| Issue | #20 |
| Published | September 1968 |
| Cover Price | 0.25 USD |
| Pages | 52 |
| Editing | ? |
| Characters | Tippy Teen |
| Genre | Teen; Humor |
| Characters | Jefferson Airplane (Photo) |
| Pencils | ? (Photo) |
| Inks | ? (Photo) |
| Notes | Inside front cover. |
| Characters | Tippy; Go-Go; Tommy; Peggy Fleagle |
| Synopsis | Tommy takes a job as a lifeguard and Tippy is worried about all the other girls on the beach. |
| Genre | Teen; Humor |
| Synopsis | Various fashion designs submitted by the following: Darlene Gallagher, Gilda Robinson, Nancy Lehman, Gretchen Geiger. |
| Genre | Teen; Humor |
| Synopsis | Advice to kids who want to be part of the "in" crowd. |
| Letters | Typeset |
| Characters | Tommy; Cynthia Swinger; Myra Gloop; Animal |
| Synopsis | Tommy has two blind dates at the same time so he pays Animal to take out one of the girls. |
| Genre | Teen; Humor |
| Synopsis | Advice column. |
| Letters | Typeset |
| Characters | Tippy; Go-Go; Pancho Gomez; Ashley Hartburn |
| Synopsis | Tippy wants to be Pancho Gomez's new tennis partner. |
| Genre | Teen; Humor |
| Characters | Harpers Bizarre (Photo) |
| Synopsis | Photo of the band Harpers Bizarre and a text article about the group. |
| Pencils | ? (photo) |
| Inks | ? (photo) |
| Letters | Typeset |
| Characters | Tippy; Tommy; Dudley; Peggy Fleagle; Dr. Whipple |
| Synopsis | Tippy has to find a date for Tommy's cousin Dudley or Tippy and Tommy can't go to the dance. |
| Genre | Teen; Humor |
| Synopsis | Fashion page with designs by: Henrietta Paymer, Eva Ng, Catherine Hemingway, and Susan Snowden. |
| Synopsis | Recipies for various diet-friendly drinks. |
| Letters | Typeset |
| Characters | Tippy; Tommy; Ashley Hartburn |
| Synopsis | 4 one-panel gag cartoons. |
| Genre | Teen; Humor |
| Synopsis | Fan Club information. |
| Letters | Typeset |
| Synopsis | Various fashion tips from readers. |
| Letters | Typeset |
| Characters | Peter Noone (Photo) |
| Synopsis | Information on the musician Peter Noone. |
| Pencils | ? (photo) |
| Inks | ? (photo) |
| Letters | Typeset |
| Characters | Tommy; Animal; Ashley Hartburn |
| Synopsis | Tommy has to stay home from the dance because his mother thinks he's sick. |
| Genre | Teen; Humor |
| Synopsis | Pen-Pal club. |
| Letters | Typeset |
| Characters | Englebert Humperdinck (photo) |
| Pencils | ? (photo) |
| Inks | ? (photo) |
| Notes | Inside back cover. |
| Characters | The Cowsills (Photo) |
| Pencils | ? (photo) |
| Inks | ? (photo) |
| Notes | Back cover. |