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Born jesterday

I’m a 27-year-old guy and I’m not very funny. I know women like a guy with a sense of humor, so I was interested in these “Flirt Cards” with funny messages that I saw on Kickstarter. You write your number on the back and give the card to a woman you’d like to meet. Good […]

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A ruse is a ruse is a ruse

A year ago, the woman who pet-sits for me began inviting herself over for dinner. We started going out about three times a week. I always paid for dinner. She never introduced me to her friends, wouldn’t let me pick her up at her apartment and wouldn’t let me touch her. Even a genial “thank […]

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Stare Trek

The 40-year-old guy I’m dating swivels his head to check out ladies everywhere. He even comments on those he finds attractive. I’ve mentioned that it bugs me. He contends that it’s my insecurities that are really the issue here. I can see how lower self-esteem might lend itself to an offended reaction, as opposed to […]

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You deserve a breakup today

I really appreciated your recent column about people who go through with getting married when they know deep down that they’re making a mistake. I’m reminded of the common societal admonishment against being a “quitter.” There’s this notion that you’re some kind of loser if you quit anything – even when logic tells you that […]

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Savings and alone

I’m a 28-year-old guy in a corporate job. I’m out there trying to meet women and date (or hook up) but I’m not doing so well. In college I was able to hook up and get girlfriends pretty easily, and I haven’t put on 100 pounds or anything. I’ve noticed that three of my male […]

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Get off my yawn

I’m a 61-year-old guy who’s been married four times. I love the security and acceptance of marriage, but after several years, either my wife du jour or I will get bored and we’ll agree to move on. Clearly, I like being a husband, but I do a poor job of remaining one. Can I change […]

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Flee Willy

I’m a 27-year-old woman, dating again after a six-year relationship. I slept with a guy on the third date and was dismayed when he didn’t spend the night. It didn’t feel like just a hookup, and it wasn’t a work night. Is this just how people date now – going home immediately after sex – […]

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Is it something I wed?

Two of my girlfriends just got divorced. Both recently admitted to me that they knew they shouldn’t have gotten married at the time but did anyway. Just this weekend, another friend – married for only a year and fighting bitterly with her husband – also said she knew she was making a mistake before her […]

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Meme streets

My girlfriend of six years is breaking up with me. My question is: How do I let our friends and my family know? I’m thinking a mass email telling my side of the story. Then I wouldn’t have to have the same conversation over and over with different people. – Glum Sending a mass email […]

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Wood I lie to you?

My girlfriend found a certain little blue pill in my jeans pocket, and her feelings were hurt. I explained that I’m as into her as ever; I just need a little extra help because I’m getting older. However, she’s taking this personally. How do I reassure her? – Rhymes with Niagara Back in seventh grade, […]

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Sleeping booty

I’m a 32-year-old guy, and I want a real relationship. I am good-looking and charming and can get girls into bed pretty early on, but I’m beginning to wonder whether that’s hurting me. I think I end up starting relationships based on sex instead of common interests, personality, etc. Does it pay to hold off […]

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Rump for joy

I am a curvy girl with a big butt. I hate it. I have a small waist, and it makes my butt look even bigger. I don’t care that the Kardashians have made big butts cool. I’d like to lose weight in that area. However, my boyfriend loves my butt and told me there’s research […]

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