Kate Educates Jacob #14

Deliverance

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It was early on Saturday morning and we chatted while preparing for the day ahead.

We’d jogged through the family estate, breakfasted in a private dining room on Kate’s floor of the house, then showered together. I did my chores; they were simple enough and limited to things I could get done from the bedroom, while enjoying the estate views.

Kate’s clarity in what I must do made my work easier.

She asked me to monitor the rental company dashboard statistics on my laptop, making sure everything stayed in the green. Cars out, returns and the volume of rentals with their revenue seemed normal. It took less than an hour to check everything, report anomalies and it was all new to me, so I enjoyed it.

We could easily manage the car rental lot remotely with minimal fuss, but Kate reminded me that when the boss was away, the staff might play.

She poured me a coffee and slid it onto the desk where I sat naked, studying car rental performance indicators obsessively.

“We have a guest coming today, hun.”

“Who?”

“It’s Tiffany. I’ve sent a driver to collect her from the city. I messaged on the day we arrived, apologising and told her I’d get back to her soon, and now I have.”

“Okay, she’ll shit a brick when she realises who you are. Your secret will be out.”

“Did you mean what you said yesterday, Jacob? About me running dad’s company?”

“One hundred percent, he knew you were the right person to turn things around and I agree with him. It seems your mother believes it, too.”

She seemed content, strolling to her garment chest of drawers, rummaging there for a minute. I left my workstation and began dressing when Kate returned and stopped me.

“Put these on today, Jacob.”

I was about to pull on my boxer shorts when Kate handed me a pair of her neatly folded lacy French knickers.

I took the gift, turned them over in my hands, inspecting their intricate design and pattern. She’d thrown me off balance, arousing my libido instantly.

“Baby blue, delicate lace. It’s my favourite colour.”

I sniffed them jokingly, already knowing they were fresh from Kate’s drawer, which was lined with lavender paper.

“It’s not to feminise you. That’s the last thing I’d do, but I think you’ll enjoy the feel of lace on your butt, testicles, and cock when they rub. I’d be surprised if you don’t get an erection.”

I pulled the knickers on, snapping their waist band against my skin, instantly feeling horny.

“Feels different to my boxers, less smooth, as if my skin is being scratched, a bit itchy, actually.”

“Yeah… you’ll find out today how uncomfortable it can be for a girl, perhaps you’ll gain a new appreciation for me.”

Kate checked me out, admiring my form in her panties. I stood in front of a full-length mirror and felt quite good about wearing them, if I’m being honest.

“They look great on you, but beware of chafing on your upper thighs. I’ll keep a small jar of cocoa butter with me and a spare pair of your boxers in my bag, just in case it gets too much.”

“They feel nice and I really like them.”

I posed nonchalantly in the mirror, tensing my leg muscles for maximum effect while admiring my new underwear. I flicked the tight waist band repeatedly and mischievously, adjusting the gusset to cradle my testicles comfortably.

Kate couldn’t pull her eyes away from my ass.

“I’m going to enjoy teasing you, Jacob. I may demand my knickers back.”

She laughed, slapped, then gripped my ass cheeks playfully, forcing the lace to dig in and scrape deliciously against my skin.

“Can I help myself to your underwear?”

I was still posing in the mirror, admiring the way her knickers clung perfectly to my physique.

“Within reason, but you must ask for permission first. We can buy lingerie for you soon and select something nice together.”

She folded some clothes, sliding them into a drawer, then turned back with a cheeky grin.

“I might have you try it on in the shop, I think pink will look great on you. Only confident and strong men can pull it off.”

“Umm, er… I guess.”

I felt horrified and excited at the thought.

It was a few days since the lawyers had read Richard Granger’s will. Our mutual abstinence was going well and although Kate aroused me frequently, we used the opportunity to discuss our relationship and feelings. I had to confess that I was more attentive, which she’d predicted, and it felt bad. Kate told me I should never feel bad about my natural instincts.

She delivered two maintenance spankings across her knee, both helped calm my abstinence and provide equilibrium. Kate wanted me focussed on getting her through the pain of loss.

We progressed from her handbag hair brush to a slender leather paddle covered in small metal love hearts on its rough side with a felted surface on the reverse. The paddle was flexible and made a swishing sound on the glide path preceding its strike on target.

Anticipation of each slap drove me crazy and involuntarily forced my butt cheeks to clench harder together. The release of stress and anxiety build up was noticeable, and I enjoyed both sessions, wanting, but never asking for more.

After we showered each day, she dressed while I remained naked. She had me sit on an occasional chair in the bedroom and we talked while Kate prepared for the day and I observed her applying make-up and fixing her hair.

She took around half an hour, sending me on frequent chores to fetch things, a hair drier, some cotton wool balls or a specific blouse or underwear set from her walk-in closet. It was my pleasure to obey her, and I knew she was training me.

I felt a closeness to Kate, and it stimulated me when we discussed current affairs, recipes she thought we should try, gossip about work and friends. I enjoyed what became regular quality time every morning and admired how she filled it with conversation and small chores, demanding my obedience and attention.

“This is for your benefit, Jacob.” Kate explained. “Your wooing and courting of me, and you being attentive, is all for your benefit.”

I was confused.

“How so?”

“Your connection to and love for me depends on your desire. Courting, being attentive and receiving love and rewards in return, builds the bond between us. You love me more, the harder I make you work to have me. That’s what will keep us together in the long term.”

On some days, she summoned me with a swish of the paddle. I stood up while she took the chair, showing me that today’s spanking was over Kate’s knee. The beatings hurt less and were shorter than during our first date orientation.

“I’m reminding you who’s boss and making sure you’re anchored in a good place as far as our relationship is concerned.”

The calming effect and opportunity for reflection brought about by her spankings were a tranquil oasis on an otherwise hectic day. Between strokes, my girlfriend offered verbal cues and reminders, reinforcing my continued good behaviour.

Kate had woven a morning briefing into our routine to set out her expectations for the day ahead. We talked through any issues, planned future activities and discussed our relationship. She was concise. It was a two-way flow and served as a useful signpost for our path to mutual happiness.

“I’m encouraging good behaviour and obedience Jacob, it would be a shame if we had issues early in our coupling.”

“The morning briefings are easier with the paddle.” I blurted out in a moment of raw honesty. “I’ve never felt so focussed.”

Kate smiled and kissed me lightly on the lips.

“I’m glad you told me the paddle helps you focus. It’s the sort of thing we should discuss more. Beating your ass has a positive effect on both of us. I feel reassured of your commitment. It helps me access a positive mindset, relieves my pressure and frustration.”

Granger’s Hall had twelve staff indoors with a gardener and three stable hands. The girl who knocked on Kate’s bedroom door this morning was one of two that looked after the rooms on the uppermost floor of the house.

“You have a visitor in the main lounge Miss Kate.”

Kate shimmied off the bed, offering me an outstretched hand.

“Come on, let’s meet Tiffany.”

“Are you sure I should be there?”

“She asked for both of us, so it’s impolite for you to avoid her.”

We descended the stairs quickly, dashed across the marble floor and joined a smartly dressed Tiffany waiting in the lounge. She leapt to her feet like a startled rabbit when we arrived, walked over awkwardly, and shook both our hands.

What the fuck is this all about?

“I’m sorry about your dad, Kate.”

“It’s okay, we’re all dealing with it as best we can. Sit down, and I’ll order some coffee.”

Kate pressed a buzzer on the wall, and a minute later, a staff member arrived at the door to take everyone’s order. I leaned over to Tiffany and smiled.

“They do a great cappuccino here, even better than Bean Street.”

I tried to make the poor girl feel comfortable, although she looked like she hadn’t slept in a week. I felt really sorry for her because she was almost crying before we’d started.

“I’ll try one of those, please.”

Tiffany nodded politely to the server, who dashed away to fetch our order. Kate took control of the conversation.

“What’s on your mind? Why did you want to meet us?”

Tiffany’s eyes immediately brimmed with tears and Kate crossed over the room to sit beside her, wrapping a consoling arm around her shoulder.

“I… I, I’m so s-s-sorry.”

She descended from almost crying into floods of tears. Tiffany’s sobbing was pitiful, and I felt heartbroken for her.

“Shall I leave you?”

Kate shot me a look that might have turned me into a tower of salt, so I sat still opposite them. It didn’t take me long to realise my mistake, having taken a front-row seat for the drama about to unfold, but there was no escape.

Kate spoke kindly to her personal assistant while I pretended not to hear.

