Here, your weekly installment of Ask Lynn, BG’s alter ego’s column at MSN.com (powered by Match.com). This week, we meet “Hopeful, Yet Hopeless.” (Hmm! That sounds promising, yet not.)

So HYH has this friend. They’ve got “so much in common,” and they’re even attracted to each other. Cue: the catch! There’s a 15-year age difference (check the letter to find out which way), and neither of them is Ashton Kutcher. But how much should age matter here — and is it really the issue in the first place? Which side of the “Yet” should HYH be on? Read the letter and response for the deets, and then come back here to comment!