Uptown Guy
A first date after forty-nine years with the love of my life—how does one even begin again? The thought alone felt both daunting and tender, like reopening a long-locked door to a room filled with echoes of what once was. Yet somehow, stepping through it broke the quiet wall of loneliness that had slowly built around my heart.
As Uptown Guy and I sat across from each other, hands wrapped around warm cups of coffee, conversation flowed easily at first—safe topics, polite smiles. We spoke of the miles between our homes, our past careers, the shared experience of loss that now gently was spoken out loud. Beneath his calm, intelligent demeanor, I sensed a kind soul—someone who had also known deep love but lost a portion of it years go to her Alzheimer’s disease with finality one year ago.
The rhythm of talking to a man again felt unfamiliar yet strangely comforting. With women, conversations often dance in circles of empathy and shared emotion. With a man, there’s a directness—curiosity wrapped in quiet observation. And still, the heart of it is the same: we all long to be seen, to tell our story, to have someone listen and say, I understand. After an hour of thoughtful exchange, a light flickered in his eyes. “Are you hungry?” he asked softly. “Would you like to go to lunch?” And just like that, coffee transformed into something more—a true first date.
Turns out he’s a health-conscious man, thoughtful even in his choice of meals, so when he asked about nearby eateries that served salmon, I smiled—there was an excellent option just around the corner. And so, our morning coffee turned into a second meeting, another chance to peel back the layers of conversation and connection. It didn’t take long to realize that Uptown Guy lived in a world of quiet refinement. His late wife came from an impressive family lineage, and together they had moved with ease through an upscale social circle. They dated for six years before marrying—a patient, deliberate love story. Listening to him, I found myself sharing my own: a blind date that led to marriage in only six months. Two very different beginnings, yet both grounded in love and fate. It struck me how each of us carries our own constellation of experience -distinct yet patterned with familiar light. In our seventies, we’ve grown comfortable in our own ways, yet here we were, daring to step beyond them.
Lunch was lovely—unhurried and filled with easy laughter, gentle curiosity, and those small pauses when two people simply see each other. As we walked back to our cars, the afternoon sun lingered with a gentle glow. “Let’s do this again soon,” he said with an easy warmth. I smiled and agreed. A brief kiss on the cheek followed—a polite gesture that somehow felt like the beginning of something much more. Something I hadn’t known I was still capable of wanting.
And then he was gone.
And I was… lost in space.
Quote of the week: Life is what happens between coffee and wine.
Turning the Page…
When do the tears finally start to turn into smiles?
After losing my funny, handsome husband of 45 years, that was the question I asked 75-year-old me almost every day. Our marriage wasn’t perfect (seriously, whose is?), but it was pretty darn close. When cancer came knocking, we faced it together for eight tough months. Believe it or not, even during that storm we found moments of laughter, silly dates, and little sparks of joy. That’s just who we were.
It’s been over three years now, and while I’ve grown stronger and more accepting, grief is still a roller coaster with a few too many dips. I am blessed with an amazing son, a wonderful daughter-in-law, two adorable grandkids, and the best circle of friends. Still, some days felt achingly quiet… and the nights even quieter.
On a little getaway with one of my dearest friends, she sat me down after noticing how much I’d changed. In her direct but loving way, she shared something she swore she once heard from my husband: “He doesn’t want you to be alone. He told me to remind you of that when the time was right.”
I’d had that conversation with him too, of course—but hearing it again, from her, made me pause.
Fast-forward to Christmas. The kids were out of state, and there I was, stretched out on the couch in my PJs, drowning in my own “woe is me” thoughts. How could they leave me alone? (Cue tiny violin.) But then, clear as day, I could feel him nudging me—reminding me that my life is, well… mine. If I wanted joy again, it was up to me to go find it.
So, fueled by equal parts courage and curiosity ( and a glass of Cab), I did something wild: I signed up for a dating site. In my pajamas. On Christmas. And that, my friends, was the first little spark of turning the page.
Quote for the week…
You can’t start the next chapter of your life if you keep rereading the last one.