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"Ask Debbie Sue" Dating advice with author & comedian Debbie Sue Goodman


This year so far has not been the best for me. My Mom was back in the hospital for the second time this past month. I took her home last week. She’s feeling much better and getting stronger everyday. Thank you everyone for all your wonderful calls and e-mails and well wishes for my mom. I hope the rest of this year will be much better.

I received a bunch of e-mails from female readers asking what to do when they’re dating someone they consider a ‘cheapskate.’ I wrote about this topic in another column and I’ve had several more letters with more questions.

Dear Debbie Sue, “I went on several dates with a guy I met through an online dating service. He has a good job. Every time he invites me to dinner, he ‘forgets’ to bring enough money to pay for both of us. I always pay for my own dinner. I make a good living at my job, but it feels odd to keep paying for my meal every time I go out with this guy. On our last date at an expensive restaurant, he asked me what I wanted for dinner and for dessert. Then, tells me to get ‘whatever’ I want. I responded with an answer like, ‘Of course I’ll get what I want. I’m paying for it.’ Then tells me he’s happy I’m his girlfriend! I couldn’t believe this guy. I’m not going out with him anymore. Did this ever happen to you?” Kathy.

Dear Kathy: I have wonderful male friends in my life. But, When I was in my twenties I met a guy at a singles event. We went on a few dates. He kept ‘forgetting his wallet’ or he ‘ran out of money.’ He invited me to dinner at a fancy restaurant. The men were wearing suits and ties. He said he didn't have 'enough' money and we split the cost of the dinner. He invited me to go for dessert afterwards. I paid for the dessert. The following weekend, he invited me to lunch at a cafeteria style restaurant. I told him I would meet him there. When I got there he was standing by the cashier at the end of the line, holding a tray filled with food. He already ordered and paid for his food. He turned around and said, “Aren’t you ‘getting’ anything?” I replied, “Yes, I’m GETTING out of here. Goodbye..” I’m glad you’re not dating that guy anymore.

Until next time.. “Keep smiling!”

Debbie Sue

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On April 28th at 7pm, Join Debbie and her friends for ‘An Evening of Comedy, Music and Spoken Word’ at Perla Café’ 1813 Dempster St. in Evanston.

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