Guide to Pegging for Beginners
Let’s try something exciting for Anal August. Coined pegging by Dan Savage, it involves a woman performing anal sex on a man wearing a strap-on dildo. If you’ve never stimulated the prostate its a must try for adventurous partners! Think about the prostate as an untapped resource for even more pleasure. And it’s not just about male pleasure, women too can get off on the fun. Of course, a vibrating strap on helps with the orgasm part but theres more.
Women who do pegging get off on the 
control and domination of the man and I don’t mean strictly in an S&M sense. The control and role reversal is powerful, transforamtive and very intimate. Not only are you the one in control but you’re exploring a realm which, for many straight man, is taboo. This is en experience that has the potential to deepen a relationship, breaking down walls of inhibition for all emcompassing bliss. Just imagine a man underneth you gasping and moaning in pleasure or maybe your ploughing into him from behind. Being in charge of another’s orgasm is an exhilerating experience. But before you go ramming your man, you may need to read a guide.
Pegging for Beginners 101
First things first, let’s talk dildo size. Depending on what your man has experienced before and is comfortable with, you’ll need to select an appropriate sized dildo. If he has tried pegging with exs or experienmented with anal toy in the pasts, he may be able to handle something bigger than a newbie. So newbies will benefit from soft small silicone dildos. Why not heighten the excitement by shopping for the perfect dildo together? Let him choose what arouses him and let the anticipation begin!
The truth is many men find the first time painful. This is why it’s super important to have some ass foreplay before jumping right into it. Give his ass a little massaging, licking and fingering. Play with the outside softly to get him comfortable and really horny. Make sure to buy some water based lubricant too. I can’t stress this enough, but lubricant is cructial for penetration and getting his ass ready. Don’t skimp out on the lubricant either, trust me, it will all go to good use.
Once he’s revving to go, try insertion from doggy style position. Entering him while he is on all fours is the easiest first time position to try. Afterwards you can shake it up by changing the position. Just try the tip first and slowly, like extremly slowly. What’s key here (besides going slowly) is communication. Once you enter him ask him how it feels, listen and adjust. If he’s in pain, remove, re-lubricate and try it again. For the ladies: it may feel uncomfortable or you may not know how to move. Don’t worry, move your hips in an 8 or O motion until you find a manner which works for both of you.
Let’s say everything is going well, in fact amazing and you guys are seriously getting passionate, throw in some cock play too. I encourage the woman to reach around and gently stroke his cock. Now you’ve got such control, you can give him an explosion of pleasure. Don’t take my word for it, get a male’s perspective on pegging from Alternet.
My favorite new TV show Broad City covers pegging in one of my favorite episodes. Check this show out! Or maybe you want a full visual tutorial? The classic Bendover Boyfriend is the original guide to pegging.
