The Single Cynic: Think twice before you reschedule a flight for the suggestion of a drink

Our resident dating columnist and hopeless romantic reflects on a moment of misplaced hope.

Connections

I was smitten by her fair hair and blue eyes as soon as I met Emily. Having spent several weeks pitching a project idea to her over phone calls and emails, we had been working together for about six months. 

We arranged to have lunch in the restaurant of a central London hotel with a potential colleague who might join the project as well. Before he joined us, the conversation flowed easily, from our families to interests outside, as well as work-related matters. 

When Emily had arrived, she suggested we could perhaps stay on afterwards for a glass of wine together. Our lunch lasted an hour. While she went to the bathroom, I logged in to the airline’s website and changed my flight home to one later that evening.

I looked forward to what might be a chance to get to know her a bit better, maybe even go somewhere for dinner too, and wind down of a Friday evening. After we made some plans for the next stage of the project, I asked if she’d still like to have a drink. 

It would have to be another time, she said, more matter-of-fact than apologetic, as she needed to collect some equipment for a work trip she was making the following morning. I’m not sure if the disappointment showed on my face.

Once she’d left, I logged back on to see if I could change my flight back. There were no seats left. I now had a wait of four or five hours before my homeward journey unless I wanted to waste even more money.

Some months later, I was back in London for various meetings. I used a hot desk in Emily’s office as a base in between them. After work, she mentioned she was attending a small premiere of a documentary a friend had helped to make. I said I hadn’t made any plans for that evening and asked if I could join her.

The film really resonated with me and as others left, I was one of a small chatty group of about eight of us remaining with Emily. We decided to repair to a nearby restaurant for dinner.

After a few glasses of wine, Emily was the centre of attention most of the time and had a mischievous sense of humour. My fascination and curiosity was piqued even more. It was one of those rare nights out with like-minded people, and we all followed each other on social media afterwards. 

She responded with only a smiling face emoji when I texted her the following morning to thank her for the enjoyable evening, adding that she was amusing and fun after a few drinks.

Our project’s funding got reallocated elsewhere, unfortunately, and while we’ve had a few work-related calls and emails and the occasional friendly text since, we did not meet up again.

A couple of years ago, Emily posted some photos on social media with her female partner. It seemed my hope had been misplaced anyway. But at least it’s something to self-deprecatingly tell close friends about.

If you’re currently on the dating scene you might benefit from a masterclass in online dating from cyberpsychologist Dr Nicola Fox Hamilton. 

The Single Cynic
The Single Cynic works in media, is in his 40s, and has dated in the UK and Ireland. Trying not to spend too much time on the apps, he had a severe case of puppy love in his student years, and has averaged about three dates (with women) a year ever since.

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