Be Careful Three Wees

Be Careful - Three Weeks

Andrea and Aaron had continued to be diligent in their efforts. They were about to complete twenty-two weeks and neither had missed their weight loss goals since their last punishments. The final numbers they had set sat just within reach. Tomorrows weigh in would put them three weeks out from a trip to Arizona that both were looking forward to. That trip had always been the end goal, twenty-five weeks to reach their desired weight.

Last week had been a different experience. Andrea was getting better at reading her lover and recognized that his spirits had started to drop. Something was missing for him and his attitude was becoming morose. On weigh in morning he had met his weight, surpassing the weekly goal by 0.2lbs. But he never texted her the results, she had to ask him at dinner to find out that he had been successful. After dinner she announced that she felt her slave was in need of a "Maintenance Spanking". She used a belt on his bottom that night but her approach was gentler then a punishment and when they were done she was more then happy to spread her legs so her submissive could properly worship her cunt. His tongue gave her an earth shattering orgasm before she climbed on top and rode him hard. When they lay snuggling in bed after Aaron told her, a smile apparent in his voice "Thank-you Ma'am! I needed that... but I will remember it if you miss weight before Arizona!"

Andrea reminded him "You asked me to enter this Domme / sub relationship with you. I am just taking proper care of my slave!". Then she giggled "Besides I like that little red ass of yours. I really should spank you more often!"

In truth the maintenance spanking was exactly the therapy Aaron had needed. He was instantly happier and more productive. That did not mean that he had not spent at least a few moments plotting revenge should the opportunity present itself.

A week later weigh in morning arrived and Aaron got on the scale. He had easily met weight again. Standing on the scale in the corner, he smiled at his bride while she still slept, curled beneath the blankets. His work day started well before hers today and he would be out the door before she woke. As he sat to eat breakfast he text her "1.9lbs Ma'am! Have a great day! I love you 😊". He cleaned his plate, put away the dishes and headed to the train for another day in the office.

Aaron was still riding to work when his phone buzzed. He read Andrea's text "Fuck... 0.4lbs! I thought I was good for sure... too much salt last night!"

Aaron did feel bad for his Bride, but that did not stop him from getting a mischievous grin while he responded "No excuses. Are you working from home today?"

"Yes" was her terse reply.

"I will be home at 6:30. We will deal with your punishment then young lady!"

"Fine!" The one word answer was followed by three angry face emoji. Aaron had no doubt she was very grumpy at this point. He chose to not try and push her buttons any further on the off chance she would renege on this deal. Instead he worked on formulating his plans for the coming evening. Spanking was still off the table so he had to continue along the creative vein. Imagining the various options available left him exceptionally aroused. He had to move his lunch bag to cover a very obvious erection while he travelled on public transit. After discarding several ideas Aaron finally decided on a plan that would mean throwing some of his own rules out. He knew what he wanted and hoped to enjoy this opportunity. His train arrived at its destination and he stepped off ready to tackle the world. He expected tonight would be more of an assault on her comfort levels then on any negative physical manifestations.

Andrea was at the dinner table enjoying a small meal when her phone indicated a text had arrived. "I will be home at 6:30 as planned. I would like you to have a hot bath before I arrive. You will be dried off and waiting for me, nude in the living room when I arrive. A kneeling pose please!" Andrea was surprised by the message. A hot bath was her favourite relaxation. Her punishment was starting from a pretty positive place. She finished dinner before cleaning up and then very methodically closed every blind on the main floor making sure the neighbours would not see whatever her husband had in mind.

It was already 5;50 so she wandered to the ensuite and started to run the tub filling it with scalding hot water and adding her preferred bubble bath. Stripping off her clothes, she decided to forgo the folding ritual and instead placed them straight into the dirty laundry. Before climbing in the tub she stopped to view herself in the mirror. Despite not meeting weight this week, she was exceptionally happy with the results of their program. Her stomach was flat, her breasts had settled at a comfortable size and her ass was looking more toned than it had in twenty years. She gave herself the briefest of smiles before settling into the waiting water.

