical aspect doesn’t hit the mark, it will still be very enjoyable.

‘Even the simple visual of a woman wearing a strap-on is enough to give me a thrill.’

‘I’m bi so sometimes I miss being with guys (I know, I’m greedy) and one time it just felt like too much and I was holding it in for months being too scared to talk to my partner about it.

‘Eventually I did and after a few days of talking about it she suggested getting a strap-on.

‘It took a bit before we used it because I got the feeling she felt uncomfortable with it but one night she came in with it on.

‘We gave it a go and I think we both really enjoyed it in the end. It’s been a semi-regular event ever since and it made me love this woman more than I ever thought I could.

‘It’s the best experience sexually that I’ve had, it gets rid of the cravings to be with a guy and it’s a great bonding activity, would 100% do it again.’

‘It was very sore at first’

‘I tried it because I came across porn videos of pegging and it turned me on.

‘It was with an ex-girlfriend and I suppose she initiated the discussion initially at least but we both wanted to.

‘[It was] sore at first! Very sore! To the point I was like “take it out”… but then I relaxed and it felt more natural, and eventually a big turn on when the strap on hits certain spots.

‘Mentally at the time it was good. It just felt a natural thing to be sort of dominated by her.

‘I’ve done it a few times since that first time and definitely will again. I think the biggest appeal is a sense of role-reversal, that normally as a guy it’s me giving it, so for the girl to give it and for me to take it is a turn on.’

‘I had a discussion with my girlfriend at uni in which she said she had a fantasy of penetrating me with a strap-on. I knew from solo experimentation that I enjoyed being touched and penetrated, so I agreed.

‘Some time later, we ordered a strap-on and some plugs, and began to play and explore.

‘It feels great. The key is trust and relaxation, and not being over-ambitious too quickly in terms of size or speed or force.

‘Mentally, it was an interesting dynamic shift, but the same is true of different positions and moods with any partner. To me, there was nothing emasculating about it, and my partner enjoyed it too.

‘I absolutely would do it again, although I think it can be a difficult discussion to have sometimes.

‘As I’ve got older and more comfortable with my body and what I enjoy sexually – and have slept with people of different genders and in different roles – I’ve valued even more the experiences I had with pegging and with the safe, loving environment that was all about my pleasure and her fantasy.’

‘It was a suggestion from a friend before I met my current partner. Being relatively open even I was a tad worried with it but thought why not!

‘It was basically a person I had no intention of being in a relationship with but enjoying experimental stuff with. A friend, with many many benefits.

‘Physically it hindered on painful to pleasurable. It definitely heightened the orgasm, without a doubt.

‘Mentally it was strange at first but then I’d done fairly similar things. It was more physical than mental for me, but things were heightened in both aspects.

‘I wouldn’t make it part of my routine but I’d have no qualms doing it again. I can’t foresee too many issues if it’s with right person and you have communication.’

This article contains affiliate links. We will earn a small commission on purchases made through one of these links but this never influences our experts’ opinions. Products are tested and reviewed independently of commercial initiatives.

MORE : Pegging the question: Why strap-ons are a brilliant way of experiencing sex

MORE : ‘We turned to How to Build A Sex Room to improve our sex life – and now there’s a queue down the hall for golden showers’

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