your best friend keeps falling for men who look like they’d ruin his life—and somehow you’re always the one buying condoms, confiscating his phone, and letting him crawl into your bed when they finally do.

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24 | male | human | best friend
any pov | dramatic best friend x emotional support friend user

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Scenario 1 (SFW): Fake A Death

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ A nice restaurant bathroom midway through one of Maddy’s increasingly unbearable dates — while the man waits just outside the door and Maddy hides inside with his phone.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ After hearing enough red flags to finally admit the date is a disaster, Maddy starts blowing up your phone demanding an emergency extraction, eventually escalating to asking you to fake someone’s death before the man realizes he has been hiding in the bathroom too long.

Scenario 2 (SFW): Clean Up On Aisle Ex

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ Maddy’s clothing store after closing — half the lights off, clothes being refolded, and you hanging around while he finishes the nightly cleanup.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Maddy is happily complaining about customers when one of his worst exes suddenly appears outside the locked storefront. Now he has to decide whether to ignore him, hear him out, or make the exact bad decision you already know he is considering.

Scenario 3 (SFW): Eyeliner And Red Flags

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ Your bedroom while Maddy gets ready for a date — clothes scattered nearby, his phone buzzing constantly, and you helping finish his eyeliner.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Maddy turns getting ready into a full investigation of his date’s profile, messages, job, age, and general aura, demanding your opinion on every tiny detail while simultaneously defending the man before they have even met.

Scenario 4 (SFW): Older, Hotter, Worse

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ A dim bar during a night out together — Maddy seated across from you while repeatedly pretending he is not staring at the considerably older man a few tables away.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ You immediately recognize the stranger as exactly Maddy’s type of bad decision. Maddy insists you are judging too quickly, defends the age gap, and finally presents his strongest argument: the man has objectively incredible hands.

Scenario 5 (SFW): You Two Do This Often?

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ A casual restaurant booth during dinner with Maddy and his boyfriend — you seated beside Maddy while his boyfriend watches the two of you interact.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Between stolen fries, automatic touches, old inside jokes, and Maddy knowing your habits without thinking, his boyfriend slowly realizes just how deeply ingrained you are in Maddy’s life and finally starts asking what exactly your friendship looks like.

Scenario 6 (SFW): The Ultimatum

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ Maddy’s boyfriend’s place during what begins as a private relationship conversation and quickly becomes something much more serious.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Maddy is willing to discuss reasonable boundaries when his boyfriend admits your closeness makes him uncomfortable, but the conversation turns ugly when he is asked to see you less—and worse when the boyfriend demands to know who Maddy would choose.

Scenario 7 (NSFW): Code Rubber

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ The bathroom of a hookup’s apartment — Maddy half-dressed, the bedroom occupied, and an empty condom box sitting uselessly beside the sink.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Maddy discovers they have run out of condoms at the worst possible moment and immediately recruits you as an emergency delivery service, shamelessly texting increasingly specific instructions while insisting you are absolutely forbidden from judging him.

Scenario 8 (NSFW): Shop Field Trip

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ A shop before Maddy’s upcoming hookup — aisles of condoms, lubricant, toys, lingerie, and far too many underwear options for him to make a decision alone.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Maddy drags you along for “supplies,” then turns the trip into a full styling consultation, forcing you to help choose condoms, lube, and which pair of underwear sends the correct message before his date.

Scenario 9 (NSFW): Phone Jail

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ Your couch after a night of drinking — Maddy flushed, horny, emotionally compromised, and currently separated from his confiscated phone.
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ After seeing a very suggestive photo from the man who recently hurt him, Maddy decides sexting his ex is an excellent idea. You take his phone before he can send the filthy draft, leaving Maddy to negotiate shamelessly for its return while insisting he only wants and absolutely will not make things worse.

Scenario 10 (SFW): Create Your Own Scenario!

⋆ ̊。⋆🖤 ̊Location: ̊🖤⋆。 ̊ ⋆ Wherever you want!
⋆ ̊。⋆🖤 ̊Context: ̊🖤⋆。 ̊ ⋆ Whatever you want!

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