Dear Jamie: Diminishing Returns

This is an entry for the 750 Word Project 2025

Hey Jamie,

So I'm in my third year of college and I've been seeing this girl since the fall. The funny thing is that I would never have approached her, not because she isn't attractive- but because she's this meek and quiet asian girl studying fine art, and I'm this dumbass lunkhead in engineering.

She sits with her friends and lunch talking cantonese, and I think one day they dared her to approach me, which was kind of awkward but welcome nonetheless.

Anyhow, she turns out to be this sex crazed little beast- which I found shocking, but again- absolutely loved every bit of. She may shyly hold my hand in public, but the minute the clothes come off its every dirty thought and intricate position. Granted, we're both a couple of idiots so more often than not our intentions are horny but the execution sloppy at best. We have fun with it though, which is refreshing.

The thing is, from the first time we hooked up- she seemed perplexed by the fact I shave my pubes. It hasn't been a turn off, but instead a bit of a fascination for her. She's always running her hands over it and telling me when theres stubble. She even waxed my ass- which turned out to be kinda hot.

Then she started to get me to wear panties. And I've kinda come around on it.

Just as she's the opposite of her public persona, now I am too. At school, I'm just some average dude, but at home I'm this plucked and shaven panty boy getting spanked. Whats crazier is that whenever I'm around her friends, they talk in canto and giggle a lot, which is humiliating in the horniest fashion.

I may blush and stammer around the group, but I keep fantasizing about doing shit like serving them tea in a maids costume and being harassed.

So as we get close to the end of the school year I'm a little freaked out that this may have been a fling for her and want to discuss the our future- but I'm also going crazy thinking that if it does end, I may never find someone else who gets off on these new kinks of mine.

What can I do?

Dear DR,

Congrats on discovering new turn-ons and allowing yourself to enjoy feminization, I think its amazing that a young man like yourself would be open to expanding his horizons and discovering more about your kink.

I think its important to remember that unlocking stuff like this is something you get to take with you as you move on in life, and doesn't have to be connected to specific people. Sure, some folks may click with your tastes more than others, but its all about the journey, and if this discovery has been amazing for you, I've got good news! You have a lifetime of exploration ahead. Even better news is that it sounds like you have a very open heart, which is just going to give you opportunities exponentially.

You're correct in the notion that your relationship will need to be discussed, and theres nothing I could tell you that would substitute what your partner actually says. So if you're concerned, you should be up front about it and make sure you're both on the same page.

Kink wise, you could ask your partner if she is telling her friends about your exploits and talk about how much that turns you on, and where it fuels your fantasies. It doesn't mean you're asking to involve her friends, but could inspire some expansion of your play to involve others or at least enhance your wardrobe.

As for your concern that you'll never find someone like this again - well to be honest, its very possible you wont.

Every relationship is going to be different, just as you'll change and mature in the years to come. But instead of mourning what's lost, you should cherish your experiences and pursue the things you love with people who come into your sphere. The great thing about kinks is that almost never a shortage of likeminded perverts out there, and with the internet- theres a plethora of ways to find them.

Its amazing that you hold yourself without shame and if your lady doesn't stick around- you at least have the vocabulary to ask for what you want.

So communicate, hold that open heart and you're going to do fine wherever you go.

Good Luck,

Jamie Plynth

Dear Jamie letters are entirely fictitious, wherein the advice provided by the author is a genuine response from the author- and who knows, maybe someone gets something from it, which is why I chose to put it in the "How To" category. Do you agree with what was said? If not, what advice would YOU give the advice seeker?Not titilated by the original scenario? Cool, there's plenty of amazing stories on Lit for you to enjoy. Peace