| Image | Costume | Seen in
|
 | Starless | Marshmallow's Last Stand, Email different town
|
 | An explorer | In Search of the Yello Dello
|
 | An explorer | In Search of the Yello Dello Theatrical Trailer
|
 | A Minstrel | Tis True, Pom Pom, Tis True
|
 | Professor | A Jorb Well Done, The King of Town DVD
|
 | Brown hat | The Best Decemberween Ever, Homestar Presents: Presents, Winter Store (Easter egg)
|
 | A clown | First Time Here?
|
 | A sailor | First Time Here?
|
 | A witch | First Time Here?, Homestar vs. Little Girl 2
|
 | Dressing gown and bunny slippers | Email caper, HomestarRunner.com PAY PLUS!, Store Thank You Messages
|
 | The Jolly Dumple | Email mascot
|
 | Strong Badian Forefather | Email colonization
|
 | "Col-on-el" Homestar | Email army, Labor Dabor, Email more armies
|
 | A scientist | Email stupid stuff
|
 | Duckie Shirt | Email flashback, Main Page 20
|
 | The Office Dullard (Diskettes Etc. (and other) polo shirt) | Email other days, Biz Cas Fri 1, Biz Cas Fri 2, Biz Cas Fri 3, Email cliffhangers, Email from work
|
 | "The #1" shirt | Email montage
|
 | Pajamas and bunny slippers | Homestar Presents: Presents
|
 | With Daisy Dukes | Email long pants
|
 | Dressed up for Halloween | Halloween Intro
|
 | Uncle Sam | Strong Bad is a Bad Guy
|
 | With a sweater over his head | Email space program
|
 | With corn flakes on his face | Email death metal
|
 | With dressing gown and I ♥ TOXIC WASTE T-shirt | Email secret identity
|
 | With a red chef's hat with googly eyes and an apron. | Email narrator
|
 | Bunmaker | Email disconnected
|
 | Burglar | Email candy product
|
 | Desire Man | Sbemail 150?!?
|
 | In a tuxedo | Email senior prom
|
 | The Prom King | Email senior prom
|
 | With a headset | Email isp
|
 | Pajamas and Nebulon slippers | Weclome Back
|
 | A waiter | Summer Short Shorts, Date Nite
|
 | A Construction worker | No Hands On Deck!
|
 | Covered with sticky notes | Email trading cards
|
 | Wearing his L.U.R.N. uniform | Email coloring
|
 | A newsboy | Happy Hallow-day
|
 | A bad boyfriend | Email 4 branches
|
 | White shirt | Email strong badathlon
|
 | With a horned helmet | Flashforward, Email the movies, Ever and More!
|
 | Wearing a black suit, tie and hat | Email your funeral
|
 | First mate in the USS Flirtini | Date Nite
|
 | Wrapped up by The Paper. | Email the paper
|
