Looking for First-Hand Experiences of First-Time Pegging

Hey y'all 

I have two questions for the peggers out there: 

1) As the giver, what should you know / expect before / during / after first-time pegging?

2) As the receiver, what you should know / expect before / during / after first-time pegging? 

Any and all input is really helpful ^_^ 

Thank you!

Good morning Jess

Ok so from the giver point me 🙋🏻‍♀️

1st off you need to be really comfortable with your partner. Not afraid of talking and finding out what they want from this and really listen to them. Find somthing your comfortable wearing for this https://www.lovehoney.co.uk/product.cfm?p=37885 (for me best we have found is the lovehoney briefs ). We found starting small helps also something smooth without harsh ridges our fav is this https://www.lovehoney.co.uk/product.cfm?p=30709.
Plenty of lube we like to use a water base lube as this works good for us.
Lots of foreplay to begin with. I normally give him a bj while playing with his balls and gliding my finger over his bum hole (giggles this word still gets me like a goof)
Pick a comfy position ( we like doggy for this) and start slow like real slow. Let them help take control but pushing back onto you till they are comfortable with it inside them. Then start slowly thrusting.

Main think is not to rush into this as it's easily to hurt someone by being too rough and could put them off from trying it again.


2nd from the receiver (hubby)
His pretty much the same as me definitely start small and slow. Lots of lube. For him he has to be really relaxed and really horny for him to want this. He loves the feeling but needs some attention on his man good so I use a hand or he with use a sleeve while I'm pegging him. He cums so much harder being pegged and says it feels so much more intense.


Hope this helps x

From a receivers perspective I would say that the position really influences the emotional impact of pegging.

I had played solo with dildos and as part of our lovemaking, butt plugs, prostate massagers and glass anal dildo have been used, so I was used to being stimulated anally. Adding a strap on made us both nervous but I was keen to try and she was open to it.

When we first tried it, it was doggy. Doggy seemed the most comfortable for us both (being mid 40s, we aren't as flexible as we used to be), and this way I could vary the depth and pace of the action. There were a few times I got her to slow down, but the sensation of her hips hitting my butt as she thrust was part of the arousal.

We also managed it with me on my back, legs high and her in between, sort of missionary I guess, this added a totally different element to the session, going from primal "fking" of doggy to lovemaking, we could look into each other's eyes and kiss (plus I got to see her in her LH peekaboo lingerie), I distinctly remember the feeling of absolute love in that moment. I commented afterwards I had never felt closer to her than at that time.

We talked about it afterwards and agreed, much like PIV sex, there are positions to suit the mood, sometimes a hard n fast fck is called on and doggy or similar hits the spot perfectly, other times a more intimate connection is needed so positions that allow for that are best.

I hope that helps with your question,

cheers Sen

Hi ragnar

I would say the medium would be a perfect fit for both you and your oh. I did buy these in the xxl as I'm a size 18 with a big bum lol. They state size 20 to 22. And they fit nice. Not tight or loose. Good thing with brief they stretch to fit your body shape. So even if I got the 16 to 18 I'm pretty sure they would fit nice too without being too tight.

I'm sure they would fit you as I think a 14 is 34. But having said that lovehoney do have an amazing return policy if they don't fit right.

Hubby hasn't tried these on but then he is only a 32 waist so not sure they would fit him. But can't see that you would have any trouble wearing these with a strap on instead of your cock. There is also a little pocket to put a bullet vibrator inside the undies that is an added bonus.

You won't be disappointed buying these.

Hope this helps tazzy x

The responses so far have been absolutely excellent and I'm not sure how much I could add except to basically agree and add emphasis to some of the points already made.

I think the best advice I can give, as with anything, is that you should expect the first time to be strange and to not take it too seriously. You're not going to have a hard 'femdom' experience that you see in porn the first time because you have to learn each other and get used to the new sensations and connection you'll have with your partner. Remember this is real life and your expectations have to be realistic. Relax, have fun, and don't take this often wonderfully strange experience too seriously! As with all sex, there is no perfect experience and any pressure you put on yourself will ultimately mean you and your partner will have a less pleasurable experience.

