All posts by Anna Jorgensen

Project 50 First Dates—First Date #5: Smoke Signals

Is Smoking a Dealbreaker? Dating site: match.com Age: 50s Kids: don’t think so. Work: management In all fairness, it was my fault. I didn’t read his profile. Or maybe I did, and I can’t remember because they―dating site profiles―start blurring together after a while. Hey, don’t judge―this is honesty. Anyone on a dating site long […]

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How To Flirt With Older Women [Video]

Q: Is How to Flirt with Older Women the Same as How to Flirt with Younger Women? I’m a woman over forty and I’ve had a long ish term relationship with a dude who was much younger than me, so this is first hand experience and I can def definitely tell you how to flirt […]

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Project: 50 First Dates―Date #4: Women’s Safety

For Women’s Safety I’m Posting This. Dating site: match.com Age: early 50s Kids: none Work: network management Concerned Citizen messages me on match.com to see if I’m seriously looking for a mate or selectively soliciting business. I reply back, “Both. Either.” Then offer, “You’ll get honest feedback. Might help with the next one if I’m […]

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Project 50 First Dates―First Date #3: Facetious Financier

My third official first date for social study “Project: 50 First Dates.” Dating site: match.com Stats: Mid 40s, no kids Profession: finance “Hey, did you used to be in real estate? … Never mind, I Googled you … [something about a risqué Halloween costume from a decade ago …].” I’m thinking: Oh, shit. (And) He’s hot! (And) Wait, I’m […]

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What To Talk About on Date #2

Project: 50 First Dates—First 2nd Date! Interestingly enough, First Date #1 (The G Man) who blew it after the first 1st date—details to follow—and then made a big recovery—hold your horses, I’ll get to it—ended up coming in as my first 2nd date. You still with me? So what do you talk about on date […]

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