cuffed

cuffed

what no one tells you about dating women in their 20s (when you’re in your 40s) | musing no. 5

you want admiration. but do you respect her?

author — cuffed's avatar
author — cuffed
Jun 10, 2025
∙ Paid
A young woman in a black robe stands barefoot in a dimly lit hallway, facing a shirtless older man partially in shadow. The hotel room setting and soft yellow light suggest intimacy and emotional tension. Visual for cuffed musing no. 5: “what no one tells you about dating women in their 20s (when you’re in your 40s).”

Let’s kill the fantasy.

Every guy in his 40s has, at some point, imagined what it would be like to date a woman in her 20s. The tight skin, the effortless beauty, the thrill of it. I know, because I’v…

Keep reading with a 7-day free trial

Subscribe to cuffed to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 cuffed media
Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture