I’ve been with the same person for 16 years, knew her for 30 and we are now divorcing.

Before this relationship I felt that women would give me the opportunity but I just wouldn’t take it. Felt awkward, couldn’t get the courage to escalate when it was obvious that they would be ok with it.

Now I’m reading this and trying to learn, but I’m 20 years older. For instance I just can’t imagine myself going to a club or something like that.

I’m almost 40.

How important is age? Are there differences between approaching women at this age vs younger? Are there differences in the places where these interactions should happen? Is it ok to approach younger women? How old?