HOL Ravenclaw

Iris receives a colorful feathered flute.

Kathren reaches into her pocket and pulls out two piece of string and a couple of knuts for the machine.

Kathren is scolded by the policeman who stands not far from the machine.

Cliodna gets a pink envelope from no-one.

I'm assuming you mean "put in", so Cliodna gets a letter saying:
"Dear person,
Please stop putting pointless things in my mouth.
Thank you,
Victoire the Vending Machine"

Sapphire inserts a smiley... or four...

Sapphire gets a Santa hat with a jingle bell on top that shouts, "Ho, ho, ho!" Whenever you wiggle it.

Leonie puts in a half-eaten chocolate bar and some lint.

Leonie gets the wrapper back and the display screen shows a smiley face.

Sapphire puts in a pencil and a pencil sharpener.

Sapphire gets her pencil back, freshly sharpened, along with some pencil shavings.

Leonie puts in a love letter.

Leonie gets a box of chocolates and a rose.

Sapphire puts in a pair of googly eyes.

Sapphire gets a pair of glasses (the type that go on your face, not the type you drink out of).

Leonie puts in a gallon of milk (because Leonie lives in a weird place that likes to be different from everyone else and use gallons and inches and Fahrenheit).

Leonie gets a message on the screen that says:
"That is 4.54609 litres!"
She also gets a glass- the type you drink out of, this time.

Sapphire puts a mobile phone in.

Sapphire gets the phone back- but in multiple pieces. The vending machine got jealous.

Wicki puts in a broken picture frame, a green grape, and a small t-shirt

Wicket gets a framed photo of th vending machine in Hawii, drinking grape juice.

Sapphire puts in some grape juice.

Sapphire gets a smiley face button.

Leonie puts in three hundred galleons.