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Pegging: Beginner’s Guide to Anal Play with a Strap-On

Pegging: Beginner’s Guide to Anal Play with a Strap-On

Curious about pegging? Discover what it is, how to do it safely, and which toys to start with. Beginner-friendly guide from Boutique Séduction.

Introduction

Pegging is no longer a taboo topic; it’s appearing in pop culture, late-night conversations, and even on your FYP. But what exactly is it? Pegging refers to a type of anal play where one partner penetrates the other using a strap-on dildo. While often depicted as a cis woman penetrating a cis man, the act itself is not gender-specific; it’s about who gives and who receives anal penetration.

At Boutique Séduction, we’ve seen growing interest in pegging from curious beginners and experienced couples alike. That’s why we created this beginner-friendly guide to help you explore safely and confidently.

Why People Love Pegging

Pegging can bring both physical and emotional pleasure, including:

  • For the receiver: Intense orgasms through prostate stimulation (sometimes called the P-spot)
  • For the giver: Clitoral stimulation (with the right harness), a sense of power, or emotional closeness
  • For both: A shared sense of adventure, novelty, and sometimes even role-reversal fun

Whether it’s about pleasure, play, or power — or all of the above — pegging is as much about connection as it is sensation.

How to Talk About It With Your Partner

Introducing pegging to a partner requires trust and clear communication. Start by expressing curiosity, not pressure:

  • “I read something from Séduction about pegging and found it intriguing. Want to check it out together?”
  • “I think trying anal play could be hot. What do you think about me using a strap-on on you?”
  • “It might be exciting for us to switch things up a little. Would you be open to trying something new, like pegging?”

The key: focus on shared exploration, not expectations. By approaching it with openness and respect, you create a safe space to explore together.

Before You Play: Communication, Boundaries & Prep


Pegging can feel intimate and intense, especially the first time. Before diving in, talk about limits and desires. Do you want a safe word? Is there anything off-limits? What kind of mood are you aiming for; playful, sensual, dominant?

Discuss:

  • Who will wear the strap-on?
  • What size and type of toy you’ll start with
  • What kind of stimulation or position feels safest for the receiving partner
  • Whether you’ll include other kinds of touch (manual, oral, etc.)

Basic Hygiene & Comfort Tips


 A little prep can go a long way:

  • Go to the bathroom before play to help reduce anxiety.
  • Washing the anus and surrounding area with warm water is usually sufficient. Some people prefer a gentle anal rinse, but it’s not medically necessary for most.
  • Trim nails, wash hands, and clean your toys before and after use.
  • Use a water-based lube generously. Anal penetration has no natural lubrication, so friction is your enemy.
  • Use a condom on your toy if sharing between partners or orifices.

The Essentials for Pegging Play

Strap-On Harness + Dildo Combo

A comfortable and adjustable strap-on is a must. We recommend beginner sets like:

These offer snug, secure harnesses paired with starter dildos — not too big, not too small. You can also build your own set by selecting a separate harness and dildo that fit your body and preferences.

Harness types include:

Choose what feels comfortable for your body — that’s part of the fun!

A Beginner-Friendly Dildo

Start small. Look for a soft, curved dildo made of body-safe silicone. Our team’s favorites:

Curve = control and pleasure. You want something that’s beginner-friendly but stimulating.

Lube Is a Must

Anal penetration always requires lube. Thick, water-based formulas like:

Skip silicone-based lubricants if using silicone toys — they can degrade the material.

Add-Ons for Extra Pleasure

Optional (but fun):

  • Vibrating cock rings for external stimulation
  • Clitoral stimulators for the person wearing the harness
  • Anal plugs to warm up the receiver
  • Gloves or finger sleeves for comfort and hygiene

Explore slowly — you don’t need everything at once.

Tips for Your First Time

Getting Comfortable in Your Role :
If you’re wearing the strap-on, know that it may take time to feel confident. Thrusting isn’t always instinctive, and balance can take practice. Go slow, communicate, and check in often.

If you’re receiving, remember: anal play should never feel painful. You may feel pressure, fullness, or the urge to bear down—these sensations are normal. Breathe deeply, stay relaxed, and guide your partner with words or body cues.

Pegging is about pleasure, not performance. Focus on communication, consent, and connection.

Foreplay First

Warm-up is essential. Explore:

  • Light massage
  • Rimming or fingering
  • Toys like anal beads or plugs

Let your partner relax and take their time. Go slow and follow their pace.

Best Positions to Start

  • Doggy-style: Offers easy access, but can feel vulnerable. Use cushions or maintain eye contact for grounding.
  • Spooning: Intimate and allows for close communication.
  • On your back, legs up: Great for guiding the toy manually or using a mirror for visual feedback.

Use lots of pillows, adjust your angle, and add more lube when needed. Stop and check in often.

Take It Slow: Sensation, Feedback & Trust

The first time doesn’t have to be about deep penetration. Start with external stimulation (rimming, teasing), and insert the toy gradually. Let the receiver take deep breaths and guide the pace.

Use feedback like:

  • “Slower”
  • “Pause”
  • “That’s good—stay there”
  • “A bit deeper”

…and remember: pleasure, not performance, is the goal.

Aftercare: Don’t Skip It

After you’re done, spend time together. Cuddle, talk about what you liked, laugh if something felt awkward, and celebrate your courage in trying something new. Clean your toys, hydrate, and check in emotionally.

Don’t underestimate the power of a good laugh or honest chat after something new.

Explore at Your Own Pace

There’s no right way to peg — only what feels good, consensual, and exciting for both of you. Pegging doesn’t have to be intense or intimidating. It can start with a finger, a small plug, or a shared fantasy. Every step you take is an act of trust, pleasure, and connection.

Inspired? Discover our curated selection of beginner strap-ons, lubes, and anal toys at Boutique Séduction online or in-store. Our team is here to answer your questions, without judgment.

Whether it’s your first time or your fifth fantasy, you’re welcome here.