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Amy Alkon

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My girlfriend of two years had me help her download photos from her phone, and I found about two dozen close-ups of her private parts. more

Jun 19, 2017 3:26 PM Advice

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Not exactly a first-date question: “So…did you get your boobs from your mom’s side of the family or from some doc’s Yelp review?” more

Jun 5, 2017 5:08 PM Advice

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It’s depressing when the only place you’re ever “registered” is at the DMV. more

May 22, 2017 4:57 PM Advice

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A dear friend who’s also a co-worker just went through a breakup with her girlfriend, and she’s devastated. I don’t know what to tell her. I’ve tried everything. more

May 17, 2017 12:40 PM Advice

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Two years ago, I met this beautiful, intriguing girl. I gave her my number, but she never called. Last week, she texted out of the blue. Weird! more

May 9, 2017 4:00 PM Advice

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My boyfriend of five years has gotten super moody. He picks fights with me and even gets a little verbally abusive and condescending. I know he’s a good guy, and I want to help him sort through his stuff. more

May 1, 2017 3:27 PM Advice

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I grabbed my boyfriend’s phone to look something up, and I found a Google search for local massage places that offer “happy endings.” more

Apr 24, 2017 3:43 PM Advice

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She’s prodding me to say “I love you” repeatedly throughout the day, and she blows up at me for not doing it enough. Though I do love her, the required affirmations feel hollow. more

Apr 18, 2017 4:40 PM Advice

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I love my boyfriend; however, I feel bad that he never buys me presents. He did when we were dating, and he buys himself extravagant stuff. more

Apr 7, 2017 4:41 PM Advice

I’m a woman in my 30s. I was married for five years, but now, thank God, I’m divorced and about two years into a wonderful new relationship. more

Apr 3, 2017 3:05 PM Advice

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This “cover your plate” thing is not a rule. It’s just an ugly idea that’s gained traction in parts of the country—those where bridezillas have transformed getting married into a fierce social deathmatch, the wedding spendathalon. more

Mar 27, 2017 4:22 PM Advice

Confessing your crush to your married co-worker is like arranging a transfer to her—of your 26-pound tumor: “His name is Fred. He enjoys fine wine, banned preservatives, and cigarette smoke. I hope you’re very happy together!” more

Mar 20, 2017 5:30 PM Advice

My problem is that I’ll go on one or two dates with a girl and then get the whole “I just wanna be friends.” more

Mar 13, 2017 2:34 PM Advice

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. more

Mar 8, 2017 12:18 PM Advice

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Having regular dinners with somebody doesn’t mean you’re dating. I have dinner with my TV several nights a week, but that doesn’t mean I should get “Samsung forever!” tattooed on my special place. more

Feb 28, 2017 5:32 PM Advice

The 40-year-old guy I’m dating swivels his head to check out ladies everywhere. He even comments on those he finds attractive. more

Feb 20, 2017 4:02 PM Advice

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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.” more

Feb 13, 2017 4:09 PM Advice

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Is being on the road to bankruptcy really what it takes to impress the ladies? more

Feb 7, 2017 3:17 PM Advice

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So, you just want the security of marriage with all the excitement of dating somebody new—which is kind of like wanting a latex hood and ball gag that are also a comfy old pair of slippers. more

Jan 31, 2017 4:27 PM Advice

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 more

Jan 23, 2017 4:00 PM Advice