Wendy Newman admits to making every dating mistake possible.
Divorced after 12 years of marriage, she awkwardly belly-flopped into the online dating pool at the age of 35 and found she really didn’t know how to swim.
“I used Match.com and ended up draining the pool and moved over to OKCupid, which is where I met Dave,” she said, referring to the high-tech engineer to whom she committed herself in a ceremony two years ago.
But it took 120 other first dates over a ten-year period to finally reach what she hopes is the last.
“If someone had said at the beginning you’re going to have to go on 121 first dates I probably would have cried,” said Newman, 48, who spent many of her dating years in Sonoma County — Healdsburg, Geyserville and then Sonoma — before diving into the bigger dating pool of San Francisco in 2010. “But if they showed me life after the 121st date I would have said OK. I would do it again to get to him.”
It was at date No. 54 that she reached rock bottom.
At age 43 I went on the worst date of my life. It was so horrible and I had learned so many things,” she said. “I realized I needed to write about them.”
That’s when her search also became research. The result is “121 First Dates: How to Succeed at Online Dating, Fall in Love, and Live Happily Ever After (Really!)” (Atria/Beyond Worlds; $16).”
Newman hopes that by passing on what she learned the hard way will help other singles avoid the same mistakes.
She began to look backward as she plowed forward. “I started seeing where I had been great or where he had been great or where I blew it or where he blew it.”
Because she had marked all her dates in her Google Calendar she had a complete record of all of them; she started tracking and deconstructing them and insights emerged.
The date when she hit bottom turned out to be a guy 30 years older than he said in his profile and dressed like he was living on the streets.
“He made me pull conversation out of him all night. He wasn’t really talking. That usually happens when a guy doesn’t like you and he doesn’t have the heart to end the date,” she said. “I just kept trying to pull new topics out of him.” At the end of an the excruciating meal he made a bizarre proposition after running up a large tab he expected her to split in half.
The lesson? “I should have ended that date before it started. But it was just one in many times I stayed when I shouldn’t have. I should never have sat down and asked for a menu. I didn’t even call him on the 30 year lie. I wasted a good two hours on this guy and those are two hours I’ll never get back.”
It’s a lesson Newman, who at the time was running an online vacation accommodation booking service called StaySonoma, could have learned on Date No. 1 if she was paying attention. That’s when she met up with a rancher at McNear’s in Petaluma. Before they were even seated at a table he had downed two whiskeys.
What: Wendy Newman in person, with book talk and book signing
When: 1 p.m., March 26
Where: Muscardini Cellars
Address: 9380 Sonoma Highway, Kenwood