Dating Advice

When you are attracted to your ex’s twin HIS QUESTION Dear Jack, Recently, I started casually seeing a girl that I really like. We seem to hit it off on many different levels. Sounds like […]

Your partner wants to take a break from the relationship THE PROBLEM Hi, Jack, I’m desperate here. My boyfriend of a year said he wants to take “a break.” He’s been super vague about why […]

Do you project a toxic vibe? Have you decided to hit the pause button on dating because you’re tired of rejection? Does it seem like your first dates never turn into second dates? Are you […]

Dating Profiles That Work Have you been struggling to get some traction on a dating app? Does your profile get views, but it doesn’t convert into real dates? Then, maybe you need to make some […]

Are you thinking about dating a yogini? Have you been scrolling through #yoga on Instagram and wondering how to start a relationship with a girl who practices yoga? Well, it doesn’t take a rocket scientist […]

So You Want To Date a Sorority Girl? Did a sorority girl catch your eye on campus and now you’re dating? Are you wondering how to attract a sorority girl even though you’re not in […]

Online Flirting Hacks Are you doing more online flirting? It’s hard out here for singles. You might be using those dating apps and inboxes more than ever, but the good news is that people are […]

Dilemma: Can You get back into the Hot Zone after your partner has given you the cold shoulder? His Question: Me and my boyfriend for 6 months are going through a break (or breakup?!) We […]

Do Older Women Make Better Partners? THE PROBLEM Hi, Jack, I’m 29, straight and single. I’ve dated a few different types of girls, but I’ve never dated an older woman before. I usually date women […]

Girls who wear costumes are super-hot, but I can’t get one to go out with me on a date. The Dilemma Hi, Jack, I really like comic books, superheroes, video games, anime, you know…all that […]