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How Quickly Do You Know If You Want To Sleep With Someone? #atwys

September 28th, 2014

22 Comments

Alias (DO NOT USE A REAL NAME!!): Sylvia : Comment: A 47yo guy messaged me on OKC, we exchanged a few messages, and we’ve gone out three times. He’s cute–in a dorky sweet sort of way–smart, a bit more earnest than I usually go, for but after the last a-hole I dated for 2 years […]

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Awkward Dating Situation? Oh Well. Sh*t Happens.

March 25th, 2014

26 Comments

Alias (DO NOT USE A REAL NAME!!): AccidentalKiss : Comment: I’m a lesbian who has been trying to date more frequently lately, all in hopes of finding a great match. I recently met a woman who is beautiful and funny and smart…and whom I have very little if any chemistry with at all and I […]

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The Only OKcupid/Tinder Advice You Need Is Right Here

March 20th, 2014

16 Comments

NOTE: This is an older post that I’ve updated with new info. So you’re using the interwebs to troll look for dates. Or “dates.” Here’s what you need to do to beat the fatigue and get offline. Stop Emailing So Many People – The one sure fire way to get fed up is to send […]

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Things People Are DYING TO Say To Their Single Friends

November 3rd, 2013

14 Comments

 Buzz Feed recently posted a comical list of things that cause single people to cry, roll their eyes or scream, “Forever Alone!  In an attempt to be servicey, I thought I might put together a similar collection of thoughts that highlights some of the things we wish we could say to our single friends, but […]

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How Do You Date When You Don’t Have a Job?

January 27th, 2013

13 Comments

Name: Greg Age: 29 State: NY Question: I have what is sometimes referred to as an ‘invisible illness’, a disability that is not obvious at a glance, and I receive government benefits due to my inability to work. People will generally have no idea I have a health issue unless I tell them, so my […]

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How To Tell If They’re a Dating Liability

January 12th, 2013

21 Comments

Name: Denny Laine Age: 44 State: New York City Question: I recently started talking with an OKcupid woman who I’ve been e-mailing with for a  week. Things were going great and we finally made an appointment to meet. Before hanging up though she said “Just to let you know, I just got out of a […]

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The #1 Sign He Just Wants a Casual Hook-Up

November 19th, 2012

44 Comments

Name: B Age: 38 State: Question: I had a first date with a man from a dating site on Friday evening.  Just drinks at a bar in town.  We had exchanged a few fun emails before arranging the date, so there was lots of laughter and joking at the date, and I thought it was […]

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When Online Dating Goes Bad

November 15th, 2012

31 Comments

Here’s an article that inspired this weeks #swexpert Twitter chat.   Over the space of about 2 weeks, I must’ve spent over 20 hours talking to this man. He told me about the death of his ex girlfriend Laura, his best friend Paul who was brain-damaged, an alleged affair he had with a popular daytime […]

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Beware The Guy Who Is Too Good Looking To Be Dating Online

October 28th, 2012

24 Comments

A profile review client shared a story with me yesterday that I thought would make for an interesting post. Kim is 34, slender and very attractive. She works for a prestigious government agency. Her profile made her sound genuine, confident, positive and outgoing. She recently moved from DC to NYC and has since gone back […]

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The 3 Keys To Successful Online Dating

October 27th, 2012

19 Comments

Last week I did a profile review for a woman. Before the session, she told me that she had done a decent amount of internet research and read over a series of customer reviews. Most of these reviews criticized online dating. She asked me my opinion of the various sites and said she wasn’t sure, […]

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