Articles by Jack Eagle

You aren’t a social butterfly, but you want to make the most of your latest party invite. The Dilemma Dear Jack, I’m a nineteen-year-old guy living in a college town. In high school I was […]

You really enjoy having sex with your girlfriend but don’t see any other value in the relationship The Dilemma Dear Jack, I’ve been with my girlfriend for a few months now. I’m not gonna lie […]

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 […]

What to do after breaking up Have you recently broken up with someone you deeply love? Are you struggling to hold things together? Wish you had a magic wand to make the pain go away? […]

You wonder: “Am I Masculine?”  THE PROBLEM Hi, Jack, My problem is simple. I want to be more masculine. This question may sound silly, but I’m just being real with you. A friend of mine […]

Saying “I love you” and timing Love is a four-letter word that puts fear in many. Just the thought of saying the phrase, I love you to someone you’ve been seeing probably causes great anxiety. […]

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 […]

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 […]

If you want to attract women, here’s some quick hacks Have you ever noticed that some men are naturals are drawing women close? Does it seem like they vibrate a certain confidence that is magnetic […]

You never made a commitment but now things are getting serious The Dilemma Dear Jack, I’m in the military, working stateside. I told a female soldier I loved her before she got deployed and didn’t […]