Couple times.
I once had a gf that was super jealous. Like, she'd saw me talking to other girls, say for a work, and she'd go fucking nuts.
Like not talking to me for entire days. That was difficult because we we're at highschool, we were just starting, so it was going to be a bad relationship at the end. So we talked about it and left us alone. 8 months I think, because we broke in 2nd semester and met each other at 1st.
Then the next one, after that girl, she liked to drink almost everyday, she'd call me at 3/4 am drunk, just to say "how much she loved me" and whatnot.
I've never liked girls that drinks or smokes, so that had to finish too.
We lasted about a year or so, we kept talking some time after that until she got preganant (obviously not mine) and we stopped talking sometime after.
Both were kinda crazy. And couple years ago I realized that I've always had attraction for these kind of girls. Then I met couple older women, me 18 and she 45, then me 25 and she 50. Then I realized that women don't change that much with age. Regardless of their personal experiences, they didn't seemed too mature emotionally neither, granted, both of them were in the middle of a divorce, and both gave me sexual intentions when we talked, but turns out I'm not that kind of man, that is, the one that takes advantage of fragile emotional situations.
I'm looking for something else, more serious than:
"Why are you talking with her?'
"This is my lifestyle and if you love me you must endure it"
"I'm looking to be loved because I'm afraid to be alone"
I developed a crush, 6th semester, this girl that had the same last name than me (Mena) so we would call each other Cousin.
Way out of my reach, much more emotionally mature than me. She grounded me hard. We haven't spoken since 2012 or so.