[T4B] [Discord] Romancing your Best Friend's Father | LITERATE, DETAILED, LONG-TERM

NSFWMasc4Any

Hey!

Thanks for clicking on my post. 

I’m on the hunt for a literate roleplay partner. This is a long-term prompt. Replies will be in third-person and multi-paragraph in length. Honestly, the longer and more detailed, the better! Story elements, character development, and OOC discussion are a must. Don’t worry – there will be plenty of steamy moments and smut throughout.

Discord or Telegram or Google Docs only.

All characters and rpers 18+

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The scenario itself is not set in stone; however, the pairing is.

College student x best friend’s father. The idea is somewhat self-explanatory … A significant age-gap; a recent divorce; an eye for the forbidden kind of romance. The main premise is to focus upon the taboo and stress that comes from a relationship of this sort. We can work out specific plot details and character dynamics together. This is what I have developed so far:

My character is named Richard. He is a university professor by occupation, with a Ph.D in History, among many other academic feats. Think - published author of textbooks and journal articles. He is a recent divorcé and now-single father. His child (whether boy or girl, will serve as your character’s best friend for the roleplay). The recent split from his wife has taken its toll, however. Late nights. Rampant stress. Richard has always enjoyed the occasional cigarette or alcoholic beverage, but now the habits are becoming more pronounced. The mechanisms he uses to cope occurring far more regular.

As for his personality. I can’t narrow it down to a single word. He’s very much – charming gentleman, old-school, polite, rich, well-mannered, old-money façade, debonair, old Hollywood, witty, middle-aged, gallant, confident, carries himself well. He gets angry and has his moments, sure. But he would never dare lift a fist against another – it goes against his moral compass.

For looks, I have PLENTY of references of him in the form of a faceclaim. Though I won’t post pictures here – Black hair, wavy and tussled. Deep brown eyes. Stubble and constant five o’clock shadow. Strong jawline. The general weathered look of well-lived years. Tall. Edging into his early fifties. Muscular. Athletic. Strong chest. Broad-shouldered. Thicks arms and biceps. Heavy build. Nice torso. Long, strapping legs. But brings the typical dad vibe.

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Nothing is concrete at this stage. That’s where you come in! I would love to hear your thoughts and suggestions that add meaningfully to better explore the prompt. Your character will be best friend’s with Richard’s daughter / son and will be college-aged. Richard is late forties to early fifties. This should be romantic and explore the depths of their relationship; Their coming together. Your character can be submissive, but I would still like for them to crush on / have the confidence to flirt with Richard 

If you are stuck for ideas, here are some gentle headcannons I would like to push out there. They are just suggestions:

- Richard is not just a long-time family friend but also your character’s professor (Pushing their questionable relationship into further rule-breaking territory).

- Your character’s crush on Richard is not something new. It has developed over a number of years, almost leading to an obsession (An obsession that has, following the divorce, now found means).

- Your character is bit too bold and flirts with Richard openly (Threatening to expose their relationship well before it either of them should).

- Richard gets your character pregnant (Oopsie! Isn’t he too old to become a father again? How will his current child react?)

Etc.

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I have opted out of providing a full kinks list. This is because I am into so many things. Some favorites to focus on: size difference, age gaps, muscle worship, praise, making out, frenching, romance, intimacy, passionate sex, sloppy sex, blowjobs, handplay, breeding, etc.

Limits are all the usual extreme things, including toilet play, diapers, excrement, etc. 

One scene I would love to explore is having Richard blindfolded by his own tie ;) But that’s for later discussion.

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So, if you are interested, then please shoot me a message. It should include an outline of your character, your ideas, kinks and limits, any specific plot points you would like to play out, and any additional relevant information.

Thank you!

Posted Jun 30, 2025, 3:23 AM UTC

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