Bobby's Hats

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Bobby Singer is a man who wears many hats - literally. Whether inside at home doing research, or out on a case kicking some monster's ass—or saving Sam and Dean's—Bobby almost always appears wearing one of his trucker's caps.

For such a hat lover, it may be surprising that Bobby only appears to have owned 7 different hats. Most of them appear in well-worn condition, although the hat he wears most often—The Blue and White Hat—remains cleaner than most.

The Green and White Hat

Description: White front with green sides and bill. Bobby's longest surviving hat.

Bobby in his dream in 3.10 Dream a Little Dream of Me

The Eagle Hat

Description: Brown sides and bill. The white front has the word "Eagle" under a stylized wing design. There may be a faded eagle in the center.

The Blue and White Hat

Description: Dark blue front and bill with white sides. Bobby's favourite hat.

Bobby in the flashback scene in 6.04 Weekend At Bobby's

The Blue and White Hat, Mark II

Description: Blue front and bill with white sides, it is distinguished from the original blue and white hat by the double seam down the center.

The Winged Skull Hat

Description: White sides with a blue front and bill. The text on the front says "Death Valley Rebel," and there is a small outline of a human skull flanked by wings.

The Trickster posing as Bobby in 3.11 Mystery Spot

The Brown Hat

Description: All over brown hat with a light brown design on the front. Possibly with a very faded place name written on it.

The Magnificent Pig Hat

Description: A fancy hat in brown tones with a triple line of white stitching on the bill and an embroidered patch of a pig (pink on a green background) on the front.

Bobby looking fine in 3.03 Bad Day at Black Rock

Hatless

There have only been seven occasions when Bobby has appeared sans hat, and the first of these was not until Season 3. Fans were delighted to finally see the top of Bobby's head!

Bobby poses as an Attorney for the District Attorney in 3.01 The Magnificent Seven
Bobby in the hospital in 3.10 Dream a Little Dream of Me
Bobby in the hospital in 5.01 Sympathy For The Devil
Bobby at home with his zombie wife in 5.15 Dead Men Don't Wear Plaid
Bobby posing as an FBI Agent in 6.16 ...And Then There Were None
Bobby posing as a journalist for a magazine in 6.21 Let It Bleed
Bobby in 7.09 How to Win Friends And Influence Monsters

Multiple-cap episodes

Bobby generally wears one cap per episode, but there have been a few in which he wears several different ones:

3.01 The Magnificent Seven Caps: 1 & hatless.

3.04 Sin City Caps: 2.

3.10 Dream a Little Dream of Me Caps: 2 & hatless.

5.01 Sympathy For The Devil Caps: 1 & hatless.

5.15 Dead Men Don't Wear Plaid Caps: 1 & hatless.

6.04 Weekend At Bobby's Caps: 2.

6.16 ...And Then There Were None Caps: 1 & hatless.

6.21 Let It Bleed Caps: 1 & hatless.

7.01 Meet The New Boss Caps: 2.

7.03 The Girl Next Door Caps: 2 & hatless.

7.06 Slash Fiction Caps: 2

7.09 How to Win Friends And Influence Monsters Caps: 1 & hatless.