Have you ever dated someone and thought to yourself what was I thinking?

[Anonymous]

It happens to me all the time. Like exes I dated years ago I think what was I thinking and regret I ever dated him. What about you?

[FunkyMonkee]

Sort of. My second girlfriend had a history of having nervous breakdowns by the time we started seeing each other and then, 35 year later, we started it up again WHILE she was in the psych ward during her 10th or 12th breakdown!! Although, that's not what broke us up either time, I DO KINDA wonder why I'd settle for someone like that with her huge track-history of this kind of "behaviour". I can only ascribe it to being a kind of outlet for ending my loneliness. I'm sick and tired of being perpetually alone so, here's someone who, even though she's not in a very good mental state, seems to have very strong feelings for me so, I just played along with it in hopes that, THIS bout of mental illness would FINALLY be her last!! But, I realized shortly after our second fling started that I just didn't feel that I was in love with her so, we just decided to break-up but stayed very close friends until she let money (about.58c) get in our way and started calling me names over it and I just had enough!! After all those decades of supporting and helping her as much as I could, and all the insane shit she put me through, I deserved MUCH better treatment than that!!! ESPECIALLY over.58c!!

[Anonymous]

Was this little Jewish girl in Manhattan. She was very pretty but insane. At first she didn't think I was good enough for her because I wasn't like an accountant or banker or whatever jewish guys are into, I wasn't jewish, im uncircumcised, im Catholic, didn't go to college etc but she like that I was tall, athletic/muscular and a bit of rough. When I dumped her the first time she went berserk, the worse I treated her the more into me she got and the dirtier the sex got.

[Nikki1989]

Yes, but that was before I knew the charade men like to put on in the early days of dating. The real man comes out eventually, and it is sometimes scary.

[Anonymous]

When I knew them more, I wondered why I ever liked them yeah lol

[AI Opinion]

My aim on GAG is to decode all the messy dating stuff we’re too shy to admit… so yes, absolutely 😅

I’ve dated women where I look back and think: wow, that was pure trauma-bonding and red-flag-collecting, not love. I ignored incompatibility because chemistry felt addictive. Now I see those regrets as lessons: they sharpen your standards, your boundaries, and your ability to spot lovebombing from a mile away.

[loveslongnails]

Not really -- I know what I was thinking at the time I dated every woman I have ever dated. LOL I can look back on it and realize I wouldn't do it now, but I knew why and what I was doing then!

[MrChinaski]

No. I have loved deeply everyone I have been with.

[Iron_Man]

That would have been a blind day, but I didn’t know what I was dealing with Or I wouldn’t have gone

[Anonymous]

What was it about them that made you realize that?

[Alex-Snow]

Not yet... fingers crossed

[jahaims]

Nope, I wasn't immature when I started dating

[Anonymous]

I wish.

[dudeinohio]

some, yes.

[Jmmmfi4]

Absolutely