When it comes to pegging, there will be some things you must know before you try it. More than what it is or how it’s done, there are three basic aspects there are key in the act of pegging your partner. You will need to familiarize with these beforehand in order to make things smoother and comfortable for everyone.
The first thing you need to be aware of is lubrication. Yes, I may have heard your sigh from here, wink*. I know you’ve heard about lubrication a million times before, but it’s stressed because it’s incredibly important when it comes to sex times; and even more if you are doing anal play! Using some good lubricant and more importantly, enough amount for the act itself, it’s key to enjoy the experience.
When you’re getting ready to rumble, apply a substantial amount of lubrication (don’t be shy) to your dildo, as if you were doing a hand job (a trick you’ll probably find makes the process easier wink*) and let him see what you’re doing; sometimes it helps the man ease their nerves. If you want to or are into, you can start some dirty talk at this point or mention at loud what you’re doing, wink*. When you feel the dildo is lubricated enough, apply some lube to your partner’s anus. Rub it around and help him a bit; insert in and out a lubricated finger in order to relax the area and get some lubricant inside the canal to help things along.
When you are ready, grab your attached dildo and gently guide the head in. The important thing here is for you to not force it in, just push it gently as his sphincter muscles start relaxing. Keep in mind forcefully entering doesn’t do any good, vaginally, anally or anything ending in “ally”, really wink*. Take your time and let him get used to the feeling and sensation. Remember the first few times will probably be the hardest because the body takes some time to accustom to the situation.
When the dildo is about halfway in and he feels comfortable enough, you can start thrusting. The best way to do this is to put your hands on his hips for support and gently push your hips till the dildo is in. Then, slide the dildo about halfway out and then back in. The idea will be to create a comfortable and enjoyable rhythm; communicate with each other and monitor your lover’s reaction. This will be necessary for you to know whether you need to go deeper, slower, faster, etc. Basically, it’s just like regular good ol’ vaginal sex.
If you are trying this with your regular partner, chances are soon you two will get the hang of what you enjoy and what the chemistry is like; you will learn to read the situation/person and will know what works the best. Maybe hard, fast, sliding all the way out? Or slow and deep? Maybe you can even spank him from time to time?
Most dildos are made in a way that will stimulate the prostate and p-spot, the equivalent of a woman’s g-spot. Sometimes they may even ejaculate just from prostate stimulation alone. But remember that no matter what, their penis is still there and generally it also enjoys some of your attention too, wink*.