A Secretary is harshly caned !
Two weeks ago, Ashley, a shapely 23-year-old brunet, signed a non-disclose agreement and a contract for a new secretarial job. Deep into the Trump recession, jobs were scarce and she was so desperate that she agreed to terms of employment that included harsh corporal punishment for mistakes or in-subornation. An unusual dress code of short dresses and reveling tops was supported with a generous clothing allowance in addition to a good salary. She realized that she'd be able to keep her apartment and car while showing off her legs! Orientation the following Monday included measuring her wrists and ankles, filling out government forms while Cindy of HR recited a deluge of information about company policy. Ashley wore her shortest skirt and thinnest top in her closet - but Cindy's reveling French maid outfit made her feel over-dressed. Ashley couldn't help but notice the fresh strap marks across Cindy's bottom when she bent over to retrieve a file. After lunch, she was introduced to Jim, her new boss, his office and her desk in an alcove outside it. She soon began transcribing his dictation from a small recorder.
The week proceeded well until she was called into Jim's office Friday afternoon. A document she'd typed was on his desk. Ashley gave him a questing look before Jim pointed to a figure on the page. Jim played the tape she was transcribing from. Ashley turned white as a sheet and looked down at the floor. The voice on the recorder clearly said: "...for $32,000" She had typed: "... for $23,000" A $9,000 mistake! Jim pulled out the employee handbook and turned to "Consequence" section. He read the list: "minor offenses like spelling and punctuation mistakes - an over the knee hand spanking, Moderate offenses like Typos - OTK with both hand and hairbrush, for more serious offenses like Typos exceeding $3,000, add a strapping to the mix and Serious offenses like Typos exceeding $8,000 add a caning to the list of punishments that must be administered to a nude secretary in front of the entire staff." He told her to prepare herself as he pressed the intercom to request everyone to assemble in the conference room.
That afternoon, Ashley found her lovely nude body secured bent over the conference table on the first floor of the office. The entire staff formed a half circle around her as each of her limbs were pulled tightly towards a table leg spreading open her legs in a wide stance to expose both her ass and pussy to full view. This was the most humiliating position she'd ever experienced. Her boss, Jim took a light strap and came down on her ass with moderate force at first to warm her up. But soon, he built up the force with lashes alternating on each cheek. Ashley was letting out a mummer with each one of the remaining 36 hard swats. Her ass was now very red. Jim paused before switching to the heavy strap. Her endorphin's worked hard to relieve her, but they had barely subsided when that strap came down across both ass cheeks. Ashley exhaled a muted groan and her eyes watered. The next one came from the other direction as she pulled against the restraints. Jim continued alternating sides with punishing lashes marking her red ass with dark red/purple streaks. The slapping sound of leather striking flesh filled the room. He paused after 36 punishing lashes; her muted groans had become cries of pain. Ashley was desperate for the endorphin rush that briefly followed. She was grateful for the kind respite and said: "thank you sir", but she suspected that this wasn't even close to end of her punishment.
Confirming those suspensions, Jim reached for a rattan cane and placed a leather bit in Ashley's mouth. A moment later, the cane struck the junction between her ass and legs with force. She clamped down on the bit hard responding to the stinging pain. The second one landed just above the first. Welts rose up from each stroke marking the path of the pain stick as it marched up her ass. The harsh pain of the cane embracing her skin caused her to cry out through the bit with each stroke. Tears formed again in her eyes. He paused after two sets of six strokes. Ashley was grateful for the break but fear crossed her face when he announced that this was the midpoint, she was getting 24 total. The remaining two sets of strokes were just as painful. The relentless assault on her ass continued to be punctuated with the fall of the cane ripping into her flesh. Her eyes remained watery, her lower lip was beginning to quiver and her arms were becoming fatigued from pulling at the restraints. Ashley's jaw was starting to hurt from clamping down on the bit. But Jim continued caning her. The walls reverberated with the swish of the cane followed by her screams through the bit.
She was producing real tears at the conclusion of her caning. Ashley was left restrained, bent over the table, relishing the little relief her endorphins could manage for a few minutes. Her red & purple ass was covered with deep welts. Cindy appeared out of nowhere in a very short translucent airline stewardess uniform. She quickly tended to Ashley's welts with save and a septic pencil. After Cindy finished and Ashley's fast breathing subsided, Jim grasped a vibrator and placed it against her clit. This caught her by surprise; but she was desperate for some relief from the pain and shamelessly moved her pussy up and down against the device within the play of the restraints. Moments later, Ashley's convolutions shook through her body denoting the wonderful orgasm she was experiencing. Jim removed the vibrator and reapplied it again and again. When her spasms finely subsided, Ashley glanced around the room, she knew the involuntary orgasm was met to further humiliate her. But somehow, she felt no shame in-spite of the fact that every eye was on her. Jim untied the rope around the table legs and let her up. He pulled her close and hugged her tightly while he wiped her tears. Ashley apologized for her mistake. She pressed her nude body against his as hard as she could. Ashley could feel his erection through his suite and whispered in his ear that she'd be happy to take care of that when they get back to his office. Jim nodded and smiled back at her before looking up and asking her if she'd learned her lesson? Ashley replied: "Yes sir" Her co-workers applauded. For the first time in her life, Ashley felt a strong since of belonging.
