[TF4M] Trying to Humiliate My Old Bully Doesn't Quite go as Expected - Wholesome but very kinky relationship
Introduction
Feel free to reply to this as long as it’s up. I’m happy to play with writers of any gender.
I am a cis-woman looking to play as a trans-woman, if that's an issue for you, move on.
I will only play this out on Discord.
My Character will exclusively bottom in this story.
If you’d like to learn more about me as a writer, what I look for in a partner and details about my kinks and limits, you can read my DPP Profile.
Below, I’ll go into what I'm looking for with this roleplay, and end with my kinks and limits.
If you're interested, please reach out with a chat, letting me know what you liked about this prompt. Don't jump right in, as I'd like to discuss details first.
The Story
I pulled the zipper up the dress and turned for a final check in the mirror, tussling my hair. Tonight was the night. I was ready, I looked stunning and soon... revenge would be mine.
When I was younger, you'd made my life a living hell. Every day for years I'd suffered your intense bullying, both physically and psychologically. You'd humiliated me for my feminine appearance, calling me gay and an array of other slurs. You were always there with a snide comment, or your fists if I was less lucky. You caused so many insecurities that it made it all the harder to eventually discover and accept my true self.
Mercifully, my family eventually moved to the city, and I was free from you. Not long after, I finally came out as trans and started my transition, flourishing into a beautiful trans-woman, unrecognisable from my old self.
Completely unrecognisable in fact, because 2 weeks ago, I came across you on Tinder, with the blue border showing you'd 'Super-liked' me! I'd laughed out loud at first, at the irony of it all, before going to swipe left on you. But then I realised, this was the perfect opportunity to get some revenge. I'd go on a date with you, only to humiliate you by revealing you'd been lusting over the very person you'd bullied all those years ago; I could even film it and show everyone how I'd finally come out on top! After chatting for a few days, it was clear you had no idea who I was, or that I was transgender, and we arranged to meet at a local bar.
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11P.M.
*Glurk-Glurk-Glurk-Glurk-Glurk-Glurk*
From the moment I'd seen him again, I'd felt my resolve crumble away. I hadn't expected you to have turned out so handsome, didn't remember you exuding such an aura of confidence and control. My plans fell apart as the date went on, as you charmed and flirted, looked over my body with obvious desire; I felt all that anger and bitterness transforming into something that terrified me, a deep burning desire for you, to be submissive to you.
As I degraded myself on your amazing cock, more aroused than I'd ever been in my life, I couldn't help worrying about what would happen when you eventually found out that I was trans and how you'd handle finding out who I really was.
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So there we have it. I'm looking to explore a very kinky relationship between a trans girl and her former bully. I'm looking for the relationship to be generally wholesome, but get very into D/s dynamics and rough sex. I'd love to explore how their daily lives look in this very unconventional pairing and see how your character reacts when he finds out. Does he find it the hottest thing ever? Is he initially angry? Or does he already know?
I'm happy for you to come to me with whatever character ideas you have, and I'm happy to tweak the above scenario if you'd prefer to play an older man.
I'm happy to discuss my character's exact appearance, but I have a few refs in mind already.
Kinks and Limits
I’m open to discussion on most kinks that fit this story. Anything you suggest I’m happy to talk about as long as it isn’t a limit.
Some possible kinks to explore: Romance, orientation play, L-bombs, D/s dynamic, BDSM, chastity, anal training, toys and plugs, anal creampies, gaping, sloppy oral, rimming, facials, age gap, lingerie, outfits, roleplay (in character), bondage, spit-play, cum-play, cuddling, aftercare, exotic positions (full-nelson, pile-driver etc) and many, many more.
My only limits are - under 18, penetrating my partner, heavy scat, and diapers.
Posted Aug 12, 2026, 11:07 AM UTC