Dating A Twenty-Something When You’re 30 Something

First published in the Santa Barbara Sentinel under the pen name, Elizabeth Rose.

My friend and I took a moment to survey the scene.

The dance floor was packed with women dressed in ruffled skirts and lace and men in festive ranchero attire.

It was CelebraciĆ³n de Los Dignatarios at the Santa Barbara Zoo and the crowd was beginning to get a little tipsy ā€“ you could tell by the way people raged to the bandā€™s makeshift version of The Commodores’s ā€œBrick Houseā€.

I obviously needed to catch up.

Before making rounds to the wine and food tents, a visit to the ladies room was in order.

I wandered over to the nearest vendor for directions.

ā€œHi! Whereā€™s the restroom?ā€ I asked the guy manning the table.

ā€œItā€™s right behind us,ā€ he said, hooking his thumb over his shoulder.

ā€œBut you can cut through the booth if youā€™d like.ā€

It took a second for me to register his cuteness. His dark brown hair, creamy skin, and bright blue eyes made my head cock in approval.

ā€œThanks,ā€ I said, giving him my best flirty smile.

I walked away, making a mental note to stop by on my way back to the party.

After answering the call of nature, I washed my hands then stood in front of the mirror to check my makeup.

A minute later, my friend joined me.

ā€œHeā€™s a cutie!ā€ I said as I applied a coat of lip-gloss.

ā€œYeah, heā€™s cute but isnā€™t he a little young for you?ā€

I shot her a side glance.

True, he was more in her age range than mine (sheā€™s about six years younger than me) but my vow to be open-minded in my single life included older and younger men.

Twenty-somethings need apply.

ā€œAge ainā€™t nothinā€™ but a number,ā€ I said.

So much for my wingwoman.

As we walked back to the party, my friend spotted a familiar face and ran off saying weā€™d find each other on the dance floor.

Whatever.

I could use a break from her negativity plus I had a little errand to run.

I spotted Cutie refilling glasses and talking to drunk patrons storming the tent for refills.

Holding back, I gained a little liquid courage with wine samples at another table.

As soon as he was free, I walked over.

He looked up just as I entered the booth and a big smile lit up his face.

ā€œIā€™m so glad youā€™re back!ā€ he said.

After a minute of casual pleasantries about the party (nice set-up), the sunset (so Santa Barbara), and the vintage leather fringe skirt I was wearing (thanks for noticing), he asked for my number ā€“ which I happily scribbled down on a cocktail napkin.

He called the next day to plan our date.

The following week at The Good Lion over a champagne cocktail for me and a bourbon for him, we sniffed each other out.

I learned he grew up on a 40-foot sailboat in the harbor and was home-schooled by his parents.

ā€œYeah, itā€™s a little odd to have grown up on a sailboat, but I could play my drums as late as I wanted and no one was around to hear me!ā€

He was charming, polite, and engaging.

I flirted a little more to secure a second date.

He told me about his new place in Ventura, a house he shared with two roommates he didnā€™t really like.

ā€œBut the best part is the view from my bedroom!ā€

He pulled out his phone to show me a picture and I gasped.

He was right, the view of the ocean was pretty stunning, but the view of his room was not.

T-shirts, socks, empty soda bottles, and papers strewn the floor, and what I could only guess was dirty laundry hanging off a broken pedestal fan.

The cherry on top was his dog was in the corner with a shoe in its mouth.

At that moment, I realized he may not be too young for me (okay, maybe a little), but I was definitely too old for this.

We ended the date with a hug and he promised to call the next day.

The following day, he did call.

And I, shamefully, forgot to call him back.

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  1. I could probably ignore it for a few more dates. I’m not the neatest, but I also have zero space. He sounds Sweet and polite. 2 amazing qualities

    • Very true, way to look at the positives! And I hear you on the neatness but when it’s your mess, is it really a mess? šŸ™‚ Also, me judging him says more about me than it does him. As if I am projecting the “dirty laundry” I needed to clean in my own life. Whoa…deep. Thank you for reading, Katie, and sharing your thoughts!