The Parent Trap (1961)

A man looks a woman (whose back is to him) up and down.

A woman makes reference to her ex-husband's new (and much younger) fiancee's "electric hips". She makes a few other suggestive comments as well, but they're relatively discreet and will go right over most kids' heads.

When Maggie points out how young Vicky is, Vicky replies with "Isn't that lucky for Mitch!" in a rather suggestive manner.

A teen and her soon-to-be stepmother discuss the "wonderful, delicate mystery that happens sometimes between a man and a woman". The teen then snarkily remarks that she can't blame her father for being so taken with her soon-to-be stepmother, because she is "very well put together".

A man looks at a bra in his bathroom. He then starts to ask his teen daughter (who is nowhere near big enough to fill out a bra that size) about it only to think better of it.