Before you consider wearing a cock ring, you need to ask yourself what you are wearing it for and what kind to get. It seems to me you were trying it out during sex, in which case the loop-and-ball ring may not have been suitable.
The problem with that kind, is that once it’s on, it can’t adjust itself for a good fit - similar to a clamp, the type you were using has to be constantly adjusted by hand to suit, which makes for difficulties. The model you’re using may be useful for introductory clamping or worn loosely under pants for a while after a PE session, but when you’re having sex, you’re thrusting back and forth with little to no idea what’s going on with the cockring and how it’s affecting your penis, whcih is why you should never have sex with a clamp on IMO.
What you need are some jelly rings that come in different thicknesses and adjust themselves uniformly around the base for comfort but also decent engorgemnt - I’ve used those on occasion for sex and had a great time with them, without that nagging thought in the back of my mind of whether my cock was okay.
Just search ‘jelly cock ring’ on the net and Hey Presto! The clit stimulators are worth it too..;)