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"No, I Won't Go Out with You"...Now What?

Miss Zebra "So yeah . . . um . . . wanna start going out? Like together? Date?" My mind stopped and started as I recovered from complete shock. The guy was really cool, but not someone I could see myself working with…
Follow-Up: His GF Is Telling Me to Back Off

I've seen quite a few follow-up posts lately, so I figured I'd offer mine. About a month ago I sent in this submission: After considering the range of feedback I got, I decided to swallow my pride and give my ex and hi…
Got Backup?

This is a guest blog submitted by thistimeimperfect. Perhaps this phenomenon was simply known as "settling," but then Friends came along and recoined the term as "backup". That is, you set an age-limit (say, 30) when…
Boys, We Want You To Kiss Us

Miss Seal My friend was telling me how frustrated she was with this boy she liked. They hung out about five times before he finally did the right thing and kissed her. I asked her why she just didn't initiate the ki…
How to Be One of the Guys (Without Losing Your Girliness)

Mr. Giraffe In every group of guys, there's always the Token Girl - she's usually well-versed in sports knowledge, can keep up with the boys while drinking and can give good advice when the guys have girl trouble. But s…
Dear Dr. Datingish: My BF's Ex Wants to Be Friends

Dr. Datingish My boyfriend's ex-girlfriend wants to be friends. She's sweet and all, but the drama in my group of friends is already high and I think this would only make things worse... I'm conflicted - I do want to b…
I Don't Want to Be Acquaintances with My Ex-BF

This is a guest blog submitted by a Datingish reader. My ex of almost three years and I broke up at the end of summer and he got a new girlfriend recently. Before she came into the picture we talked almost every day, a…
Dear Dr. Datingish: He Offered Me Help...And An Affair

Dr. Datingish I'm really close to one of the guys I work with. We've talked online a lot, and he knows that I'm having family problems and need some financial help. He's offered to help me out by looking for part time…
Dumping Someone Right Before The Holidays

This is a guest blog submitted by ElayneA. So I have this friend; let's call him Joe. And he has this girlfriend; we'll call her Ashley. Joe and Ashley have been going out for four months, but lately, Joe has been telli…
Breaking Up, Making Up...But Now What?

This is a guest blog submitted by ackfull. So you and your crush have quite a comfortable friendship going on. So comfortable that it's only obvious that you two should be dating. And before you know it, it happens! So…