Enveloped in the warmth of the tub Andrea was able to relax. As she nestled into her little inflatable neck pillow her mind quieted, allowing her to forget for a few moments that this was supposed to be part of her punishment. Her eyes closed and she enjoyed these minutes of luxury. Her legs rubbed together and she considered briefly shaving her legs, but the stubble was so minor that it seemed a waste. Her hands floated at the surface pulling the bubbles across her breasts, she loved the gentle tickle they provided. When her fingers brushed against her nipples she could not help but caress them. Little points began to form, sticking just above the surface of the water. Suddenly she startled and moved her hands away, how had she possibly become so aroused. If her mind had continued down that path, masturbation would have been the only possible outcome. Placing her hands firmly on the porcelain tub sides she firmly pushed all sexual thoughts from her mind and settled into the warmth of the tub.

As the water cooled she judged that twenty minutes had passed and regretfully she reached down to pull the drain. Standing in the tub she pulled a towel from the rack and began to dry the moisture from her skin. Stepping out from the bath she gave a little shiver and moved into the bedroom. It was 6:22, she had a few minutes left before Aaron would arrive home and she would discover what his devious mind had come up with for today's punishment. In the back of her mind she swore that number two would be her last. Moving to the living room she sat in her towel on the sofa. You could not see here from the front door so she knew she would have time to move to her kneeling pose once she heard his keys in the lock.

It was 6:29 when the tumblers fell into place announcing Aaron's arrival. He said nothing from the front door but she heard him opening the drawer in the hutch and dropping in his keys and wallet. Andrea quickly moved to the prescribed position. She was on her knees, legs properly spread with her hands resting upturned on her thighs. Her eyes were downcast and she saw his socked feet first as he entered the kitchen area adjacent the living room. She lifted her gaze just enough to see him as he placed his brief case on the counter. A quizzical expression crossed her face, he rarely ever brought that home, keeping it at the office for the rare occasion it was required.

Aaron entered the kitchen and took not of the scene, immediately becoming aware of the darkened environment. He moved to the blinds at the garden doors and slid the lever that would turn them to a more open position. Turn around was fair play and he was kind enough to not pull the blinds up fully exposing the glass. Moments later he turned to face Andrea and spoke in a tender voice "Well done young lady. You look as beautiful as ever! But you have earned a punishment today. Are you prepared?"

"Yes Sir! I am sorry I did not meet our goals! I am ready for my punishment."

"Good, your safe words are the same. But I will be shocked if you need them! You will wait there for a few more minutes. I need a few supplies from the bedroom!" He left the room and Andrea could hear him rummaging around in a drawer before returning. She could not see what items he placed on the counter before he covered them with his briefcase. "You will stand now and come to the kitchen!" As Aaron gave direction she saw him remove the chair from the end of the kitchen table.

Andrea stood and moved to the kitchen as directed. Aaron was standing beside the table and he directed her "You will bend over the table, hips at the edge, spread your legs as wide as you can!" Andrea did as she was told, Her abdomen and breast leaned against the cool wood. She could feel the grain against her warm skin as she lay forward. Her legs spread below her coming close to reaching the full width of the table. "Good reach your arms out in front of you and look ahead!". Andrea did as she was told.

"Before we begin I will confirm you choose to forgo a traditional spanking and instead accept the punishment I have planned?"

"Yes Sir! I accept my punishment!" Andrea's voice was not quite a whimper but it certainly lacked her usual confidence.

She could hear Aaron moving behind her as he enjoyed the view of her bent over in front of him. His movements echoed off the walls but the rustle of canvass told her that he was moving his briefcase. "Open your mouth!" He told her in a firm voice and she followed her instructions. She could not see what he inserted but something cylindrical pressed against her tongue. "Close!" he ordered. Hers lips closed against a round item and her tongue probed trying to discover what he had put in her mouth. I was about an inch and a half long and felt like it was narrower near her lips.

Andrea heard the pop of a cap and then shivered when she felt a cool liquid being drizzled between the top of her ass cheeks. In that instant she knew the cylinder in her mouth was a butt plug. A small groan escaped her lips, but she stopped it before escalating any further. Andrea had asked to be punished if she didn't make weight. It was her decision to say spanking was off the table and Aaron had warned her from the outset that his punishments would challenge her comfort zones. Andrea had played with Aaron's ass many times. She had a small collection of butt plugs she liked to use on him and had tried a few times, with very limited success, to fuck him with a strap-on. Andrea knew Aaron had, for years, wanted to fuck her ass but to date she had always found a reason to avoid it. The most she had ever let him do was put the first knuckle of his finger in her ass when he ate her pussy. Strangely, this technique always led to orgasm, but every effort to go further had been rebuffed.

