Since I was about 14 years old. I hated pyjamas, I had 4 brothers, and they all slept in underwear so I thought I'd try that, but still didn't like it, took them off and slept naked ever since. I served in the RAF for a while, and quite enjoyed sharing a room with up to 12 other guys, most of whom also slept naked! Interesting sights in the morning!
Its strange to me that people can have an issue with it. Do you know if your dad slept naked?
My dad slept naked once in a while but never as a rule. He is generally a conservative person. I wish he was more relaxed. I found my dad and mother nude in bed a few times when I was a boy but they said it was because it was very hot. We had no air conditioning, but it was probably because they fell asleep after having sex. They were reserved about nudity so it was not a practice. Seeing my dad naked in bed gave me the idea to try it but they told me I should wear pajamas but I don't remember the reason they gave me. I slept naked secretly once in a while. I shared a room with my brother and I was discreet. As soon as I went to college, as I mentioned in the earlier post, my room mate was into sleeping and hanging naked so we both did and I have done it ever since. Its seems crazy to me to wear anything to bed. My dad still changes into pajamas even when we spend time together at our cabin, but he is more relaxed about changing in front of me.