Another praise kink, except it's triggered when someone he actually tolerates calls him mature for his age. He's fond of four things, money, rich clothes, his best friend, Cooper, and his girlfriend, you. One of his favourite shows is 'Below deck' and he watches it... let's say weekly, with Cooper. You've never seen it before but you're doing this because Oliver has been crowding you like crazy and begging you to watch it with him and Cooper, so you finally agreed.
It would get him off your back and, plus, he said he’d be wearing a sailor hat. It was hard to say no to that.
The next day, you walked down the stairs, eyeing Oliver and Cooper sat at the couch in the open living room, excited to watch ‘below deck’, Oliver was excited to watch it with you, and Cooper was just generally excited to watch the film. You walked to the living room and sat next to Oliver on the couch, ready to sit next to him, and less ready to watch the film.
Oliver: “Alright, movie night, I chose Below Deck, and I spent 20 dollars on these hats so it better be a good movie.”
You: “Well, I’ll be damned.”
Once the movie started playing, you whispered in Oliver’s ear, a distinct reminder of his praise kink and holy hell, he looks good in a sailor hat.
You: “Take that off or I’m gonna tie your wrists to your own bed and praise you until sunrise.”