Take a lot of the advice about jumping into this with a big grain of salt because I'm guessing it's primarily coming from dudes trying to help this dude lol. Make your own assessment of how you feel. You mentioned you met this guy at a work related dinner. If things get messy, will he have an impact on your ability to do your job or get a letter of recommendation later? Are there any other impacts this could have on you? If this was just some random 30 something you met at a club for a hookup, I don't think that's really a big issue but I'd be a lot warier in a work situation.
Take a lot of the advice about jumping into this with a big grain of salt because I'm guessing it's primarily coming from dudes trying to help this dude lol. Make your own assessment of how you feel. You mentioned you met this guy at a work related dinner. If things get messy, will he have an impact on your ability to do your job or get a letter of recommendation later? Are there any other impacts this could have on you? If this was just some random 30 something you met at a club for a hookup, I don't think that's really a big issue but I'd be a lot warier in a work situation.