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1.
A girl who acts particularly young and immature and most likely naieve; comes from "bobby socks," socks worn by Catholic schoolgirls today that were introdced during the Second World War as a way to conserve fabric.
"Bobbysoxer so young, so pure" from the song "... And We All Have a Hell" by From First To Last off the album "Heroine."
by EmiXIV March 21, 2006
 
2.
an adolescent girl wearing bobby socks (common in the 1940s); - sometimes used for any adolescent girl, especially one following the latest youthful fashion .
bobbysoxer so pure so young
by jesanna March 30, 2006