You're over at Ms Scarlett's house for the weekend. Ms Scarlett had gotten a bad report from one of the teachers about you disrupting the class. So she gave you a Long Hard Spanking after school. (your third spanking of the day!) She has a board meeting that evening so she has me watch you. Normally, when I know you been spanked I take the opportunity to give you an additional spanking myself (simply because I enjoy spanking) Tonight though when I was going to take you over my knee I see just how blistered and slightly bruised your butt already is and I feel bad. I pull you in for a warm hug and you melt into my arms, crying to Mommy Cheryl about the Terrible day that you've had. The injustice of the multiple spankings you've received that day. Cheryl calms you down and assures you that Ms Scarlett spanks you out of love, just like I do. And that we BOTH know how good you can be and we want to help you be great. Cheryl asks you if you want her to take care of your butt for you. You of course nod your head 'yes'. Cheryl has you get some lotion, and I make you lay across my lap. I pour the cool lotion on your sore butt, and I gently massages your cheeks. I work my magic hands along your buttocks and my woolen sleeves gently graze against your bare back. You absolutely collapse and melt over my thighs. Cheryl comments on how red and sore your butt looks and how Mommy Cheryl is going to make it all better. Then Cheryl gets an idea, something I've ALWAYS wanted to try out, but it seemed in appropriate with my brothers. I asks you if you trust me. "Always Mommy Cheryl" you sigh mesmorised by the warm massage your butt is receiving. With that I stick my middle finger in your butt. I chuckle to myself as you moan and collapse further over my knees. I stick my finger as far as it will go into your anal cavity and gently slides it in and out. Slowly fucking you, I shush you as you begin to moan, I tell you to "let Mommy Cheryl take complete control of her sweet guy" "Yes Mommy Cheryl" is all you can gasp as you find yourself humping my thighs, in sync with my finger fucking. I ultimately make you cum (as is my goal) and as you lay exhausted across my lap I rub your back. I ask you if you enjoyed that, and if you wanted more. You don't have to answer, because I already know. I tell you that these sessions, along with the wanking will be our secret. I give you a hug and kiss and then tuck you into bed.