Toronto Star

Everything was going well, until he brought up his boss

We were smiling, relaxed; he even remembered things we’d talked about

- SPECIAL TO THE STAR

Monique is 38, lives at Yonge and Eglinton, and works in “a highly specialize­d STEM field.” She says that her style is “neutral and basic.” In her free time, Monique likes to read, “mostly philosophy, psychology and spirituali­ty” and take walks. She is recently single and says, “Most people have very high expectatio­ns of relationsh­ips. They want to find someone who they are compatible with in terms of lifestyle, taste, activities, looks, height, weight, exercise habits, physical chemistry, even their astrologic­al sign. The list goes on and on. It’s crazy.” Monique wants to date someone “who cares for me as much as I care for them. It’s simple.”

Over the last few years, I matched with Shaun online several different times. We chatted a bit after each of those matches.

On vacation, I found myself at aFrench restaurant that we had once talked about, so I snapped a photo and sent it to him. Despite all the “matches,” Shaun and I never actually met. I was too busy with work the first few times and ended up becoming serious with someone else right after the last time.

When I found myself single again, I once again came across Shaun’s profile. Miraculous­ly, it was a match! He immediatel­y asked if we were going to actually meet. I said yes. He chose a cute restaurant in a trendy neighbourh­ood. We planned to meet up the following day.

I was excited for the date but also felt some pressure. There was much more “history” than usual. On my way there, I thought about what I remembered about Shaun. Other than his love of French food, I couldn’t remember a single thing about this guy.

Shaun was already at the restaurant when I arrived. He looked up and waved. I went over with a big smile. He smiled back. I noted that he was much better looking in person than in his profile, which is always a nice surprise. As the conversati­on started, I noticed I was really struggling with what to say because I was so nervous. I just tried to smile as much as possible.

Once we got into it, I felt myself relax a bit. Shaun asked a few specific questions about my job and about a work issue I’d had when we had last matched. I thought, “Wow! This guy actually remembers things that we talked about.” I couldn’t say the same for me. I took it as a good sign that he remembered as much as he did.

Everything was going well. We were smiling, talking easily and then Shaun said, quite earnestly, “You should meet my boss.” I said “Your boss?” He said that we had so much in common, and that his boss was a really cool guy and that I would like him.

At first I thought, that’s kind of cool: Shaun was already thinking about how I would get along with his co-workers. But then he added that his boss had recently ended things with his girlfriend and wanted to “get out there,” and I realized that he was trying to set me up. While on a date with me!

Sometimes my own naiveté astounds me. Shaun wasn’t thinking that I would fit into his life. He was literally suggesting I go out with his boss. I am pretty sure my response was an awkward laugh and an eye roll. Like, what was I supposed to say in that moment?

I’m not someone who gets offended when someone doesn’t like me. I thought that maybe he was trying to let me down gently. I also thought it was kind of funny. No one has ever tried to set me up with someone else while on a date with me before.

Shaun paid for our meal and walked me to my stop. He asked if he could call me. I started to wonder if the suggested setup was, in fact, a form of “negging.” Maybe he thought I would be more interested in him if he acted uninterest­ed?

Shaun and I texted back and forth, but then the holidays rolled around and then I was away travelling. He suggested I text him when I was back in town, but then the pandemic happened and we never ended up connecting.

It’s for the best — do I really want to date someone who tried to set me up with someone else?

Monique rates her date (out of 10): 5

Want to be a dating diarist? Email datingdiar­iescontact@gmail.com

 ?? DREAMSTIME ILLUSTRATI­ON ?? Shaun and Monique matched a couple of times over the years. She was nervous to finally meet him.
DREAMSTIME ILLUSTRATI­ON Shaun and Monique matched a couple of times over the years. She was nervous to finally meet him.

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