I think my most awkward sexual moment was during sex a certain ex (and I am asexual mind so this shouldn't be too shocking) kept asking the "do you like it?" question over and over and upon rolling my eyes about 10000 times I said "It's sub-par"

That and when I was really drunk at my 21st birthday party and we were sleeping at my friends house (like 10 of us) and I got a bed in the guest room, and my friend got the other one. And suddenly she was masturbating and moaning and I just laid there under the covers confused and drunk and just started fake snoring.
Didn't stop her.

As for you, Skipper, you seem completely healthy sexually and I think that's awesome.