I would sell now and not hold. The internet is changing, there are more choices now. We may not even be using domain names (urls) in less than a decades time. The value is dropping not rising.
This is a great domain name that has it all. .Com, plural generic that works, slight image problem (?) which can totally be made a plus - notoriety sells!
If I had to pull a number out of my *** I would say $250,000 ideally but $100,000 would be totally acceptable. This is not wine. The longer you hold, the more it devalues. Recoveries are never guaranteed. And no recovery will make .com a high flyin irresponsible mess it was.
Great name, top quality. Just don't get greedy.
You can certainly have a nice life with 100k.
Good luck!