I'm tying myself in knots with this
Friend of a decade plus. Much of that time we were both married/in a relationship and we were friends, not even particularly close friends.
About 2 years ago we both became single at the same time. One in very sad circumstances the other "escaping" from a relationship where the other had very poor MH which manifested as a need for control.
So we were both single, plenty of time on our hands but neither in any rush to start anything new (with anyone). We've spent a lot of time together, both just the two of us and with others . To begin with it was just convienent, we were both the person most likely to be free, but we've become good friends. Mostly we are just friendly, but when we've had a drink there is definitely a frisson/flirtation.
He's a good and reliable friend. The person I'd call first if I was stuck with a broken down car or had a last minute ticket anywhere. We're comfortable together and have some interests in common He's always been a perfect gentleman, except very briefly once when we'd both had a lot to drink. I look forward to a night out with him, but probably not more than with other good friends.
I think we're both scared to risk the friendship for the sake of something that might come to nothing, but otoh, there is "something".
And if I do decide to do something, what?!
We're going out to a sporting thing on Saturday. Just the two of us, no drink!
Both 50s with adult DC if that makes a difference. I think maybe it does. There's this feeling that life is short...