Age IS just a number. My experience dating younger men was that they really appreciated a confident woman who could carry an intelligent conversation.

Only one had any issues of any kind (he was raised in a cult - a different location but the same cult that River Phoenix grew up in - and was still trying to find his place in normal society.) Even he though was excellent company and quite sweet.

Of course, if you were to get involved in any kind of long term relationship, it would be important that despite the age difference, you were in the same place in life. For instance, a 39 year old guy who has never had kids but wants them is an obvious bad choice. But a 39 year old who is sure he never wants kids or who had kids at 18 and is done raising them might be in just the same place as an older woman.