Non nudist sleepover

This wasn't a sleepover at a house but I was on a motorcycle trip over a long weekend this year and I roomed in a hotel with an older married long-time riding buddy for the first time. I knew he was conservative and perhaps a bit of a prude. I am not. I wasn't going to be rude and strut around naked all evening but I also wasn't going to completely cover myself 100% of the time. I didn't say anything, I just did what I would normally do except sleep attire: I usually sleep naked but again out of not wanting to be rude I slept in my underwear. Sleeping naked isn't that important to me so I didn't bother to bring it up. The first night he wore full length pajamas head to toe covered and only changed clothes in the bathroom behind closed doors. By the last night without a word the whole weekend about it he was down to sleeping in just his underwear and was even changing clothes in front of me. Maybe my behavior was rubbing off on him? Regardless, if we ever room together again I think I'll ask if he's ok if I sleep nude. I'd be curious if he follows suit, so to speak.

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Friend from college and I had gone to a ball game and I was staying the night at his place before heading home the next day. He offered his room (one bedroom apartment), I took the couch, figured one night would not be an issue. Grabbed a sheet to cover the sofa and as a light cover. Stripped and went to bed. Got up in the morning started the coffee and was standing there in the kitchen waiting for the coffee to be ready, nude, did not think to slip anything on, He walks in the kitchen and I caught him off guard being nude - he was in his briefs. We talked while waiting for the coffee (me not even thinking about being nude) and I kept noticing him looking down at my waist and below and I finally said - I'm a nudist and quite comfortable this way, I can slip a pair of briefs on if it bothers you, He hemmed and hawed around, so I started to grab a pair of underwear, but he stopped me, He started asking me questions about being a nudist, so we sat down had a long conversation about it, me nude, him in his briefs. He excused himself to go to the bathroom, and came back without his briefs. I congratulated him on making the 1st step in being a nudist We spent another hour or so talking about being a nudist. His biggest concern was what do you do if you get an erection. I said there are lots of ways to take care of this, find another distraction and not think about it, it will go down, If in company of like minded people or friends they won't care or notice, or excuse yourself and go take care of it elsewhere. I also told him as you become more accustomed to being nude in the company of others, you don't get aroused as easily. I got up to use the bathroom, but turned to him and asked him to stand up - he turned bright red and again hemmed and hawed around. I said "stand up" you have nothing to worry about. He did and was fully erect. I said "OK", now think about how you going to get comfortable again, and walked off to the bathroom to empty my bladder. I returned to find him in the midst of full relief by his own hand. He thought he would be done before I returned. I was able to observe a very intense release, I said it will be less intense as time goes on and you get more used to being nude. I ended stating the better part of the day and had him stay naked around me, and I around him. We joked and laughed alot about college. Still get together and he greets me at the door nude, not a care in the world if seen nude or not.

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