Pegging your man for the first time? Shared advices

[mistressandpussyboy]

Hello all! We just published this article on our blog, and we'd actually be happy to have some thoughts from more experienced people: what do you think of what we have to say? What did we miss? Also: if it can help first-timers

Pegging has been a taboo for quite a long time, mainly practiced in secret, and to the eyes of the public, by sexual freaks only. As you can see on the graph below, it got more popular in the last 15 years. Probably thanks to internet, mostly Pornhub, this amazing way of having sex has been democratised. Is pegging really only for freaks? Can a non-submissive man enjoy pegging? Can a non-dominant woman enjoy pegging? Find out our experience with pegging by reading more below.


The first time Mistress came to play with my tiny hole, she was giving me a very innocent blowjob. As pleasure rose, I started spreading my legs, very naturally. She started down my shaft with her fingers. She reached my balls, kept going down. As I felt this, my lags naturally spread more. Her fingers reached my hole and we both shivered. Just feeling her fingers there brought me very close to coming. When she first, gently entered the tip of her index fingers, I came instantly.

Why Men and Women Both Love Pegging
In the following weeks, Mistress made a lot of research. Why men enjoy anal? Why women enjoy pegging their man? What are the biology and psychology behind it? What she found out, we both loved! Of course, we knew about the prostate being a sensitive, erogenous zone for men. What we hadn't suspected is that many women claim that pegging doesn't mean domination. We saw it as a form of establishing power, but we came to realise it's not. The second thing we didn't suspect: lot of the pleasure the woman has to do it is about seeing and hearing her man.


Sure Mistress was always turned on by my moans and shouts during "vanilla" sex, but what we experience with pegging is from another world. During this same session, Mistress even had an orgasm. The psychological arousal, helped by some clit rubbing as she was thrusting hard behind me was enough to make her come.

Prepare Well for a Pegging Session
Ladies, how should you prepare your man for the first time you're going to take him? I think the key stands in two single words: relaxation and lube. The first is mostly important for him: he has to be relaxed, to feel good, and somehow to give himself up to you. Let him start with an enema. Give him all the privacy and time he needs for it. This step is nothing to share or to rush into. When done properly, it can’t be painful or harmful. What he will notice is that it can take more time that you’d both imagine. Also, whatever comes out better stay his business, for his comfort, and your business.

While he’s at it, get ready. You might want to cover the bed with a big towel or something: it can be hard to get rid of all the water of the enema, especially on the first time. Put on sexy lingerie, or whatever clothes will arouse him a lot. Light up candles, prepare massaging oil and lube. I think the full body massage is a*great way to get going. It will relax him, help him not think about much, while keep him horny as you will rub your body against him. Slide some gentle words to his ears, make sure you focus all his senses to turn him on and focus on you.

Once you feel like he's relaxed enough, keep massaging, but in very strategic spots: inner thighs, lower back, butt cheeks. Open them gently, massage his skin there. Massage his pelvic floor, approach the hole. Make sure you make him nice and hard, nice and horny, but avoid touching his balls or dick: you don't want him to lose his focus on what really matters this time. Feel his body, stay aware for a hip bending, mattress humping or leg spreading. As soon as you see it, start lubricating him.*USE A LOT OF LUBE. It will avoid both a bad experience, pain and harm. You can never lube him too much!

Gently Going In
Think of his hole as a vagina: you enjoy to be touched around until you're nice and wet, also have some gentle fingering before getting more action.* Generously pour lube on his hole and one your fingers and start rubbing his anus. Gently push with the tip of your finger, without fully going in, and rub around again. Always stay aware of the level of relaxing and of any single sound your man can produce. Don't stop communicating. The best way to know he's ready is to have him tell you. When he is: push a finger in, gently but completely. Study his reactions. You can go in and out for a little while, if he starts moaning and enjoying, go with two and play with him a little bit.


When you feel his hole opening, his body being completely relaxed and you see (and hear!) he's enjoying it, put on your strapon, lube it up, again and again, and start the real fun.You might want to play with him before actually pegging him: make him jerk you off, or give you a blow job. This is all part of the game. Have him try, have him enjoy it, enjoy it yourself too. I'd recommend doggystyle for the first try, it helps opening up the anus naturally, and it will give you that little bit of control and strength that also makes it so good. Start gentle, but you*will see: very quickly, his moaning will encourage you to go faster, harder. If he doesn't explicitly ask you.

Check our full blog in the signature for more! and thank you

[SissyJess121]

This is good advice, thanks!