My penis sometimes getting oversensitive during PIV

I’m 33 years old and afaik totally healthy. I generally tend to be in long term relationships (more than a year, on average) since my college days and my first three GFs were kinda insecure with birth control thing. So, I never minded wearing condoms to make them feel safer about that. Over the course of years, it became a habit for me, even with one night stand situations. It makes me feel more comfortable too, adds some extra time and also hygienic. And it’s safe for me to say that it feels slightly more pleasurable when I’m inside.

Due some personal preferences, I’d been not looking for any kind of relationship for almost two years, until I met my current SO. We’ve been together for six months now. I love her and we have the standard sexual compliance as any other loving adult couple -not bad, not fantastic. She’s been asking me that why I’m more than willing the wear condom, unlike the majority of men and I told her so, it just happened to became a sexual routine for me. For the last two months, she actually wanted me to not wear a condom, she said she likes it more this way.

Of course, that’s not a big deal and I’ve been trying to enjoy it raw. At first, it felt better but made me definitely last shorter, especially in the first rounds. And that made me kinda feel insecure about it, I thought I had premature ejaculation all the time and condoms have been masking that disorder, although she says I have pretty acceptable timing. And for that, some days I insist on going with condoms and she says me that I’m being obsessive and insecure about my performance. So, I can agree with what she says and I’m trying to adjust. However, this time it just began to feel not totally right during the PIV. I feel some sort of pain? Maybe more like constantly switching between pleasure, pain and numbness, an oversensitive reaction I just can’t describe. It’s very similar to that highly sensitive state when just having an orgasm, that couple of seconds you feel like someone harshly giggles your nerve ends. I think the men here understands what I’m trying to say. Some of you may say “That must feel good, what’s exactly wrong with that?” But as I said, it just oscillates between two or maybe three states in intervals of a second: total pleasure-oh that hurts-hey what’s going on. It’s like my penis has its own serious ADHD. Btw, it helps with lasting longer, she’s totally enjoying it and she thinks I “overcame” with my obsession, I’m just struggling. And have no idea if it’s psychological or something actually causes pain. What could it be?