Dating After Dignity · Menopause & Mischief · Red Flags & Walking Punchlines

🚩Red Flag Friday: The Keith Sweat-ing Glamour Cowboy Edition🤠

Brought to you by Menopause & Malarkey — where the flags are many and the patience is limited.

Ladies… I present to you a man who is:

“Boss at Self-Employed”
(Translation: The boss, the employee, the HR department, and also currently on an unpaid lunch break… indefinitely.)

80 miles away but behaving like we’re all just out here ready to road-trip for romance like it’s 1995.

And — be still my heart — his entire music section is Keith Sweat.
Not a sprinkle.
Not a vibe.
Not a nostalgic “one song on a playlist.”
No, ma’am.
Keith. Sweat. Or. Bust.
This man is out here preparing to beg somebody through a cassette deck.

But wait… the photos.

Ohhh, the photos.

We have:

• The Glamour Cowboy:
A wide-brimmed hat, aviators, and a shirt so bright it’s gotta wear shades.
He’s giving “Line dancing at noon, sermon at three, vibes by Keith Sweat at five.”

• The Close-Up That Didn’t Need to Be a Close-Up:
Half a forehead.
Part of a visor.
A sprinkle of existential dread.
Thank you for this offering.

• The Truck Cab Philosophical Hour:
“Cool drama free cool as a fan”
(Sir… you wrote “cool” twice. And for that reason alone, I have questions.)

And yet — YET — the best part?

He proudly lists Beauty as an interest.

BEAUTY.
Dude, you are Keith-Sweat-ing in a Ford F-150 with an Instagram filter from 2013.

Verdict:

🚩🚩🚩MULTIPACK RED FLAGS.
We’re talking Costco-level quantities.

Would I swipe right?
No.

Would I make a meme out of him?
Already did.

Some men come with careers, ambition, and financial stability.
Others come with Keith Sweat, a cowboy hat, and a mysterious lack of tax documents.
Choose wisely. 😔🔥

© 2025 Heather Nicole Kight – Menopause & Malarkey. All rights reserved.

Dating After Dignity · Menopause & Mischief

⭐ M&M Mini Post: Kudos Where They’re Due


A Rare Moment of Applause in the Dating-App Wilderness

Every now and then, in the endless scroll of shirtless gym bros, filtered-to-oblivion selfies, and men who lead with their Halloween alter ego like it’s a personality trait…

A hero appears.

Today, that man is Rob, 55.

He did something almost no one on Facebook Dating remembers how to do anymore:
He crafted a profile with structure. With restraint. With logic.

Let’s break down the magic:

✅ Photo #1: A normal, friendly, fully clothed human man

Good lighting. Relaxed expression. No sunglasses indoors. No nostril selfie.
A rare and delightful start.

✅ Real-life pics first, costume pic last

This is the hallmark of a gentleman who understands:

> “My Captain Jack Sparrow moment is a bonus, not a warning.”



The pirate photo wasn’t a threat.
It wasn’t his opener.
It was the dessert at the end of the menu — optional, sweet, and mess-free.

✅ A bio that doesn’t read like an obituary

Simple, straightforward, not dripping with desperation or “I’m just a simple man looking for a simple girl.”
Just enough personality to show he’s real.
Not enough to make you run.

⭐ The M&M Verdict

I swiped right.
Not because I’m picking out a dress.
Not because expectations are sky-high.
But because sometimes you have to acknowledge when someone actually did the homework.

Rob, sir, wherever you are… Menopause & Malarkey salutes you. 🫡
Not for perfection.
Not even for chemistry.
But for remembering the golden rule of online dating:

> “Lead with the man.
Save the pirate for last.” 🦜

Two digital caricatures side-by-side. On the left: a friendly, ‘simple guy’ illustrated with a soft smile, a short haircut, and a plain T-shirt, arms relaxed at his sides, giving warm and approachable energy. On the right: a playful pirate caricature with long hair, a bandana, an eye patch, dramatic rings, and beaded braids, holding one hand near his face in an exaggerated pose. Both figures are drawn with rounded, charming cartoon style.
Humility +Humor=👏🏻👏🏻