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Subject: Sore bottom


Author:
Maddie
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Date Posted: 08:45:28 01/28/23 Sat

I worked for my old boss at the coffee shop last night.
I got paid over and under.
(Under the table and over the knees)

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Replies:
[> Subject: Re: Sore bottom


Author:
Alfred22
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Date Posted: 10:46:58 01/28/23 Sat

Were there any other forms of compensation?


P.S. Watch out for unreported income violations. I suggest not taking untaxed money from her. IRS is not totally defunded yet. And they will always closely watch cash businesses.

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[> Subject: Re: Sore bottom


Author:
Maddie
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Date Posted: 09:19:59 01/29/23 Sun

No one has asked, but would anybody like to hear about it?

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[> [> Subject: Re: Sore bottom


Author:
Beth (Melendez)
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Date Posted: 10:08:33 01/29/23 Sun

Yes I want to hear about your sore bottom

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[> Subject: Re: Sore bottom


Author:
JD Winchester
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Date Posted: 22:15:03 01/29/23 Sun

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

Thanks,
JD

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[> 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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[> Subject: Re: Sore bottom


Author:
Clair
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Date Posted: 06:14:01 01/30/23 Mon

Wow, I love this. I would trade places with both of you.

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[> Subject: Re: Sore bottom


Author:
Maddie
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Date Posted: 19:24:14 01/30/23 Mon

In my haste this morning I didn't mention that while over her knees she fondled, squeezed and pinched my boobies (when she could find them), as part of my punishment of course. She was also concerned that I should let Kailey know I would be late so she wouldn't worry and I would get in more trouble. So I had to call Kailey while over her knees and while getting my bottom smacked.

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[> [> Subject: Re: Sore bottom


Author:
Sparky
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Date Posted: 17:11:18 01/31/23 Tue

Sounds like you better behave around Kailey for a couple days, would be a painful time to be spanked by her lol!

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[> Subject: Re: Last night


Author:
Maddie
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Date Posted: 05:23:03 03/04/23 Sat

Last night I did office work for my old boss under and over.
Doing books and other office work I discovered something I never knew. She actually owns the building and rents the other three apartments in the building. How did I never know that?
After a couple of hours my old boss came into the office and told me to stand up and turn around. She was pretty unusually demanding about it. I thought I was, for some reason going to get a spanking right then and there. She pulled out the back of my jeans and panties, the just pulled down my pants and like looked for a while, then pulled down my panties and I was like "What are you doing?" Then she kind of spread my cheeks and looked. I was really confused. Then she pulled my pants back up and said "That's good enough." So she asked me if I would mind the store for a while. I'm kind of out of practice, but I can handle it. It was a little slow anyway.
There was only one girl working last night. She was standing at the counter and looked nervous and on the verge of tears. "Somebody has apparently been being rude to customers and somebody hasn't been doing their job properly and somebody has a habit of being late and somebody, it seems has had their hand in the cookie jar, so Maddie if you don't mind watching over the shop for a while we need to go up and talk about this." She led the girl upstairs and I just stood there stunned.
I swear I was shaking. I made coffee and made sure the few customers that were there were cool and waited on a couple new customers, but outside of that there wasn't a lot to do. So of course my mind was a circus. What was going on up there? They were upstairs a long time and when they came down she had obviously been crying and looked very repentant. Of course my brain had endless images of the girl with her panties down across the boss's knees getting her bottom blistered. I reality though, they probably just talked and the girl confessed and cried and my boss let her keep her job.
My boss was in a really bad mood from the start. That's rare for her. We closed up and it was just the two of us. She paid me (handsomely, I might add). I offered for her to keep it, but she wouldn't hear of it. She seemed to still be in a rather foul mood, but she asked me "You want to know what went on up there, don't you?" I'm sure I had my tongue hanging out like a puppy for a treat. So, she led me upstairs. On the table was a brush, but it could have been there for any reason or she may have put it there for me. I'm certain she just does this to feed my fantasies. My reason tells me there is no way in hell she actually spanks her employees. But then again, she's pretty convincing.
She stood me in front of her and told me off. Most of it was made up, but some of it was real. My panties were already soaked and boy, did I get a humiliating lecture about that.
What ensued was a very long, drawn out and for the most part erotic, al beit painful session over her knees with hand and brush, booby squeezing and butthole fingering. Then sent to the wall with my bare, blistered bottom on display for her (and mine) amusement.
I got my pants up, then she said "Sometimes I have to visit my tenants for late rent, excessive noise, parties and other infractions." So, I got a demonstration of what one of her visits would be like. Trust me, by the end of it I knew I wouldn't be sitting until the first day of Spring. This, which she noted at the beginning was on a bottom that still had faint bruising from a few nights ago, but I had no objections and it was therapy for both of us. Bundled up in her lap for a long, long time with kisses and bottom rubs and booby squeezes was the high water mark of an already fantastic, erotic evening.
She put me over her knees again, but this time to rub my very blistered bottom and finger my butthole (he he). She said she was surprised that my panties were practically clean, and well...then they weren't (he he). She drove me home. It was hell sitting and fortunately it's a short ride. We sat in the car and talked for a long time. I got lots of hugs and kisses on my forehead before sending me in.
Wow! What a night! I can barely sit this morning, but it was worth it.

