Will try not to drip feed..
Have been friends with a lovely guy for a few years. We get on great and really like each other's company. Lots of shared interests and similar outlooks.
We meet every couple of months (we don't live near each other and work makes it hard to see each other as often as we'd like).
Both single, in our 40s.
We message every day and chat on the phone couple of times each week.
In recent messages he's been asking me (wording slightly different each time) whether I hope to be in a new relationship one day (history of failed relationships for me). I've been single a few years since last one (before we met).
He's said he finds me very attractive and finds himself liking me more each time we meet in person.
I feel the same way about him but have no idea how to proceed or how to raise the subject next time we meet in person. We're going to a concert in a couple of weeks and will spend a couple of days together in the city where the concert its. Should I wait to see if he brings it up?