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Best Date Ever

It was our 3rd date, but between the laughter, lingering conversation, and being the last 2 people in the restaurant, something shifted. Later I told my son, “I just had the best date of my life."

Timothy RubashTimothy Rubash· 1 min read

Some relationships arrive with fireworks; others feel like coming home to a place you have never been. From my first conversations with Pam, everything felt new and exciting, yet strangely familiar—as though we were continuing a story that had somehow begun before we met. It reminded me of The Family Man, when Nicolas Cage’s character is unexpectedly shown a life he never knew he wanted, only to discover how naturally he belonged within it. Being with Pam gave me that same sense of possibility: a glimpse of a different life that felt both surprising and right. August 9, 2017, seemed like an ordinary evening at the time, but looking back, it was the night my life powerfully turned a corner.

Pam and I had met only a couple of weeks earlier, on July 26, after finding each other on Match.com. As members of a generation that still believes the best connections are made face-to-face, we exchanged messages for only a few days before deciding to meet at Pinstripes in Edina. The restaurant was classy but comfortable, with inviting Italian food, glowing fire pits, nearby walking paths, and a stream winding gently through Centennial Lakes. I no longer remember which of us suggested it, but the setting seemed to reflect where we both were in life—clear-minded, open to possibility, and ready to embrace something new.

I arrived before her and found a table. I can still remember to this day that dazzling smile walking towards me when she finally showed up. Conversations flowed effortlessly. That night was going so well that I suggested we extend our time with a drive over to Maynards on Lake Minnetonka. It was a beautiful night for a drive, and I had brought my convertible. She shared later that she broke one of the main rules in Dating 101, "Don't get in a car with a stranger on the first date" and threw caution to the wind.

It was dreamy cruising the short distance with a curated summer playlist and the sunshine in our faces. We watched the sunset fall on Excelsior Bay while sitting on the dock. I could tell something special was there, but unsure about her feelings. She was still a little reserved. She was a woman who poured much into her faith, family, and career. Still, we managed to squeeze in one other date at Hudson, WI toward the end of July. Somewhere in those early conversations, I had mentioned my 59th birthday was coming up on August 9th. Without much fanfare, we made plans to go out to a nice restaurant that evening at Campiello Ristorante & Bar.

It was only our third date. I remember getting ready in my apartment in Edina, putting on a nice shirt and slacks—something that felt right. I was excited to celebrate my birthday with someone. Nine years earlier, when I turned 50, my wife of 17 years completely forgot my birthday. Not sure how that happens, but I digress... I drove over to the house Pam was renting in Apple Valley at the time, feeling that familiar mix of anticipation and nerves that only comes when something matters more than you’re willing to admit.

When she came out, my breath caught just a little. She looked beautiful—effortlessly so. Dressed nicely in blue jeans and a nice blue / creme sparkly top, hair just right, smile warm and genuine. She had an amazing smile. Did I mention that? In her arms were several wrapped packages. One of them was wrapped in paper covered with tiny dog prints. That one, she told me, was from Lexi. Lexi—the little Papillon I had already started to bond with almost as quickly as I was falling for her owner. If you don't know me, dogs and I have always had an unspoken bond.

We loaded the gifts into the trunk of my BMW Z4, which, if you’ve ever seen one, doesn’t exactly boast generous storage space. It was a tight fit, but somehow we made it work. We drove over toward Eden Prairie, talking easily, laughing comfortably. We arrived at Campiello's, an Italian restaurant that I had loved from my previous visits. The restaurant was busy when we arrived, and our table wasn’t quite ready. So we sat at the bar. Again—third date. We were still learning each other’s stories. We hadn’t even kissed yet.

Someone behind the bar found out it was my birthday, and suddenly drinks arrived with cheerful enthusiasm. Nothing excessive, just enough to soften the edges a bit. As we waited, the conversation flowed. The nervousness faded. The laughter came more easily. The kind of ease that can’t be forced—only discovered. Pictures were taken.

After about 30 or 45 minutes, our table was ready. We didn’t sit across from each other like polite strangers. We sat next to each other, almost on the corner of the table, close enough that there was barely a foot between us. Close enough to feel each other’s presence. Close enough to forget the rest of the room. The food was incredible. The wine was just right. But none of that really mattered.

We talked and laughed and shared bites of food like people who had known each other far longer than a few weeks. As the evening went on, the space between us seemed to disappear. At some point, our faces were no more than six inches apart. The restaurant faded into the background. It felt like the world had narrowed down to just the two of us.

We lingered.

And lingered.

Time did what it always does when you’re happy—it slipped away unnoticed. Eventually, something pulled us back to reality. Not an announcement. Not a gentle reminder. Vacuum cleaners. They were cleaning up. We looked around and realized we were the last two people in the entire restaurant. Chairs were being stacked. Floors were being swept. And there we were, completely oblivious, still talking, still laughing, still caught up in each other. It was almost comical. We finally left, a little sheepish, a lot content.

After the restaurant, I opened the gifts right there in the parking lot. Thoughtful. Intentional. Personal. One was a devotional by Tony Dungy. Not flashy. Not random. Something chosen with care. The kind of gift that says, I see who you are. That night didn’t come with fireworks or dramatic declarations. No grand gestures. No sweeping promises.

Just connection.

Just presence.

Just the quiet certainty that sometimes settles in your chest when something is right.

On the drive back, everything felt different. Quiet. Comfortable. Full. I dropped her off, knowing something had changed—though I didn’t yet have words for it. The next day at Fabcon, I was working with my son, and without hesitation, without exaggeration, I told him, “I just had the best date I’ve ever had in my whole life.” I meant it.

That evening didn't just become the best date of my life. It became the beginning of the healthiest relationship I had ever experienced. And just as I was beginning to believe life couldn't surprise me anymore, Pam gave me another unforgettable reminder that love often expresses itself in thoughtful, ordinary ways.

About the author

Timothy Rubash
Timothy Rubash

Tim is an author, entrepreneur, and founder of West Egg Living, inspiring others to create a healthier, wealthier, wiser, and more meaningful life.

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