Let me Phrase it this way
Name that Christmas Film
Name that Logo
Young Celebrities
Name that 2000s Song
100

If you "paint the town" this colour, you're out having a good time

Red

100

Film #1

The Holiday

100

Logo #1

Dreamworks

100

Celeb #1

Gal Gadot

100

Song #1

Yellow

200

A person you're having obsessive thoughts about is "living" this cost-related way "in your head"

rent free

200

Film #2

Bad Santa

200

Logo #2

Goodyear

200

Celeb #2

Matthew Mcconaughey

200

Song #2

Use Somebody

300

This heavily memed phrase of dismissive farewell was uttered by Ice Cube in "Friday"

"Bye, Felicia!"

300

Film #3

Four Christmases

300

Logo #3

BBC

300

Celeb #3

Chrissy Teigen

300

Song #3

Whos that Chick

400

The pleasure of not being part of a trend can be expressed as JOMO, short for this

the joy of missing out

400

Film #4

Bridget Jones Diary

400

Logo #4

American Express

400

Celeb #4

Kristen Bell

400

Song #4

Cupid's Chokehold

500

In England, you stay on your best behaviour by "minding your" these two letters 

Ps & Qs

500

Film #5

Just Friends

500

Logo #5

Paypal

500

Celeb #5

Michael B Jordan

500

Song #5

Get Busy