Don't even try it

Ey he gave it a go so now he knows, doesn't have to regret not asking years later.

I've had 50 nos but regrets...not a whole lot. The one that comes to mind is this: I grew up Mormon, couldn't date till 16 and even then you're looked down upon for dating outside the religion. There was someone who was interested in me, asked me out. Pitcher for the softball team. I regret not saying yes. It probably wouldn't have gone anywhere but...it's still a regret.

Yep I know how that feels.