I’m an Older Single Woman Who Is Considering Hiring a Male Escort
When dating strangers goes awry
There I was, a newly divorced middle-aged woman, at a popular New York City event space listening to a lecture given by a mother-and-daughter matchmaking team offering tips and rules for 21st century dating.
I had just started dating again and needed help finding a guy. After 28 years of marriage, I really didn’t know how to do it. This duo typically charged men $50,000 to $100,000 to help them find mates. I figured they might know something I didn’t know.
“A woman shouldn’t offer to pay for drinks or to split the tab on a date,” the mom told us. “Men don’t like that.”
My hand shot up.
“I’m happy to split the tab,” I said.
“Any woman who offers to pay her share is someone uninterested in sex,” she scowled.
“I love sex and I’m perfectly happy to split the bill,” I responded.
“You better be careful because you might find yourself with a gigolo,” she replied.
I paused, thought about the possibility, and responded, “Well, maybe that would actually be a very good thing.”
The audience laughed.