“Who are you waiting for tonight?” Jon, a bartender who has witnessed respective of my dates implicit the years, asks. He tucks his shaggy hairsbreadth down his receptor earlier handing a lawsuit a cocktail, past situates himself successful beforehand of maine and leans connected the barroom similar an aged friend, which, astatine this point, fixed I’m a regular astatine this brewery, helium beauteous overmuch is.
Before I tin reply him, my telephone buzzes. I glimpse down and work the connection quickly. “Just parked,” it says. I spot it look down and look up to conscionable Jon’s funny gaze.
“Just immoderate guy!” I shrug, taking a sip of my brew and drumming my fingers connected the acheronian wood of the bar. “I don’t know. He seems cool. He’s a musician.”
Jon laughs. “Of people helium is,” helium says knowingly. He knows I person a brushed spot for musicians. And younger men. “How old?” helium grins.
I shingle my head. “Mind your business.”
A fewer minutes later, I glimpse to my close and spot the lanky 29-year-old I’ve been chatting with connected a dating app done the large, garage-style windows. He’s walking rapidly due to the fact that helium knows I’ve been waiting, adjacent though I really don’t caput sitting astatine a barroom alone. I similar getting to a day early, ordering a drink, and settling in. Still, I find his hustle endearing. I ticker him rise his manus to his rima past merchandise a unreality of fume into the aerial earlier tugging the brewery doorway open.
He recognizes maine from down close away. My long, wavy hairsbreadth is usually a dormant giveaway. I consciousness his beingness down me, crook my caput slightly, and grin earlier helium slides onto his stool.
I’m not often tense connected archetypal dates due to the fact that the information is, I don’t attraction each that overmuch however they go. Why would I? I’m not invested yet, truthful I’m not flooded by nerves. But not agelong aft helium sits down, I’m astir wholly astatine ease. It feels similar I’m talking to an aged person who happens to beryllium cute, benignant and, well, tall.
I’ve been connected possibly a twelve archetypal dates since 1 of the astir brutal breakups of my life, and I haven’t been funny successful anyone. But determination is thing refreshingly gentle astir the mode this antheral talks to me. He’s nervous, but not overly so. And contempt his nerves, helium manages to laughter astatine my dumb jokes. He asks maine astir my penning career, my kids and my Stevie Nicks T-shirt.
Side note: He’s astir a decennary younger than me. But our speech flows easily. It doesn’t consciousness forced. And by the extremity of the date, I’m reasonably definite I’m going to spot him again.
I didn’t ever day younger men. In fact, conscionable aft my divorcement astatine property 33, I actively avoided it, imagining that a dose of 40-something maturity was what I needed. I was a grown pistillate with kids, aft all. I didn’t privation idiosyncratic I had to teach. I wanted idiosyncratic I could larn from. Someone responsible, stable. A grown ass man, if you will.
Dating my ain property oregon older (given I was aboriginal to wed and aboriginal to divorce) conscionable made applicable sense. Or truthful I thought.
I dated around. A lot. I kept an unfastened mind, and I didn’t discriminate based connected the accustomed criteria ― job, height, religion. It was important to maine to absorption connected genuine transportation alternatively than checking boxes that, astatine the extremity of the day, don’t substance each that much.
But adjacent with an unfastened mind, and an unfastened heart, much often than not I ended up profoundly disappointed by the men I went retired with, oregon sometimes adjacent ended up dating. I did autumn successful emotion with an older antheral — once. But aft that narration imploded, portion I continued to question retired what I thought were appropriately aged men for me, I started to consciousness a consciousness of hopelessness.
The men I was going retired with might’ve been older, but they weren’t much evolved, and they decidedly weren’t wiser. In fact, a batch of them seemed to beryllium regressing, arsenic if property and failed relationships had eaten them alive. Many felt emasculated and emotionally destroyed by their ain divorces oregon past relationships. And portion astir each of them said they went to therapy (and adjacent listed it connected their dating app profiles), it didn’t show.
After dating them ― oregon sometimes, conscionable gathering them erstwhile ― I suspected that they utilized therapy to marque themselves consciousness better, alternatively than to really change. Age had conscionable made them much acceptable successful their ways and that rigidity near maine annoyed, hopeless and bored to decease of hardened men who said they wanted emotion but were profoundly self-involved.
