One who thinks they are so cheeky they can cheekily chime any girl, thinking they are in a movie or television show during significant events, or showing how cheeky they can be without noticing/trying.
The Cheeky Chime Master man was cheekily chiming whilst nuns trying to show any emotion or companionship to the girl he is trying to impress.
During sexual intercourse between a man and a women. The man will enter the girl from behind doggystyle and then lube up a small wooden or metal flute or whistle or possible combination thereof depending upon the size of the orifice. The male will then begin gradually going deeper and deeper into her vagina causing her colon to relax and forcing excess air through the flute or whistle to create a beautiful symphony of music to accompany her moans of pleasure.
Bob: So I was hanging out at this uppity piano bar last night talking to this real looker who just seemed like she was dying to get a cock in her. Turns out she just graduated from college and was really depressed because she'd never play in the orchestra again. Anyway, I told her I was a great conductor and took her back to her place where she let me jam her flute up her ass while riding her reverse cowgirl. Dude, her ass made the most beautiful wind chime I'd ever heard in my life. It definitely hit a high note when she came.