How can I start a conversation with someone I don’t know well on Snapchat?

iluvuangel
Not too long ago, I met a guy my age on a cruise. I didn't talk to him at first, but my friend got his snap for me. I added him on snapchat, and we mostly just exchange snaps. I've tried starting some conversations with a simple "hi," but they tend to die out quickly without much substance. Last conversation he asked what I was doing since I had asked him first, and I said I’m with a friend and he just said “cool” leaving no room for another topic. I make small comments on his snaps sometimes by giving him compliments and he does the same but it’s no conversation starter, just a thank you and back to snapping.

My goal is to get to know him well enough to eventually suggest meeting up, but I want to avoid asking weird or irrelevant questions. Once we've had a decent chat, it's easier to keep the conversation going by referring back to what we've discussed. It's tough when things don't progress. I know I’m being too critical but I don’t want to mess things up.

Any ideas for more interesting conversation starters? I don't want to keep saying "hi" without any real progress.
How can I start a conversation with someone I don’t know well on Snapchat?
3 Opinion