In the last year I've had some shitty things happen and I'm finding it tough to put myself out there anymore [30M]

OK. I gotcha. And I'll keep that in mind.

My other concern is that apparently I'm not assertive enough. And when I am I can tell I've driven women away by them thinking I'm just out to sleep with them on a first date.

I'm not looking to be married in the next year or three but I actually do like conversation and getting to know someone and yes, I am a guy and do think sexually, but apparently I am not assertive enough.

I have been told by people 3rd party that I have no self confidence (after jokingly saying Oh I suck at karaoke). But they were dead serious and to a degree they're right. I'm not some giving up fuck it I'll just live in my mom's basement and not interact with women, but I do feel my self confidence has been shot and I don't know how to fix that.

The couple times of women wanting something else and going off to be with another guy were not entirely the norm but happened. First girl was so long ago that learning that didn't exactly impact me massively. Eh whatever, just shit on the pile. The latest girl though? Conversation was there, we talked daily for a few months. We went on a few dates then work got in the way for a month, and then I get a "sorry, I always say I want the nice guy but I always fall for the bad boy, I'm pregnant, sorry for leading you on" message. And I feel like a kid the adults are talking to. "I thought the attention and conversation was good but when it came down to it I was getting dick from the bad boy, thanks for the flowers, I called up the bad boy after our date." when I thought things were going well and thought there was real potential, there was real deep conversation and talk of the future. Then I get the "I'm sorry, you're a nice guy, I fucked up, you'll find a nice girl for you"... And I realized if she didn't get knocked up I'd still be talking to her daily and going on dates and she'd still be calling him up after.

I need to change something because this isn't working..

And boom. There goes any self confidence.

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