How to Prepare for Anal Sex:
What to Know Before You Try

Preparing for anal sex involves comfort, lubricant and time to explore gradually. You can begin with external touch and decide whether you want to continue. There’s no need to try deeper penetration, and you can pause or stop at any point. If something hurts, stop rather than trying to get used to it. The Sex is a Skill program in The Coach for Her app includes lessons and a guided practice on anal exploration. Answer a few questions to get a personal plan.

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Does Anal Hurt? What Can Cause Discomfort

Anal sex can hurt, and pain is a reason to stop. Friction, pressure or tense muscles may all contribute. Preparation can improve comfort; it doesn’t guarantee painless or risk-free penetration.

  1. Avoid uncomfortable pressure. A different position may change the contact you feel, but no angle guarantees pleasure or prevents injury. Stop rather than trying to correct pain by pushing in another direction.
  2. Use plenty of lubricant. The anus doesn’t provide the lubrication needed for penetration. Apply lubricant and add more if friction increases.
  3. Don’t force entry. If the contact meets resistance or feels uncomfortable, pause or stop. Relaxation isn’t something you have to achieve on demand.
  4. Choose touch you want. You can begin with familiar touch and decide whether you want to continue. Other stimulation is optional, not a requirement for making penetration safe.
  5. Stop if it hurts. Don’t push through pain. Seek medical advice if pain persists after stopping or if you notice bleeding.
  6. Allow discomfort to settle. Don’t continue or repeat contact while the area feels sore. Wait until it has fully settled before trying again.

You don’t need to tolerate pain to explore pleasure. Stopping or choosing another activity is always an option.

How to Prepare for Anal Sex, Step by Step

Preparation includes shared agreement, lubricant, gentle hygiene and time to notice how touch feels. The first three suggestions describe a gradual approach; the remaining points cover products and hygiene. You don’t need to complete every step or progress to penetration.

  1. Start with external touch if you wish. Wash your hands, trim and smooth your nails, and use lubricant. Try gentle touch around the opening and keep only what feels comfortable.
  2. Consider shallow contact only if you want it. Move slowly and avoid force. Pause or stop if there is resistance, pain or a wish not to continue.
  3. Keep movement comfortable. If you choose to continue, use small, slow movements and adjust according to how they feel. You can stop without completing a sequence.
  4. Check lubricant compatibility. Water-based or silicone-based lubricant can be used with latex condoms; avoid oil-based products with latex. Check the toy manufacturer’s instructions before choosing a lubricant, and reapply as needed.
  5. Wash gently. A shower and gentle washing of the outside are usually enough. Avoid harsh products or aggressive cleaning.
  6. Use appropriate toys and change condoms. Anal toys need a flared base that stays outside the body. Wash hands and toys, and use a new condom, before moving from anal to vaginal contact. Condoms reduce the risk of sexually transmitted infections.

Take your time, and stop whenever you want.

Learn About Anal Sex With Sex is a Skill for Her

Sex is a Skill for Her is a program in The Coach for Her app. It begins with your own pleasure, then explores your partner’s body and taking the lead. The first part includes lessons about solo and partnered anal exploration, plus a guided solo practice. You choose which activities to try and when to stop.

  1. Take the quiz. Answer a few questions to get a personal plan.
  2. Explore the lessons and practices. Learn about gradual touch, communication and comfort. Practices in the program range from ten to thirty-five minutes.
  3. Follow a guided practice. The anal practice is guided step by step, and you can stop at any step or choose a different activity.

Follow the steps at your own pace

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Common Myths About Anal Pleasure

These assumptions don’t need to guide what you choose.

01Choice
Anal sex is one option among many. Choosing it doesn’t make you more adventurous, and you can say no.
02Expectations
You don’t need roughness, speed or depth to explore anal touch. Choose only the contact you want, and let comfort guide whether you continue.
03Pain
Pain isn’t a stage to get through. Stop if something hurts, and don’t assume it is only a problem with the setup.

What Can Cause Discomfort, and What May Help

What can cause discomfort

Pressure or a position that feels uncomfortable
A dry start, or lubricant used sparingly
Continuing when you don’t feel ready or willing
Fast movement or unwanted depth

What may help with comfort

A position where you can control depth and stop
Compatible lubricant, reapplied when needed
Clear communication about what feels welcome
Slow movement without forcing entry

Pain is a reason to stop. You can change what you are doing or leave it for another time.

What Is an Anal Orgasm? Understanding the Sensations

Anal orgasm describes an orgasm associated with anal stimulation, sometimes combined with other touch. Sensations vary, and not everyone enjoys this contact. The following distinctions can help you describe what you feel without expecting a particular outcome.

External touch

Touch around the anal opening may feel different from internal pressure. You can explore externally without deciding to try penetration.

Internal pressure

Internal contact may feel like pressure, but pressure isn’t necessarily pleasurable. Reduce or stop contact that feels uncomfortable.

Orgasm sensations vary

An orgasm may involve pelvic muscle contractions or a sense of release. Its intensity doesn’t tell you how deeply you need to be touched.

Relaxation helps with comfort

Feeling at ease may help you enjoy the experience, but it doesn’t make painful contact safe. Stop when you need to rather than trying harder to relax.

Learn to explore with comfort in mind

The program offers lessons and a guided practice for gradual exploration. Take the quiz to get a personal plan.

Answer a few questions

How to Have an Anal Orgasm: Exploring on Your Own

No technique guarantees an anal orgasm. If you want to explore, you can stay with external touch or combine it with other sensations you enjoy. The suggestions below are optional; deeper contact isn’t a goal you have to reach.

