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16-Nov-2015 05:01 by kickboy36 9 Comments

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After breaking up with a boyfriend in 2011, I wanted to explore online dating and give being single in Toronto a shot before jumping into anything serious.

In 2013 I came out of "online dating retirement" and decided I wanted to explore it again.The vibe was friendly for the first few days, and then he wanted to see some pics, which I was more than willing to share. He was a bald, rugged, bearded man with green eyes.Suffice to say the dude was really hot and definitely checked off a few boxes in the "my type" department.We talked for a week and he eventually asked me if I had a dick pic.But aside from that, the string of weird encounters just got worse every time, and in January, I finally decided to delete all the apps and have sworn off online dating and hookups for good.But, below, you'll find three stories that I'll probably never forget.

Picture Tag Gone Wrong​Around Thanksgiving last year I got a message from an Irish guy visiting the city for a few weeks.

I chatted him up about all things Ireland and told him about a trip I was planning for spring 2016.

Every so often I'd hear my friends gush about all the great dates and hot sex they were having on Grindr and Scruff.

It took a lot of convincing, but I decided to give a few of these apps a shot.

I downloaded both Grindr and Scruff and immediately starting messaging people.

Throughout that year, there were a few really nice conversations that didn't really go anywhere, the occasional good ass and/or dick pics, and an older couple in their 80s that always messaged me in Spanish.

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