One of the greatest jokes of recent times is "What's the toughest part of rollerblading... Telling your parents you are gay."

Here are some more jokes in that mold:

What's the toughest part about being a Radio Shack Sales Clerk?
Having to buy stamps in bulk for your pen pals.

What's the toughest part about being a John Grisham Fan?
Vacuuming the Sun Chip crumbs from your hardwood floors.

What's the toughest part about baking a pumpkin pie?
Facing your disappointed relatives while hungover.

What's the toughest part about watching a sunset?
Admitting to your second wife that you have shaved your chest.

What's the toughest part about becoming a tightrope walker?
Visiting Alabama in the summer.

What's the toughest part about buying a new I-pod?
The tape on the cardboard carton it comes in.

What's the toughest part about being elected mayor of Gary, Indiana?
Changing your name to Gary.
What's the toughest part about being a seamstress?
The wolves.

What's the toughest part about flying to Tokyo?
Paying your dues with flight time on the smaller routes like Seattle to Portland and Sacramento to San Jose.

What's the toughest part about being a Russian Studies Major?
Getting the visa for your internship in Moscow.