| Issue | #5 |
| Published | February 1964 |
| Cover Price | 0.12 USD |
| Pages | 36 |
| Editing | Richard Goldwater |
| Characters | Josie; Melody; Pepper; Albert; Alexander Cabot III; Sock; un-named politician |
| Genre | humor |
| Pencils | Dan DeCarlo |
| Characters | Josie; Melody; Pepper; Albert; Josie's dad |
| Synopsis | The girls try to get Albert to wear a tie to the school dance by, in their differing ways, buttering him up about how good he looks in a tie. |
| Genre | humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |
| Notes | Writing identifiable as Doyle by his distinctive style as well as DeCarlo's statement that Doyle was the writer for all the early Josie stories. |
| Characters | Josie |
| Synopsis | Josie models various fashions suggested by readers. |
| Genre | fashion |
| Pencils | Dan DeCarlo |
| Characters | Melody |
| Synopsis | Melody models reader-suggested clothes and pajamas. |
| Genre | fashion |
| Pencils | Dan DeCarlo |
| Characters | Josie; Melody; Pepper; Alexander Cabot III; Sock |
| Synopsis | When Pepper finds a fraternity pin that Alex gave to Melody, Melody mistakenly assumes that Alex is after Pepper, and decides to get him back using Pepper's brainy methods. Miffed at Melody's accusations, Pepper decides to steal Alex away by imitating Melody's sexy moves. |
| Genre | humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |
| Genre | fact |
| Letters | Typeset |
| Characters | Li'l Jinx; Greg |
| Genre | humor; children |
| Script | Joe Edwards |
| Pencils | Joe Edwards |
| Inks | Joe Edwards |
| Letters | Joe Edwards |
| Characters | Josie; Pepper; Albert; Josie's dad |
| Synopsis | Albert tries to figure out how he can get Josie's father to like him. |
| Genre | humor |
| Script | Frank Doyle |
| Pencils | Dan DeCarlo |