As a giver who has had multiple partners, I must emphasise how important it is for both partners to practice beforehand both separately and together. Watch the receiving partner perform anal play on themselves and facilitate with toys before you leap into strap on play. You might have done pegging a million times, read a thousand people's experiences online, or watched hundreds of videos but I can guarantee it will be a different with every partner. You have to be receptive to their individual wants and needs. Remember that unlike someone who has a penis naturally, you won't have any feeling in your dildo so you HAVE to be vocal and listen to what the receiver is saying. They need to be in control of this situation. I know this sounds obvious, but in the moment you have to keep checking yourself, particularly if you use a vibrator on yourself as the receiver along with your strap on.

Also, as a giver, be physically prepared for this kind of exercise (and I really mean exercise!). You will be using muscles that aren't normally covered in a work out so you might get a little sore the first couple of times and you might have to work on building up your stamina. Some people like the shorts and some people prefer the traditional strap on harness. I suggest you try both and wear them for a while long before you try any play. It can feel heavy and awkward having a strap on so getting used to how it feels is very important before you take the plunge with a partner you can potentially hurt.

One position that I feel like I have to highlight for first timers that hasn't been mentioned is spooning. I recommend it for anal sex generally because it encourages the receiver to relax their sphincter, you can easily hear their commands/moans/noises, it almost forces the giver to be gentle, and let's be honest it's unbelievably intimate. Appart from that as Tazzy, Alicia, and Senator have all said, use lots of lube, practice good hygiene, try lots of positions, make sure you stimulate your partner's genitals to relax and heighten pleasure, and be exceptionally communicative in order to maximise what is undoubtedly one of the most intimate and sensual sexual experiences you can have.x

This is all really insightful and helpful - thanks for sharing your tips and experiences, everyone! I really appreciate it :) 

I don’t know if it’s too late to add my two cents but as a couple who enjoy quite an exciting and adventurous sex life we have come up with the following:

Giver Role:
What to expect? …. to start with this depends on how the other person enjoys anal sex and how much of a beginner they are, if this is someone who enjoys anal quite regular then expect quite an excited and fun experience, but if this is a beginner who hasn’t done much then expect a few nerves and probably a little bit of hesitation. best way to do this is take everything slow and start with a little anal foreplay, maybe use a finger or small toy and build yourself up but make sure your partner takes control for the first few thrusts, let them take you in rather than you taking full control and going thigh deep. Ask a few questions at the start like "Do you want this slower? faster? harder?" etc as you can determine the right rhythm. Also expect a lot of positions to take place before you get the right one, and with anal just always expect the unexpected, even after a full douche and a long shower, things can get a little messy so be prepared for bodily fluids and don’t be too grossed out or childish about the situation as were all humans and we fart, poop and make odd noises out of our holes at times.
after a pegging session expect a bit of a clean-up before a cuddle as your partner may want to go and rinse and wash themselves of any lube just to feel a bit more comfortable. ask them how things felt and how they enjoyed it and hopefully if you do it again you can have a bit more of an idea of exactly how to perform or maybe you have mastered it first time.

Receiver Role:
what to expect? ..... as the receiver expect to feel quite dominated, having the roles reversed can be exciting and a little daunting so try and relax and remember that you still have full control over the situation. try and take some time to have a clean-up and maybe use a good quality douche to make everything a lot more comfortable and easy. use plenty of lube and pre-stretch with a little toy or two as being pegged feels very different, in a good way of course.
Make sure before you begin that you speak to your partner about any issues you may have and how you want to be taken, if you want things to be slow then say so and if you’re really into pegging then tell them you like it a little faster and harder. if at any point you feel any pain or anything other than a slight stretch then stop and try and get either a safe word or just be straight up about it, don’t just do something for your partner when you could be in danger or get hurt. Pegging is supposed to be fun and sensual so remember to kiss and touch and if you don’t feel comfortable in a position then try different ones such as lying flat on your stomach, doggystyle or going on top.
After you finish, you may want to go to the toilet and clean-up any excess lubricant and any other bodily fluids. the orgasm is quite intense and once it starts your unlikely to be able to stop! so have fun and if you do feel a bit uncomfortable then pleasure yourself during the session as this feels incredible.

I don’t think anything really can prepare you for Pegging, it truly is a love it or hate it experience but it’s something that every couple should try at least once. having the roles reversed is exciting and different and feeling the power or someone thrusting into is incredible, it pushes you to the absolute peak of sexual satisfaction which can’t be beat

We are going to try it for the first time in the next few days (awaiting a delivery from LH).
I’m going to be receiving from my wife - very excited about trying it.