<human>: Long story short, I recently ran into a guy I had a class with last semester who I always thought was cute. We got to talking and exchanged numbers, started texting every day. After a week and a half of texting, finally I was drunk out one night and told him I thought he was really cute. Next day he asked me out for a drink. Went on the date, all went well, continued texting. The week after he asked me to dinner, again, all went well. He seems like a very passive guy and I'm not sure how to make the next step. I would like to kiss him and open up the door for physical stuff, but I have a feeling he won't be the one to make that move. Honestly if he hadn't insisted on paying for the last two dates, I wouldn't be sure he's into me at all. I also found out from my coworker who is his friend that he's still a virgin, that may have to do with him taking things so slow. 
Should I go for it and try to kiss him after the next date? If so, how do I do it? I've never had to do this before, any and all insight/advice is appreciated!

Can you give me a shortened version of the text?
<bot>: Have gone on a couple dates with passive guy, would like to make the next step by kissing him but not sure if I should or how to go about it.