My First Foray Into BDSM
- 4 years ago
- 69
- 0
Bad Day With The Boss (not For Everyone - BDSM And free porn video
My boss entered my little office, closed the door then, walked around my desk and placed a few sheets of paper on it. This was the first boss, at the first job where I dressed. This was the boss who took advantage of me, for the first time and, totally. In the past few months I’d spent time on my knees, sucking his nice black cock, I’d been spanked – for mistakes in letters and paperwork – I had also spent time bent over his desk…skirt up or slacks down, panties down around my knees or further…as he tried to fuck me senseless.
While I didn’t mind the blow jobs or the good hard fucking – I’ve always been a real slut for a nice hard BBC (and he had one!) – I’ve never enjoyed being punished. This goes back to my c***dhood; a father that worked at trying to beat me straight.
The papers he’d put on my desk were a mistake and, they looked like it! In my rush to get the letter finished, I’d given him the wrong – uncorrected copies. I was now looking at the ones I should have thrown away but didn’t. As I explained this to him, the answer was simple; give him the good copies…the ones I’d thrown away. So, the conversation went something like this…
‘Where are the finished copies, the ones that can be mailed today?’
‘I have to do them again sir, I’m sorry; I mixed them up and threw them away. It shouldn’t take too long.’
‘That letter was to be in the mail today, this morning. You know that the mail goes out at eleven am.’
(I was looking at a lot of corrections and, I was getting nervous)
‘Yes sir (it was just after ten am) I will make it a priority and make sure that it’s corrected and on time.’
He was standing beside and slightly behind me – I felt his hand on my shoulder then, he ran it down my back across the strap of my bra then, back up and up my neck. I knew that I was beginning to tremble.
‘Bobbie dear…I want to review it before it’s sent out. You don’t have much time.’ there was a squeeze to my shoulder then, a little pat. ‘I think you had better get busy and, please make sure everything is corrected.’
Even before he was out of my little office, I was working on it! I don’t handle pressure well (unless I’m under someone in bed) so I created errors. Within minutes I was on a fresh piece of paper…
These days it would be easy; then, I was using an electric typewriter and carbon paper. There was no file, in my PC to change and print. In my nervous haste I started three times. In the end, with moments to spare, I sped past his secretary and put the letter(s) on his desk then, stood back and waited. He read it carefully, handed it back to me and said, “You had better get that in the mailroom as fast as possible…then come back here. We’ll have a little talk about this, my dear.’
Shit! I was in trouble…again.
When I returned for our little ‘talk’, I was shown the carbons. There were three mistakes circled in bright red marker. They were all simple ones, stupid ones I’d overlooked in my haste. As I read them, sitting in a chair facing his desk, his hands were on my shoulder, my back and my neck again. The nervousness was back; suddenly the room seemed hot and all of my clothes were way too tight. Taking the letter away he said, “You know that you can do a better job than that; you have always, in the past. Those mistakes should never have happened and, they should never have gone out in the final letter.”
I agreed and promised to do better in the future, much better.
He talked as he went to the door and locked it; his secretary had taken an early lunch because, she was not at her desk. I waited, squirming in my chair, perspiring a little and waiting. This was all set up pointing to a sore backside…mine. He sat on his desk, facing me, and explained the situation in careful clear terms.
Although my overall job performance was good, sometimes, there were just too many mistakes – too much wasted time. This would have to change in the future. For now, due to the problems occurring today, I would get a ‘sample’ of punishment. After work, today, I would be given the remainder of the punishment. With that he stood and went to his closet, returning with a wooden paddle, which he placed on the desk. It was like a common school paddle except that the one I was looking at had two rows of holes in it. Now I was very nervous! I know that I crossed and re-crossed my legs while squirming more and more in the chair. I could feel the burning sting of that paddle across my cheeks!
He walked around behind me again, caressed my neck, shoulders and back a little more then said, “Please stand up.” I obeyed, facing the desk and waited.
“Do you have to use the toilet dear?” He asked. When I nodded that I did, he said, “Please do then, you may as well put your panties in your purse. I don’t think you’ll need them for the balance of the day.”
As I had before, I used the toilet in his office. The cool plastic seat felt good on what would be, in a short time, a very hot backside. As I emptied my bladder, I took the time to take the panties off and then fold them. He’d given me a hug and a little feel earlier, caressing my backside and back. He knew that I was wearing very brief bikini panties, a garter belt and stockings. I hadn’t dressed like that on purpose but, he was going to get a little show.
When I returned to the office I was told to bundle my skirt up around my waist and bend over the desk, spread my feet a little too. He was standing, holding the paddle and waiting. I obeyed without question.
