I have slept with a guy twice, the first time was just a casual thing. I am pretty sure I didn’t hear much from him after that, apart from the odd text here and there, nothing serious, but then he invited me to go away for the weekend with him and his family. I am friends with his sisters and have known them for a long time, so I went.
We shared a cabin and we slept together again. We had conversations that were on a normal level, and some that were on a deeper level. Nothing had been discussed before about what it is, or where it’s going. We get along well and enjoy each other’s company, which he expressed while we were away. Since coming home from the trip I haven’t really had much contact with him. He messaged me the next day saying we should do it again, my response being ‘yeh for sure, I had a good time’ blah blah and then I don’t get a response and haven’t yet.
My question is, do you think there is potential of things going further and becoming serious or is it just a ‘friends with benefits’ type situation? I’m very confused and don’t want to ask him or express any feelings if they aren’t the same on his behalf.
LemonVibe 
We can’t read his mind any better than you. Ask him.
This sounds really confusing!
I wouldn’t have expected a Friends With Benefits person to invite you away with their family.
But then the lack of contact seems pretty confusing now.
If I had to guess, I would say he doesn’t know what he wants either. But that’s just speculation – as the person above said, we can’t know.
I think the only way to find out is to ask. You sound like you don’t want to ask, which is fair enough.
I would recommend making a list of the pros and cons of each option (asking him, letting things drift, trying to casually initiate seeing each other again) so you can decide which option is best.