Category Archives: Relationships

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

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 »

Are You A Dating Disaster?

If it’s stupid and embarrassing, I’ve done some version of it on a date … and have had to do some pretty impressive damage control to make up for it.

From cartwheeling over a restaurant chair like I was in the “American Gladiators” atlasphere to accidentally saying unflattering things about Hunt’s ketchup (honestly, how could I have possibly known her father worked at Hunt’s parent company, agribusiness giant ConAgra?), I’m an ace at figuring out how to thoroughly embarrass myself. Read more Keep reading »

Girl Talk: How Instant Messenger Ruined My Friendship

I have a cautionary tale for you about the perils of using instant messenger or text messaging, those convenient communication tools that make reading emotions, intent, and sarcasm difficult in our modern age. You see, it all started a year ago, when my best friend, who I’ve known since we were 4 years old, IM’d me to ask my opinion about a cropped jacket. Yes, a cropped jacket. Keep reading »

Dear Wendy: “My Boyfriend Takes Issue With My Weight”

I have been in a long-distance relationship for six months with a guy I’ve known about two years through work; we’ve seen each other in person for what amounts to a month during vacations and we talk daily via Internet chat and video. I’m in my late twenties; he’s in his early thirties. I really care for him and thought I was falling in love. Things were going really well on our last vacation up until the end of the trip when I asked him was there anything in the relationship bothering him, and he told me that while I had a very pretty face, my weight has been an issue for him. I have dropped some weight since I’ve first known him and currently wear S-M shirts, US size 8 in pants. He soon apologized after seeing how much it hurt me, but I know it’s honestly what he feels, and is a factor in his attraction to me. He said that while it was a factor, it wasn’t a “dealbreaker.” I can’t stop thinking about it and my self-esteem has taken a bruising. I was working on losing more weight, and this could be a kick in the butt to get on it, but I wonder what it could mean long-term. I sometimes want to end the relationship because of this and because he doesn’t seem to be as attached as I am, but a part of me wants to see what happens next year. Perhaps I’m moving too fast anyway. What do you think? — Weighty Issues

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I Moved And Now I Don’t Have Any Friends — Help!

Oh, no! It’s Female Friendship Week, and I don’t have any friends! OK, that’s not entirely true. I do have girlfriends. They just live in other states. Recently, I moved, and now I don’t have anyone to pal around with. Finding new girlfriends? I guess I’ll have to work on that. Keep reading »

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