i owned a 250 Yamaha on/off road when i was 16 and i loved riding that thing.
my friend had a street bike and i would ride that every once in a while but it was just not as much fun and i didn't like dealing with traffic.
but i noticed you said that you might be having a midlife thingy...well my advice to you would be...stay away from the bikes then GRANDMA ! !
because after all they are really only meant for the young hip kids...like Michelle for instance.