In scrounging around for a first-worst-date story this week (after all, I’ve already done my own dates from Ames, Omaha, and Walnut Creek – how many first-worsts can one person have?), I discovered something. I hate some of my friends, the ones who’ve never had a bad date, ever. First there is Jim whom I… Continue reading Why So Many Worst Firsts
Category: dating
The White Album
The last time I saw the Beatles cover band in the Santa Cruz mountains hippie town of Felton, I noticed that most of the crowd was coupled off, and most of the couples didn’t dance. They were too old, being die-hard Beatles fans for fifty years. It was a shame. The floor is real wood.… Continue reading The White Album
Don’t Get a Sun Burn
You think you know someone. You’ve sat across from your brother in law at countless holiday meals. You raised your kids together, although far enough away that you only saw them four or five times a year. You know George loves Monterey, but you didn’t know the whole story. You knew he’d been in the… Continue reading Don’t Get a Sun Burn
A Lasting Love
Maurice was a sophomore at Riordan Catholic High School for boys in San Francisco. He played tenor sax in the marching band. His buddy Dave played trumpet and was dating a girl named Sheila from Mercy Catholic High School for girls. He suggested that Maurice date one of her six sisters, Colleen. The foursome went… Continue reading A Lasting Love
Prom with an Older Woman
Alan was a sophomore when he got asked to junior prom by an older girl. He rented a tux from his date’s father, Mr. Cohen, who owned the local men’s shop in Monterey. Alan’s dad had to play chauffeur in his 1962 Chevy Bel Air, since Alan didn’t have his driver’s license yet. When they… Continue reading Prom with an Older Woman
A Giants Baseball Date
Tom the contractor was a San Francisco Giants fan. He found a similar-minded woman on Match. Tom’s friend had given him the tickets, field level seats at the third baseline, near the players’ wives. Tom asked his date to meet him at his place so they could drive over to the stadium in San Francisco… Continue reading A Giants Baseball Date
The Contractor and the Jet Setter
It was Tom the contractor’s umpteenth date on Match. The woman was from the same affluent town, was the same height as he was, and was ready to meet him at Bridges, the hot spot downtown with the best happy hour. But when Ellen walked in, she had on three-inch heels and towered over him.… Continue reading The Contractor and the Jet Setter
Memphis Sugar Mama
After Robert’s family came to America, Robert went to college in Memphis. He met an older woman, Devon, in a liquor store. She had on a mink jacket and asked him out right there amongst the bottles of high-end scotches. She looked good for her age. She drove a Cadillac since her daddy had the… Continue reading Memphis Sugar Mama
Two Dates, Two Dolls
He was tall and lanky. She was short with a great smile. They were the leads in the high school play at Des Moines Tech in 1948. They flirted on and off stage. They even had a kissing scene. Joanne knew Bill was the one. Bill asked her out. On their first date, he showed… Continue reading Two Dates, Two Dolls
He Wouldn’t Take Non for an Answer
Harry was an American soldier. He had survived D-Day. The war had just ended in Europe. He helped free the town of Reims, France, where she lived. She was so beautiful that when he met her on the street, he asked to/walked her/followed her home. She thanked him but wasn’t interested. “What is your name?”… Continue reading He Wouldn’t Take Non for an Answer
FIRST DATE, WORST DATE EVER! 