Meanwhile, connected the dating apps, men successful their 50s seemed to person nary qualms astir advertizing that they wanted a young, hot, “drama-free” woman. I started to inquire myself wherefore I couldn’t day younger.
Was I missing retired connected connections due to the fact that I had my property filter acceptable to 35+? Maybe. Maybe not. But dozens (hundreds?) of atrocious dates later, I decided it was worthy looking into ― adjacent if lone for the experience.
So, I started going connected dates with younger men. They weren’t each great. Some lived with their parents oregon were downright toddleresque. But determination were immoderate bully surprises, too, similar that the younger men I was going retired with wanted to effort caller things. They had a spark. They had assurance that was intact. They were amusive and open-minded successful a mode I didn’t often spot successful older men. Likewise, they were much absorbing ― and interested ― and they weren’t acrophobic to amusement it. I felt similar my assurance successful dating had been restored.
Recently, the Netflix amusement Age of Attraction, which I happily binged, showcased older women dating younger men. While it’s much communal successful our civilization to spot older men dating younger women, the bid besides highlighted the other dynamic. And not truthful surprisingly, immoderate of the women connected the amusement expressed that they felt seen and cared for successful a mode they had imagined they mightiness ne'er acquisition again.
As I watched, I felt understood, and astatine the aforesaid time, similar I amended understood the dynamic I had been living.
While we’ve been led to judge it’s lone men who similar dating younger, 2 tin play astatine that game. Anecdotally, dating younger guys whitethorn assistance older women who are inactive vibrant and afloat of beingness consciousness seen. But immoderate researchers accidental that women are much satisfied erstwhile they person younger partners. And according to 2025 research published successful the Proceedings of the National Academy of Sciences (PNAs), some men and women experienced higher levels of restitution connected archetypal dates with idiosyncratic younger. Therefore, it’s apt not deficiency of involvement that keeps women from dating younger. It’s fearfulness of judgement.
The extremity of my day with the younger musician, who did spell connected to go my boyfriend, was further proof. After helium paid for meal (without adjacent making maine scope for my wallet), I invited him backmost to my location for 1 much beer. We sat genu to genu connected my couch, and my 2 dogs curled up connected either broadside of us.
We listened to euphony and talked astir concerts and authorities earlier finally, I told him that 11 p.m. was past my bedtime, and helium had to spell home. I walked him to the door, past stood connected my tippy-toes arsenic helium hovered implicit me. A grin dispersed crossed my lips conscionable earlier we kissed for the archetypal time.
Age isn’t conscionable a number, nary substance what anyone says. With it comes acquisition and caller ways of looking astatine life. But for a batch of older men, whose lives oregon romanticist relationships didn’t cookware retired the mode they’d planned, their experiences haven’t precisely shaped them for the better. It hasn’t equipped them for partnership, emotion oregon adjacent romance. It’s often done precisely the opposite.
And to beryllium real, I person capable of my ain battles, demons and stressors to fight. I don’t request a antheral I person to resistance done beingness oregon who weighs maine down oregon makes maine consciousness heavier. I’d alternatively beryllium with idiosyncratic who lifts maine up and makes maine consciousness seen, oregon nary 1 astatine all.
In the end, the instrumentalist and I went our abstracted ways, for reasons unrelated to age. Now I’m backmost to dating again astatine 41, which mostly conscionable looks similar staying unfastened to connections, oregon scrawling my telephone fig for a cute, younger bartender portion paying my tab, similar I did past week. It looks similar occasional swiping connected men from astir 25 to 40; I toggle the property limits sometimes.
I’m not opposed to dating older men again, but I person my defender up with them. Younger men inactive consciousness much confident, unfastened and little fragile.
As a azygous ma successful my 40s, I’m not precisely dating to marry. But I americium dating with the volition of coagulated connections, and younger men person been refreshing wherever men my property and older were mostly frustrating. I person zero shame astir the information that I’d alternatively day men who are younger than me. In fact, I deliberation much women should bash the same.
This nonfiction primitively appeared connected HuffPost successful May 2026.

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