Andrea looked forward and said nothing. She felt Aaron's finger slide through the oil and start to circle her anus. "Part of today's punishment will require you to wear a plug. It is important you relax. That is why I sent you to enjoy a bath first. I will start with a finger in your asshole, when I feel you are ready I will take the plug from your mouth and insert it! Do you understand?"

"Yeph Phir!" She mumbled around the plug.

"Keep your legs spread!" Andrea felt him gently pry her cheeks apart as a single finger circled her tight little flower, slippery from the lube he had generously applied. Using his pointer finger Aaron began to apply pressure against her anus. Feeling it tighten he took a slow approach pushing ever so gently. When the tip slipped in he spoke in a seductive voice, just above a whisper "That is it, relax and let me in!". It took only moments until his finger was inserted up to the first knuckle, Then ever so slowly he pushed past until the entire finger was in her asshole. "Good girl!"

Andrea moaned, closing her eyes and trying to focus on the pleasurable sensations instead of the discomfort of the intrusion. She felt Aaron slide the finger back and forth before slowly withdrawing. His fingers slid under her, resting against her heated pussy as his thumb now applied pressure to the most intimate of locations. Again he pushed past her sphincter, the added girth stretching her just that much more. Aaron moved his thumb in circles looking to loosen the muscles and widen the gap.

Keeping his thumb in place Aaron reached around with his free hand and slowly withdrew the plug from her mouth. When the digit withdrew from her anus the plug was quickly there, the tip holding the opening before it could slam shut. She heard Aaron spit, adding his own saliva to the bounty of lubrication and then he began to twist the plug as he slowly pushed it in. "That is my girl, almost there!" Andrea felt her anus being stretched, beyond what the thumb had done. She moaned as a slight tearing pain pulled at her. It seemed to last an eternity and then it passed as the widest part suddenly pushed beyond her opening and now the flange rested tightly against her bottom. Andrea took a deep breath and allowed the feeling of fullness to settle and the pain to subside. Aaron held his hand on her back for several seconds, allowing her to relax into this new reality.

Andrea heard the movement of the kitchen chair being dragged across the kitchen floor and moved behind her. "Good girl! You may sit on the chair.". Andrea pulled her legs together and moved to sit, every motion impacted be the 3 inch phallus now lodged in her tightening asshole. When she finally settled onto the seat she instantly regretted not having padded seat cushions on their furniture. The hard wooden chair pushed the plug that much further into her ass. "Hands on the table and sit still!" Aaron ordered.

Rummaging through his briefcase Aaron pulled out a pad of lined paper and a pen. "You are being assigned lines!" Andrea looked at him a little surprised but said nothing. "To start you will write out fifty lines, each one numbered so I know they are complete 'I am sorry Sir for not achieving my weight!' Your work will be judged for neatness, spelling and accuracy" Aaron looked at her waiting to see if there were any questions. When Andrea said nothing he asked "Do you understand the task?"

"Yes Sir!"

"You may begin!" Aaron stood behind Andrea's shoulder as she picked up the pen and hesitated before beginning. In Andrea's head she was remembering prior conversations where Aaron had explained humiliation was often as effective as a pain response. As she sat here at the kitchen table, nude next to her clothed husband with a plug stretching her asshole and assigned a task usually reserved for misbehaving children, she suddenly understood. Her peripheral vision caught sight of the garden doors and she was suddenly far more aware of her exposed position as well. She was red faced with embarrassment as her hand started to move, beginning the task of writing her lines, 'I am sorry Sir for not achieving my weight!'. By line 20 her hand was cramping, no one writes anything by hand anymore and she was working muscles which had not been exercised in ages. What had started as neat feminine cursive was slowly becoming a messy chicken scratch. Each line taking up a little more space on the paper. Finally she reached 50, put the pen down beside the paper and said "I am done Sir!". The work done quickly, she hoped it would allow her to escape the potential view of nosey neighbours.

