Category Archives: Relationships

Sassy sophisticated relationship advice for real women everywhere: dating advice, love advice, and more!

Dear Wendy Updates: “Afraid Of Slipping Up” Responds

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing today. After the jump, we hear from “Afraid of Slipping Up,” who was engaged to a man she adored, but had developed a crush on a colleague. After a few drinks at a work event, said colleague admitted he had feelings for her and tried to kiss her, prompting her to daydream about him incessantly over the next several weeks. After the jump, find out if she discovered a way to manage those daydreams or if she gave into temptation and got frisky with the work hottie. Keep reading »

Poll: What’s Your Longest Female Friendship?

What's Your Longest Female Friendship?

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The Official Map Of Non-Monogamy

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This map of non-monogamy makes me understand why so many people subscribe to monogamy … it’s way less complicated. I am going to go study for my non-monogamy pop quiz now. Dan Savage would be proud of me. [Tacit] Keep reading »

Girl Talk: Why I Forgave My Friend For Stealing From Me

There I was in the grocery, pressing the ends of a cantaloupe and sniffing it, trying to decide if it was ripe. Across the produce section, I spotted my landlord. I waved, a normal courtesy I extended the two times a year I happened upon him in real life. He left his cart, and came rushing towards me. As he came closer, I realized he was mad. “Why haven’t you paid your rent in four months?” he yelled.

I felt adrenaline surge through my body. What was he talking about? I always paid my rent. Never so much as a day late. Every month, a week before it was due, I wrote a check to my roommate and best friend, Leah*. Keep reading »

Dear Wendy: “I’m Afraid I’m Doomed To Be A Virgin Forever”

I’m in my early twenties and still a virgin, sort of by choice, but also because I was never asked out when I was younger. This past weekend, I reconnected with an old male friend who admitted to having liked me in the past, but the timing between us was off. We started talking about sex, and I turned him down, telling him I didn’t think I was ready, and I wasn’t in love with him. He was a great guy about it. But now, I think I’m regretting saying no. I’m starting to panic thinking that I just turned down my only chance, as it’s not like I’m beating away men with a stick. I have recently lost a lot of weight, so maybe things will change, but I still don’t seem to have guys running up to talk to me. Also, it’s the fact that I’m in my early twenties, and I’m feeling like I let time run away from me and I can’t stop it. The last thing I want is to become the female version of the 40-Year-Old Virgin. Do I call him and get it over with, as it were? Am I seriously doomed as I think I am because of my age? And how do I stop worrying so much? — Twenty-Something Virgin

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Girl Talk: My Sisters, My Friends

It was just my sister, my boyfriend and me at the tapas bar. Over Spanish food and mojitos, we were laughing and drinking. Like any night I can liberate her from small, crying children, I considered it a success. Then my boyfriend rose to head to the restroom and my sister lurched her head across the table. “I’ll make this quick,” she said her voice lowered. “I have to tell you something.” She then divulged a suburban marital drama and asked me for advice. My poor boyfriend was exiled to the bar for privacy and then deposited at home by himself. The sisters had things to discuss.

I’ve long considered my older sisters to be my closest confidantes. Heck, the three of them practically raised me. When your family is as screwed-up as mine, that’s what happens. But that night at the tapas bar was the first time I didn’t just feel like the little sister, but the friend too. Keep reading »

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