Most Helpful Girl
It's just a question, it doesn't annoy me.
Most Helpful Guy
Even though I'm not a girl, I'm 24 and I've never had a girlfriend, so I'll answer your question from my point of view.
I wouldn't get annoyed if a girl asked me if I've ever had a boyfriend or not. Afterall, it's just a question. What does annoy me (which has happened before) are the following question which follow it, after I tell them I've never had a girlfriend.
-"You must not be trying hard" (this couldn't be further from the truth."
-"It's not because of your looks" (I never said it was.)
-"You need to get you one" (As if I haven't tried. And I don't NEED to anyway.)
-"You can't be picky" (I'm literally the LEAST pickiest guy I know.)
-"Don't try so hard, let love come to you" (Well that sounds nice on a bumper sticker)
Basically, I get annoyed when people assume something before they know why.