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[> [> Subject: Re: Last night


Author:
Clair
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Date Posted: 07:16:40 03/04/23 Sat

That was really great. Thank you for sharing that.

Here's something I don't understand. This was more like a play spanking or horny spanking, but it was just as bad as a disciplinary spanking that Kailey would give you. How is it different? Why do you WANT that kind of spanking, but try to behave with Kailey because she will give you a punishment spanking, even know it was just as bad or worse?

I guess this question is for everybody too.

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[> [> [> Subject: Re: Last night


Author:
Maddie
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Date Posted: 15:13:05 03/05/23 Sun

Your guess is as good as mine.

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[> [> Subject: Re: Last night WHAT???!!!


Author:
Maddie
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Date Posted: 15:14:40 03/05/23 Sun

Only one person responded to my retelling of Friday night's events??!! I hate you all and I'm going to throw a tantrum!!!

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[> [> Subject: Re: Last night


Author:
lauren mae
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Date Posted: 17:11:23 03/05/23 Sun

Maddie-
Was she angry enough to use your middle name?

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[> [> [> Subject: Re: Last night


Author:
Maddie
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Date Posted: 15:18:49 03/11/23 Sat

I'm not even sure she knows my middle name.
She wasn't angry. It was a...demonstration.

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[> Subject: Re: Sore bottom


Author:
Frank
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Date Posted: 18:41:52 03/05/23 Sun

Hey Maddie, thanks for sharing these stories. So your deepest darkest suspicions about your coffee-shop boss were true all along. Are you psychic or what? And even more than you suspected, what with the tenants in her three apartments.

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[> [> Subject: Re: Sore bottom


Author:
Maddie
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Date Posted: 01:37:46 03/06/23 Mon

Maybe, maybe not. I'm even more confused than I was before. She may have just taken the girl upstairs for a private discussion, the girl tearfully confessed and my boss let her keep her job. I know my old boss knows about my obsession and presents it in a way to feed my curiosity and suspicions. I think my old boss always thought I was a brat, a lovable brat and believe me, she put up with A LOT from me for years and was very kind and understanding. She knew about my relationship with Kailey and often tattled on me knowing Kailey would take care of it. I think she always wanted to turn me over her knees and blister my behind and since I am no longer in her employ and knowing I'm a willing participant she takes advantage of that knowing I have no complaints.
She has always been exceptionally good to her employees, mostly college girls and treats them like daughters or nieces. Her employees (most) love her and respect her. She gives guidance and compassion and when needed can be firm. As far as actually spanking them, I have my suspicions, but I'm not sure. There have been a lot of clues, but my brain has a tendency to make things up. So we're pretty much back where we started.

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