Elvis could only be shown from the waist up.
Wise men say only fools...
...rush in (Can't Help Falling In Love with You, Elvis)
A funny movie that is centered around a love story.
Romcom (romantic + comedy)
An Irish symbol often associated with Saint Patrick: OK CHARMS
Shamrocks
In 1954, this famous baseball player married Marilyn Monroe.
Joe DiMaggio
In 1951, this smoky-voiced singer sang Too Young. Gary loves him because he and his wife know each other so well.
Nat King Cole
When the moon hits your eye like a big...
...pizza pie that's amore. (That's Amore, Dean Martin)
A person who minds a flock of sheep.
Shepherd (Sheep + herder)
An animal that naturally preys on others : TEARDROP
This rising young star from the movie Rebel Without a Cause died in an automobile accident in 1955.
James Dean
Tony and Maria were the lead characters in this Broadway musical that premiered in 1957.
West Side Story
She'll see I'm not so tough
Just because I'm in love with an...
Uptown girl (Uptown Girl, Billy Joel)
A picture film of a biographical nature.
Biopic (biography + picture)
This anagram is its own clue: MOON STARER
Astronomer
This was the name of the circular plastic 1950s toy that was placed around the waist and operated by gyrating the hips.
Hula Hoop
The Coasters recorded a song in 1959 with the line "You're gonna need an ocean of Calamine lotion." Name that song!
Poison Ivy
I find myself alone when each day's through
Yes, I'll admit that I'm a fool for you...
...because you're mine, I walk the line (I Walk the Line, Johnny Cash)
An advertisement that relays information.
Infomercial (information + commercial)
A drunk-checking instrument: THE LAZY REBAR
Breathalyzer
In the 1950s, eating this type of live fish became popular.
Goldfish
In 1951, this Cleveland disc jockey first used the term "Rock N Roll"
Alan Freed
She says, we've gotta hold on to what we've got
It doesn't make a difference if we make it or not...
...We got each other and that's a lot for love (Livin’ on a Prayer, Bon Jovi)
Redistricting an area to include favorable voters for a politician or party.
Gerrymander (Elbridge Gerry + Salamander)
Elected deliberative bodies: SURE IT'S LEGAL
Legislature
This team won 5 NBA titles in the 1980s.
The Lakers