Lindsay nodded, wiping her tears away with the back of her hand. She couldn’t imagine taking 50 strokes of the cane, but she had to do it. The other option wasn’t even worth consideration.
George unfastened her trousers and let them fall to the floor. He pulled her panties down and she screwed her eyes shut as she was guided across his lap. The humiliation of having her bottom bared never seemed to get any easier.
George immediately started her spanking. She yelped as he spanked her hard. He took his time, slowly reddening her bottom and upper thighs with stinging swats. She sobbed and squirmed as she tried to push herself up. Although her struggles were futile, she continued to kick and whine.
George continued, ignoring her protests. When he finally stopped spanking her bottom, he guided Lindsay to the center of the room, leaving her momentarily. He returned with a kitchen chair and his cane. Lindsay shuffled nervously. She felt sick.
George placed the chair in front of her and tapped his cane on the seat. “Bend over. Reach down and grip the seat. Stay in that position and do not get up. After each six strokes I’ll pause briefly. Try and be brave. This isn’t going to be pleasant for either of us, but when it gets too much I want you to remember that you brought this on yourself.”
Lindsay rubbed her sweaty palms on her shirt before hesitantly bending over the back of the chair. She had to go up onto her tiptoes to get into position. She gripped the seat tightly and shuffled her feet slightly apart.
As George’s hand pressed down on her back, she closed her eyes. As the cane tapped against her bottom, she swallowed hard and tightened her grip on the seat. She trembled as she focused on her bare bottom and the cane tapping gently against it.
“Relax Lindsay.” Her heart was racing as she tried desperately to calm herself. Suddenly the cane cracked down across the center of her bottom and Lindsay yelped in shock. She cried out louder as the second stroke landed, throwing her head back and pushing herself up with her hands. George pressed firmly on her back and landed the next stroke. The strokes fell a second or two apart. As the sixth stroke landed, Lindsay reached back and rubbed her bottom frantically, sobbing as she felt the stinging welts crossing her buttocks.
She continued to rub her bottom until George tapped the cane against her hands. “Let’s get the next six out of the way.”
Lindsay gripped the seat quickly. She sobbed, feeling incredibly guilty that she’d caused this to happen. She wanted it to be over as she realized she needed George’s forgiveness.
The cane tapped again as Lindsay held her breath and tensed her buttocks. She found it impossible to relax and as the cane landed just below the previous stroke, she howled in pain. She yelped and squirmed around as George competently landed six strokes on her bottom, the final one landing at the base of her buttocks, causing her to shriek and reach back to rub the raised welt.
“Move those hands out of the way unless you want me to cane them.” Lindsay reached forward and gripped the chair. “Please Sir. I need a break.”
The cane tapped low on her bottom. “Six more and you can stand in the corner for ten minutes. You can think about the foolish behavior that led to you being punished so hard. I accept you didn’t intentionally leave yourself short of funds, but you must keep a closer eye on your finances and never allow this to happen again. I’m not punishing you to hurt you. I’m doing this because I care about you and want to help you and make sure you learn from your mistakes.”
Lindsay trembled as her tears dripped onto the seat. She knew George was right and she only had herself to blame, but it didn’t make the deep seated burn from her caning any easier to cope with. George pressed the cane firmly against the base of her buttocks and rubbed it backwards and forwards across his target. Lindsay focused on the cane as she closed her eyes and swallowed nervously.
George raised the cane and cracked it down on her sit spot. Lindsay howled in pain, her cries becoming more frantic as George firmly delivered six strokes in quick succession to exactly the same spot.
Lindsay was distraught when he helped her to her feet and led her to the corner, putting her hands on her head. “Ten minutes Lindsay. I suggest you think about your behavior and exactly why you’re being punished.”
Lindsay desperately wanted a hug. Her bottom was itching, she felt like she’d been stung by a million nettles. She sobbed as she reflected on her behavior and she took full responsibility for her miserable state, but she was desperate for some affection.
All too soon her time was up and George led her back to the chair, guiding her into position. Lindsay’s tears started again as she willingly pushed her bottom out for more punishment.
