A Pegging Guide for Beginners

Are you curious about pegging?

If so, you absolutely are not alone—and, you’re definitely not broken, weak, or “less of a man” for wanting it!!! In fact, if you're even considering it, you're already ahead of most guys still trapped in shame and sexual suppression.

As a certified sex, relationship, and intimacy coach, I work with clients of all experience levels to help them explore prostate pleasure, kink, and erotic vulnerability. This guide is your permission slip to learn everything you actually want to know about pegging—from someone who gets it.

Lets Dive In!!!

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So...what even is Pegging...??

Pegging is when a woman (or partner of any gender) penetrates a man anally using a strap-on or toy. But underneath the surface, it’s about so much more. It can involve or facilitate: 

Emotional surrender

Physical & Emotional release

Intense Prostate pleasure

Erotic role reversal

and

The destruction of societally enforced, shame-based narratives about masculinity

This is your chance to receive fully—and trust me, your body is built for it.

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Why You’re Curious (and Why That’s a Good Thing)

If you’ve been fantasizing about it, that’s a sign—not a problem. The prostate is often called the male G-spot, and when stimulated properly, it can lead to:

Stronger, longer orgasms

Hands-free ejaculation

Emotional and erotic intensity

A sense of trust and connection—especially with a loving partner

Curiosity is the doorway to deeper confidence. Exploring it isn’t weak—it’s bold.

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How to Prepare (Body, Mind & Mood)

You don’t just bend over and hope for the best. Pegging, like anything intimate, works best when you prepare thoughtfully and intentionally.

Step 1: Talk About It

Whether it’s with a partner or coach (like me), be honest:

What turns you on about it?

What’s making you nervous?

What kind of dynamic excites you—gentle and nurturing, or dominant and edgy?

Step 2: Clean Comfortably

Shower and trim fingernails

Use a water-based enema if that gives you peace of mind

Lay down a towel or pillow for comfort & support

Step 3: Use Lube Like a Pro (ie liberally!!!)

Silicone-based lube = long-lasting and slick

Water-based lube = safe with toys and easier cleanup

Pro tip: Lube twice—once at the entrance, and once inside

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🍑 How to Receive with Confidence

Start small. Let your body open, dont just ram it in there, or try to force it. Remember, this is supposed to be fun & feel good! If it isn’t; stop, and try again another time-if it feels right!!!

Try:

A gloved finger with lube

A small silicone plug

Deep breathing & solo play to understand your body

Positions That Really Work:

On your back with legs raised — intimate and good for eye contact

Doggy style — easier access, less eye pressure

Spooning — relaxed and comforting

Remember: this is a gift you’re giving yourself—not something you need to “endure.”

 What It Feels Like...

If someone hits your prostate the right way?

You’ll know. Your breath shifts. Your body tenses and releases in waves. Your orgasm feels fuller, deeper, and more electric.

In fact, the male G-spot is located about 2-3 inches inside the anal canal and, when pressure is applied to it, releases a flood feel-good hormones & neurotransmitters! 

Many men describe pegging and prostate orgasms as:

“Insanely intense”

“Totally overwhelming in the BEST way”

“More satisfying than I thought possible”

It’s not about being submissive, unless you WANT it to be. It’s about being free & having autonomy over your own body & agency around your own pleasure! 

Still Feeling Shame or Uncertainty?

Let me tell you something real.

As a sex coach for men, I’ve worked with hundreds of clients who grew up being told:

“Real men don’t get penetrated”

“That makes you gay”

“It’s embarrassing to want more”

None of that is true.

You’re allowed to receive.

You’re allowed to enjoy it.

And you’re still 100% man—maybe even more so—for owning your erotic interests & desires, and being brave enough to experiment & experience something new, daring, exciting, and just a little bit naughty...it could end up both renewing your sex life, redefining how you view masculinity, and bringing a new, thrilling activity into your relationship that can bring you both closer!

How to Ask Your Partner for Pegging

If you’re in a relationship, here’s how to bring it up without making it awkward:

“There’s something I’ve been thinking about exploring that turns me on... and you are the only person I feel safe sharing it with."

“I’ve been curious about prostate play. Would you ever be open to experimenting with a strap-on?”

“Can I tell you about something I read that piqued my interest & sparked my excitement? I would love to share it with you?”

Make it about connection, not just kink.

And if you don’t have a partner yet, or aren’t ready to bring it up, yet...? That’s exactly where coaching can help!

Work with Nikki the Sex Coach

I specialize in helping men overcome shame surrounding submission & surrender, explore pegging, prostate pleasure, and kink dynamics, build confidence-both in AND out of the bedroom, improve communication-both understanding their partner(s) & being understood-and developing the skills to satisfy their partners & effectively ask for what they want, as well as improve the level of intimacy & overall quality of their relationships!

Whether you're brand new or deep into fantasy, I’ll meet you where you're at.

Book a private session with me

💬 You don’t need to figure this out alone. Let’s build a pleasure practice that fits you.

Ogging doesn’t make you less of a man.

It makes you more connected. More in tune. More alive.

And it’s time you received that kind of power, from the inside out.

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Nikki the Sex Coach