1) Any messy teardown or bike cleaning project while living in apt. with my super neat freak fiancee. Best attempted when the mrs is out of town on a job. "WHY ARE YOU DOING THAT SO CLOSE TO MY NEW RUG!!!"
2) Handlebar tape - really, being a creative professional, flytier, fairly handy, OCD etc. I should be a natural at this! Nope -maybe it;s the OCD thing, but it always seems to take me forever trying to get it perfect. I've ripped expensive tape more than once, just the other day as a matter of fact! Always dread this-but also love me some crisp new tape.