Men's Blog
How Can I Be More Masculine?
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 […]
Articles by Jack Eagle
Relationships
When Is It OK to Say “I Love You” To Someone You’re Dating?
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. […]
Dating Advice
How Do I Get A Cosplay Girl to Like Me?
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 […]
Dating Advice
Should I Let My Partner Video Us Messing Around?
Your partner wants to make private videos The Dilemma Hi, Jack, I’ve been dating a girl for around six months now and really like her. The only thing is that recently, she’s been hinting at […]
LGBT
Should I Sleep With My Straight College Roommate?
The Problem Hi, Jack, I have a weird problem that I’m sure you will think is just is just ridiculous. To cut to the chase, I’m in my second year of college and living in […]
LGBT
Can You Have Two Boyfriends at the Same Time?
The Dilemma Dear Jack, I’ve got a problem that some people with think is ridiculous. For the past few months, I’ve been going on casual dates with two really attractive men. They’re both cool in […]
Relationships
Is It OK To Date Your Friend’s Ex?
You really want to date your friend’s ex-partner THE PROBLEM Hi, Jack, I need some guidance. Over the last couple of weeks, I’ve been spending time with a close friend’s ex-girlfriend, platonically, after we ran […]
LGBT
Is It Wrong To Sleep With a Married “Straight” Man?
You’ve been hooking up with a married, closeted man The Dilemma Dear Jack, I’m just going to come right out with it and tell you. I’ve been hooking up with a guy for the last […]
Relationships
Should I Dump My Girlfriend Because She’s Gaining Weight?
She’s really nice but the weight gain concerns me The Dilemma Hi, Jack, I’ve been dating a girl for around a year now and like ger a lot. Well, at least I used to. Personality-wise, […]
LGBT
Can a Gay Man Be Too Hot Looking To Date?
Is it possible to be so handsome that it’s hard to get dates? The Dilemma Dear Jack, I have an odd issue. It’s like this – I’m a really good-looking guy. In all the ways […]