What was your most awkward breakup?

Mine was on Valentines Day my senior year, my boyfriend who lived in another town called- I was so thrilled, I read him a gushy letter I had written him laying bare my heart and my deepest emotions. Awkward silence ensued ... "Uh, yeah, I just called to break up with you? ...:

Plot Twist - I got my revenge by marrying his best friend.

Plot Twisted - His best friend was gay.

Plot Twisteder - Well so was he.

Most Twisted Part or Maybe It Just All Makes Sense Now - 4 of the 5 boys I dated in high school are gay. The 5th is MIA. Probably hiding in the woods somewhere, being gay from dating me. 🤣

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Groofydorkgerdo · 56-60, M

It was when my wife left me last year, for about half a year.
We we're separated and she moved out.
Had a drinking 'friends, spend a weekend or two with me, and she got really comfortable with walking around the place in like more than a smile.
When my wife heard about it, she came back home.
Whell my friends s would get really drunk, and she would just pop up, whenever she needed a place to crash
We never had sex, but she likes to be nude while indoors.
So.yeah, my wife is back home, we are asleep.in the bedroom, and I get thirsty, there is Angela, buck naked, on my couch.
(She knew where we kept our spare key)

SushiRed · 51-55, F

@Groofydorkgerdo lol not sure the breakup party of that story, but damn you got the awkward covered! Lmao!

Groofydorkgerdo · 56-60, M

@SushiRed Yeah, I guess it was more of an awkward make up story.
I still wonder if she would have came back if I hadn't told her I planned moving her in