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Subject: Re: Sore bottom


Author:
JD Winchester
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Date Posted: 22:15:03 01/29/23 Sun
In reply to: Maddie 's message, "Sore bottom" on 08:45:28 01/28/23 Sat

YES, Maddie... Please share about you and the old boss!!!

Thanks,
JD

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Replies:
[> Subject: Re: Sore bottom


Author:
Maddie
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Date Posted: 04:49:30 01/30/23 Mon

I have a little time to write before scurrying off to school, but then I'll get all horny again and I don't want to do that, but oh well.
I love my old boss and I loved working at the coffee shop while I was obtaining my degree. I go back any time she needs me to. I don't need the money, but she pays me anyway. It's not really under the table, but more of a gift or a thank you. She knows about my relationship with Kailey. She knows what I want and need and she likes spanking. She's kind of guarded with her real self, but the best I can piece together is she was in a long term relationship and her lover died, I believe of breast cancer or maybe something else, I'm not sure. So to deal with her grief she put everything and every waking minute into the coffee shop.
I have always believed, or rather fantasized that when one of her employees is naughty she takes her up to her apartment and gives her a good spanking. It is possible I suppose and my boss has alluded to it and I have seen signs, but I think it's more my head convincing me of it. She never took me up to her apartment while I was employed, but for any naughty thing I did at work she tattled to Kailey and my lovely boss knew that Kailey would blister my butt for it.
There actually was an incident Friday night that I deserved to be punished for that I am very ashamed of. After we closed up she paid me and thanked me and that was all sincere. I knew it was coming and I was anticipating it. She said I was a very naughty girl and asked me what she does to employees who are naughty at work. I guess it was like a confirmation that I was accepting. With my ashamed naughty little girl face I said "You take them up to your apartment and give them a spanking." That sealed the deal.

I want to make clear that this was not abuse and she was not taking advantage of me. If I had said no it wouldn't have happened. It's something we both know we both want and need. She led me up to her apartment, sat on the couch, had me stand in front of her and pulled my pants down and gave me an almost erotic lecture. And yes, I admit I had paid little attention to hygiene the last couple of days and had a poopy stain in my panties. She rubbed my dirty bottom hole through my panties and made a big faux deal about my hygiene, calling me a dirty, naughty girl etc. and started slapping my butthole as well as my cheeks. I got some spanks to my little wet puss puss too.
As time is an issue here, I was over her knees, panties up and panties to my knees getting spanked with her hand, brush and hand held paddle and my dirty little butthole fingered while being lectured and degraded. My poor little was on fire and definitely raising bumps and welts.

So I have to wrap this up and get running. All of that, although that alone would have made my bottom sore for a couple of days was just play. Then it was the real thing. I had had a rather loud altercation with her barista. I don't know if she did or will punish her barista's little bottom, but I certainly was. I HATE the paddle. Except in my fantasies I find nothing whatsoever sexual or enjoyable about the paddle. This part was for real and trust me when I say it was punishment. She bent me over the arm of the couch with my pants up and gave me three blistering swats with the paddle. Ouchie wowchie. Then three over my panties and three bare.

I have to go.

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