| Issue | #99 |
| Published | March 1946 |
| Cover Price | 0.10 USD |
| Pages | 52 |
| Editing | ? |
| Notes | Indicia title is "SMITTY, No. 99." Code number is S.O.S. #99-463. Copyright 1941 by the Chicago Tribune. |
| Characters | Smitty; Mr. Bailey; Little Moose |
| Genre | humor |
| Characters | Herby |
| Synopsis | Herby's new teacher gets the wrong idea when she sees Herby walking to school with a policeman. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Notes | Inside front cover; black, red, and white. |
| Reprinted | from Smitty (Chicago Tribune) Sunday strip from 1941 |
| Characters | Herby |
| Synopsis | Herby starts to write a love note but his teacher looks over his shoulder. |
| Genre | children |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Colors | > |
| Notes | Inside front cover; black, red, and white; pantomime story. Companion Sunday topper to Smitty strip in Sequence 2. |
| Reprinted | from Herby (Chicago Tribune) Sunday strip from 1941 |
| Characters | Smitty; Mr. Bailey; George; Little Moose |
| Synopsis | Smitty and Mr. Bailey go to their usual North Woods fishing resort. There they bring Little Moose the Indian to live with them and try to teach him "civilized" manners. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Reprinted | from Smitty (Chicago Tribune) daily newspaper strips from 1941 |
| Characters | Herby; Miss Primm |
| Synopsis | Herby's parents take in his school teacher as a boarder. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Reprinted | from Smitty (Chicago Tribune) daily newspaper strips from 1941 |
| Characters | Smitty; Mr. Bailey |
| Synopsis | A football coach wants Mr. Bailey to give him a never-fail football play from his playing days in 1906. |
| Genre | humor; sports |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Reprinted | from Smitty (Chicago Tribune) daily newspaper strips from 1941 |
| Characters | Smitty; Mr. Bailey |
| Synopsis | Mr. Bailey thinks a girl in the building across the street is flirting with him when she puts signs in the window. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Reprinted | from Smitty (Chicago Tribune) daily newspaper strips from 1941 |
| Characters | Smitty; Mr. Bailey; Herby |
| Synopsis | Mr. Bailey puts in a Victory Garden on the roof of his office building. Later Herby tries to get up the nerve to buy a war stamp from a booth and get a kiss from a girl he likes. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Notes | Copyright in the logo is 1941, but story events make it more likely it is 1942 or later. |
| Reprinted | from Smitty (Chicago Tribune) daily newspaper strips from 1941? |
| Characters | Herby |
| Synopsis | Someone is writing graffiti about Herby. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Reprinted | from Smitty (Chicago Tribune) Sunday newspaper strip from 1941 |
| Characters | Smitty |
| Synopsis | Smitty tries to join the Army and the Navy but is turned down. |
| Genre | humor |
| Script | Walter Berndt |
| Pencils | Walter Berndt |
| Inks | Walter Berndt |
| Notes | Begins on inside back cover in black, red, and white and concludes on the back cover in color. |
| Reprinted | from Smitty (Chicago Tribune) daily newspaper strips from 1941 |