A little self-indulgence here, my apologies.
I have bought & sold over 15,000 girlie magazines over the years. Here's my vote for the two best covers of all-time.
(btw, many thanks to fragilefrankie and madeinthe70s for adding so many great posts in this thread!!)
Girl Watcher 1959 - June Wilkinson and Bonnie Logan
Escapade December 1955 - Diane Webber and Santa Claus, and a very lucky recipient.