Tag Archives: bad dates

Share Your Worst Valentine’s Day Stories!

V-Day Survival Guide
For all your Valentine's Day needs. Read More »
Stop Hating V-Day
How one woman stopped hating Valentine's Day. Read More »

It’s often thought that Valentine’s Day is the worst holiday for single people. But not if you have a crappy boyfriend! Then Valentine’s Day can suck major balls. Like, take the time I was dating Jason*. We’d been together for several months, and prepared for our first V-Day together. I am not a particularly materialistic kind of lady and often paid the bill on our dates, but I like a little romance. Even though I am hyper feminist, I do feel like Valentine’s Day is the one time of year when you are supposed to shower a little extra love on your lady. Though Jason was typically rather analytical (bordering on anal) and tight-fisted, I figured the holiday would be my one night of being wined and dined. We went to a nice Greek restaurant, and he ordered the most expensive dish on the menu — a fish dish coming in at more than $20. I ordered a less expensive pasta dish. But when the bill came, my anal retentive boyfriend split the bill — down to the tax. I was majorly annoyed. He didn’t want to treat me, but he was willing to spend big bucks on himself, and that’s when I knew I’d never really be a priority with this dude.

So that’s my worst Valentine’s Day. Share yours in the comments!

*names have been changed to protect the utterly craptastic

7 Things That Make You Undateable

If you’re having trouble finding that special person to love or even just have some fun with, you may need to examine how you act on a first date. A first date is generally the deciding factor of whether a person is disgusted or intrigued by you. Here are some things that you may be doing wrong:

1. Talking about your ex. No one wants to hear about your horrible breakup or lingering communication with the guy or girl you dated for the past five years. Opening up about your ex is fine down the road – during the obligatory “tell me about your past loves” talk that boyfriends and girlfriends have – but blurting it all out on the first date just signals emotional baggage. If you’re not over your ex, don’t attempt dating until you’ve seen a therapist. Keep reading »

The Love Guru: My Terribly Unglamorous Moment Of Clarity

As I got ready to go on my second date with Party Boy, the be-dimpled guy I had shared witty banter and a cigarette with at my friend’s birthday party, I was hopeful, grateful in fact, that going to see one of our favorite bands together would be an awesome way to spend a Wednesday evening. Dr. Diana’s call to gratitude had kicked my negative dating booty in gear. This dating thing was actually becoming, dare I say it, kind of FUN. Keep reading »

Dealbreaker: The Thief

As a broke, 27-year-old graduate student slowly recovering from a messy break up, I posted a profile on OkCupid in hopes of meeting a guy who did his own laundry and didn’t kill animals. Despite my Baptist parents’ and grandparents’ longstanding encouragement to find a God-fearing gentleman, my standard was slightly lower. A man who was more or less moral would do. Keep reading »

Dealbreaker: He Made Me Mail My Half Of The Bill

Is Chivalry Sexist?
chivalry photo
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 »

Dater X: Playing Patti Stanger On A Bad Date

As I leaned forward and sent my 10-pound ball careening down the center of the lane, I could feel Blondie staring at my butt. Normally, this is a thing I love, but tonight, all I felt was supremely uncomfortable. The pins flew in the air in a jumble, but it was hard to be too excited about the strike. I was on a bad date. And not the kind of bad date where both of you recognize the badness and mutually agree to get out of there as quickly as possible with no hard feelings. It was the kind of date where, while I was repulsed, he was feeling it. Keep reading »

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