My girlfriend's small boob humiliation kink PART 2

NSFWKink

Memorial day weekend we took off for a beach vacation that pushed our little kink way further. She's still shy as hell about being fully exposed in public, especially after I spent weeks conditioning her to dress like a flat chested tomboy, but that shame is exactly what gets her dripping.

I had so much fun picking her outfit the night before. I grabbed this bright yellow triangle top bikini perfect for her little cone tits. Then I layered a cheap, tight yellow tank top over it. The combo looked slutty as fuck but still covered her enough that she wouldn't die of embarrassment right away. For the bottoms, I dug out my old blue basketball shorts from high school, its a bit big on her hips but perfect for the look. Underneath I made her wear these plain blue boyshort panties instead of the bikini bottoms. Her ass is big and round, and I didn't want that juicy curve giving her away too easily. The boyshorts flattened things out from the front and kept her looking more boyish and hair all tucked up into a cap.

The beach was packed with hot girls in the skimpiest string bikinis and thongs. And then there was my girlfriend...bright yellow tank riding up her torso, baggy blue basketball shorts and a cap.

We walked the boardwalk like that for a while, and I kept pointing out every big titted girl we passed. "See her? That's why she gets to wear a bikini. Look at those tits. Yours are just pathetic little dots. Might as well be shirtless like the rest of the dudes out here."

After we found a spot, I told her to lose the basketball shorts. She hesitated but slipped them off, standing there in just the tight yellow tank and those blue boyshort panties. From the front she looked like a skinny tomboy with a weirdly fat ass. From behind? That big round brown ass was eating those boyshorts, cheeks spilling out the bottom.

Guys kept looking twice...some clearly trying to figure out if she was a boy or a girl. A couple of them smirked and nudged their friends.

This has been the hottest few months of my life.

Posted Jun 4, 2026, 12:52 AM UTC

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