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  • 1. Losing the bet

    Chapter by ctracey · 30 Jul 2025
  • Two roommates holed up during quarantine discover a new side of each other when one loses a bet.
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  • The quarantine forced everyone to stay indoors. Lucky for me, I wasn’t stuck by myself—I was holed up with my roommate, Alex. We’d been best friends since high school, and now, as college roommates, we spent most days gaming, watching movies, and generally goofing off. When the boredom got too much, we’d play Mortal Kombat, betting stupid stuff like who had to buy dinner or do push-ups. But one night, after a few drinks, things took a wild turn.

    I guess being cooped up had us both wound up. I had a girlfriend I FaceTimed sometimes, but Alex was single. That night, after way too many laughs and maybe one too many shots, one of us—probably me, in hindsight—threw out the dumbest bet yet. Loser had to give the winner a lap dance… in my girlfriend’s clothes.

    Alex groaned when he lost, but I was already digging through my girlfriend’s drawer, tossing out lingerie like it was a damn fashion show. Lacy panties. A silky camisole. Tight black leggings that I knew were going to be a struggle. The look on his face was priceless—mortified, but also weirdly resigned, like he’d known this was coming.

    "You’re enjoying this way too much," he muttered, snatching the clothes from me.

    Damn right I was.

    When he came out of the bathroom, I swear my jaw hit the floor. The leggings clung to him like they were made for him, showing off every curve of his surprisingly toned legs and—well, let’s just say the panties and camisole left nothing to the imagination. He ran a hand through his hair, sighing. "I look ridiculous."

    I whistled. "Dude, you look hot."

    Alex shot me a glare, but there was a flicker of something else—a hint of amusement, maybe pride—as he glanced at himself in the mirror. And yeah, okay, I wasn’t expecting to get turned on watching my best friend strip for me in my girlfriend’s lingerie, but life’s full of surprises.

    "So," I said, leaning back on the couch, grinning. "You gonna dance, or what?"

    Alex exhaled, shaking his head like he couldn’t believe he was doing this. Then, with a smirk, he turned his back to me—giving me a full view of that perfect ass hugged by my girl's tight leggings. The fabric clung to every firm, round curve, the sheer material just barely hiding the outline of the lace panties underneath. Jesus, …
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