I've only had 2 rectal exams, both by my current male PCP during my first two yearly physicals with him. Both were careful and gentle and way better\ easier than what I was expecting. While neither were unpleasant, I wouldn't say they were pleasurable during the exam. Nothing hurt, or was uncomfortable, or traumatized me in any way. It just wasn't physically pleasurable at the time. It lasted less than 10 seconds and was over before I was able to fully register and appreciate the situation.
My first rectal, I barely felt his finger during insertion, palpation, or withdrawal. It's possible I was just in shock of the situation, as I was not expecting to receive a rectal exam at all that day. I remember reading from others that they felt intense pressure, or a feeling like they need to pee or ejaculate, or a tingling in the head of the penis. I felt none of that. I thought it just felt weird, maybe a little bit of fullness. I was actually I little bit disappointed.
The following year, of course I was expecting it. After the hernia exam, I stood with my pants and underwear around my thighs, eagerly awaiting my doctor to tell me he was going to check my prostate and to get into position. That exam felt quite a bit different. I'm not sure if he used more pressure feeling my prostate, or I was just more mentally prepared for the exam and aware of my senses. But that year I got all the feels from the exam… the almost burning pressure, feeling like I needed to pee, then the tingling in my penis. Once again I felt it was strange and weird. It was over in less than 10 seconds. It wasn't unpleasant, but I still wouldn't call it pleasurable.
The only physical pleasure I got from those exams was the excess lube remaining at my anus after the exam. It was a nice reminder of the events and feelings that took place earlier. Although I didn't have any other physical pleasure during the exams, that's not too say the exams didn't bring me pleasure. I now have a lifetime of pleasure from my memories, thoughts, feelings, sights, sounds, imagination, and fantasies to recreate and alter over and over. Not only that, but I have the nervous anticipation of my next yearly physical. Love it!