Lost and Found

[T4B] [M4M2CD] / [M4M2TF]

Disclaimer: Please read all the way through. I'm only looking for quality detailed responses and people willing to make the most with this prompt.

/// The Set Up ///

Normally, you'd give the best poker face and control showing any telltale signs that would give away how you were feeling within. As a very successful business executive, you knew such a skill was vital when it came to negotiating and closing deals. It was also a very important skill to have whenever any of your numerous female lovers confronted you about sleeping around with other women.

This time, you found yourself unable to put on that poker face.

You would have thought Hell froze over by how you stood staring at me. The mixed look of surprise, bewilderment, and subtle horror on your face gave it away the second the reality of this situation really dawns on you.

You did everything in your power to revise your own history and bury that one particular chapter of your life, treating it as if it never happened. Of course, I was a chapter in your past that you thought you'd fully put behind you when you abruptly left without any warning or explanation.

Not to sound cliche but you know what they say about the past always finding a way to return in some way or another.

Then again, you thought you were the exception. You always though you were the exception to everything.

But let's rewind the clock back some to your college days.

Like so many others, you went through your own period of exploration during your time away in college. Back then, you were a well known player and absolute horn dog when it came to the females on campus you hooked up with on and off campus. Thanks to a hyper masculine and toxic upbringing, you were taught that being a man was all about being the alpha wherever you went and hooking up with as many women as you can. You didn’t have the standard rugged looks like most guys on campus did but you were able to outcompete many of them when it came to grabbing a female’s attention. You had the heartthrob good looks that many guys could say were soft and feminine, yet you were quite fit and you were also packing both in the front and in the back.

It was quite the time for you until you found yourself getting bored with the repetitiveness of it all. Sleeping with numerous hot chicks started to lose its appeal, even sleeping with the more vapid ones who would do anything. And with boredom, comes a need to explore other avenues.

But hey, college is a time of exploration for many people to explore their identities and discover new ones. In your case, you chose to see what life's like on the other side of the masculine heteronormative spectrum.

By day, you maintained your image as a regular hetero-playboy. By night, you were crossdressing and delving into a newfound female persona you made for yourself which went as far as even creating a following for yourself on places like Reddit, Twitter, Fetlife, and other social media platforms and kink-themed websites.

Which led to your first encounter with a male. You figured you might as well fully explore what the other side had to offer. And that’s when you met me, Raymond Rollins. We carried on a discreet hot and heavy friends-with-benefits relationship for two years after you graduated college but then you upped and left out on me without any warning or goodbye. You even deleted all of your accounts and photos off of the web so that there was no trace of you.

You slipped back into your old ways of life, looking at your time of exploration as just a phase. Something you could write off and forget all about as you made yourself into the man you are today.

But I never forgot about you or that time. I also have the proof that it all happened. And now nearly a full decade later, you can take a real good guess what I want after all of this time.

/// Word From The OP ///

Hi, everyone and thanks for reading this far into my prompt!

What happens when you abruptly turn your back on a particular chapter in your life only for it to come knocking at your door years later?

That is something, among many other things, that I wish to tackle with this prompt.

I'm here looking for a detailed roleplaying partner that will help me really bring this to fruition. I'm intending for this to be moreso heavy on story and development rather than it being solely a smut fest. That being said, this prompt will heavily focus on elements and themes of blackmail, dubcon, feminization, gender/orientation play, control and domination, dubcon (maybe some noncon depending on certain factors and how we're both feeling about that), and humiliation. Totally not for those looking for a wholesome romp. If none of this isn't your cup of tea, then please move along and I hope you find what it is you're looking for.

Only looking for those who put effort and detail into their responses. No one line responses. If I give you a paragraph or two, match me.

/// To Those Interested ///

If this prompt interest you, shoot me a chat and put some effort in your message with the following:

-Include the password that I've put in this post so that I know you read it.

-Time zone you're in (CST RPer here and preferably looking for those in time zones not too far ahead or behind my own due to my personal day-to-day schedule.).

-Description of your character and a name you come up with for them. While I'm letting you have a blank canvas to build up the character, be mindful I'm looking for your character to be around my character's age (age range around 32-36). Have them stand within the height range of 5'9 and 6'0 tall. Massive bonus points and first round draft picks in my book if your character is a person of color (Black, Hispanic, Asian, Middle Eastern, or Mixed).

TLDR: Go back and read everything before you message me.

Kinks: Power dynamics, domination, putting someone in their place, crossdressers, feminization/forced feminization, bimbofication, corruption, hormones, DILF to MILF, kissing/making out, gentle sex, rough sex, anal, breeding, oral, throat/face fucking, straight-to-gay, masc-to-femme, gender play, cheating, teasing, foreplay, body modifications, big asses, twerking, big breasts, spanking, outfit control, latex, dubcon, noncon, blackmail, humiliation, degradation, exhibition, risk of getting caught, soft bad ends (for you), etc.

Password: Knock Knock

Limits: Piss, scat, farts, ABDL, blood, death, bad hygiene/odors, sounding, underage, raceplay, feet, mpreg, furry/animal, incest, chastity, body hair (on bottom), bad RPers, deciding my character's actions without my consent, inactive partners