Sir! (July, 1961)
I know there are a bunch of books that collect covers from “men’s magazines” and while the covers are undeniably insane the ad’s kind of spell out what kind of readership they attracted. Here’s a bunch from Sir!, July 1961. The guy on the cover seems to be saying “Not now fraulein, I must print more money so we can go out tonight!” [CLICK ON EACH PICTURE TO ENLARGE IT]
ugh! 
He’s just inserting one German Nazi pound into a breast pump, albeit a very mechanical one…