How to Discover Your New Favorite Sexy Roleplay

Photo from my Wednesday Addams photoshoot with Cadence Lee back in 2017

Ah, roleplay. For something that is literally just grown-up playtime, it sure can cause a lot of stress and confusion. Many people wonder (sometimes in my inbox) how to get started with roleplay, what their favorite roleplays mean about them, and what scenarios they should explore through roleplay.

That last question is what I’m focusing on today. Once you know you want to try “sexy improv” (as I affectionately refer to roleplay), how do you know who you want to roleplay as?! Here are some suggestions to help you brainstorm…

 

1. Examine the media that turns you on.

Do you reliably feel a little randy when you watch Gerri and Roman verbally spar in the humiliation scenes of Succession? Does your erotic imagination continually wander back to the hypnokink antics in The Jungle Book? Do you fantasize about being wanted as fervently as Joe wants his stalking victims in You? (Am I just listing my own kinks here? Who can say…)

Media is often one of the first places we encounter dynamics we’d later like to embody and act out ourselves. It’s worth paying attention to which characters, relationships, situations, and power dynamics get your motor running, so you can translate their hottest elements into a sexy scene with a partner someday.

 

2. Ponder the words you love to call people, or to be called.

If you’ve noticed your knees get weak when you call a partner “boss,” or when an authority figure calls you “young lady,” for example, that’s useful information.

If you like, try making a list of all the titles and honorifics you can think of – sir, madam, doctor, your honor, your majesty, captain, and so on. Go through the list and take a moment to imagine what it would be like to call an attractive person each title on the list, or how it would feel if an attractive person were to call you these names. Circle the ones that make your heart beat faster and file that info away for future roleplays!

 

3. Take a quiz.

The Cheztoon ‘How Kinky Are You?’ quiz, for example, can help you narrow down the kinky archetypes you’re most drawn to. Take it with a partner, share your results with one another, and discuss!

I could also see it being useful to take a silly online quiz that tells you which character from your favorite media property you’re most similar to. For instance, I just took a “What Mean Girls character are you?” quiz on Buzzfeed and it told me that I’m Janis Ian. Extremely into the idea of a Janis-and-Regina-inspired roleplay!

 

4. Ask yourself how you want to feel.

Different people are drawn to kinky roleplay for different reasons, and it’s useful to figure out your own motivations when devising new roleplay scenarios. Do you want to feel submissive? Dominant? Innocent? Powerful? Slutty? Evil? Ravaged? Indulged? Punished? Adored?

Write down all the emotions you like to feel, whether in kink or just in life, and use that list to extrapolate some roleplay situations you might enjoy.

 

5. Consider costuming.

While costumes are absolutely not a requirement for roleplay, they can make scenes feel more authentic and grounded in reality. But also, you can consider which clothing items make you feel sexiest, and devise a roleplay based on those choices.

For example, I’ve always felt super cute in short pleated skirts and kneesocks, so a schoolgirl/teacher roleplay is a natural fit for me. I’ve had partners who felt most “themselves” in an elegant suit, suggesting they might enjoy playing a powerful entrepreneur in a boss/secretary roleplay or somesuch. If a black latex catsuit sounds like the hottest possible thing you could wear, maybe you’re jonesing for a Catwoman/Batman roleplay. You get the idea!

 

What methods have you used to brainstorm future roleplay scenes?

 

This post was sponsored by Cheztoon Take the Kink Quiz. As always, all writing and opinions are my own.