Cherry's Diary
Copyright© 2025 by Mike McGifford
Chapter 2
Dear Diary, as promised, Charles has allowed me time to update you and I was right! His smile when he laid eyes on me was worth the torture I’ve been through today.
Part of me is so relieved, yet I’m still on pins and needles at the same time - just not the sort that Charles might use to pierce my flesh. I’m going to be stripped naked before an audience of men and women attending a charity auction!
I’ve never in all my years been naked before anyone other than Charles. Even Charles’ friend, my gynecologist, has only seen parts of me naked - never the whole package.
I wonder, Diary, if the doctor will be there tonight? He’s wanted to put his cock where only his fist has ever been before and if he were to buy me, he could fuck me to his heart’s content instead of pretending it’s his cock he’s pounding into me during an exam.
I have frequently wondered if his cock is as big as his hands. There is an old saying about the size of a man’s cock having a direct comparison to the size of his hands and it was all I could do to not scream the first time he dilated me with his fist.
I learned long ago to relax and accept his hand up to his wrist inside me, but seriously, Diary, how would it feel if it was an actual cock? I’ve only ever had Charles in any of my holes. Will I enjoy it or have to pretend it’s Charles’ cock, as I do in my monthly gynecological examinations?
I’m getting sidetracked, Diary, and I know why. I’m scared about tonight even though I have no need to be. It hasn’t helped that Charles refused to fuck me when he got home. I don’t know why it surprised me that he arrived with his arm around a girl who could not have been more than eighteen, yet it did.
I secretly hoped he would afford me his undivided attention tonight but of course it makes sense that he has a piece of fluff on his arm and not be sitting alone while his own wife is auctioned.
Still, it hurt a little that even after seeing that I’d done all my chores, my full regime of exercises, including a full two miles on the treadmill in my heels, had his tux laid out, had put fresh pads down in my cage and prepared his evening drink, he took his whore into the bedroom for a quickie.
He didn’t even order me to watch from the corner like usual. He closed and locked the door after telling me to kneel next to my bowl in the kitchen.
I thought I’d disappointed him somehow, Diary! You know he only ever forbids me from watching him have sex when he’s angry with me but I was so relieved when less than twenty minutes later the girl and he came into the kitchen laughing together and he explained his actions.
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