Dating Tips

When you are embarrassed about your equipment size HIS QUESTION Dear Jack, It’s taken me a long time to write this note because it’s so embarrassing. Perhaps the best way to do this is to […]

You’ve been having an extramarital affair a coworker HIS QUESTION Dear Jack, I never thought I would admit this but here it goes. I’ve been having an extramarital affair with a coworker for the past […]

You are both exclusive, but she still wants you to wear a condom Jack offers answers to tough questions men want to know about love, romance, and relationships. His Question Hi, Jack, I’ve been dating […]

She dumps you and now wants to get back together She’s gone forever…no wait, she’s back again. Your girlfriend dumped you, but now she wants you back. Is it time for a victory lap or […]

Meeting your girlfriend’s parents? Here’s some tips! “His palms are sweaty, knees weak, arms are heavy There’s vomit on his sweater already, mom’s spaghetti He’s nervous, but on the surface, he looks calm and ready” […]

When you aren’t sure if it’s OK to wear cologne. HIS QUESTION Hi, Jack, This may sound like a silly question but here it goes. I am wondering if it is OK to wear cologne […]

Your girlfriend confesses she cheated. What should you do? The dating guru offers answers to tough questions men want to know about love, romance, and relationships.  His Question Hi, Dating Geek, A few months ago, […]

Are You Falling In Love With Your Friend? Here’s Some Questions To Find Out. There’s an idea out there that guys and girls can’t be just friends. While, that’s not totally true, we understand why […]