Remember that scene in Deadpool (2016) where Wade gets pegged by Vanessa during their wild holiday sex montage—and on Women’s Day, no less?
Yeah, that wasn’t just a punchline. That was Pegging making its big-screen debut in all its cheeky, subversive glory.

And while Deadpool may be a regenerating antihero with a thing for chimichangas, that scene opened the door for a lot of curious viewers to ask: “Wait… do people actually do that?”

Short answer: Hell yes. And they love it.

So whether you’re just pegging-curious or already shopping for harnesses, welcome to your no-fluff, all-filth guide to pegging—what it is, how it works, and why it just might be your next favorite way to spice things up.

Let’s dive deep—pun intended.

What is Pegging, Anyway?

Pegging is a sexual act where a person (often a woman) uses a strap-on dildo to penetrate their partner’s anus—usually a man, though gender combos vary. The term was popularized by sex columnist Dan Savage after a 2001 reader poll asked for a name for the act formerly known as “female-on-male anal sex” that didn’t sound so clinical or porn-industry-coded. They picked pegging, and the name stuck.

Think of it as:

• Reversing the traditional penetrative roles.

• Exploring prostate stimulation.

• Tapping into power dynamics, subversion, and shared pleasure.

Why Pegging Feels So Damn Good (For the Receiver)

Let’s talk prostate.

About two inches inside the anus lies the prostate—a walnut-sized gland packed with nerve endings that, when stimulated, can trigger mind-blowing orgasms. We’re talking whole-body, sheets-gripping, toes-curling type of pleasure. 

Scientifically speaking, prostate stimulation increases blood flow to the pelvic area and can even trigger muscle contractions that lead to prostate orgasms—a different beast from a penile orgasm, and yes, it’s possible to have both.

How to Peg Like a Pro: The Step-by-Step Breakdown

1. Talk First, Lube Later

• Discuss limits, safe words, and desires.

• No surprise strapping. Consent is king.

2. Prep the Playground

• Hygiene matters. A shower, maybe a douche (or an enema if you wanna ensure there are no ‘accidents’).

• Trim nails, warm up the room, light a candle if you’re feeling fancy.

3. Choose the Right Gear

• Start small: a slimmer dildo for beginners.

• Harnesses come as jock-strap styles, panties, or even vibration-ready.

• Water-based lube is non-negotiable. More is more.

4. Start With Fingers (or Toys)

• Use a gloved, lubed finger or a small anal plug to warm up.

• Massage the outside first. Let the body open, don’t force it.

5. Ride Slow to Ride Hard

• Breathe.

• Go slowly. Slower than that.

• Let your partner invite the toy in with relaxed muscles, not clenching.

6. Find the Right Rhythm

• Rock, grind, rotate—don't just jackhammer.

• Talk. Moan. Laugh. Adjust.

• Explore different positions to find what works.

7. Aftercare is Sexy Too

• Cuddle, hydrate, check in emotionally.

• Clean your toys and bodies.

• High-five for surviving anal sex like champs.

The Psychology Behind the Turn-On

It’s not just about the prostate.

For many, pegging taps into power play, role reversal, and the thrill of doing something taboo. Some cis men enjoy the vulnerability. Some women love the feeling of sexual authority. Some couples just think it's hot.

Clinical sexologist Dr. Jess O’Reilly explains:

“What's awesome about it is that it opens up a place for people to engage in an activity that they thought of as taboo. For the person who’s giving—it is a way to switch up power, to switch up giving and receiving, or to play with gender.”

It’s not about “turning someone gay.” It’s about broadening your erotic map.

Myth-Busting Time

Let’s kill the mood-killers.

• "Only gay men like pegging."

Wrong. Sexual orientation ≠ sexual act. Liking anal stimulation doesn’t make you gay. You're just someone who enjoys sex.

• "Pegging means one person is submissive."

Not always. There are dominant bottoms and soft tops. It’s like a build-your-own-pizza station! You can mix all the toppings you want (pun very much intended).

• "It must hurt."

If it hurts, stop. With enough lube, patience, and communication, pegging should be pleasurable, not painful.

Pegging Facts That’ll Blow Your Mind (and His)

• This Men’s Health article cites a new CDC report, which concludes that around 44% of straight-identifying men have tried anal play with a partner—and that number is only growing.

• Some men can ejaculate without any penile stimulation from prostate play alone.

• Pegging doesn’t have to be rough. It can be slow, sensual, and deeply erotic.

• Many couples report better communication and trust after exploring pegging together.

• More and more straight-identifying men are opening up about their love for it—and sharing their stories in sex-positive communities like Reddit, Tumblr, and even YouTube.

Pegging = Pleasure Without Rules

If you're still hesitant, think of pegging like sushi: the first time might feel intimidating, but once you find the flavor and style that works for you, it becomes unforgettable.

Try it once? You might discover a kink you didn’t know you had.
Try it often? You just unlocked an entirely new chapter of your sex life.

Real Talk: If You Play With Fire, Don’t Be Surprised If You Get Burnt

Alright, time for a buttload of honesty.

When you’re exploring anal play—especially with toys, harnesses, new angles, and emotions involved—accidents can happen. We’re talking:

• A little unexpected poop (yep, it happens).

• Queef-like air noises.

• Lube everywhere—on bedsheets, thighs, eyebrows (don’t ask).

• Awkward angles leading to cramps or bonked noses.

Does it ruin the moment?
Only if you let it.

Here’s the truth: sex is messy. Pegging? Even messier. But it’s also hilarious, hot, and deeply bonding if you treat those moments with humor and care.

How to Handle It Without Shame:

• Don’t freeze up. Laugh it off if you can. “Welp, there’s a fun story for our sex memoir.”

• Have wipes and a towel nearby. Not because you’re expecting disaster—but just in case.

• Lay down a dark-colored towel or a “sex blanket”. Waterproof sheets are miraculous too. They save your bedding and your soul.

• Remember: your partner is in this with you. If you’re on the giving end, never shame your partner for any natural response. If you’re on the receiving end, you’re not “gross” for being human.

And honestly? The more you normalize these things, the hotter and more freeing the experience becomes. Once you stop trying to make sex look like porn and just embrace the real, raw, messy fun of it, it gets so much better.”

So yes, you might play with fire. But when done with consent, prep, and a sense of humor? You’re more likely to get lit than burned.

Final Tips for a Peg Queen (or King)

• Get a toy you both like.

• Stay verbal throughout. Moans = yes. Tension = pause.

• Treat it as a team sport, not a task.

• And please—for the love of good sex—never skip the lube.

TL;DR

Pegging isn’t just for porn, it’s not just for “kinky people,” and it certainly isn’t shameful. It’s pleasure, power, play, and a prostate away from mind-blowing orgasms.

So strap in. Slide slow. And don’t be surprised if you both walk away saying:
"We’re definitely doing that again."

About the Author: 

Madhu (she/her) has been an avid reader of all things spicy since her childhood. She writes sassy blog posts and listicles now so that others may benefit from her wholly inappropriate, wholly informative tastes, too.