I know the anxiety you went through. I was in the military, stationed in Germany. I had been so sexually frustrated that one night I threw all caution out the window. I went downtown and managed to start up a conversation with a young lad. We ended up in his basement apartment and I had my first introduction to my sissy half.. I was so lustful and nervous but we sat naked on his couch. I felt like a school girl as we embraced and when he got frustrated and looked at me and said “well” I knew what he meant. All inhibitions were gone and I bend down and started sucking him. We embraced, sucked and one of the most satisfying for me was he enjoyed kissing me. He made me feel like a girl and I changed after that.
Back in the very early days of my GH days I was definitely guilty of blowing my load and being out of the booth and store and back to my vehicle within seconds. It felt so wrong, I was in the Army and so worried about being “caught” that once I got what I was after it was a race. Learned to relax later, and have even hung around for round two a couple times. Also don’t mind leaving my cock through the hole if the person on the other side seems to want to make sure they get every drop.
Being on the other side I enjoyed what you wrote. I use frequently gloryholes, part of the excitement was dressing up, seduction, the smells and sounds all builds me up then that magical cock comes through from the other side and I can’t get enough. Even after my ass or mouth is full I want more but the dick disappears.