MY COMMENTS:

Well, I don't exactly know what you mean by "serious".

If you mean "When can I talk about how I'm sad because
my dog got run over and my inner child needs a hug", then
NEVER is the answer.

Well, maybe you can have one "serious" conversation like
this on the 10th date, and it can last no longer than 5
minutes.

Just stay away from heavy emotional issues, problems,
drama, and general WUSS topics.

If you need a friend, GET A DOG!

lol... I forgot where that line is from, but I love it.