Mistress had said she wanted to try something new, something different that I had never thought about until now! My first anal training! Of course, she suggested that we should film this first-time experience for you all. What you'll see is our real D/s dynamic with me getting my first-ever anal training from my Mistress. She starts by warming me up with some spanking on my bare round bottom. Next, she spanks my cute little bum-hole with her hand and a crop while I am fully exposed for you in the humiliating diaper position. It would seem that I love having my sensitive little hole spanked as I can't hide the growing wetness from my princess parts. Mistress uses a small jeweled butt plug to start with. We have done butt plug play before but never one that vibrates. She enjoys pushing the jewel which creates different vibration speeds as well as strapping my bottom at the same time. This feeling is quite new to me, and at this point, I am unsure if I like it or not but my naughty puss-puss clearly says otherwise as it glistens even more. I am told to get on all fours and crawl around on the bed to show off the cute jeweled plug, pink ass, and dripping pussy. Now it is time for part two: The fingers. She slowly pulls out the butt plug and then lubes up my bum hole some more to prepare me for her invasive fingers. Mistress puts in one finger to start with, massaging and slowly penetrating my cute, quivering anus before delving deeper inside, moving the digit around slowly, stretching my hole further. My reactions are all 100% natural as I get used to this interesting new sensation that she promises I will learn to enjoy as this is just my first time. She ups the ante soon after by inserting a second intrusive finger to continue the stretching process. Now she is starting to slowly finger fuck my ass with both fingers moving in and out as the rhythm increases... oh my! I get turned on even more as Mistress tells me to imagine her behind me with her strap-on, fucking her little ass slut. At the end of this anal training, I'm told I must cum with her fingers still inside filling up my ass. I lay on my back holding a powerful, throbbing vibrator to my dripping cunt as she fucks my ass with her fingers as they fill and stretch my insides even more! I can feel my lubed ass tightly gripping her, powerfully clenching onto her fingers inside as I cum hard for her. Fully satiated from this new experience, I hold my Mistress as we embrace in each other's arms. Phew... That was hot!