As I lay there waiting – while getting a few little taps with the paddle – I couldn’t help thinking that my choice of lingerie, for that day, couldn’t have possibly been worse. This WAS one guy who really got turned on by that combination! My bare little ass was framed perfectly by the garter belt, the garters and the stocking-tops…a genuine target to turn him on.
There was one last little tap from the paddle, he placed his hand firmly on my lower back (directly above my now trembling cheeks) and pressed down hard. I took a very deep breath and held it as he said, “I’m giving you four swats now…the rest will come this afternoon…after work.”
I felt the shift in weight as he pulled the paddle away…tried to relax my muscles the best I could…
‘Crack!’ the pain was instant and damn, did it sting/burn! It was hard enough to push me into the desk and lift my heels off the floor. As it spread across my cheeks, upward, downward and all across, I saw the normal explosion of spots in my eyes. The contact had been across the fullest part of my cheeks…the burning sting it left wasn’t going away! It felt like someone had used a fucking blowtorch on my ass! My breath had come out in a loud grunt of pain – before I could draw another one, there was a second whack, almost in the same area!
I hadn’t been paddled in years; this brought back a rush of pretty bad stinging memories! Gripping the other side of the desktop, trying to breathe, trying to relax my burning cheeks, I was aware that my backside and thighs were trembling like hell! As my vision started to become blurry (I was tearing up now) I blinked hard and tried to breathe. All you want to do is reach back, with both hands, and rub like hell!
The weight of his hand shifted again and my ass exploded in pain…again!
This time there was no waiting, number four followed quickly; I didn’t even have time to put my heels back on the floor. It was such a shock that I gave a shriek of pain! I was trembling all over and a few tears dripped onto the top of his desk when I blinked.
I suddenly had the urge to pee. Not as bad as in the beginning but the urge was there – I also thought I could feel the marks left by the holes in the paddle, covering my ass. I hobbled to the little bathroom and sat quickly but, gently – easily, on the cold plastic seat…for a few seconds it felt good, then the pain returned.
All I wanted to do was get away from him, get back to the privacy of my office and, maybe, get a little work done while eating a little. He had other ideas. He wanted to hug me, kiss me and, grope my stinging cheeks before allowing me to leave. While walking was uncomfortable (in four inch heels), sitting was worse, a lot worse. I could feel the raised marks of the holes in the paddle, the welts around them and everything back there just throbbed and burned like hell!
Sitting was a real bitch.
My appetite now gone; I grabbed a handful of tissues, put my head down in my arms and had a little cry. I really wanted to quit the job but couldn’t just then. I had no idea what ‘the remainder’ would amount to but, was very glad that it was Friday! I wouldn’t be going out but, at least by Sunday, I’d probably be able to sit with some comfort…I hoped.
The afternoon dragged by, that was good in some ways but, the waiting was pure hell. At four thirty a few of the others popped in to say goodbye. Sandy was the last, she took one look at me and ask, “Are you ok sweetie…you look like shit?” she was the one who’d arranged the job interview, we were pretty good friends. I had repaired my makeup but, the effects of the little cry lingered. I didn’t go into much detail but explained a little of what had happened at noon; she knew what was going on with the boss – the sex and spanking, so far. There was sympathy, a little hug and a kiss then she said, “Look babe, I’ll come over later…maybe we can go out and grab a bite.”
It seemed like a very short walk to his office. When I entered I was told to close and lock the door; he told someone (on the phone) that he had a ‘disobedient’ employee to deal with and he’d call later then, walked around the desk, hugged me for a minute and gave me a big kiss – along with groping my still tingling backside a little before sitting and inviting me to sit on his lap.
Yes, his cock was bulging and, looked like it was about ready to force its way out of his slacks. Paddling me would probably make him even harder. I gave him my complete attention, wiggling on his lap and rubbing him through his pants and shorts. My efforts had me groped more, hugged more and kissed very passionately.
I did try to talk my way out of the rest of paddling…I offered everything else I could. I was told that the punishment was necessary; when it was over I was going to be fucked anyway – first things first. My short skirt was up, almost around my waist and, the fear had my little clitty rock hard; his hand had found it, working its way up my thigh. As he started to stroke it, I leaned against him, relaxed as much as I could and let him jack me off. A few minutes later, he wrapped the skirt around it and stroked away until I moaned like hell and shot my load into my skirt. There was one more long tong kiss, as I emptied myself into the skirt then he said, “It’s time for you to bend over the desk again dear. Let’s finish the paddling then you can have my cock in that tight cunt of yours.”
