50 First Dates―First Date #7: Long Distance Dating?

Dating site: POF (I think) then Facebook 2010 (!) with a follow-up last week (!!) Stats: Early 40s, no kids Work: Building / Architectural Designer Things to contemplate when considering long distance dating or a long distance relationship … I have no recollection of chatting with Seattle Sailor, but it was six years ago after all. […]

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Be More Confident [Video]

How to Be More Confident Whether You’re Situationally Shy or Socially Totally Terrified I used to be super shy. How shy were you, Anna? Okay, unfiltered, totally vulnerable here: I peed my pants in class in Grade 7 because I was too shy to raise my hand to ask to go to the bathroom. True embarrassing story. […]

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Can I Get A Good Woman When I Don’t Have Money.

aka Can I Win Her Heart When I’m Broke-ass Po? aka Can a Poor Man Find Love? Short answer: Hell, yes! Longer answer: Yes, you can get a good woman when you don’t have money, Honey, but you’re going to have to make up for it in other ways. Life ain’t fair. The sooner we […]

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Project 50 First Dates—When to Send The Dick Pic


Gentlemen, do you know when to send “the dick pic”? Read on to find out … Dating Site: none; met in the “real world” Stats: early 40s, divorced, two kids Profession: sales My sixth first date and I go for a late breakfast at a big-ass breakfast greasy spoon café in Gastown. Like. I originally met […]

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Why Relationships Fail Before They Begin [Radio Interview]

Fix Your Picker And Never Pick Fixer-Uppers Again My longer winded, wordier version of this article can be found on elephantjournal. Whether you’ve experienced several relationships or whether you’re a starving virgin looking for your first piece of tail—no disrespect to said tail or tail-seeker—and you’re single right now, consider yourself fortunate! I’m about to save […]

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