22 Scintillating Sexy-Time Roleplay Scenarios

Jonathan Roseland
5 min readAug 11, 2020

In this very weird year, I’ve been lucky to be self-quarantined with my wife. In my new book, Don’t Stick Your Dick in a Blender, I delve into a number of relationship lifehacks to keep married life hot and sexy. Weekly we look forward to our date nights at home when we dress up and roleplay some very silly scenarios…

Eastern European mail order bride (a virgin) and an American farmer

Virginal American boy wins a date with a porn star

The ultimate “red pilled” right-wing alpha male meets feminist “pet sexuality coach” to buy her used mattress

For our role play tonight I can be THE ULTIMATE REDDIT ALPHA MALE :sunglasses: and you can be a “pet sexuality coach” — we’ve met off Craigslist and I’m buying your used mattress… :zzz:🛏🤣

Guy is disappointed to discover that his date is a “catfish” (lied about everything)

Sometime we could role play a catfish episode sometime — good idea or ridiculous?

Liberal New York college girl meets “doomsday-prepper” dude

So for our role play you’ll be an awful liberal New York college girl and I will be a prepper dude from Nebraska searching for a farm wife who met you on Tinder

Animal rights activist/extremist meets exotic pet dealer/trafficker

I think that I should an exotic pet dealer trying to sell you expensive pets and you can be an animals rights extremist

Schoolgirl and conspiracy theorist gym teacher

I’m thinking that was can do a role play where you are a virgin school girl and I’m a conspiracy theorist gym teacher conspiring to seduce you very tenderly in my sexy faraday cage bedroom…

Aspiring Instagram hoe meets Instagram “influencer”

Female client gets a massage from a very inappropriate male massage therapist

Slut pretends to be a “nice girl” then sleeps with a guy she met on Craigslist

Sex addict (who believes all the craziest coronavirus conspiracy theories) and sex-addiction therapist who believes in the healing power of hugs

So for tonight’s role play, I’m thinking that you can be a SEX ADDICT 😲 who believes ALL of the craziest Coronavirus conspiracy theories and I will be your therapist who believes in the power… of HUGS! 🤗

Guy who knows NOTHING about literature tries to impress cute librarian

So for tonight’s role play I’m thinking that one of us can be a sexy librarian/Book worm and the other person can pretend to be an total ignoramus trying to bang them by pretending to to know a lot about books…

Webcam girl and simpy client

Two awful people go on a tinder date and can’t remember anything about each other

Innocent virginal girl meets outrageous pickup artist

Famous writer meets an adoring fan

Wannabe porn actress meet famous porn director

Eager-to-impress student interviews with pompous professor

“Spiritual, but not religious” young lady meets douchebag wu-wu sex-cult leader

Lonely John hires a hooker through an escort agency, has ridiculous demands

I’ll go for the $50 all night package, do you accept Bitcoin? so you can guarantee me a coronavirus-free girl for tonight? Well, I think I’d like a sexy sort-of-skinny girl, a brunet, with a pretty face, with like D-cups, and a nice ass butt not fat. SHE MUST NOT BE FAT. And no tattoos, I don’t want a slut! And she should be a very witty conversationalist, and enthusiastic blow-jobbist also. Can she put on a little perfume? Also she should call me “sir” at all times

Paranoid patient is petrified of Coronavirus, begs nurse for the vaccine

Naive “nice guy” meets feminist single mother of two and stripper wannabe

Two pompous travel Instagram “influencers” spend a date bragging, trying to one-up one another about who has the most fabulous life of travel

The roleplaying was my relentlessly bang-able wife’s idea, most of the scenarios I deviously devised.

And a few other scenarios that we look forward to trying…

  • Female cop and male suspect
  • Male FBI agent and female suspect
  • Female professor and male student
  • Female job applicant and male interviewer (CEO)
  • Female student and male salsa teacher
  • Wannabe personal assistant and male politician
  • Female flight attendant and male pilot

I hope you and your partner get lots of laughs and sexy times out of these roleplay scenarios! Leave a comment below with any others you’ve tried.

Gents, perhaps you’re thinking…

These sound like a ton of fun but I don’t have anyone to roleplay with.

You’ll want to read my new book…

Please Pre-Order the book today

Download Epub/Mobi and read at your leisure on your e-reader device or on your smartphone with the Kindle app

Here on LimitlessMindset.com for $8.99. You’ll receive an immediate download of sample chapters, including…

The Inevitable Uncondoming

How to Meet a Nice Girl in the COVID-19 Era

Dating and Marrying Exotic Foreign Women

Seducing a Virgin

The Siren Song of Online Dating

The audiobook version of the book (a $16 value) when it’s produced, expect the audiobook in about a month.

And you’ll also get access to a private accountability community, The League of Limitless Gentlemen on Minds.com, where you’ll be able to get feedback and encouragement from me and other likeminded guys.

This flowchart visually breaks down the 19 chapters of the book, the book is about 110,000 words.

  1. The Inevitable Uncondoming
  2. Playing with Fire
  3. I Was Promised a Sex Slave
  4. Dating in the Post-COVID-19 Era
  5. The Secret Society Infiltration Model for “Networking”
  6. Dating and Marrying Exotic Foreign Women
  7. Meeting the Love of my Life and the Ultimate Risk
  8. The Siren Song of Online Dating
  9. Sex and Dating Hacks
  10. Lifehacking Your Looks
  11. Seducing a Virgin
  12. How to Lose Your Virginity
  13. The Hero’s Journey from No Fap to Tantric Sex
  14. Tantric Sex Techniques
  15. Choose Youth (and Yin) over Beauty
  16. The Worst Part of Being Married
  17. The One Thing I Regret
  18. My Wedding Night with my Beloved Bride
  19. A Respite from the Shoddiness of Life

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Jonathan Roseland

Adventuring philosopher, Pompous pontificator, Writer, K-Selected Biohacker, Tantric husband, Raconteur & Smart Drug Dealer 🇺🇸