Raw is better for me as a penis-owner, but sex with a condom is still great. I go raw with my wife but use condoms with my girlfriend. But sometimes I'll use a condom with my wife too, either to make clean-up eaiset or to just shake things up and get a different feel.
Condoms make it difficult to cum,so I've only finished inside my gf a handful of times. However, it usually feels stronger. Similar to a cock ring. It is a bit weird and maybe uncomfortable once the reservoir fills and i'm still cumming because I can feel the back pressure, but still feels great.