Pegging Roleplay Scenarios and Tips

Are you a femdom looking for pegging roleplay scenes for you and your sub? Are you a sub who wants to act out a fantasy with your domme?

Straight-up pegging will do in a pinch, but pegging roleplays can elevate the experience between a femdom and a submissive.

These scenarios can be enacted as suggested, with roles reversed, or simply used as inspiration.

Read: Femdom Pegging: 15 Ways to Supercharge Strap-on Sex

20 Pegging Roleplay Ideas

1. Teacher/Student

Your naughty behavior has landed you in after-school detention with a strict teacher who has a trick up her skirt on how to discipline him. All you need to do is pull down your pants and bend over a desk.

Read: Pegging Positions that Feel Amazing for Both

2. Warden/Inmate

This femdom warden likes to crack the whip with unruly inmates. When you’re taken to an empty room to discuss your behavior, she will do a strip search before taking you from behind, in your behind.

3. Boss/Employee

The boss isn’t happy and wants to see you in her office to discuss your poor performance. As she circles you sitting obediently in a chair, she undresses to reveal a leather harness to which she will attach her oversized dildo.

Read: Pegging: 4 Tips for Going Big

4. Driver/Hitchhiker

Picking up a hitchhiker is risky, but she doesn’t look like the type to try anything unusual. When she pulls her strap-on harness and dildo out of her backpack, you are more than happy to pull over, and bend over, the next chance you get.

5. Detective/Suspect

This detective is ready to interrogate her prime suspect in a murder case. It will be an intimate one-on-one wherein she will tell you exactly what she plans to do if there isn’t full cooperation. Her strap-on sits in the corner, ready.

Read: Sexual Punishments for Your BDSM Submissive

6. Housewife/Delivery Boy

This housewife is not only horny, but also very dominant. As a teenage delivery boy, this older woman will have her way with you before she lets you out of the house. The pegging will feel so good that you won’t expect a tip.

7. Doctor/Patient

This sexy doctor is wearing a short skirt that reveals garters. She asks you to strip for a full-body physical, and this is enough to get you hard. It’s not until she brings out her special “instrument” that you beg her to do what she wants with you.

Read: Medical BDSM: 10 Medical Play Ideas

8. Nanny/Dad

The nanny seems so sweet and innocent when she is looking after children, but underneath that floral dress is a swinging dick she can’t wait to peg you with. She’ll spank you at the same time because you’ve been a naughty boy.

9. Queen/Servant

A queen must be worshiped and obeyed. You exist to serve her any way she sees fit. Today she wants to pound you with her giant dildo, make you beg for mercy. You will do what your queen has asked.

Read: Submissive Rules and Tasks for Subs

10. Landlady/Tenant

When you’re late with rent for the umpteenth time, the landlady gives you an ultimatum. She’ll allow you to stay, for now, but only if you let her peg you in your apartment and film it. She’ll post it to social media if you’re late again.

11. Stepmother/Stepson

Your wicked stepmother loves to punish you for not cleaning up your room. When she walks into your room, you will pull your jeans down and bend over a chair. She’ll admonish you for not listening to her while she enters your sweet ass.

Read: Incest Roleplay: Mother Son Fetish

12. Porn Director/Porn Star

This femdom porn director is tired of the acting she’s getting out of her porn star. She thinks you need some inspiration to really get into the role. She jumps into the action and tells you that she’s taking the lead, for a special come-from-behind moment.

13. Masseuse/Client

While getting a massage, you feel something phallic pressing against your body. You don’t suspect anything as your masseuse is a woman. When you finally opens his eyes, he sees a large life-like cock between her legs, ready for penetration.

Read: Pegging for Beginners: Choosing Your Dildo

14. Rockstar/Groupie

When you get backstage passes to see your favorite pop star after the show, she pulls you into a room for a one-on-one exchange. She says she wants to pop your anal cherry with her cock she straps on. You are starstruck and more than happy to oblige.

15. Pilot/Steward

This pilot invites you to the cockpit for a looksee. When you enter the pit, she’s only wearing the top of her uniform. A beautiful cock sticks up from her crotch which she invites you to sit on before she pushes you forward for heavy thrusting.

Read: Dominatrix Outfit and Femdom Clothing Ideas

16. Librarian/Student

This librarian is all business and is not pleased that you are making noise in the library. You’ve been asked to follow her to a quiet area, but isn’t quiet for long once she pulls out her eight-inch dildo to peg you with. Shhh!

17. Coach/Athlete

The coach isn’t impressed with your latest performance and feels that a special training session is in order. She suggests anal training with a variety dildo sizes will help get you back on track.

Read: Guide to Anal Training and Stretching

18. Chef/Cook

You’ve been messing up orders in the kitchen and need a review from the head chef. This afternoon delight will have you bent over the stainless steel counter with your checkered pants around your ankles. Say yes, chef!

19. Heiress/Gardener

This rich bitch wants what she wants when she wants it. You’re already sweaty from all that outdoor work, but when she calls you to the shed to see something, you’re not expecting her to drop her silk robe. She’ll tie you up with rope and peg you silly, telling you to mark it up as overtime.

Read: 11 Outdoor Bondage and BDSM Ideas

20. Actor/Extra

This A-list actress calls the shots on set. She will invite you to her trailer on break before lubing you up and treating you like the extra you are. If you’re lucky, you might just get a second take.

6 Pegging Roleplay Tips

1. Share Your Fantasies

Whatever your femdom fantasies are, you need to share them because nothing happens when your lover or wife or girlfriend doesn’t know your secret desires.

The great thing about roleplaying is that a submissive woman can also play the part of femdom. Maybe your role play involves group sex or sex at a sex club. However your fantasy looks, share it!

Read: 4 Reasons to Share Kinks Early in a New Relationship

2. Discuss Boundaries

    There’s nothing worse than a role play that goes sideways. Discussing boundaries and limits can help prevent this from happening. It’s especially important for pegging beginners to talk about what they expect, need, and want… and don’t want.

    Read: BDSM Limits and Boundaries to Discuss

    3. Set a Safe Word

      It’s easy to get carried away in the heat of the moment when acting in roles. Agree on a safe word that can be used to stop the action at any time that one of you feels uncomfortable or unsafe.

      4. Get the Right Tools for the Job

        You’ll need a harness and strap-on dildo for your pegging roleplay. I would also make sure to have plenty of lube on hand. If you want to add in other BDSM elements, try spanking tools, bondage restraints, blindfolds or masks, and sensory toys such as vibrators.

        Read: 15 Types of Strap-On Harnesses for Pegging

        5. Set the Scene

          Many kinky folks use just their imagination to role play, but others will spend time on roleplaying scenes, using props, costumes, accessories, and toys. You can also use lighting and music to create the right ambience.

          Read: Essential Femdom Toys and Gear

          6. Aftercare and Debriefing

            Femdom pegging can be gentle and playful or punishing and humiliating. Depending on the nature of your pegging role play, you may want to practice aftercare and talk about the experience.

            Aftercare can be especially helpful for new couples who are exploring limits and boundaries while getting to know each other.

            What femdom fantasies do you want to roleplay? Dare to share!

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