I work with a lot of attorneys (I am a lawyer but work at a trust company). Anyway, one of the top attorneys in the entire US in his specialty (trusts & estates) has a few clients in common with us. This guy is amazing. Nationally known. Publishes in national trade journals. Speaks all across the country. Senior partner in prestigous firm, makes tons of cash. He's about 57 or so.
About a year ago we met at a clients house. I pulled up in my 5 series BMW and he pulled up in his Saturn. I am 35 and a nobody and he is 57 and the man. So, you tell me, who was embarrased of whose car? I felt a bit stupid. This guy has nothing to prove and doesn't care about cars.
Morale of the story: If you can talk the talk and walk the walk who cares what you ride. If you can't talk the talk or walk the walk you can look like a complete poseur by riding a bike that is above what you need.