Got any tips for pegging my boyfriend?

Attractive woman in medical coat and glasses ready to answer sex related questions

Q: Help! My boyfriend and I recently had some great conversations about pegging and are keen to try. There seems to be quite a lot of information on the male side of things, but what should I expect? I’ve never ‘fucked’ anyone before, and am not sure I’m going to be any good at it… Got any tips?

What a great question! Thank you – I love it!

And you’re right; there’s a fair bit of info on what men can expect from pegging, and very little about the practicalities of it for the female partners doing the giving. I’m sure you’re not the only person wondering. But first off, let’s give a quick reminder of what we mean when we use the term. ‘Pegging’ refers specifically to a heterosexual combination with the female taking the role as ‘penetrator’ by performing anal sex on her male partner, generally using a strap-on. Woo-hoo!

So as ‘the giver’, what can you expect? Well for starters, you’ll use muscle groups in ways you’ve likely not done before, so be prepared to change things up in order to find the most mutually beneficial positions that you’re able to maintain. These options will grow with your experiences, but as you’re both starting out, your receiver needs plenty of room to move, and you’ll probably want to see what you’re doing. If your main strength is lower body, standing positions can be great; whereas people with weaker legs and a stronger core, often find giving dick doggy-style is very effective. If you’re more of an upper body person, then your good ole missionary position is a winner for a starting point. 

All that said, there is absolutely no reason why you can’t sit back with a toy and fuck that arse…

And welcome to Performance Anxiety… It’s certainly not unusual to wonder about how you’re going to perform, particularly when doing something new. Sex is generally best when coming from an authentic, trusting place, without the need for too much thought; you’ll achieve this with some time and practice. No one has the best sex ever on their first try, and in a really basic, heteronormative sense, you’re kinda losing your virginity again – of course you have nerves! You’ll fuck and you’ll be great at it, cos you want to; cos you dig your partner, and you’ve talked and are on the same page. Keep doing your thing, and BUY A DICK YOU BOTH LOVE! Own it. 

Likes & Comments


Comments (36)

  • sydneyguy2565
    Not sure about pegging but i want my partner to give me a prostrate massage and she asks are you gay or something may be you would like a cock up there ..................shes even said "I'd like to see that"
    >4w
    Reply
  • Bellishot
    I love giving it to my man he is such a horny bitch when his tied up n I can give him a hell of a pounding its so much fun
    >4w
    Reply
  • Wannaplay2195
    Yes we try a few times and we both get off on it
    >4w
    Reply
  • Peggingboi075
    It's great with someone good, it's mind-blowing orgasm one after another with a great partner.
    >4w
    Reply
  • Dirtyminds121
    1st time I did pegging was slow and it hurt but I was open to new things... Now I play with myself dildos...
    >4w
    Reply
  • funseeker271
    I really like this topic. I love to be part of that if it happens..thanks
    >4w
    Reply
  • BentAndContent
    My mrs started me off with prostrate massage at first... then last week had my first proper pegging. Wow... never felt so vunerable.. utterly in her control...fantastic feeling for a guy who is mascl and slightly dom. And the orgasm nearly made me pass out. Now shes talking about a strap on gangbang with a few other women.... If I have to.. I said.
    >4w
    Reply
  • Mindfood2
    What an interesting topic..very open
    Sort of thing that i can't talk about it
    But I would be interested to try..if there is a strong attraction with the guy
    Regards to everyone..
    Enjoy!
    >4w
    Reply
  • MaxxFun4U
    The guy would have to be a little bi to do it, if he isn't he soon will be and wondering what a real one would be like ;)
    >4w
    Reply
  • pjs500
  • gregpinton
    Pegging is not for everyone, especially some women who do not like a guy to perform anal sex on them may not like the idea of using a strapon to peg her partner either, but there are other women who are willing to try it.
    My ex didn't like anal done on her, she detested it, but she knew i was into anal play myself, but she would never participate with me, i always had to use my anal toys on myself even tho she was there on the bed watching, but eventually i slowly got her to use the toys on me herself, and taught her how to manipulate the toys so that i get the best possible enjoyment from them, sometimes i had dry orgasms, sometimes i actually managed to Cum as well, other times if she hit my bladder i would urinate all over the bed, or all over her, depending on the position.
    I then thought that if she would actually use the toys on me anally, she might also like to use a strapon to peg me with, so i started looking around for a good quality Strapon for her to wear, and when i did get one, she didn't want to use it on my, and nothing i could say or do would change her mind.
    It must be a mutual thing between both partners, and start off using a few different anal toys, then progress up to a strapon, but make sure you get one that is comfortable for her to wear, and fits very snugly to her body, and be sure to buy the right dildo to fit in the strapon harness.
    Cheers and good luck
    >4w
    Reply
  • Tallandfun8
    Definitely something I would like to explore. Shame it's hard to find a willing partner.
    >4w
    Reply
  • Farmer30s
    I really enjoy it, it feels great and the girl can feel controlling and very powerful.
    Another great way to mix up the sex
    >4w
    Reply
  • cowgaluvoldrmen
    Love it
    The total feel of giving it to a man what a hot thought !
    The be in control sure is what I’d love to give a go
    >4w
    Reply
  • garlee
    Ladies, any one interested in pegging my ass please message me. Of course reciprocal fun is guaranteed
    >4w
    Reply
  • Zamboon
    I don’t think I’ve been pegged - there was a vibrator a few years ago that opened me up but the memories a bit vague - however a tongue gliding over my dark star and a well lubed finger at the entrance and I’m anybody’s.... and if you’re sucking my cock at the same time then look out ..I’ll blow your head off.... ;)
    >4w
    Reply
  • 3220couple
    Hubby has the hugest orgasms when being pegged!! OMG sometimes I think I've killed him!
    >4w
    • PolyEros
      I'm a trained Remedial Massage Therapist (RMT). In my practice I do prostate massage for men with prostate (Prostatitis) problems and also good prostate health. I have found the men can have the best orgasms with out cumming threw prostate orgasms. Some of the benefits if its done regularly men can have bigger, stronger and harder erections even when not having a prostate massage. I recommend to my clients in my practice to have a prostate massage or prostate stimulation at least once or twice a week and cum every day or two. Warning: Do not have a prostate massage if you have prostate cancer as can make it spread threw the body. - Mick
      >4w
    • Mister8918
      That’s awesome and really funny
      >4w
    Reply
  • Lexecutie
    Clone-a-cock, is a kit for making a copy of your own/partners cock.
    I imagine that you'd both be comfortable with the idea of that, right...lol, then if he doesn't like it then he can go fuck himself ;)
    >4w
    Reply
Copyright © 2025 Adult Match Maker It is illegal to use any or all of this article without the expressed, written permission from Adult Match Maker and the author. If you wish to use it you must publish the article in its entirety and include the original author, plus links, so that it is clear where the content originated. Failure to do so will result in legal action being taken.
The content posted on this blog is intended for informational purposes only and the opinions or views within each article are not intended to replace professional advice. If you require professional relationship or sexual health advice you should consult with an appropriately trained and qualified specialist.