Santa Pom Pom

 

A wintery hat with a Santa-on-a-string pom pom:

It's kinda sorta almost a Christmas Fez.  This hat was hidden behind my bed for about a year, until the last time I moved.  I suspect the guilty party has four legs.

Sparkly Purple Baby Hat

After a brief hiatus, this thing.  Which was on my bedroom floor for months, but I finally did laundry.

Pink Puppy

Some people think it's a cat.  Those people are wrong.

My girlfriend's hat

I suppose it's more ugly than silly, but just look at it.  As the inset below clearly shows, it's even got flowers, berries, and what looks like it might be a butterfly.

Cleopatra

The first donation to come from overseas.  Rosa generously sent this from Spain.

Visor

Macramé visor.

Two-Pointed

 Up.  ☺

Down.  ☹

Winter Hat

 Pink & Neon Green.  Donated by Greg.

Strawberry

Strawberry, borrowed form Amanda.  I've never actually seen it happen, but I think she probably wears this around town.

Beanie

I found this in the hallway at work

Red

Not a particularly silly hat, but still pretty dumb looking. Also free from the clothing swap.