Colt Johnson’s Love Life, Ranked: From a 5-Day Proposal to Bogotá — Which Era Was the Messiest?

TV Season & Spoilers just dropped a full seven-year timeline of Colt Johnson’s relationships — and reading it back-to-back feels less like a recap and more like a telenovela with no season finale. Larissa, Jess, Vanessa, Cortney, Diana: the names alone could fill a whiteboard. So instead of repeating the timeline, we’re doing what the 90 Day Fiancé fandom does best — ranking the chaos, from “barely a footnote” all the way to the relationship that defined Colt Johnson forever.

#7 and #6: The Blurry Ones — Julissa and the Single Life Experiments

We start at the bottom with the relationships that barely left a mark. Julissa was little more than a rumor — Colt never confirmed anything on the show, and fans are still unsure what to call it. Then came the 90 Day: The Single Life 2021 era, when Colt dated Brittany and a few other women in what felt like speed-dating with cameras. Nobody’s still arguing about these two chapters, which in Colt Johnson’s world practically counts as a healthy outcome.

#5: Jess Caroline — The Cheating Accusations That Never Went Away

Jess Caroline, the Brazilian au pair, ended things when she suspected Colt was still in contact with Vanessa Guerra — and that suspicion planted a seed the fandom never stopped watering. Jess moved on fast, marrying musician Brian Hanvey just four to five months later. Fans still point to this split as the first public “he cheated” moment in the Colt canon — and the first time a woman simply walked away before it got worse.

#4 and #3: Vanessa Guerra, Then Diana — Wife, Caretaker, Divorce… and a New Flame in Brazil

Vanessa’s arc reads like three seasons of television: best friend turned friends-with-benefits, a secret wedding, a split within a year, a reunion, and then Vanessa becoming Colt’s caretaker after his devastating leg injury. The divorce was finally official in 2026 — on June 9, Colt shared a photo of his signed divorce papers with an “IT’S OVER” GIF, according to TV Season & Spoilers. Diana, the Brazilian woman Colt met online about a year ago, already ranks higher on the chaos meter: a Bogotá, Colombia trip, engagement teases, and — according to reports — unconfirmed pregnancy rumors. Every new selfie spawns a new theory.

#2: Cortney Reardanz — The Betrayal Under Her Parents’ Roof

Colt met Cortney while filming 90 Day: Hunt for Love in October 2024, got injured outside her door, and ended up living under her parents’ roof in Orlando while she nursed him back to health. Then the June 2025 tell-all detonated everything: Cortney said Colt had been texting other women and sexting behind her back. She threw him out to a hotel — and later let him stay on one condition, alongside her new boyfriend Phil. Even Debbie got involved, and fans are still rewatching this era with their jaws on the floor.

#1: Larissa Lima — The Era That Defined Colt Johnson, and It’s Not Close

Met online. Proposed within five days. Married in the summer of 2018. Divorced by January 2019 after three domestic-violence incidents that led to arrests. Larissa claimed Colt cheated; Colt denied it. Add Debbie’s constant interference, and you have the relationship that turned Colt Johnson into the franchise’s most debated man. Nothing since — not the secret wedding, not the under-her-parents’-roof betrayal — has matched the sheer tabloid density of those months.

And that’s the pattern fans keep circling back to: Colt has admitted to cheating more than once across these relationships, and Debbie’s shadow hangs over nearly every chapter. Which raises the question the fandom has argued about for seven years — is Colt the villain of his own love life, or just its most loyal repeat offender?

So now it’s your turn: which Colt Johnson relationship was the messiest? Drop your ranking in the comments — and defend it.