The Many Loves of Dobie Gillis #23

Jan 1964 · DC · 0.12 USD

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In this 1964 issue of The Many Loves of Dobie Gillis, Dobie’s heart is set on a horsewoman, leading him to ask his father for money to buy a proper riding habit—only to discover that the girl’s wealth makes the request surprisingly easy to grant. Bob Oksner’s expressive art brings the classic teen romance to life, capturing Dobie’s hopeful charm and the quiet humor of his family’s reactions.

Contains 3 stories

Untitled Humor story

11.67 pp · Humor, Teen

Dobie GillisHerbert T. GillisWinnie GillsMaynard G. Krebs

Dobie Gillis dreams of impressing a horsewoman, so he convinces his father, Herbert T. Gillis, to pay for a riding habit—only to find his plans complicated when Mr. Gillis realizes the girl comes from money. With Maynard G. Krebs watching from the sidelines, Dobie’s quest for romance takes a turn as he navigates family expectations and the real cost of love.

Untitled Humor story

5.67 pp · Humor, Teen

Dobie GillisClarissaMaynard G. Krebs

Dobie spins a tall tale about his fearless equestrian exploits to impress Clarissa, all while Maynard—just as unmounted and equally unprepared—nods along with practiced enthusiasm.

Untitled Humor story

7.67 pp · Humor, Teen

Dobie GillisClarissaMaynard G. KrebsClarissa's motherClarissa's father