“Lindsay, you’re doing well. I’m very proud of you. Let’s try and get this finished now. Are you ready?”
Lindsay nodded as she gripped the seat. She was desperately unhappy, but George saying he was proud of her gave her the strength not to walk away. She couldn’t bear his disappointment and vowed to take the rest of her punishment well. The alternative of simply walking away from him was unimaginable. Accepting her fate she settled down and waited anxiously.
George tapped the cane once against the middle of Lindsay’s bottom before cracking it down hard. She yelped and wriggled but held firmly onto the seat. As he worked his way down her bottom again, spacing the strokes evenly, her grip tightened as she threw her head back and wailed. He again stopped after six strokes, offering a little verbal encouragement.
He delivered a further six strokes which took him back to the base of her buttocks. Lindsay relaxed, grateful to get another brief pause, but yelled in agony when he continued to cane her, landing another six hard strokes to her sit spot. When he stopped she was desperately struggling to break free and managed to push herself to her feet, reaching around and gripping her buttocks, pouting at George as she stamped her feet.
“Please, no more. It hurts too much. Please Sir,” she begged.
George led her to the corner, giving her a sharp smack on the way which caused her to squeal loudly. “Ten minutes and we’ll get the rest over with. You only have 14 strokes left. We can do them all at once then it’s over.”
Lindsay sobbed as she stood in the corner. Her bottom was throbbing and she needed more than a ten-minute break. She tried to remind herself this was all her own fault, but she was too upset and sobbed loudly. After a few minutes George led her from the corner, sat down with her on the sofa and held her as she sobbed. Lindsay clung desperately to him, sobbing miserably. Her bottom ached so much and she didn’t think she had the strength to continue. She just wanted to lie down on her bed and sob her heart out as she frantically rubbed her stinging buttocks.
When Lindsay was finally calm, she looked at George. He’d hurt her bottom so much, but she knew she deserved it. She was fortunate he’d given her another chance. “I can’t take anymore yet Sir. I’m sorry but I can’t. It hurts too much. I need a longer break. Please!”
“Lindsay, if you bend over now I’ll give you the final 14 strokes. They’ll be hard and fast but they’ll be over in less than half a minute. It’ll hurt, but it’ll be over and then I can hold you for as long as you need.” George eased her off his lap and guided her to the chair, but Lindsay became frantic.
“No Sir. I need a longer break,” she pleaded.
“I know it hurts but we’re nearly done. You’re doing so well. Be a good girl and let’s get this finished now. Make me proud and bend over.”
Lindsay looked at him as tears continued to roll down her cheeks. “Can’t I come back after work Sir? We’ll still get it over with today,” she whined.
George looked at her, appearing to carefully consider her request. “Very well,” he replied, as he sat down and guided her across his lap and began spanking her immediately, the sharp smacks making the welts from the cane burn painfully. Lindsay sobbed as he turned his attention to the base of her buttocks, which stung immensely. He continued to crack his hand down hard as Lindsay wailed in pain. She gripped the cushion ti
ghtly but couldn’t hold still. She guessed he was warming her bottom for the final 14 strokes. It was agony, but she deserved it and needed it. As his hand reddened her thighs, she sobbed pitifully.
After a few minutes of very intense and stinging spanking, George helped Lindsay to her feet. “OK, you can come back after work.”
Lindsay looked at him stunned. She was ready to get it over with now.
“I intended to spank you when your punishment was over, to drive the message home. You will get another spanking when we’re finished. You’ll also get another warm-up before we start. It would have been easier to get it all over with now but I respect your wish to wait until tonight. Later, despite your warm-up, it will be like starting all over again, but at least you only have 14 strokes of the cane left to take. Now get dressed, go to work and I’ll see you later.”
Lindsay tearfully got dressed. She’d never felt such pain, but she was happy that George hadn’t given up on her. She really struggled to put her panties and trousers back on as it was really painful to pull her clothing over her inflamed bottom. As she stood up, George put his arm around her and led her out to her car and she drove to work in a great deal of discomfort.
