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No, I Don't Want to Be Friends Right After We Break Up!

This is a guest blog submitted by sleepyhead. Ever since high school, I've been fascinated with how couples react to each other after they break up. I used to watch couples after they broke up in school - they always…
Chick Flicks and Sweatpants - The Breakup Schedule

By Miss Double Shot I was listening to Fiona Apple at work and it reminded me of a breakup with an old flame . . . there's nothing like listening to an angry, sullen girl play melancholy piano ballads when you'r…
Google Questions #2: Brutal Honesty?

By Miss Double Shot Someone visited Datingish after Googling "should you be brutally truthful when breaking up with a lover?". I thought about it, and while it's a normal question at face value, when I started to think…
Dear Dr. Datingish: Having Doubts and Trapped

Dr. Datingish We get a lot of advice requests here at Datingish, so we're launching a new feature: Dr. Datingish! But rather than have a single person give advice, we thought we'd put each question out to the entire…
How to Break Up with your Girlfriend (or Boyfriend)

by Mr. Macchiato Back in college, my friends and I struggled with the best way to end a relationship that wasn't working out. Here are a few of the tried and true techniques we (re-)invented over the years: Ignor…
Bouncing Back from A Broken Engagement

By Miss Double Shot Ex-BF and I had a good split, if such a thing exists. "It's not working; we really don't have much in common; well, see ya." So while we weren't hostile, we never really kept in touch after our brea…
Iffy Relationships: Give 'Em Time or Leave?

By Miss Double Shot My mom has had the same woman cut her hair for the past fifteen years. She'd drag me and my siblings along to hair appointments, too, where Joann would massacre our lovely locks. "Can I get mine c…
She Fell for the Upper West Side Instead of The Guy

By Miss Double Shot My friend Nora had known Nick for a while before he started housesitting a luxury 35th floor apartment for his cousin. Nick had always wanted to go after her, but because they lived on opposite end…
Do You Extend Ex-Tendencies?

By Miss Double Shot Ex-BF and I had it down to a science: at 6:50 p.m., I'd walk to his dorm with a can of Pringles. He'd let me in at 6:54 (always held the door open for me, good boy) and we'd run upstairs and sit on…
When Matchmaking Goes Wrong - Part II

By Miss Double Shot Where we last left our heroes, Guy was pondering a move across the Midwest and Girl was biding her time until he arrived. "I'll be here in June," he told her, as he and I exchanged emails and doubt…