My husband and I have been together for 16 years, and for 14 of those years we had vanilla sex.
The first time he asked me to peg him, I had no idea what to do, or how to feel. I am writing this with the hope that if this type of thing happens to you my advice and experience will help you feel a bit more confident.
The urban dictionary describes pegging as: “Anal sex reversed. Instead of the man sticking his penis up the woman’s butt, the woman wears a strap-on and sticks it up the man’s butt.” Needless to say, my article is directed towards heterosexual couples and/or play partners that want to spice things up in the bedroom.
So, your partner asked you to peg him.
First of all, if he’s never brought up anything BDSM-related in your relationship I know that you must be blindsided. There are a few things that you need to understand, first and foremost. No, this does not mean he’s gay. (Unless he is, in which case, yeah I’ve been there.) In most cases, if he wants you to strap it on and is not actively searching on Tinder for a hook up, he is 100% into your boobs, pussy and...plastic dick.
I know that you must be wondering why. And the simple answer is it just feels really fucking good. Remember that scene in Road Trip when Stifler gets his prostate massaged? It’s like that type of orgasm.
Personally, one of my fetishes is cumshots. I only found this out later in life, but I should have known when I would only care about the money shot every time I watched porn. When you peg your partner get prepared for the most epic cumshot ever. I like to see if I can make him cum on the wall or his face.
So he asked you to try it. If this interests you, hop on Amazon and purchase a strap-on. Have a discussion about size. Honestly, though, you’re the one in charge. Because you are the Domme in the situation, it’s crucial (at least in my opinion) that the dick you buy is bigger than his. Don’t let him worry about the size and if it might hurt. He asked for it. He will take it. (He will probably like this attitude; be prepared for spontaneous erections.) With this being said, never pick a dick size that is going to cause serious and/or long-term psychological or physical damage. After all, he has already consented to being pegged, but still use your power wisely and fairly.
So let’s talk about the real issue here: his butthole. If he wants you to do him in the ass, he needs to clean himself thoroughly, every single time.
Have him use an enema bulb with warm water. Don't stand by the bathroom door, just don’t. Go have a glass of wine or something. Let him do his thing. Then have him shower and clean himself. My husband uses a but plug for at least twenty minutes or so before. This will help both of you.
Condoms. Use them. It just helps with clean up. I’ve never had an issue, but I like knowing that there is a barrier with my toy. After I take the condom off, I clean the strap-on with toy cleaner.
Lube. Use lots of it. In fact, use a lube shooter. That helps lubricate everything. Use lube on your fake dick and more on everything else. You get the idea.
I have found that using a little vibe on my pussy helps me enjoy it more. My suggestion is to first start out doing him from behind. The eye contact thing can be a little weird, especially if this is your first time. If you are cool with looking at him, on his back is fine. This position gives you ample opportunity to stroke his dick and see how much he is enjoying himself.
The first couple of times I did this it just felt foreign to me. However, after I got used to it, I began to find it exhilarating.
If your man is asking you to try it, humor him (as long as pegging is not a hard limit for you and won’t trigger you). The fact that he trusts you enough to ask to be pegged is huge. It’s a sign that your relationship is really in a good place.
Experimenting will keep you both happy.