How about a pair of sleek wingtips? Not 50's 60's. But 2008. For a young man. br> I just reflected on the past shoes I had. I think I had all 'toes'. Cap, Moc, etc. I think I can 'wear' any shoe. But I never had wingtips. I see the Allen-Edmonds Bel-Air. Not sure if it is 'sleek'. (Pictures sometimes are deceiving). Looking for some suggestions since this forum seems to know more about shoes than I actually know about anything in life.