i don't have a dick but yes it does. from my understanding it's a certain size and it's not flexible. so when a dick swells up cause it gets hard or get loaded (lol) it gets tighter.
(just randomly inserting this) my friend used one with her bf and apparently it got stuck on him, idk if it's true so do with this useless information what you wish
im so freaking curious, does having a ring in your d can really make you have a hard time cumming?