On page 1326 of my 1968 Second Edition Unabridged Webster's New Twentieth Century Dictionary the words begin with Penetrate - to make a way and through something, and move through, Penicillin - a powerful antibiotic, Penis - a tail, the male organ of sexual intercourse, Penitent - regretting sin or offense and willing to atone, Pennon - a long, narrow triangular flag used as an ensign for a knight, to Penny father - a miserly person.
Something I might have said in my twenties: After the guy I met last night, I was just checking on a definition.
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