I assumed the same position, feet spread a little and all; he raised the skirt, bundled it around my waist then, picked up the paddle. There were a few little taps then, as I gripped the other side of the desktop, eight good solid whacks!
He began by pushing down on my lower back, like before. By the time he’d given my backside five or six whacks; he had gripped the garter belt and the waistband of the skirt to pull me back. I’d been kicking like hell and was all the way on top of the desk. Howling, yelling, screaming and yes, bawling like hell! That paddle took me back to my c***dhood; everything from my waist down was wrapped in blinding, stinging, burning pain! I had kicked so hard that I’d popped a garter loose and kicked both shoes off. I didn’t know that then; what I knew was him pulling me back so that my feet were on the floor then, pushing my legs together, lubing both of us and forcing his thick cock in good and deep in one hard thrust.
I didn’t even realize that he was hitting bottom over and over. My reality was that, my ass felt like it had been fried on a hot griddle! The only good thing was that, he was so excited by paddling my ass and, my resulting raising hell as it was done that, he didn’t last too long. After maybe ten minutes of brutal fucking he buried himself balls deep, crushed me against the desk and emptied his big creamy load deep in my bowels. The hard fucking had caused some monster cramps; part of that went away as air escaped around his cock. Some more relief came as he pulled out. After I’d calmed down a little I held my burning cheeks together and minced my way to the toilet. Sitting was painful as hell but, as I did there was an explosion of wet air – the cramps were, suddenly, almost gone.
As I sat there he came in and cleaned himself up then, tilted my face up for a long lingering kiss saying…
“When you leave don’t close my door, the janitor cleans the office tonight. I will see you on Monday my dear.” and left.
I did what I could, to repair the obvious damage to my makeup, then left. Walking wasn’t much fun at all; I’d put my panties back on and was now leaking into them. I was facing a half hour bus ride on a very sore little ass and knew it wouldn’t be fun. Worse, as I stood waiting for the bus, I realized that the janitor was going to get an eyeful – the paddle and the tube of KY Gel were still on the desk.
As promised, Sandy did stop by later. She had called before coming, realized that I was in no shape to go anywhere and brought some take-out for dinner. She found me on my stomach with an ice cold towel across my ass. When she took it off, to replace it with a fresh one, she gave a gasp. Yes, my ass was in pretty bad shape. I was well bruised and the outlines of the holes in the paddle really looked bad. They were every color of the rainbow, had a whitish ring around them and, were very tender to the touch. I did manage to sit long enough to eat but then, right back to the couch, on my stomach. She also brought a bottle of wine…in an hour she went back out for a second one.
While I didn’t mind the blow jobs or the good hard fucking – I’ve always been a real slut for a nice hard BBC (and he had one!) – I’ve never enjoyed being punished. This goes back to my c***dhood; a father that worked at trying to beat me straight.
The papers he’d put on my desk were a mistake and, they looked like it! In my rush to get the letter finished, I’d given him the wrong – uncorrected copies. I was now looking at the ones I should have thrown away but didn’t. As I explained this to him, the answer was simple; give him the good copies…the ones I’d thrown away. So, the conversation went something like this…
‘Where are the finished copies, the ones that can be mailed today?’
‘I have to do them again sir, I’m sorry; I mixed them up and threw them away. It shouldn’t take too long.’
‘That letter was to be in the mail today, this morning. You know that the mail goes out at eleven am.’
(I was looking at a lot of corrections and, I was getting nervous)
‘Yes sir (it was just after ten am) I will make it a priority and make sure that it’s corrected and on time.’
He was standing beside and slightly behind me – I felt his hand on my shoulder then, he ran it down my back across the strap of my bra then, back up and up my neck. I knew that I was beginning to tremble.
‘Bobbie dear…I want to review it before it’s sent out. You don’t have much time.’ there was a squeeze to my shoulder then, a little pat. ‘I think you had better get busy and, please make sure everything is corrected.’
Even before he was out of my little office, I was working on it! I don’t handle pressure well (unless I’m under someone in bed) so I created errors. Within minutes I was on a fresh piece of paper…
These days it would be easy; then, I was using an electric typewriter and carbon paper. There was no file, in my PC to change and print. In my nervous haste I started three times. In the end, with moments to spare, I sped past his secretary and put the letter(s) on his desk then, stood back and waited. He read it carefully, handed it back to me and said, “You had better get that in the mailroom as fast as possible…then come back here. We’ll have a little talk about this, my dear.’
Shit! I was in trouble…again.
