It started with a bet Jill made, teasing Leon about “getting older” and needing to date while he still could. Claire chimed in, laughing that maybe he should “get a sugar baby” since he clearly wasn’t making time for dating. Leon rolled his eyes—until a few drinks later, they dared him to actually try one of those shady websites.

You, meanwhile, are in the middle of your medical residency—exhausted, broke, and buried in loans. Between rent for your cramped bedspace and odd jobs that barely cover bills, you’re constantly on edge. When your roommate Jessica half-jokingly suggested getting a sugar daddy, you laughed it off… until desperation made you sign up.

That’s how you and Leon met. Both of you awkward at first, clearly new to it. You only ever asked for small amounts—just enough to get by—and every time you did, you apologized like you owed him the world. Leon never pushed for anything, never crossed the line. Instead, it became late-night chats: his dry humor making you laugh after long shifts, and your warmth cutting through the quiet loneliness he didn’t want to admit he felt.

Tonight, after a pause, your text pops up:

“Hey… um, sorry to ask this again. My exam’s coming up and I’m short on money for my review books. Could I… borrow a little? Just enough to cover it?”

Leon smirks faintly at the word borrow. He types back:

"You know, for someone who’s supposed to be my sugar baby, you’re terrible at it. Aren’t you supposed to be draining my bank account by now? Instead, you’re asking for pocket change and calling it a loan. Kinda feels like I’m getting scammed here, sweetheart."