Alright folks, buckle up. Today’s share is personal. Really personal. We’re talking about rebound relationships. Can they actually last? Spoiler alert: mine didn’t. But I learned a ton getting burned. Here’s how it went down, raw and real.

The Down and Dirty Beginning
Fresh out of a brutal 4-year relationship that ended messily. Felt like crap. Lost. Everyone kept saying, “Just get back out there!” So I did. Stupidly fast.
Signed up for a couple of those swipe-right apps about two weeks after the final “goodbye” text. Yeah, I know, terrible idea. Wasn’t even looking for love, just… numbness. Something to fill the giant, echoing void in my apartment (and my chest).
Met Jessica. Not her real name, obviously. She was fun. Easy to talk to. Had just ended something too. We bonded over shared misery. First date was drinks, laughing about our exes’ dumb habits. Felt amazing. Like someone finally got it.
We hit it off way too quickly. Within a month, we were practically living at each other’s places. Constant texting. Weekend trips. Introducing friends. It felt like a rocket ship. Fast, exciting, intense. I mistook that intensity for real connection. Big mistake.
The Cracks Start Showing
Maybe around month three? Little things. She’d flinch if I touched her shoulder unexpectedly. I’d still get flashes of rage talking about my ex, even in casual conversation. We both started pulling weird little stunts.

- She kept old photos hidden in a drawer. “Forgot they were there.”
- I caught myself comparing her cooking to my ex’s (in my head, thankfully!).
- Any mention of long-term plans – vacations next year, meeting parents again – made us both super awkward. We’d quickly change the subject.
We were both using this relationship like a giant, fluffy band-aid. Problem is, band-aids don’t fix deep wounds; they just cover them up for a bit.
The Unavoidable Crash
Month five. The cracks turned into canyons. We argued over stupid stuff – dishes left out, plans changed last minute. But the real fights weren’t about those things. They were about the ghosts haunting our relationship.
I accused her of not being “over” her ex when she took too long texting someone back. She blew up at me when a song “from that time” came on the radio. It was like walking on eggshells made of old baggage.
The wake-up call? I realized I wasn’t excited to see her text. I felt… tired. Anxious. Like I was constantly performing being “the healed, fun guy.” So did she. We met for coffee, both looking exhausted.
“This isn’t working, is it?” she said. I just nodded. Felt more relief than heartbreak. We ended it over lukewarm lattes. Weirdly civil. Sad, but honest.

The Messy Aftermath & Real Deal Advice
Felt empty again. Worse, maybe, because this failure was entirely predictable. Duh. What I learned the hard way? Real healing takes time. And real silence.
Here’s what I wish I’d done instead of jumping into Jessica:
- Sat in the Suck: Didn’t deal with the pain. Tried to outrun it. You gotta feel the crappy feelings after a breakup. Let them wash over you. Cry, rage, binge-watch terrible TV. But don’t distract yourself with a whole new person. It just delays the inevitable.
- Got Real With Myself: Asked the hard questions: Why did my last relationship really fail? (Turns out, I was avoidant. Surprise!) What patterns do I keep repeating? Journaling helped. Therapy helped more.
- Reconnected With… Me: Who was I outside of being someone’s partner? I’d forgotten. Started hitting the gym again. Took up a stupid hobby (pottery – I’m terrible at it!). Hung out with friends who knew me before the ex. Rebuilt my own damn identity.
Rebounds? Are they just doomed? Maybe not always, technically. But launching into one when you’re still emotionally shredded? That’s like trying to build a house on quicksand. It might stay up for a bit, but the foundation is weak. Sooner or later, it sinks. Mine sank fast.
Moving forward means cleaning up your own wreckage first. It’s slow. It’s boring sometimes. It sucks. But it’s the only real path. Jumping into someone else’s arms is just renting space on their sinking ship.