These 21 Engaged Couples Broke Up For The Craziest Reasons

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Getting engaged should be a time of love, happiness, and tearing your partner’s clothes off so you can suck on their genitals until they come into a beautiful oblivion. It’s supposed to elicit feelings of excitement, warmth, and endless heart eye emojis. That sh*t should feel like the best gahd-damn thing that has ever happen to you.

But for some people, getting engaged (and the subsequent uncoupling) turns south and they’re left picking up the pieces with neither a d*ck nor vagina in sight to suck on. Maybe you came home from work early one day to find your lovely fiancé spread eagle on the bed with your best man ramming his monster c*ck down that eagle’s throat. Or perhaps your soon-to-be hubby turned out to be more manipulative and abusive than the Joker.

Either way, when a relationship ends from sh*tty circumstances, it’s never easy to build yourself (and life and genitals) back up. Not to mention, you’re probably going to lose hundreds of thousands of dollars on overpriced wedding deposits while crying yourself into despair. But hey — look on the bright side — it’s better to find out that your fiancé is a lying, cheating, shell of a person before you say “I do.” I mean, who wants to wake up 10 years down the road and then realize that you’re married to a literal sack of sh*t.

These 21 engaged couples broke up for the most insane reasons:


Got engaged to my pregnant girlfriend. 4 months before the wedding, she calls it off saying she doesn’t feel the love anymore. A week after that, I came home early from my second job to surprise her and see if we can work things out and found her in bed with the guy who would have been my best man. Turns out they’ve been shacking up for 6 months and she planned to leave me for him as soon as he broke things off with his wife (who was to be her maid of honor). I decided to speed up the process by telling his wife what I found and instead of leaving her, the guy ditches my fiancee to try to salvage his marriage.


Came home for lunch one day to surprise her. Surprise was on me as she was in the middle of fucking her co-worker on my couch. I loved that couch.


Dated for 6 years and finally proposed. It came to light that she had been talking to my soon to be best man and they “fell in love.” Losing two of the closest people in your life on the same day fuckin sucks but it’s not so bad now.


She started hanging out with an old group of high school friends and just changed. She became extremely nasty over wedding plans, telling me we had to have the exact same number of guests on both sides. If I had one more guest than she did, she made me remove someone from my side. I knew if I moved forward it would have ended in divorce, so I just ended it before it got to that.


Together for 8 years, engaged for most of that. We were high school sweethearts. We were happy, bought a house together but eventually just grew apart. It was an amicable break up and we’re still friends. It just became apparent that we wanted very different things in life.

Written by Laura McNairy

Laura is a freelance writer for TFLN. She likes to write about what she knows best — dating, sex, and being awkward, but usually in the opposite order. She is the Assistant Editor and videographer for Peach Fuzz, a sex-positive nudie magazine in ATX.