Once at work she headed straight to Peter’s office, popping her head round the door to tell him that George had covered the rest of her payment and she would pay him the cash back later. She quickly left his room before he could quiz her.
She glanced at Sara as she headed to the toilets. Sara got up and followed her.
“What did George really do?” Sara asked, once they were alone.
Lindsay pouted. “I have to take 50 cane strokes. I’ve taken 36 so far. I have to go back later for the other 14. I just couldn’t take any more right now. I needed a break.”
Sara gasped.
Lindsay’s eyes filled with tears. “I can’t believe how much it hurts. I don’t know how I’m going to take more.”
Sara gave her a hug. “You’ll be OK. Why don’t you come to my house after work? I can rub some cream into your bottom. It might ease the sting a little before George gives you the rest of your punishment.”
Lindsay smiled gratefully. “That would be lovely. Thank you.”
Lindsay and Sara went back to work and although Lindsay worked hard, she spent as much time on her feet as possible. She occasionally reached back and gave her bottom a careful rub and couldn’t believe how tender it was. She had no idea how she was going to manage to sit down when she’d taken the rest of her caning.
Lindsay was grateful when the end of the working day arrived and she got into her car and followed Sara home.
Once in Sara’s house, Sara was anxious to hear about Lindsay’s caning. “I’ve never been caned before. Does it hurt a lot?”
Lindsay nodded miserably.
Sara left the room and came back with some lotion. Sitting in the middle of the sofa, she pulled her skirt up, baring her thighs. “Lay across my lap and I’ll see if I can soothe it a little.”
Lindsay blushed and reluctantly put herself across her friend’s thighs, raising her hips to allow Sara to lower her trousers and panties.
Lindsay sighed with pleasure as Sara caressed her bottom, rubbing the cooling lotion onto her striped buttocks. Sara’s fingers massaged the lotion in and Lindsay found herself quickly relaxing.
As Sara’s massage continued down Lindsay’s thighs, she groaned with pleasure and raised her hips, spreading her legs. She was so turned on.
As Sara’s fingers traced between Lindsay’s legs, Lindsay groaned in pleasure. Sara’s fingers entered her pussy and Lindsay cried out and raised her bottom, opening her legs as wide as possible. She was very aroused as Sara thrust her fingers in and out of her pussy. Lindsay thought she was going to pass out with pleasure when Sara scraped her fingernail along her pussy and up towards her bottom hole, gasping in shock as Sara’s finger slid into her bottom. “Do you like that?”
“Oh yes,” sighed Lindsay. “Please don’t stop.”
Sara slipped another finger into Lindsay’s bottom. She stretched her anus as her other hand caressed her welted bottom. “Scott likes anal play. I don’t like it. It hurts.”
“Oh I love it,” Lindsay admitted.
“Do you like anal sex?” Sara queried.
Lindsay nodded enthusiastically.
“Scott and I are swingers,” Sara stated matter-of-factly.
Lindsay’s eyes widened. She was shocked by Sara’s admission and didn’t know how to respond so she remained quiet.
Sara thrust her fingers into Lindsay, causing her to squirm and groan. “Scott asked if I’d invite you to our next party. I said I didn’t think swinging was your thing, but we could maybe have a private party, just the three of us. He said he’d love to spank your bottom and shove his hard cock into it. I said I’d ask you.”
Lindsay raised her hips. Despite her embarrassment, Sara’s words were bringing her close to orgasm and she was desperate for Sara to finger her clit. As Sara’s fingers thrust into Lindsay’s bottom, her other hand reached between her legs and rubbed her clit until she noisily orgasmed.
As Lindsay recovered across Sara’s lap, she tipped her head to the side and looked at Sara. “Wouldn’t you mind if Scott did those things to me?”
Sara shook her head and smiled. “No. I’d enjoy watching. I’d like to join in. I’d love to lay naked on my bed, with you knelt naked between my legs, fingering and licking my pussy and clit. I’d like Scott to come home early and catch us, spank your bottom soundly and shove his erect cock into your bottom hole while you brought me to orgasm.”
Lindsay was trembling as she sat up and kissed Sara passionately.
