THE SEX CONUNDRUM

Alan J. Schwarz
19 min readNov 22, 2023

Do you make love with your friend’s ex?

Image by Jerzy Górecki from Pixabay

Harry Gold loved working on his boat. It was one of his favourite things to do. He had a high pressure job as a young lawyer at a Bay Street law firm. He worked crazy hours and when he had time to get away from the firm (Williams, Ferguson, Butler and Associates) his boat offered a great escape. He was proud that he was becoming a marine expert.

Toronto only had four months of good boating weather, so Harry tried to take advantage of any day that let him go boating. He never went out without Jimmy Buffett music playing loudly over his speakers.

One of Harry’s best friends was Frankie Shodsker. He really liked Frankie and his wife Lisa. They would go for dinner (Harry was single, so he’d take different women at different times) and Lisa would always give him her opinion of his dates.

Frankie was a Dentist and on a Wednesday called Harry to see if he wanted to meet for drinks after work. Harry said he had a deal to finish off, so they arranged to get together the following evening at the Bar at the Shangri- La Hotel.

When Harry walked in at six thirty, Frankie was nursing a Lagavulin Scotch. Frankie stood up and they shook hands. Harry looked around and there was no Lisa. ‘’Your wife let you go out by yourself, I’ve got to write it down.’’ Frankie wasn’t smiling. ‘’It’s kind of the reason that I wanted to get together with you. I’ve got some news.’’ Harry asked the bartender for a shot of Jack Daniels. ‘’Lisa and I were growing apart. I hired a new hygienist and we really clicked. I enjoyed spending time with her and I realized that I wanted to be with her. I know Lisa and I have been married for nine years, but the magic was going. I needed to be filled with life again, so Lisa and I had the talk. I never cheated on her, but man I was tempted. April understood, and she promised to wait for me while I cleared things up with Lisa. I mean we never had kids and I didn’t want to spend my life with a roommate. I needed more. She took it kind of hard, but we’re going to work out an amicable settlement. We are filing our divorce papers this week.’’

Harry was shocked, he thought they were the perfect couple. ‘’Dude, I’m so sorry for you both. I guess life changes, but are you sure you’re doing the right thing? Lisa is very pretty, super…

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Alan J. Schwarz

Alan Schwarz loves life. He is the founder of JAMS Productions, a television production company based in Toronto . His passion is writing.