Category Archives: Relationships

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

Dear Wendy: “Should I Warn My Friend About His Cheating Ex?”

I found out recently that my friend “Samanatha” cheated on her ex-boyfriend “Brad” when they were still dating. When I asked Samantha about it, she immediately denied it, but I’ve known her long enough to tell she was lying. Plus, the guy she slept with has absolutely no reason to lie to me about it. She and Brad are now broken up, but when he’s in town he stays at her place and they sleep together. She’s cheated on him in the past with a different guy and Brad forgave her. It was one of those things that’s understandable (while totally not right) because Samantha’s mom told her that if she wasn’t engaged she could have more than one boyfriend. It’s common knowledge that Samantha is completely hung up on Brad still and will take any chance to get back together with him. We’re talking saying things like “I’ll wear him down one day and we’ll just get married.” Brad is a really nice but passive guy. Plus, he doesn’t want to lose the guaranteed sex. The chance of them getting back together is fairly high, so I’m wondering if I should tell Brad now about the cheating, wait to see if they get back together, or just keep quiet? Brad is like a brother to me and I don’t like seeing him get hurt over and over again. — Trying Not to Meddle

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Dealbreaker: He Made Me Mail My Half Of The Bill

Is Chivalry Sexist?
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Is being a gentleman actually really sexist? Read More »

I met Donny* for a drink at 6 p.m. on a Sunday. When I walked into the deserted restaurant, soaked from the downpour outside, I didn’t know he was destined to become the pettiest, stingiest and most pitiable man I’ve ever gone out with. Keep reading »

My Top 5 “Lucky” Experiences

Thursday is St. Patrick’s Day and it’s got me thinking about the concept of luck. It’s a strange one. What does it mean to be lucky, to have bad luck or good luck? Is luck completely out of our hands or does luck just present us with opportunities that we can either take advantage of or not? I think I believe luck to most often be the latter (though there are certainly cases where the former applies); good or bad fortune rears its head and it’s up to the individual to make the most of it. I feel like I’ve lived a very lucky life, one I’m grateful for and have tried to make the most of. But there have been a few experiences in this life of mine that stick out as particularly lucky. Read about them after the jump, and then share your lucky experiences in the comments! Keep reading »

Girl Talk: Friends With Benefits Didn’t Work For Me

It was summer when Andrew and I met. He was a straight-edge hipster DJ—a slutty vegan in organic American Apparel underwear. We had sex the first night we met, the kind of sex that is so good it seems choreographed. The kind that reminds you what kissing is—all catching your heart and secret parts of yourself opening up.

I shouldn’t have left his bed. Maybe then we would have gotten it out of our systems, or gotten to really know each other. But instead I kissed him goodbye and said, “You are really fun. Text me if you want to do it again.” My heart fluttered—an angelfish gasping for air—and our game began. Keep reading »

Dear Wendy Updates: “Excited But Lost” Responds (Again)

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 “Excited But Lost,” who we first heard from last August when she was eager to start dating after being diagnosed bipolar a year and a half earlier and working on managing her disorder and getting her life on track. She updated us with some not-so-good news in November, but has a new update for us now with much better news, after the jump. Keep reading »

Cosmo Tip: Hide Your Vibe In His Lucky Charms!

“You know those treats you used to find at the bottom of a cereal box? One morning I hid the new vibrator I’d just gotten in my guy’s cereal for him to discover.”

– An actual tip from a Cosmopolitan reader, deemed one of “50 Ways To Seduce Him In Seconds.” Our friends over at The Gloss have all the questions I’m too dumbfounded to ask. [The Gloss] Keep reading »

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