Sassy Cassy
- 2 years ago
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Sandy always paid her debts. It's one of the things I like about her. When she owes me something; she always pays up, even when she doesn't want to. The same is true, fortunately, when I have to punish her.
You see, Sandy gets very naughty at times. You wouldn't think of it, to look at her. She is very average looking, with a fine, ripe body usually hidden under sensible clothes. She is a librarian, and looks almost stereotypical.
When she gets home, however, the reality is much different. She knows that while I am a sweet guy, I have certain rules. When the rules are broken, punishment is swift and sure. She thinks that I don't know that she actually likes the "sentences" I hand out. But I do know. It's hard not to see how her skin flushes and her breathing comes in short rasps when I tell her that she's been "bad" and that I'll "see to her" later.
Take yesterday, for example. Sandy knows that the mortgage needs to be paid on the 14th of every month. I make sure that there's always enough money in the checking account. Her job is to write the checks and get them in the mail. Yesterday morning I got a call from the bank Manager, reminding me that the mortgage hadn't been paid that month. Nothing nasty, mind you, just a courtesy call to make sure that something that important hadn't been lost or overlooked. I apologized and advised him that I would take him a check right away.
Going to the desk, I consulted the checkbook and found that no check had been written. I wrote a check and drove it down to the bank. Sandy was home when I got back.
"Oh. There you are! I was wondering where you went." Sandy chirped as I came in the front door.
"I had to run a special errand. I got a call from the bank. The mortgage hasn't been paid. I had to write a check and hand carry it down there. I was very embarrassed." Frowning, I faced her squarely and looked her in the eye.
"Oh. I thought I mailed them a check last week." A bead of sweat broke out on her upper lip as she spoke. She knew that she had forgotten to pay it.
"Well, I took care of it. Later I'll take care of you." I stalked off to the den to read the paper and let Sandy stew for a bit.
Dinner was served with a false sense of normalcy on Sandy's part. She took great pains to act like nothing had happened or would happen. I chatted amiably, and let her think that I had forgotten. I hadn't forgotten. I never forget.
When dinner was cleared and cleaned up, Sandy started to get comfortable in front of the TV. "What are you doing?" I asked.
"Watching TV," she replied.
"No you're not. You've got a major corrective action coming and it's coming now. Get upstairs."
Meekly Sandy turned off the TV and went up to the bedroom. Knowing what I expect, she was kneeling naked at the foot of the bed when I entered the room. Standing over her I began to explain the situation.
"I entrusted you to take care of the bills, and you have broken that trust. Tonight's punishment will be light, but memorable. Do you understand?"
"Yes," she replied. "I've been naughty and I need to be punished."
"Good. Now, take down my pants and suck my cock!"
Scrambling to comply, Sandy unbuckled my belt, and slid my jeans down around my ankles. Kneeling in front of me she lovingly took my cock in her mouth and gently sucked as it grew thicker and longer. She expertly ran her tongue up and down the shaft and nibbled at the purple head of my aching dick.
"Nice start" I said. "Let's move to the bed." Shucking my belt and jeans, I laid on the bed. Sandy kneeled next to me and went back to work on my rigid rod. "This is part one of your punishment. It ends when I shoot my hot load of cum onto your face. Do you understand?"
She silently nodded her understanding as she went about her work. What she didn't see was that I had coiled my belt in my right hand as she slurped up and down my throbbing cock. Without any warning, I raised the belt and brought it down sharply on her upturned ass.
Cassia II By: Ryker ___ When I woke up the next day, the first thing I noticed was that the pain still burned in my ass. I looked around and saw that Cassia was gone, but the lights on the metal ring around were out, and a handwritten note was sitting on the floor beside me. It read, "You are late. I will forgive you this one time since I don't need you this morning, but from now on you will wake by 7 am to start your duties. Go downstairs and get ready just like yesterday -...
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Cassia V By: Ryker Two weeks later, I could tell Miss Cassia was getting ready for something to happen. Part of me was concerned, and I wanted to ask her, but when I broached the subject, she told me not to worry about it. She was already annoyed with me from when I previously begged her to let me cum. When I grew more concerned, I asked again. "Damn it, Marisa! Do you only think about yourself!?" she yelled at me. She started using my name more often instead of "sissy" except...
Cassia I By: Ryker "Aww, don't feel too bad, sweetheart. Most men don't realize what I have hidden in my panties until it is too late for them." "MMPPHH!" I screamed into my gag as I struggled against the cuffs binding my legs and arms. She ignored me and continued. "Still, I overpowered you quite easily. You really are a pathetic wimp, and now you are going to pay the consequences for that." So let me tell you how this is going to work. By day, you will be my live-in maid...
Hi to all the fan of ISS..I have been reading these stories ever since I started using internet. I would appreciate it if the ladies send their comments at Though I have been reading these stories for over 9 years now..I am writing a story for the first time. Firstly about myself….I am Rahul Mittal, 25 year unmarried guy with unusual sexual appetite..I masturbate twice or thrice everyday sometimes even 5-6 times especially on Sundays…I am 5’6” weatish complexion, slim built…I belong to a well...
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Laying in bed Monday evening home alone I texted with my girlfriend Jessica chatting to her as well as messaging my ex girlfriend Cassi confirming that she would still be sleeping over tomorrow night. Cassi replied back most definitely baby I'm looking forward to seeing you and spending the night together.I was too excited to fuck her sexy body again and soon while laying in bed a fell asleep.Waking up the next morning just before 8 I got up and made myself breakfast and while eating I message...
It was a Thursday night and still being single and a bit lonely, not getting as much sex as I was use to having a girlfriend, I decided to message Cassi to see if she would be keen to meet up for the day. She was indeed keep and as we chatted she said she would meet by my house just after 9 tomorrow morning. She seemed rather excited and we continued messaging each other for a while before saying goodnight. I almost immediately fell asleep after my last message to Cassi. Waking up Friday...
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Hi ISS readers!!! Though i have been reading stories on this site for close to a decade, this is the first time trying to post my own experience. Bear with me and request to provide me with feedback to improve so that i can keep sharing my experiences in an interesting manner!!.. Little brief about me, For the purpose of reference – call me Sathish !!!.. I am 32 yrs old and work in an IT MNC domiciled in Chennai. I Love Sex and hardly i remember a day where i have spent with watching something...
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