Walls of Meaningless Text

Dearest Rachel – Lynda Barry, underground cartoonist and one of Matt Groening’s mentors and inspirations, once described love as “an exploding cigar we willingly smoke.” Considering your and my distaste for tobacco in the first place (although you might remember my claim that cigar smoke, in small doses, is redolent of childhood trips to WrigleyContinue reading “Walls of Meaningless Text”

DIY Catfishing

Dearest Rachel – Another day, another dip into my news feed. This one hits a little closer to home, as it touches on the topic of artificial intelligence, and the relationships we develop with it – quite literally, in fact. This is something I’ve come across that really makes me wonder where we’re going asContinue reading “DIY Catfishing”

…And There It Is…Again

Dearest Rachel – And to think, I was going to write you about this girl last week in fairly glowing terms, especially considering the level of proof she seemed to have given me. But after setting her story aside for the moment in order to cover actual events happening in my life, things… began toContinue reading “…And There It Is…Again”

Spending Out Of Spite

Dearest Rachel – It’s the sort of thing that would be an episode in any number of high-school (give or take a grade year or two) anime comedies. The main character goes on a date with a girl he likes, while another girl (who he also likes, but assumes wrongly that she hates him, becauseContinue reading “Spending Out Of Spite”

An Anastasia of My Own

Dearest Rachel – After all this time, it’s hard to remember whether you were still around when Kevin introduced us to his online TikTok girlfriend, Anastasia. For that matter, it’s not as if I can check with him about the details of when and how he met her; if it was a matter of beingContinue reading “An Anastasia of My Own”

They’re Barely Pretending

Dearest Rachel – Back when I first considered subscribing to an online dating service, Jan cautioned me – even as she was encouraging me to sign up in the first place – to think of it in terms of entertainment, as opposed to pinning my hopes of actually finding true love there. Best not toContinue reading “They’re Barely Pretending”

Scamming God Himself

Dearest Rachel – Things have been rather quiet on the dating front these days; it’s been over a month since Grace and I went to church together, and while I’ve had a couple of conversations with others since then, nothing has really come of any of it. Obviously, this isn’t an ideal situation – I’mContinue reading “Scamming God Himself”