Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right?
Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.
I matched with Preston, a 37-year-old California native and MIT graduate who recently relocated to New York. Right away he requested I give him my number so we could communicate via text, and though I thought it was slightly premature I ultimately relinquished my digits.
After chatting for a few days I found Preston quite sarcastic for my liking, so I was unsure whether or not I was inclined to meet in person. Every few days he would text me "Hey Samantha, how's it going?" Alas, his persistence paid off, and I agreed to meet him at a French bar and bistro in the West Village.
On a balmy 75 degrees day, Preston arrived (15 minutes late I might add) outside our meeting point dressed in several layers, a scarf, and a beanie. Instead of entering the restaurant to have a drink Preston had another idea.
"Let's take a walk!" he suggested. "Do you mind if we stop back at my apartment so I can drop off my scarf? It's pretty warm out."
Apprehensive to go with him to his apartment I proposed he just carry it.
Remembering that he had recently moved to NYC I inquired as to whether or not he had been on many dates.
"I have been on about 100 dates thus far," he said.
Preston then revealed that he had been building a dating bot that does the texting (hence why he wanted to chat via text) and even schedules his dates for him. He then proceeded to demonstrate how his bot worked whilst showing me a long list of other women's names he had dates with and how it would even put the dates in his calendar to remind him when/where he needed to be on that particular day/night.
"There have been some glitches though. It actually scheduled four dates for me at the same time today, which is why I was late!" He explained.
At this point, I'd had my fill of Preston and decided to put an end to my misery, but not before he revealed that though he has not been on many second dates, he has hooked up with 'tons' of girls.
"OK, we are clearly not getting drinks and clearly not looking for the same things, so I think I'm going to head home," I said.
"Oh, you thought we were going to get drinks? Did I say that? That must have been the bot. I actually don't feel like drinking because I've been drinking pretty much every night."
Preston attempted to walk me back to my train despite me desperately trying to cut him loose. He was grasping at straws trying to sound interested in me by asking me where I am from and where I live.
These were all questions I had previously answered…
…to a robot.
The date lasted all of 15 minutes…which was 15 minutes too long.
Later that week I received a text from Preston's number. "Hey Samantha, want to go for brunch this weekend?"
I texted back to tell him to lose my contact info as there was no way I would want to see this asshole ever again.
To which he replied, "Sorry, was the bot. Will add you to the blacklist."
Yes, Preston. You do that.
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