Dating apps have given us unprecedented access to every nut job, borderline sociopath, and bunny boiler in Chicago, and having a nightmarish experience has become some sort of twisted rite of passage. We asked a handful of Chicagoans to share their worst online dating stories, and we were not disappointed.“I’d matched with this guy on Tinder and we quickly discovered that we had a bunch of acquaintances in common, including some high school classmates and old coworkers.Having to endure uncomfortable dates and awkward chit chat is just a small part of the process of finding "the one" – at least, that's what we tell ourselves (and our frustrated friends who are ready to throw in the towel and accept the fact that they will be forever alone).Unfortunately, online dating seems to bring out the worst in people.I said, "Definitely not." A few minutes later he dropped something on the floor, and while retrieving it tried to put the toes of my crossed legs in his mouth. I met a guy on Ok Cupid, and we hit it off pretty well.After we hung out a few times, he came over to my place with a bottle of wine and a movie.I managed to squeeze out some crocodile tears so the officers wouldn't slap me with public indecency charges.The lady officer told me to 'never let a man treat you that way again.'" "My first-ever OK Cupid date was an hour late for dinner, which in itself was a bad idea (first-date dinners are the worst). I blocked his number." "I immediately knew I wasn't attracted to him, but I invited him to a party I was going to just to be polite.
"Visibly frustrated, he decided to inform me that his ex-girlfriend knew me, and that when she found out we were going on a date, she’d called me a whore.This was around 18 months ago, and he still messages me from time to time with a "hey," or my favourite, "I miss you." Met a guy who seemed to be decent.We went to see a movie, and he kept talking about my feet — how "beautiful and sexy" he thought they were. " Later, during the movie, he asked if he could suck on my toes. I excused myself to go to the restroom and just walked straight out the door and left him in the theater.After chatting for a couple of weeks, we decided to meet up at a bar.Everything was going really well, until he got a few drinks in him and he began telling me obviously fake or exaggerated stories about how wealthy and successful he is, which was a huge turnoff.When I found him, he wasjust sitting there, waiting for me.