I joined OkCupid last week after being called out by a friend about my lack of love life (I’ve been busy focusing on me the last few years and haven’t been dating at all). I’ve been messaging with a guy who is totally not my normal type, as I typically go for the John Krasinski clean cut-nerdy-adorable type and this dude has a man bun and full beard, but he seemed interesting. He asked me to meet up with him for drinks tonight at a bar a few minutes from my house. I agreed and assumed that was the end of the conversation. I woke up this morning to find he’d sent me six more messages, mostly variations of “If you’re free now come meet me!” and “please text me” at 2 am, and it kind of weirded me out. It made him seem kind of desperate and creepy, and if he’s the kind of guy that’s out drinking at 2 am he’s really not my type. I like to have a few drinks occasionally with friends, but I’m generally not a big drinker and I’m NEVER out after midnight. I’m too old for that shit/a morning person who is usually in bed no later than 10 pm. There are a few other things in his profile that make me think we’re not a great match as well, but I was initially willing to overlook it.

I wavered on whether to go out with him in the first place, and now I really don’t want to go. So, should I suck it up and go, or can I be a total flake and cancel? I know I need to be putting myself out there, but I feel like this has disaster written all over it.