(((gay confidante and roommate K. LeMoyne ("Lem") Billings)))
Was John F. Kennedy Jr circumcised?
JFK was circumcised for "tight foreskin problems" (that is, unnecessarily) at the age of 21 in the Mayo Clinic in February 1938 while he was a student at Harvard.
Although he wrote to his gay confidante and roommate K. LeMoyne ("Lem") Billings,
"… as for your rather unnatural interest in my becoming circumsized [sic], J.J. has never been in better shape or doing better service"
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JFK: Reckless Youth by Nigel Hamilton
this is put in context by a more detailed comment:
"When you're circumcised at a much later age like that, you think of it as a kind of castration, a threat to manhood, so you have to keep on proving 'IT' is o.k. by any means possible."
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The Kennedys in Hollywood by Lawrence J. Quirk
…suggesting that if JFK had had a more foreskin-friendly doctor, Marilyn Monroe might have gone on to become a distinguished old character actress like Katherine Hepburn.
https://www.answers.com/Q/Was_John_F._Kennedy_Jr_circumcised