Aaron looked over her shoulder "I told you neatness would count? Do you believe I should be satisfied with this work?" Andrea looked down at the page and instantly felt shame. She knew she had rushed to get it done and that if she had assigned this punishment she would never accept such sloppy work.

"No Sir. My work is messy. You should not accept it!"

"Your honesty speaks well and you are correct, it is most definitely sub par. Stand up and bend back over the table!" Aaron moved over to the counter while Andrea did as she was told. "Spread your legs, as wide as you can!" then she heard the distinct pop of a bottle cap opening. "I am going to replace your plug. The new one is significantly bigger and will stretch you further. I will be gentle but have no doubt there will be some pain as it stretches you!" Aaron let that sink in for a few moments before asking "What colour are you at?"

Andrea took a few deep breaths and tried to relax as she reminded herself that asking for a punishment had been her idea. Her husband would have happily spanked her and they would probably already be done, but she had said no to that form of correction. "I am Green Sir! I am ready to continue my punishment!"

"Good girl!" she felt Aaron's hand on her back and fingers pushing aside her ass cheeks as he gripped the phallus. "Deep breath in and out while I pull the first one out." He pulled on the flange and she could feel the bulge slowly stretching her anus. The quick ascension from the neck to the widest portion put a strain on her and she felt the slightest twinges of pain, then it was past and the slow glide of the remaining cylinder felt almost pleasurable. Aaron wasted no time as he put the tip of the new plug against her asshole and began to insert it ever so slowly. He worked it back and forth trying to give her the opportunity to acclimatize the new girth. This plug was both wider and longer then the last. About half way in he had already stretched her as much as the first plug had. Andrea worked to relax as he opened her up. He pivoted the plug stretching laterally as he pushed forward. 'That is it, last...little... bit!"

Andrea cried out at the sudden shock, a little lightning bolt from her ass to her brain as the fullest part of the plug passed her tight little asshole. She breathed slowly, working past the pain and accepting the new intruder. Every plug in their collection had been used on Aaron at one point or another so she knew if he could accept this device so could she. "Hmmm, seems like my Bride has a greedy little asshole after all! Well done! Take a moment, let the muscles relax. When you are ready, back to your chair!" Aaron kept a reassuring hand on her back rubbing gently until she nodded that she was ready. Andrea heard the seat moved back into place. When she sat down the feeling of fullness was intense and she was amazed by the impact the nerves were having on her pleasure centers. This plug had a larger flange as well so every movement on the chair push the phallus into new unexplored areas.

Aaron reached down and ripped the previous pages off the note pad. "Now we will try again! This time you will write 'I am your obedient little ass slut, Sir!' It is a shorter sentence so you will give me 60 neat lines! Understood?"

"Yes Sir! I am your obedient little ass slut, Sir!" Andrea picked up the pen to get to work on what she hoped would be her final task.

"Do not fail me. If I have to add to this punishment you shall be very sorry!" Andrea said nothing as she worked to scribe out the first of her 60 lines in the neatest handwriting she could muster. The first five lines went without issue and then suddenly Andrea was aware of just how cruel Aaron could be. She should have anticipated what was coming as the plug in her ass was a toy that she had purchased. Without warning Aaron had clicked the remote and the plug began to vibrate inside of her. She could hear it buzzing off the wooden chair as it sent earth shattering waves crashing through her body. The nerves in her anus, already stretched now absorbed the sensations and a line of fire between her butt and her cunt seemed to erupt inside her.

"Oh fuckkkkk!" Andrea moaned.

"Is there a problem young lady?"

Andrea struggled. The sensations left her confused and almost breathless. But she managed to whimper out a "No sir!" before carefully returning to her task. At line ten the strength of the vibration intensified and Andrea moaned anew.

"If I remember correctly this plug has 12 settings. Seems we will get to try them all!" Aaron's voice had an obvious sound of glee behind it. Andrea returned to writing hoping line 15 would bring a gentler setting. Instead it brough a pulsing pattern that flowed through her in waves, that line to her pussy only grew stronger. She continued and each set of 5 lines brought a new pattern to the pulsing. The final one was a quick series of 3 pulses followed by one long one that built up to a crescendo before falling off and starting over again. Andrea's hand was cramped and shaking when she finally put the pen on the table.