“Shall we go to bed?” asked Sara.
Lindsay nodded and happily let Sara lead the way, where they quickly stripped off. Sara lay on her back and Lindsay eagerly went down on her, licking and sucking her clit desperately. “Get up on your knees Lindsay. Push your bottom into the air.”
Lindsay gazed at her friend as she got up onto her knees, bending down to continue teasing her clit with her tongue. Lindsay wasn’t surprised when a hand landed hard on her bottom. When Sara had outlined her fantasy for Scott to catch them together, Lindsay had actually hoped he was there, ready to play along with the outlined scenario if she was willing. She was pleased her assumptions were correct.
Despite the intense stinging in her buttocks, Lindsay’s pussy tingled and she pushed her bottom out towards the hard hand.
“You dirty girl. I don’t expect to come home from a hard day at work to find you seducing my wife. I’m going to give you a sound spanking.” Scott had entered the room quietly while the girls were preoccupied and he now wrapped his arm around Lindsay’s waist and gave her a hard and fast spanking. “You’re such a naughty girl. Look at the state of your bottom. You’ve clearly been caned hard yet you continue to be a naughty, dirty girl.”
Lindsay threw her head back in pleasure. “Please, don’t stop.”
Scott’s hand landed on her thigh and Lindsay dropped her head into Sara’s lap, her tongue flicking frantically over her friend’s clit. After a few more spanks Lindsay was shocked to find Scott pushing his hard cock into her bottom. She’d expected a little foreplay first.
As Scott thrust hard into her bottom, wrapping his arms around her waist and pulling her to him, he started to tremble as he emptied himself into her. At the same time Sara grasped Lindsay’s hair and pulled her face into her pussy. Lindsay’s tongue lapped desperately at her friend’s engorged clit as her body convulsed beneath her. As Scott reached under Lindsay and rubbed hard on her clit, she collapsed on the bed as she orgasmed, her bottom stinging inside and out.
Lindsay lay breathlessly on the bed beside Sara. The only sound was their ragged breathing. Eventually Lindsay sat up. “Hi Scott, how are you?”
“I’m fine thanks.”
Sara laughed loudly. “Aren’t we all very polite after we’ve just screwed each other’s brains out?”
Lindsay looked at
her and laughed.
“Were you OK with that?” asked Sara.
Lindsay nodded. “It was great. Thank you, but sadly I’m going to have to go to George’s to get my caning over with.” Lindsay sighed and chewed her lip nervously, trying to stop the tears that threatened to come.
Scott looked sympathetic as he sat up and took Lindsay’s hand. He pulled her to her feet and guided her across his lap. “Let me warm you up.”
Lindsay squealed as he landed a hard smack on her bottom. “No. George is going to give me a warm-up spanking.”
Scott landed another smack and Lindsay smiled as his hand went between her legs and he started to masturbate her. Occasionally he landed a hard smack on her bottom but the pain seemed to add to her pleasure and she spread her legs wide. He landed a smack on her pussy and she cried out with pleasure as she orgasmed again.
Afterwards Lindsay reluctantly dressed. Given a choice between staying with Scott and Sara and going to see George for the rest of her caning, she knew what she’d prefer, but in her heart she knew she deserved her punishment.
As Scott and Sara led Lindsay to the door, Lindsay was stunned by Scott’s words to his wife. “Don’t think I didn’t notice your red bottom, young lady. As soon as Lindsay’s gone you can get yourself upstairs, get your bottom bare and wait for me. You know the rules in this house. A spanking at work means another one at home. As you’ve clearly had a hairbrush taken to your bottom today, you can go and get the bath brush and take it into our bedroom. I expect an explanation, after which I’m sure I’ll be further reddening your bottom for you.”
Lindsay held her breath as she looked at her friend, who was blushing and shuffling uncomfortably. She didn’t envy Sara – although she knew what waited for her at George’s would be at least as painful, if not worse - and briefly wondered who had spanked Sara at work and why. She vowed to find out tomorrow. Sara was full of surprises tonight.
Financial Discipline Page 7