“Almost Nothing”
Jake wasn’t planning on a fashion intervention when he packed for Cancun. But standing in the glaring lights of a swimwear shop on Avenida Tulum with his new girlfriend, Ashley, tapping her sandal impatiently, he realized he had messed up.
“You forgot your swimsuit?” she asked again, incredulous, like he’d admitted to forgetting how to breathe.
“I thought there’d be one at the hotel,” he mumbled.
Ashley’s hands went to her hips. She wore a loose cover-up over the tiniest triangle bikini he’d ever seen, tan lines barely visible beneath the gauzy fabric. “There are no hotel swimsuits. We’re fixing this. Now.”
He trailed after her like a condemned man as she wove through racks of colorful fabric. He spotted board shorts—his safe zone—but Ashley wasn’t having it.
“Nope. Absolutely not.” She snatched a pair of navy trunks from his hand and tossed them back. “You are not wearing parachutes while I’m basically naked on the beach.”
“I’m not wearing a thong, Ash,” he whispered harshly as she held up a neon string bikini.
She rolled her eyes. “Relax, prude. But you are going to wear something sexy. Equal exposure. That’s only fair.”
Jake’s heart thumped as she plucked two pairs of skimpy swim briefs off a rack. One was bright red with a pouch so minimal it could almost be mistaken for a napkin folded in half. The other was a white square-cut that might as well have been spray-painted on.
“These,” Ashley said firmly, pressing them into his hands. “Try them. Now.”
The changing room mirror was not forgiving. The red pair clung to him like a second skin, leaving nothing to the imagination. He stepped out hesitantly.
Ashley’s grin could have lit the whole shop. “Oh. My. God. Baby, you look hot.”
“I feel…exposed.”
“You are.” She leaned in, fingers tugging at the waistband playfully. “That’s the point. Welcome to vacation mode.”
By the time they reached Playa Delfines, Jake was sure everyone’s eyes were on him. The briefs were cut so high and snug he felt naked except for the vibrant flash of red. But Ashley, in her strappy micro bikini, walked confidently beside him, her hand gripping his as though daring anyone to comment.
The first few minutes were agony—lying on his towel, adjusting himself subtly, feeling every breeze against his bare thighs. But Ashley’s approving glances and whispered teases helped.
By the second margarita at the beach bar, Jake realized something strange: he liked it. He liked how the sun warmed more of his skin, how the brief made him feel… daring.
“See?” Ashley purred, running her fingers over his hip as they watched the waves. “Told you. I love my confident man showing off.”
By their third day, he was strutting down the beach like he owned it—switching between the red and the scandalously sheer white pair, both drawing looks from women and men alike. Ashley only encouraged it, snapping photos, posting one of him on her Instagram with the caption: When your man finally learns to pack light 😉
That night, over tequila shots and salsa dancing, she leaned in close and whispered, “Tomorrow, I’m finding you one that’s even smaller.”
Part Two: Tiny Swimsuits, Big Adventures
The next morning, Jake woke to the sound of Ashley humming as she dressed. She stood at the edge of the bed, pulling on a fresh bikini that was somehow even smaller than yesterday’s—tiny black triangles that barely hid her nipples and a thong so narrow it looked like dental floss.
“You’re up, sleepyhead,” she teased, tying her hair into a messy bun. “We’re shopping again.”
“Shopping? For what?” Jake rubbed his eyes, groaning.
“For you. Those red briefs were cute, but I think we can find something… sexier.” Her smile was wicked.
Jake tried to protest, but twenty minutes later, he found himself back in another boutique. This one catered to European tourists, with racks full of daring designs. Ashley moved like a predator, her fingers skimming over pouches, strings, and cuts that made his stomach flip.
“Ah-ha,” she said, holding up a black micro bikini. It wasn’t a brief. It wasn’t even a square cut. It was a sliver of fabric with strings on either side. The pouch was barely big enough to hold him compressed.
“I can’t wear that,” he said, his voice cracking.
“You will wear it.” She stepped closer, pressing it to his crotch through his shorts. “You’re mine. And I like showing off what’s mine.”
Back in the changing room, Jake slipped it on. The elastic hugged him like a vice. It flattened him out, creating a smooth mound that Ashley would later tease looked more “feminine” than masculine. He stepped out nervously, and Ashley’s eyes sparkled.
“Oh my god…” She bit her lip, her gaze raking over him. “That’s obscene. I love it.”
Moments later, they were back on Playa Delfines. Jake walked with a new kind of tension—not just embarrassment but a strange, electric thrill. Every step made the strings shift slightly against his hips. He felt air brushing against places normally hidden, the tiny pouch holding him snug and tight, almost teasing.
Ashley was relentless, snapping photos from every angle. “Smile, baby. This is going on my story.”
“Don’t you dare,” he hissed.
She only smirked. “Too late.”
By the afternoon, Ashley dragged him to the poolside bar. They took seats right at the edge, their legs dangling in the water. A group of tourists glanced at them, some smirking, some obviously curious. Jake felt their eyes on his almost-nude hips, but Ashley leaned in close, whispering in his ear:
“They’re jealous. Look at them. They wish they had the balls to wear what you’re wearing—or a girlfriend like me who’d let them.”
That night, Ashley didn’t let him change out of the micro bikini. In their hotel room, she pushed him back on the bed and climbed into his lap.
“You’ve been so good for me,” she purred, her fingers sliding over the thin fabric between his thighs. “My brave little exhibitionist.”
Jake shivered as her nails scratched lightly across his hips. “Tomorrow,” she whispered, kissing his neck, “we’re going to Isla Mujeres. And I’m picking your suit again. Spoiler alert: it’s just strings. You ready for that?”
He could only nod, his pulse pounding as Ashley’s hand slipped lower.