Very hot and sexy. I love how your sissy nuts stick out. I would love to get on my knees behind you, kiss and lick those butt cheeks and useless nuts, maybe rim you pert little asshole too.
When you're fucking a pantie wearing sissy she's required to take whatever her man gives her. It's about the bitch getting him off and dealing with whatever her man does. If it hurts maybe next time she'll open that pussy up ahead of time.
I had the exact same experience with my buddy when I was 13. Same problem, couldn't enter each other because we didn't know to use lube. My 1st m/m interaction.