When I returned for our little ‘talk’, I was shown the carbons. There were three mistakes circled in bright red marker. They were all simple ones, stupid ones I’d overlooked in my haste. As I read them, sitting in a chair facing his desk, his hands were on my shoulder, my back and my neck again. The nervousness was back; suddenly the room seemed hot and all of my clothes were way too tight. Taking the letter away he said, “You know that you can do a better job than that; you have always, in the past. Those mistakes should never have happened and, they should never have gone out in the final letter.”
I agreed and promised to do better in the future, much better.
He talked as he went to the door and locked it; his secretary had taken an early lunch because, she was not at her desk. I waited, squirming in my chair, perspiring a little and waiting. This was all set up pointing to a sore backside…mine. He sat on his desk, facing me, and explained the situation in careful clear terms.
Although my overall job performance was good, sometimes, there were just too many mistakes – too much wasted time. This would have to change in the future. For now, due to the problems occurring today, I would get a ‘sample’ of punishment. After work, today, I would be given the remainder of the punishment. With that he stood and went to his closet, returning with a wooden paddle, which he placed on the desk. It was like a common school paddle except that the one I was looking at had two rows of holes in it. Now I was very nervous! I know that I crossed and re-crossed my legs while squirming more and more in the chair. I could feel the burning sting of that paddle across my cheeks!
He walked around behind me again, caressed my neck, shoulders and back a little more then said, “Please stand up.” I obeyed, facing the desk and waited.
“Do you have to use the toilet dear?” He asked. When I nodded that I did, he said, “Please do then, you may as well put your panties in your purse. I don’t think you’ll need them for the balance of the day.”
As I had before, I used the toilet in his office. The cool plastic seat felt good on what would be, in a short time, a very hot backside. As I emptied my bladder, I took the time to take the panties off and then fold them. He’d given me a hug and a little feel earlier, caressing my backside and back. He knew that I was wearing very brief bikini panties, a garter belt and stockings. I hadn’t dressed like that on purpose but, he was going to get a little show.
When I returned to the office I was told to bundle my skirt up around my waist and bend over the desk, spread my feet a little too. He was standing, holding the paddle and waiting. I obeyed without question.
As I lay there waiting – while getting a few little taps with the paddle – I couldn’t help thinking that my choice of lingerie, for that day, couldn’t have possibly been worse. This WAS one guy who really got turned on by that combination! My bare little ass was framed perfectly by the garter belt, the garters and the stocking-tops…a genuine target to turn him on.
There was one last little tap from the paddle, he placed his hand firmly on my lower back (directly above my now trembling cheeks) and pressed down hard. I took a very deep breath and held it as he said, “I’m giving you four swats now…the rest will come this afternoon…after work.”
I felt the shift in weight as he pulled the paddle away…tried to relax my muscles the best I could…
‘Crack!’ the pain was instant and damn, did it sting/burn! It was hard enough to push me into the desk and lift my heels off the floor. As it spread across my cheeks, upward, downward and all across, I saw the normal explosion of spots in my eyes. The contact had been across the fullest part of my cheeks…the burning sting it left wasn’t going away! It felt like someone had used a fucking blowtorch on my ass! My breath had come out in a loud grunt of pain – before I could draw another one, there was a second whack, almost in the same area!
I hadn’t been paddled in years; this brought back a rush of pretty bad stinging memories! Gripping the other side of the desktop, trying to breathe, trying to relax my burning cheeks, I was aware that my backside and thighs were trembling like hell! As my vision started to become blurry (I was tearing up now) I blinked hard and tried to breathe. All you want to do is reach back, with both hands, and rub like hell!
The weight of his hand shifted again and my ass exploded in pain…again!
This time there was no waiting, number four followed quickly; I didn’t even have time to put my heels back on the floor. It was such a shock that I gave a shriek of pain! I was trembling all over and a few tears dripped onto the top of his desk when I blinked.
I suddenly had the urge to pee. Not as bad as in the beginning but the urge was there – I also thought I could feel the marks left by the holes in the paddle, covering my ass. I hobbled to the little bathroom and sat quickly but, gently – easily, on the cold plastic seat…for a few seconds it felt good, then the pain returned.
All I wanted to do was get away from him, get back to the privacy of my office and, maybe, get a little work done while eating a little. He had other ideas. He wanted to hug me, kiss me and, grope my stinging cheeks before allowing me to leave. While walking was uncomfortable (in four inch heels), sitting was worse, a lot worse. I could feel the raised marks of the holes in the paddle, the welts around them and everything back there just throbbed and burned like hell!
Sitting was a real bitch.
