Here, your weekly installment of Ask Lynn, BG’s alter ego’s column at MSN.com (powered by Match.com). This week, we meet Hopelessly Heartbroken, who’s head over heels for his best friend. There’s just one thing they don’t have in common, and given his pen-name, you can guess it’s not a passion for film noir. To make matters worse, she has unceremoniously introduced HH to her swell new boyfriend. Should he stay friends with her? More to the point, can he … without, he asks, being “that jealous guy” in her life? Read Lynn’s advice to find out, and then come back here to comment!

Bonus: for more on the tricky — but often doable — friends-to-lovers upgrade, click here!