<human>: I feel kind of silly for asking for advice on this, but I'm curious nonetheless.

Basically, this guy and I hang out with a big group of friends and we both like each other and have done a bit of flirting and cuddling.  I'm a pretty inexperienced dater, but someone close to him told me that he wants a relationship, but he is afraid of getting hurt because of his last relationship that ruined him emotionally.  What should I do in this situation?  Continue to work towards a relationship or just give it up?

My other problem is that we haven't actually texted each other, only talked in person or snapchatted.  Should I initiate a conversation?  And how would I go about initiating one (usually guys text me first so I have no idea what to do)?

Can you give me a shortened version of the text?
<bot>: Guy and I like each other, but he's afraid of having a relationship because of his last one that ended really badly.  Also not sure how to go about texting him.