The week proceeded well until she was called into Jim's office Friday afternoon. A document she'd typed was on his desk. Ashley gave him a questing look before Jim pointed to a figure on the page. Jim played the tape she was transcribing from. Ashley turned white as a sheet and looked down at the floor. The voice on the recorder clearly said: "...for $32,000" She had typed: "... for $23,000" A $9,000 mistake! Jim pulled out the employee handbook and turned to "Consequence" section. He read the list: "minor offenses like spelling and punctuation mistakes - an over the knee hand spanking, Moderate offenses like Typos - OTK with both hand and hairbrush, for more serious offenses like Typos exceeding $3,000, add a strapping to the mix and Serious offenses like Typos exceeding $8,000 add a caning to the list of punishments that must be administered to a nude secretary in front of the entire staff." He told her to prepare herself as he pressed the intercom to request everyone to assemble in the conference room.
That afternoon, Ashley found her lovely nude body secured bent over the conference table on the first floor of the office. The entire staff formed a half circle around her as each of her limbs were pulled tightly towards a table leg spreading open her legs in a wide stance to expose both her ass and pussy to full view. This was the most humiliating position she'd ever experienced. Her boss, Jim took a light strap and came down on her ass with moderate force at first to warm her up. But soon, he built up the force with lashes alternating on each cheek. Ashley was letting out a mummer with each one of the remaining 36 hard swats. Her ass was now very red. Jim paused before switching to the heavy strap. Her endorphin's worked hard to relieve her, but they had barely subsided when that strap came down across both ass cheeks. Ashley exhaled a muted groan and her eyes watered. The next one came from the other direction as she pulled against the restraints. Jim continued alternating sides with punishing lashes marking her red ass with dark red/purple streaks. The slapping sound of leather striking flesh filled the room. He paused after 36 punishing lashes; her muted groans had become cries of pain. Ashley was desperate for the endorphin rush that briefly followed. She was grateful for the kind respite and said: "thank you sir", but she suspected that this wasn't even close to end of her punishment.
Confirming those suspensions, Jim reached for a rattan cane and placed a leather bit in Ashley's mouth. A moment later, the cane struck the junction between her ass and legs with force. She clamped down on the bit hard responding to the stinging pain. The second one landed just above the first. Welts rose up from each stroke marking the path of the pain stick as it marched up her ass. The harsh pain of the cane embracing her skin caused her to cry out through the bit with each stroke. Tears formed again in her eyes. He paused after two sets of six strokes. Ashley was grateful for the break but fear crossed her face when he announced that this was the midpoint, she was getting 24 total. The remaining two sets of strokes were just as painful. The relentless assault on her ass continued to be punctuated with the fall of the cane ripping into her flesh. Her eyes remained watery, her lower lip was beginning to quiver and her arms were becoming fatigued from pulling at the restraints. Ashley's jaw was starting to hurt from clamping down on the bit. But Jim continued caning her. The walls reverberated with the swish of the cane followed by her screams through the bit.
She was producing real tears at the conclusion of her caning. Ashley was left restrained, bent over the table, relishing the little relief her endorphins could manage for a few minutes. Her red & purple ass was covered with deep welts. Cindy appeared out of nowhere in a very short translucent airline stewardess uniform. She quickly tended to Ashley's welts with save and a septic pencil. After Cindy finished and Ashley's fast breathing subsided, Jim grasped a vibrator and placed it against her clit. This caught her by surprise; but she was desperate for some relief from the pain and shamelessly moved her pussy up and down against the device within the play of the restraints. Moments later, Ashley's convolutions shook through her body denoting the wonderful orgasm she was experiencing. Jim removed the vibrator and reapplied it again and again. When her spasms finely subsided, Ashley glanced around the room, she knew the involuntary orgasm was met to further humiliate her. But somehow, she felt no shame in-spite of the fact that every eye was on her. Jim untied the rope around the table legs and let her up. He pulled her close and hugged her tightly while he wiped her tears. Ashley apologized for her mistake. She pressed her nude body against his as hard as she could. Ashley could feel his erection through his suite and whispered in his ear that she'd be happy to take care of that when they get back to his office. Jim nodded and smiled back at her before looking up and asking her if she'd learned her lesson? Ashley replied: "Yes sir" Her co-workers applauded. For the first time in her life, Ashley felt a strong since of belonging.
5ヶ月前
