I've been wearing the Vibram Fivefingers shoes for close to 15 years. I wear them all summer, to work and at home. Apart from looking awesome, they are great for building arch strength and avoiding plantar fascia issues. The thin rubber soles allow you to feel everything on the ground and while flying the rudder feel is unparalleled (well, I haven't tried flying barefoot...).
As for never getting a date, well, my SO has a pair too...