A Two-bit Idea

She didn’t just burst my bubble, she stiletto-stomped it. She exorcized my entrepreneurial spirit. She creamed my corn. She superglued my pie hole.

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Say What?

As you may or may not know, I’m re-entering the dating game after a quarter century hiatus.  This may seem like a long time, but . . . oh hell, who am I kidding, it is a long time.  But … Continue reading

Single and Not Looking, ThankYouVeryMuch

Why is it that when you’re single, everyone always assumes that you’re looking? It’s also assumed that your desperation level increases with age. This all adds up to people trying to set you up on dates. These people may be … Continue reading

A Little Help from My Friend

In light of my recent legal separation, I figured it was time to get back in the dating game.  I should have suspected that 24 years of monogamy might have dulled my instincts a little, but how was I to … Continue reading

Gentleman or Not… Here I Stay #16: Where to Find Your Next Date

Dear Jason,
I have been trying to find new places where I can meet decent, attractive, single women. I’ve been told that grocery stores, libraries, and church are the best alternatives to the bar scene. As someone who is obviously an expert on women, where do you advise I go?

Sincerely,
Desperately Dateless

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Gentleman or Not… Here I Stay #9: The Dating Chronicles
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In my guest posts here I’ve written several times about seeking out a Bro Date. I haven’t yet discussed dates with women, but I’ve had a few of those in my time. My first date was in 7th grade– the … Continue reading

Blogtoberfest: Ugly Cry

I bet you dudes have had the following moment.  Your lovely lady has insisted that you get some chick flick…worse yet, you use your Netflix video for Beaches.  You’re feeling great about yourself because you know this boosts your bankrolled … Continue reading

The Dream Date

Dating In Your Forties (Part 2) While I’m anxiously waiting for my date, my mind starts to wander. What will he be like, am I dressed appropriately; where will we go? I knew I shouldn’t have let him choose.  Does … Continue reading

Dear Jeremy

Lady or Not…Here I Come welcomes our new guest writer Jeremy.  Of course, this is written by him.   Dear Jeremy DEAR JEREMY: I finished writing my first novel and have submitted it to publishers, but with no success yet. … Continue reading