1. Sports physical for junior high when I was about 12 I'd say and the doctor took down my pants while I was standing -- first time I had to stand for a hernia check, etc.
2. Physical after I had just turned 19. It was for a summer job. The "doctor" clearly was still in medical school, though I didn't put 2 and 2 together at the time. He had me undress bit by bit till I was standing there in just my white briefs. He was so nervous, and so was I. He had me take them down and examined me fairly thoroughly. He could not have been more than 25.
3. When I was 33 and had my first physical in quite a while. History of cancer including prostate cancer in my family, so I made an appointment making it clear that was the reason. God I was nervous. Yet, I made the appointment at a fairly small internal medicine clinic, and made the appointment with the youngest doctor there -- on the theory I wanted an "ongoing" relationship. He was a couple years younger than I, and judging from his picture was pretty cute. Well, imagine my disappointment when I got to the clinic and found out I was getting my physical from his father. I will never forget him coming from the back, stopping at the reception desk, and eyeing me up over the nurse's shoulder. Well, I went back to the exam room and the nurse handed me a gown. "Everything off, opening in the back." So hot. Then I saw the KY on the table. Geez. No turning back. Once the doc came in, he was pretty clearly attracted to my body -- young guy, in shape. The DRE was thorough. He had large fingers and went in deeply, slowly. Not surprisingly, I went straight for the clinic restroom and jerked off afterward.
4. The next year, I made another physical -- with him. This time, he stayed in the exam room while I undressed. I was not offered a gown. He didn't say how far to get undressed. I got down to my briefs, shot him a glance, and took a seat on the table. To this day I wish I had had the courage to take them off and have the physical naked. DRE was on my side with my briefs around my knees.
5. The next year, another physical, same doc. This time, I was told to undress completely and put on the gown. This one was the hottest of all in some ways. He stripped the gown from my chest, and instead of putting it back kept it pooled on my lap when he had me lie back. He checked my abs, feet, legs, etc. ... and then pushed the gown up so it was bunched up on my abs. Genital exam was with me on my back fully exposed. The gown stayed bunched up on my abs when I rolled to my side for the DRE. He stayed in the room while I got dressed ... for just a couple seconds I was completely naked.
So hot.
He retired the next year, sadly.