  1. Begin externally. Use lubricant and gentle touch around the opening. You can remain with external touch or stop if it doesn’t appeal to you.
  2. Keep shallow contact optional. If you choose internal touch, move slowly and avoid force. You can include other touch you already enjoy, without expecting the combination to produce orgasm.
  3. Adjust movement by comfort. Small, slow movements may make it easier to notice pressure. Don’t keep moving through pain or aim for a prescribed depth.
  4. Pause when you want to. You can take a break or change the kind of touch. Repeating a sequence doesn’t guarantee that your body will link internal pressure with orgasm.
  5. You don’t need more equipment. A second toy or simultaneous penetration isn’t a step you have to reach. Choose only activities you want and products intended for the way you use them.
  6. Notice your own sensations. You may notice pressure, pleasure or little interest. It doesn’t have to feel like a clitoral orgasm, or like anyone else’s description.

If you would like to explore what happens after an orgasm, see our guide to multiple orgasms.

Anal Sex With a Partner: You Set the Pace

With a partner, start with the same gradual steps and agree that you can pause or stop at any time. These anal sex tips focus on communication, comfort and a pace you choose together.

  1. Agree on pauses and stopping. Tell your partner when you want less pressure, a pause or an end to the activity. Either person can stop at any point.
  2. Begin with agreed touch. Tell your partner whether you want external contact only or might want to try more. Move slowly and keep checking that the contact feels welcome.
  3. Describe what feels comfortable. You can ask to change position, reduce depth or stop. Don’t rely on a particular angle to make painful contact safe.
  4. Keep other touch optional. Include clitoral touch if you enjoy it, or focus on another sensation. It doesn’t have to continue throughout.
  5. Talk about pace and pressure. Ask to keep a rhythm if you enjoy it, or to change it when you want to. There is no required rhythm or time for reaching orgasm.
  6. Choose a position you can adjust. A side-lying position may feel comfortable and leave room for a hand. Choose what works for both of you and allows you to pause or stop easily.

Use a new condom when changing from anal to vaginal contact, and clean hands or toys first. Condoms reduce STI risk, but don’t remove every risk. For a separate explanation of fluid release, see our guide to squirting.

What Users Reported After Four Weeks

From a survey of The Coach users who finished their first four weeks:

58%
Felt more in control during sex
55%
Said sex became much more satisfying
39%
Reported a higher libido
41%
Had sex more often

Start with what feels comfortable

Answer a few questions to get a personal plan. You can explore the guided practices at your own pace.

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What Women Say About The Coach for Her

Reviews of The Coach for Her, including verbatim excerpts.

“It really helped me learn more about my health and how to improve my intimacy with my husband. I would recommend it”

Wonderful Wife 2

“I was not expecting such a complete app. There’s so much helpful information, practical tips, and exercises. I also love that it’s focused not just on sex, but on women’s health as a whole. I’m really excited to dive deeper into everything the app has to offer.”

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“Honestly one of the only apps that is made for women that actually teaches you something!”

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“It helps me understand myself better, not just emotionally but also in how I connect with others. I like that everything is broken into small, simple lessons, so it doesn’t feel overwhelming.”

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The Experts Behind The Coach

The Coach works with clinical researchers, sex therapists and medical professionals.

Dr. Jessica Yih

Urologist and director of women’s sexual health and male infertility at UCI.

Dr. Kirti S. Patel

Board-certified ob/gyn and host of The Gynarchy, a women’s-health podcast.

Dr. Justin Lehmiller

PhD in social psychology and senior research fellow at the Kinsey Institute.

Dr. Paula Hall

Accredited sexual and relationship psychotherapist, registered with leading professional bodies in psychotherapy.

Natalie Goldberg

Certified sex and family therapist dedicated to improving intimate relationships and personal well-being.

Dr. Susie Gronski

Licensed physical therapist, certified sexuality counselor, and founder of a men’s pelvic health clinic.

Dr. Gary Shlifer

DO, board-certified internal medicine physician specializing in preventative care, nutrition, and anti-aging.

Dr. Joshua Roland

MD, sleep medicine specialist, and clinical instructor at the David Geffen School of Medicine, UCLA.

Questions About Preparing for Anal Sex

Why does anal hurt for some women and not for others?

Pain can have different causes, including friction, pressure and muscle tension. It isn’t a measure of how well you prepared. Stop if it hurts, and seek medical advice if pain persists or you notice bleeding. A different angle or more arousal isn’t a guarantee of safety.

Do I need to clean out beforehand?

A shower and gentle washing of the outside are usually enough. Avoid harsh products or aggressive cleaning, and wash gently afterwards.

What if I try it and feel nothing at all?

You may decide that the sensation doesn’t interest you, and you don’t need to keep trying. Preferences vary. If you want to explore again, choose gentle contact you find comfortable rather than expecting a certain number of sessions to change the result.

Do I need a toy, or is a finger enough?

You can begin with a finger if you want to, using lubricant and avoiding force. A toy is optional; use only one intended for anal use with a flared base. Toys and lubricant aren’t included with the app.

What do I get in the app?

Sex is a Skill for Her includes lessons and practices about your own pleasure, your partner’s body and taking the lead. The first part includes two lessons and a guided practice about anal exploration. Practices range from ten to thirty-five minutes, and several include audio guidance.

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Explore only what feels comfortable to you

The first part of the program focuses on your own pleasure. You can choose the practices that interest you and leave out activities you don’t want.

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