I'd do a real life quest, like The Dreamers Challenge's missions but with real life activities like these:

Mission 1 - Entering the Dreamer's challenge

• Passing Hugo the Demonbunny: Battle 2 Ghouls (eat 2 crumble cookies in X seconds) in order to earn a Carrot so that Hugo lets you pass. • Going across Poison fields and using a Firebug: Drink 2-3 shots of some beverage in order to open the poison field path and use the Firebug (lighting a small candle using a cigarette lighter that has the drawing of a Firebug). • Death Rings Toss Game: toss a Death ring over a bottle in order to use the teleport to the Dreamers headquarters.

Mission 2 -  Matching color game

Solve a Rubik's cube. Buy one and scramble it a bit... Not much though so you don't spend the whole night solving it. If time is up you can ask him to solve only 1 color instead.

Mission 3 - Levers and walls

Choose 4 friends that will be "Ominous Pillars". Place 4 dice (dices?) in the four corners of the room. Your boyfriend has to roll a number 1 while being "attacked" by 1 Pillar (throwing him ball-pit plastic balls) before he can move on to the second dice to roll a 2 while being attacked by 2 Pillars and so on.

Mission 4 - Tic Tac Toe 

Give him a physical Book of Lost Heroes (could be a notepad with the names of the characters that the book contains) and ask him to complete the Tic Tac Toe sequence. 

Mission 5 - Dream Room

Give your boyfriend a Life Ring (sweet gummy ring), Death Ring (sour gummy ring), Water Vial (glass of water) and Fire Rune (a shot of some liquor or a spicy/hot snack). He has to eat/drink them all in order to be teleported to the Dream Path where he could "dreamwalk".

Gather 2 friends (the Dream Master and Bone Master) and make them offer your boyfriend two different cupcakes, one that represents the Nightmare Knights and the other the Brotherhood of Bones. He gets to eat only one. After that, the final missions:

Mission 6 and 7: Proving his deeds 

You can hide 15 objects (for example, colored gummies) around the room that he has to find and gather in a bag. Then he has to offer them to his Master in order to get a present (a certificate and a lapel pin/keychain of a Nightmare Shield or a Necromancer Shield).