I'm pretty sure my situation takes the cake on "awkward moments."
Several years ago, my dad (a wonderful and fantastic family man, with few flaws) was going through a separation from his wife, so he was staying at my apartment for the time being. One day, I left work to run home on my lunch break to grab something I forgot. I opened the door to see my dad buckass naked sitting on the living room floor watching Basic Instinct. He turned around, almost as astonished as I was. "Tim, what are you doing home?! I just got out of the shower; haven't put my clothes on yet."
Right, Dad. Go put on your clothes. I'm going to walk away and cry. For the rest of my life.
A contender appears.
(This is background, feel free to skip it)My parents split up in my second year at university. They basically hated each other for years before that, but my mum hadn't left my dad before that because a) she considered us (me and my brothers) too young to go through it, and raising us was, and possibly still is, the most important thing in her life, b) my grandad was Catholic, and would have cut our family off had she done so while he was alive. He died in my first year at uni. And c) I think she lacked the confidence, the network of friends, the resources etc. to actually believe she could do it. (She never said any of this explicitly, but looking back, and based on subtle comments of hers afterwards, it was the impression I got).
Also never said explicitly, but I got a very strong sense of: my mum, although she didn't go to church and didn't really seem to have retained much of her Catholic upbringing, remained Catholic sexually. I've never seen a single thing in my life to suggest any hint of sexuality about her. She told me after they split up that my dad cheated on her (and she didn't speak of it as if it had only happened once), but, again, hinting at reasons I already stated above, she was powerless to do anything about it. Maybe they hadn't been entirely sexless at some point before I was really young, and it was my dad's cheating that killed off her wish to engage in that shit with him completely, or something. I don't know, and in case it isn't obvious, there is tons about my parents' lives that goes unmentioned, and I don't ask about. The point is, I'm more or less certain that my dad, not a religious man at all, lived more or less without any sex for many years.
(And now to the main act)In my second to last year at school, I was just leaving for school in the morning. My mum was working, neither of my brothers were home, can't remember why. I guess my dad assumed I had already left. Anyway, I walked into his bedroom to say I was off to school (he'd already been up and about, didn't really think much of it). Found him jerking off with a pair of my mum's used underwear over his head. I noticed him, he noticed me, and I walked straight out without saying another word. Never spoke of it to anyone, and when I got home from school, we both acted as if it had never happened. Still, it was pretty damn awkward between us for at least a few weeks.
Tune in next week for another exciting episode in Semi-Catholic Family Life.