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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. 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. I sent a face pic to start and he sent one back. 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. I sent the most recent one and waited for him to send something back. Two hours later he sends a pic, but it's not of a body part or another sexy face pic, it's a picture of him and his sister with the caption "hot pic." I wasn't sure if this was a mistake or a joke, but I decided to just brush it off and send another dick pic. He then responded with a picture of him smiling with his grandmother, saying nothing else.
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I messaged a guy after work one day just to see if he'd reply. He messaged me back and said he comes to Toronto for work every day and wondered if we could hook up later that evening. I told him we should drink a few beers at my place and see where it goes. He came over around 10:30 PM, and made a few weird comments about the beer we were drinking, calling it "hipster beer." That sort of turned me off, but I decided not to read too much into it.I wasn't expecting things to heat up after the weird beer comment, but after six beers we just went for it and started making out. Before things escalated, he stopped me and said he needed to tell me something. I remember being puzzled and asking what was wrong. He told me he was into a few kinks, but didn't know how to talk about them. Fetish is always an awkward subject for people, but I assured him I wasn't easily weirded out. He looked extremely flustered and scared to say it, but after about five minutes of circling around the big confession, he sheepishly blurted out that he was into "racial play."
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One of the first guys I met on Grindr was a university student who had just moved to Toronto for school. During our first hangout we drank a few beers and talked about Toronto, which was a nice change from the usual in-and-out hook up. We immediately hit it off and it turned into an ongoing thing. We met up for sex about twice a month for a couple of months. It was really low-key, which has awesome because I wasn't after anything serious at the time.One night he came over and dropped a bomb on me. Apparently he had a girlfriend, which was news to me. He said he wasn't gay—he just met up with guys because his girlfriend wasn't into anal play. This all seemed messy and complicated, so I told him we should cool it on the sex until he and his girlfriend had a serious conversation. It would be one thing if they were in an open relationship, but it seemed more like their lack of communication had led to him sneaking out to get fucked by guys behind her back. It just didn't seem healthy for me to continue sleeping with him if that was the case.
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