Pegging 101: A Beginner's Guide to Pegging, Pleasure, and the Best Starter Dildos and Harnesses
Pegging — once considered a fringe fantasy — is now confidently stepping into the mainstream spotlight, thanks to cultural shifts, open sexual conversations, and even bold TV moments (yes, Hunting Wives on Netflix is giving everyone something to talk about).
If you're curious about pegging, you're far from alone. More couples than ever are exploring anal play and role-reversal dynamics — and discovering that pegging can be both intensely pleasurable and deeply bonding.
In this article, we’ll walk you through:
What pegging is (and what it’s not)
Why people enjoy it
How to prepare for your first time
The best beginner pegging dildo sets and harnesses
FAQs and pro tips for getting started
Whether you're dipping a toe or ready to dive in, consider this your no-judgment, fully-informed entry point into the world of pegging.
What Is Pegging?
Pegging is a sexual activity where a person with a vulva (typically wearing a strap-on dildo) penetrates their male partner anally. It’s a form of anal sex that plays with roles, power dynamics, and prostate pleasure — but it doesn’t necessarily have to be about dominance or submission.
It’s about pleasure, curiosity, and connection.
And yes, pegging has gained pop culture momentum lately. Shows like Hunting Wives have helped normalize the idea of women taking the lead in bed and exploring new dynamics — including pegging — on their own terms.
Why Pegging Feels Good (Especially for Men)
Anatomically, the male prostate is located just a few inches inside the rectum. When stimulated, it can lead to powerful, full-body orgasms — even without direct penile stimulation.
Benefits include:
Stronger, longer-lasting orgasms
Increased intimacy between partners
Exploration of new sexual dynamics
Psychological arousal from role reversal or power play
For many men, pegging is an opportunity to explore a deeper side of their sexuality — without shame or assumptions.
Pegging vs. Anal Play: What's the Difference?
All pegging involves anal penetration, but not all anal play is pegging. Pegging specifically refers to a strap-on dildo worn by a partner, used for penetration.
Anal play may involve fingers, toys, or prostate massagers and doesn’t require a partner wearing a harness.
Pegging adds the unique element of thrusting motion, hands-free control, and a psychological shift — especially for couples who enjoy exploring dominance, submission, or gender role-play.
Preparing for Your First Pegging Experience
1. Start with Honest Communication
Consent, curiosity, and comfort are key. Talk openly about fantasies, limits, safe words, and expectations. Pegging is most enjoyable when both partners are on the same page.
2. Get Clean, Relaxed, and Comfortable
While not required, some beginners feel more comfortable with light anal hygiene. A warm shower and basic external cleaning is usually enough. You can also try a small anal-safe bulb enema if it makes you feel more confident.
Relaxation is crucial. Set the mood with low lights, music, lube, and mutual arousal.
3. Use Lots of Lube — More Than You Think
Anal sex requires lube — always. The anus doesn’t self-lubricate, so use a thick, long-lasting water-based or silicone-based lubricant. Reapply as needed.
4. Start Small
Don’t jump to a full-size dildo right away. Begin with a finger, a slim plug, or a small pegging dildo to warm up. Take it slow, let the receiver guide the pace, and never force entry.
Best Pegging Sets & Beginner Dildos
Here are some top picks from Bound by Desire that are perfect for first-timers looking for quality, comfort, and confidence.
🖤 Top Pick: Beginner Pegging Set with Harness & Slim Dildo
A go-to kit for couples new to pegging. It includes:
A fully adjustable harness for a secure fit
A slim silicone dildo with a flared base (prostate-safe)
Optional vibrating bullet for added stimulation
Why it's great: Easy to use, body-safe, and non-intimidating in size.
Check it out here: https://bound-by-desire.com/products/new-comers-strap-on-w-dildo?collection=pegging-kit-beginner-anal-femdom-peg-set-strap-on-dildo-sex-toy
💜 Soft Silicone Pegging Dildo for Beginners
Designed for comfort and flexibility, this strap-on dildo is slightly curved for better prostate contact and slim enough for a smooth, easy entry.
Perfect for: Pegging newcomers who want gentle, body-friendly exploration.
Check it out here: https://bound-by-desire.com/products/saffron-silicone-pegging-kit
🔥 Hands-Free Strapless Pegging Dildo
For couples who want more skin-to-skin contact and a shared sensation. This double-ended strapless strap-on dildo sex toy allows the wearer to feel internal stimulation too.
Bonus: It doesn’t require a harness — just strong pelvic muscles and lots of lube.
Check it out here: https://bound-by-desire.com/products/slim-rider-ribbed-vibrating-silicone-strapless-strap-on
💪 Advanced Option: Curved Prostate Pegging Dildo
Once you're ready to level up, this firm, curved strap-on prostate dildo sex toy is designed to hit the prostate with precision. Pair with a sturdy harness and watch the orgasms unfold.
Check it out here: https://bound-by-desire.com/products/curve-kit-amethyst-medium?collection=pegging-kit-beginner-anal-femdom-peg-set-strap-on-dildo-sex-toy
Pegging Harnesses: What to Look For
Not all harnesses are made equal. Here’s what beginners should prioritize:
Adjustable straps: Look for wide, comfortable straps that fit securely
O-ring compatibility: Allows you to switch out dildos as you explore
Body-safe material: Nylon, leather, or silicone
Stability: You want minimal shifting during play
Many beginner kits come with everything you need, but customizable harnesses give you room to grow as you become more confident.
Tips for a Positive First Pegging Experience
Start with foreplay: Build arousal before you even touch the strap-on
Practice with the harness: Wear it beforehand to adjust and get used to movement
Use a mirror: Some people find watching the action helps them stay connected
Talk throughout: Ask what feels good, what doesn’t, and adjust as needed
Switch roles: Pegging doesn’t have to be one-way forever
Common Pegging Myths (And the Truth)
❌ Myth: "If he wants pegging, he must be gay."
✅ Truth: Anal pleasure has nothing to do with sexual orientation. It's about sensation, not identity.
❌ Myth: "It’s painful."
✅ Truth: It can be uncomfortable if done too fast or without lube. But with patience, communication, and the right toys, it can feel amazing.
❌ Myth: "It has to be rough or dominant."
✅ Truth: Pegging can be slow, sensual, goofy, playful, or intense — whatever fits your style.
Final Thoughts: Is Pegging for You?
Only one way to find out — and that’s to explore with curiosity and care. Pegging isn’t just about penetration; it’s about communication, trust, and letting go of traditional expectations in the bedroom.
As Hunting Wives (and thousands of real-life couples) show us, sex is what you make of it — and there’s no shame in discovering what turns you on.
So, whether you're feeling curious, bold, nervous, or excited, know this:
Pegging is normal. It’s hot. And it might just become your new favorite way to play.
Ready to Try Pegging?
👉 Shop Beginner Pegging Dildos & Kits Now
Explore starter harnesses, slim dildos, and couples-friendly options designed for comfort, safety, and pleasure.
Read more:
Pegging: Introducing the Conversation to Your Partner