What Is Pegging?
Pegging is a word coined by sex advice columnist Dan Savage some twenty years ago to describe a sexual act that did not already have a specific terminology. Essentially, it refers to a man getting fucked up the ass by a woman with a strap-on dildo.
Pegging used to refer to the common but then unnamed practice of a straight, cis-gendered woman anally penetrating a straight, cis guy. But today you’ll hear it used for lesbians, trans lovers, gay men, and any other combination of gender or orientation. The common denominator today would be that there is anal penetration by someone wearing a strap-on.
Most modern heterosexual men by now are cognizant of the fact that their butthole feels good when touched, stroked, or even penetrated, and that if the owner of said male butthole is straight, the act that brings pleasure to him is “straight” and does not make him gay. Even better, most guys today could care less about being labelled or whether a certain act or orientation is gay.
But for those of you who still haven’t discovered the pleasures of pegging, or who fear these feelings make them a different kind of man, here you go: straight men have sensitive assholes that experience a broad range of pleasures.
All people have feel-good nerves around their ass, and men have even more, because inside they have the prostrate, a small organ that responds pleasurably to pressure, stroking, touch, and penetration.
Read: 8 Tips for a Man’s First Anal Sex Experience
Why Pegging?
Not everyone with an anus wants anything in it, or they may enjoy the act infrequently, or with trusted partners. The anus is very sensitive and also very personal, so you may prefer to have a lasting trust with a specific partner before engaging in anal play or anal penetration.
You may not play this way at all.
Or you may prefer to play with hookups because it is more anonymous and less inhibited sometimes to explore a range of sexual adventures.
Whatever the case may be, pegging can be a profoundly exciting and fulfilling sexual experience for a guy.
This could be because it is taboo, because it is a novelty, because it feels dirty, because your ass feels great, or because penetration allows you to bend traditional gender roles. You may also enjoy pegging because penetration feels different, because prostrate stimulation is enjoyable, because you are submissive, or because your lover is turned on by it.
Read: 5 Times When a Strap-On Is the Answer
Pegging Feels Good for Women Too
Pegging takes two by definition—a woman with a strap-on, and a partner with a willing ass.
Many women love the power play involved in taking the upper hand and fucking YOU. Other women simply enjoy giving you pleasure in a variety of different ways.
Some of us enjoy experiencing a simulation of what it’s like to have a cock, by wearing one. Some are dominant and perceive it as a humiliation thing to a kinky submissive guy.
There are women who just like to switch it up and want to experiment with different ways of having sex. Others appreciate the taboo of it or the mystery and secrecy around anal sex. And many gals are obsessed with men’s asses.
Read: 4 Tips for Meeting a Woman with a Strapon
Pegging Tips for Beginners
Pegging can be raw and animalistic, and it can be tender and sensual.
Whether you are kinky, and how you are kinky, or not, will be essential aspects of your pegging life. But if you’re just starting out, you’ll want to take the experience slow and safe initially so you know what to expect, learn how to relax, and figure out what feels good for both of you.
Take a thorough shower before you begin so that you don’t worry about hygiene.
Start with general anal stimulation. You can touch yourself or she will use her fingers to warm up your asshole.
Read: Anal Play Tips for a First Hookups
She can penetrate you slowly with a finger or a small butt plug, using lube.
Practice breathing deeply and don’t clench your ass shut. Remember to relax and keep opening up to her penetration.
Start with her using a small dildo in her strap-on, and save the big dildos for later. Your ass is a muscle and when it’s used to the sensations, you’ll want something larger.
Have her enter and thrust slowly and build up to a faster pace as well.
Do not take on more than you are able. Better to practice more often than to force more. Your ass is elastic, but instinct tightens it. Practice makes perfect, and tons of lube.
How to Enhance Your Pegging Experience
Practice and trusted lovers will get you there, but you can both enhance the pegging experience with a few key tips.
First off—lube, lube, lube, and more lube. Don’t skimp on the lube.
Use a mirror to excite both of you. The more aroused you both are, the easier it will be for her to slide her cock right into your ass, to the hilt.
Talk about everything in advance. The more you communicate with each other, the more comfortable you will feel.
You on your stomach or on all fours is the best position to work from. Doggy style is better than flat on your stomach because you will want to touch your cock or have her reach to stroke it. It will make her cock enter more easily, and allow you to open up to her, if you are jerking off as she fucks you.
Looking for your own pegging partner?
Where to Meet Women for Pegging Hookups
Do you already have experience with pegging? What tips can you share?
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