Why do I seem to deliberately sabotage any chance of dating when a girl likes me and I like her back?

[Anonymous]

I've also noticed I tend to fall for the fiercely independent girl who generally loves being single and I always ask them out knowing I’ll get rejected.

You don’t want a relationship and happy being single

You like the feeling of being wanted and then being rejected by them

You’re afraid of relationships and dating

You love being rejected

Other

Updates

+1 y

I always think I’m ugly and don’t have a great personality either which is a confidence issue.

[Anoniemus]

Sounds like you’re afraid to risk yourself with an unknown. It’s easy to go up to a woman who you know is going to say no. You already know the answer. It’s different when you DONT know.

[Asker]

So why do i bother asking in the first place?

[Anoniemus]

You can at least say you tried and it’s something comfortable for you. The real test is when one of these women say yes

[Asker]

They never will anyway.

[Marina226]

You like to chase, but aren't actually ready for relationship

[Asker]

Why do I like to chase and what makes me not ready?

[Plitty-Tank]

You are likely satisfied being single.