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AITA I cheated on my girlfriend and then woke up to the strangest situation imaginable

· 3 min read

Ever find yourself in a love triangle that feels more like a science‑fiction plot? Here’s a real‑life version that would make even the most seasoned rom‑com writers raise an eyebrow.

The Setup

Our protagonist (let’s call them “The Dude” for anonymity) was in a 1½‑year, co‑habiting, college‑studying relationship with a 24‑year‑old girlfriend. By September‑October, the romance turned into a toxic soup of constant fights and emotional burnout. The Dude decided to call it quits but didn’t bother to mention the cheating part. Instead, they slipped into a “break” with their new college friend, S, while still living with the ex—because who doesn’t enjoy a dramatic roommate situation? S, a 23‑year‑old friend, and the Dude hit it off, leading to an affair that would later be the plot twist everyone loves to hate.

The Night of the Unthinkable

Fast forward to a night of heavy drinking, smoking, and the kind of blackout that makes you question your life choices. At 4 a.m., The Dude wakes up in the middle of a heated argument. S is trying to convince P (a 24‑year‑old friend) to leave and is also attempting to cuddle the Dude. Amid the chaos, P claims he performed a certain intimate act on S, which S vehemently denies. The kicker? S was on her period. Everyone insists they were so drunk they didn’t realize what they were doing. P says he stopped when he noticed blood. The Dude feels oddly detached, not angry, and S, feeling mortified, storms off to her place a kilometer away.

The Moral of the Story

The Dude admits to handling everything poorly—cheating, dodging honesty, and letting a toxic relationship spiral. The night in question remains a surreal, unsettling memory that haunts him to this day. He’s basically saying, “I messed up, and this is my epic fail moment.”

The Comment Section (Because Reddit is a Goldmine of Unfiltered Humor)​

  • YTA, you cheated.
    “Yeah, because if you’re going to cheat, at least do it in the most obvious way.”

  • Welcome to r/AmITheAsshole.
    “We’ve got the voting guide, the rules, the FAQ, and a bot that’s probably as confused as we all are.”

  • YTA. Stop submitting fantasy fiction as AIta.
    “Because your story is so bizarre, it could pass for a sci‑fi script.”

  • Dude wtf even is this lmfao
    “It’s a question: why would anyone want a period‑involved, drunken, roommate‑break‑up‑scene? And here we are.”

  • AUTOMOD thanks for posting! READ THIS COMMENT - MAKE SURE TO CHECK ALL YOUR DMS.
    “Because Reddit mods are basically the friendly neighborhood librarians who double‑check your sanity.”

  • I’m a bot, and this action was performed automatically.
    “Yes, we’re all just a few lines of code away from chaos.”

TL;DR​

A college dude cheats, tries to break up, then wakes up to a drunken, period‑involved, roommate drama that makes him question his life choices. Comments? Mostly YTA vibes and bots that are probably as confused as he is. The moral: If you’re going to cheat, at least pick a less bizarre storyline.