It's really quite sweet to think it might be his first time, and I'd love it if the stockings were her idea! He's such a good boy, a bit tentative in how he first distributes weight on his hands, but it warms me to see him shift back into her several times, then finally lower his head with the realization that this is really happening and he's now her little bitch! His life is never going to be the same, and he's very fortunate to have been done by someone so patient. When my wife first did me, neither of us had our first clue, but she also gagged me "just in case," and seeing him patiently wait for her to remove that gag just made me glow!