Ask the MB
A: Jeans are a lot like women. Some guys like blondes, some like brunettes, a few like redheads. Some like 'em skinny, some like a little meat on the bones. Some like big breasts, some like 'em a little smaller, some like 'em about the size of fully ripe Braeburn appl- ... anyhow, you get the idea. Point is, there are no hard-and-fast "cool" rules with regard to cut and wash (but always remember to play to your strengths).
About the second part of your question: Definitely nothing looks more ridiculous than a 40 year-old guy in a pair of Evisu jeans. Please consult the following age-jeans chart for guidance: