You cannot go wrong with a high quality masturbation sleeve. The fleshlight company is renowned for their masturbation sleeves in a protective case. Other nice toys for men include prostate massagers and male vibrators. There are many different prostate massagers that are each best suited to particular men. However, if vibration is a sensation your man likes or is interested in experiencing, than you could get him a Hot Octopuss Pulse, or a Fun Factory Cobra Libre.

Mind you the Pulse is a little loud, but it comes in two versions, Solo and Duo. Duo has a vibrating motor on the back side of the toy. He could lay down and use the toy, while you straddle him and get the vibration from the other side!

Ultimately, every man is different. Some men are never going to allow anything to be stuck in their ass and it is important to discuss with him what he has an interest in before you buy! By the way, a cock ring is useful, but is more of an accessory than a toy. However some may have a motor strong enough for getting off or enhancing playtime.