My appetite now gone; I grabbed a handful of tissues, put my head down in my arms and had a little cry. I really wanted to quit the job but couldn’t just then. I had no idea what ‘the remainder’ would amount to but, was very glad that it was Friday! I wouldn’t be going out but, at least by Sunday, I’d probably be able to sit with some comfort…I hoped.
The afternoon dragged by, that was good in some ways but, the waiting was pure hell. At four thirty a few of the others popped in to say goodbye. Sandy was the last, she took one look at me and ask, “Are you ok sweetie…you look like shit?” she was the one who’d arranged the job interview, we were pretty good friends. I had repaired my makeup but, the effects of the little cry lingered. I didn’t go into much detail but explained a little of what had happened at noon; she knew what was going on with the boss – the sex and spanking, so far. There was sympathy, a little hug and a kiss then she said, “Look babe, I’ll come over later…maybe we can go out and grab a bite.”
It seemed like a very short walk to his office. When I entered I was told to close and lock the door; he told someone (on the phone) that he had a ‘disobedient’ employee to deal with and he’d call later then, walked around the desk, hugged me for a minute and gave me a big kiss – along with groping my still tingling backside a little before sitting and inviting me to sit on his lap.
Yes, his cock was bulging and, looked like it was about ready to force its way out of his slacks. Paddling me would probably make him even harder. I gave him my complete attention, wiggling on his lap and rubbing him through his pants and shorts. My efforts had me groped more, hugged more and kissed very passionately.
I did try to talk my way out of the rest of paddling…I offered everything else I could. I was told that the punishment was necessary; when it was over I was going to be fucked anyway – first things first. My short skirt was up, almost around my waist and, the fear had my little clitty rock hard; his hand had found it, working its way up my thigh. As he started to stroke it, I leaned against him, relaxed as much as I could and let him jack me off. A few minutes later, he wrapped the skirt around it and stroked away until I moaned like hell and shot my load into my skirt. There was one more long tong kiss, as I emptied myself into the skirt then he said, “It’s time for you to bend over the desk again dear. Let’s finish the paddling then you can have my cock in that tight cunt of yours.”
I assumed the same position, feet spread a little and all; he raised the skirt, bundled it around my waist then, picked up the paddle. There were a few little taps then, as I gripped the other side of the desktop, eight good solid whacks!
He began by pushing down on my lower back, like before. By the time he’d given my backside five or six whacks; he had gripped the garter belt and the waistband of the skirt to pull me back. I’d been kicking like hell and was all the way on top of the desk. Howling, yelling, screaming and yes, bawling like hell! That paddle took me back to my c***dhood; everything from my waist down was wrapped in blinding, stinging, burning pain! I had kicked so hard that I’d popped a garter loose and kicked both shoes off. I didn’t know that then; what I knew was him pulling me back so that my feet were on the floor then, pushing my legs together, lubing both of us and forcing his thick cock in good and deep in one hard thrust.
I didn’t even realize that he was hitting bottom over and over. My reality was that, my ass felt like it had been fried on a hot griddle! The only good thing was that, he was so excited by paddling my ass and, my resulting raising hell as it was done that, he didn’t last too long. After maybe ten minutes of brutal fucking he buried himself balls deep, crushed me against the desk and emptied his big creamy load deep in my bowels. The hard fucking had caused some monster cramps; part of that went away as air escaped around his cock. Some more relief came as he pulled out. After I’d calmed down a little I held my burning cheeks together and minced my way to the toilet. Sitting was painful as hell but, as I did there was an explosion of wet air – the cramps were, suddenly, almost gone.
As I sat there he came in and cleaned himself up then, tilted my face up for a long lingering kiss saying…
“When you leave don’t close my door, the janitor cleans the office tonight. I will see you on Monday my dear.” and left.
I did what I could, to repair the obvious damage to my makeup, then left. Walking wasn’t much fun at all; I’d put my panties back on and was now leaking into them. I was facing a half hour bus ride on a very sore little ass and knew it wouldn’t be fun. Worse, as I stood waiting for the bus, I realized that the janitor was going to get an eyeful – the paddle and the tube of KY Gel were still on the desk.
As promised, Sandy did stop by later. She had called before coming, realized that I was in no shape to go anywhere and brought some take-out for dinner. She found me on my stomach with an ice cold towel across my ass. When she took it off, to replace it with a fresh one, she gave a gasp. Yes, my ass was in pretty bad shape. I was well bruised and the outlines of the holes in the paddle really looked bad. They were every color of the rainbow, had a whitish ring around them and, were very tender to the touch. I did manage to sit long enough to eat but then, right back to the couch, on my stomach. She also brought a bottle of wine…in an hour she went back out for a second one.
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