Saw this video which made me laugh a little:
https://youtu.be/Z_97dWIQ4lA?si=XOBIxvfq9ca6b2dy
He tries to make this as unappealing as possible, going as far as to pick the fattest dragon he could find, and everyone in the comments is like, "Yes. Absolutely. Where do I sign up?"

Got me thinking though. Not every reaction would be the same. Dragon's for all intents and purpose, just people in D&D (depending on which ones you're talking about, of course.) They got personalities. Wants, needs, etc. So while some Dragons would definitely treat you as property, others you could absolutely have a Shrek-style relationship with. Go out. Have an adventure. Just make sure to visit home once in a while. (At the top of a mountain.) Bring your dragon girlfriend some shinies every now and then. Sit down with each other and share the story about how you have to Shoryuken a Mindflayer to get that gold.

The whole 'hoard of jewels thing' would make it hard to find a suitable ring though. Gotta make it special. "I ripped this gem out of a Demi-Lich's eye with my bare fucking hands. I then traveled halfway across the world to find a dwarf who could fashion it into a ring big enough to fit your tail. Will you marry me?"

I'd like to remind everyone that there are multiple ways for dragons to change shape in D&D. For no reason in particular. 👀