“We all make mistakes, but there’s no harm done on this occasion, so let’s forget it and get on with being the best car rental lot in the country.”

“There was plenty of harm done.”

“How so?”

Kate’s eyes narrowed, and I noticed her genuine concern.

“The next morning, I did what you told me to do before you left my apartment.”

Tiffany sobbed, as if she were alone in the world.

“Oh, I see,” Kate said, looking thoughtful. “I hoped it might help you understand.”

With my curiosity piqued, I couldn’t prevent a question.

“What was that?”

“I downloaded the front doorbell CCTV footage from the night of Dave’s party. It showed the entire scene of me getting out of the van, including all the audio.”

“What was on it?”

Kate already knew, as did I.

“They would both have fucked me if Jacob hadn’t stopped them. Sex is all they wanted. I’m a fucking slut.”

“Don’t swear, dear.”

Kate chastised the crying woman, more sternly than I’d expected.

“Sorry, Kate, but I’ve destroyed my life before its really started. I’m a slut and they would have banged me and told everyone about it.”

“But they didn’t.”

I intervened, feeling pleased Tiffany was making amends and had realised how bad things might have got.

“They won’t gossip about you either, because both of them are married, so you should turn the page and forget about it.”

I passed Kate a box of tissues from the table beside me.

“I’m trying to change. I want to be a better person.”

“You look smart today and you do a great job at work, so things are already improving for you.”

Kate encouraged her while I sat wondering how she’d got through the week given the state she was in.

“I need to change. Kate, I want to be like you, with a future in management and to find a decent guy because I don’t really like the bad boys, honestly, I don’t. I don’t like people thinking of me as a slut.”

“Can we dispense with the ‘slut’ word for now? I don’t think that’s you at all and it’s not helping.”

Kate was more gentle in her reprimand this time, but I knew she wouldn’t tolerate much more potty mouth.

“Okay.”

Tiffany cried almost endlessly and the snot and tear filled tissues piled up on the sofa next to her like a fermenting pile of bacteria.

“You can stay here for the weekend if you’d like, the country air and estate ambiance might help ease your burden. We can talk more when you’ve relaxed and perhaps get my mother involved in helping you.”

What the fuck!

I had too many images of what Catherine’s support might look like flashing through my mind.

“Do you ride horses?”

“I did, but that was years ago.”

Tiffany snivelled and thankfully her use of the tissues diminished.

“There you go! Jacob and I have plans for the day, but I can arrange some refresher lessons for you. I’ll speak to the head groom and they’ll get you sorted.”

“Would you mind, are you sure it’s okay?”

She sniffed and dried her eyes, having brightened up with the thought of salvation and having a shoulder to cry on.

“Finish up your coffee and I’ll ask someone to show you to a guest room. We have lots of spare clothes to fit you, including riding togs with a dozen horses that need to be ridden daily. I’ll let mother know you’re staying, she’ll take care of you and we’ll see you for dinner.”

Jade, one of the housemaid’s, came quickly when Kate summoned her, received instructions and escorted a contrite Tiffany from the room.

“Um, you’re going to let your mum loose on her?” I asked.

“It’s a win-win. Resurgence for Tiffany and a project for my mother when she needs it most. I’m surprised you didn’t see that.”

I smiled massively.

“Oh, I knew exactly where you were going with that masterful display.”

I wonder how long before Tiffany finds out why the stables transform Claire.

“Let’s go for a walk. I’d like to introduce you to my horse, Beauty. I’ve had him for years.”

She smiled, and my heart stopped beating momentarily. An adrenaline rush consumed me because I knew it was my turn to be schooled.

When we walked through the garden towards the stables, I felt terrified. The beating I was about to receive was overdue by more than a week and I’d hoped good behaviour might wipe out my moment of madness.

I speculated whether to plead my case, but knew any attempt would be undignified. Kate wouldn’t punish me unnecessarily and no matter how many escape or mitigation scenarios I ran, there was no way out of this one.

“I can’t let the swearing go, Jacob, because your poor behaviour in that regard is too consistent.”

“Soldiering did that to me. I’m sorry.”

“I know you are. Your regret is post event and I need you to think harder before you act rather than apologise for it afterwards.”

The stables smelled raw, not because of the horseshit that had been swept to the far end. It was the overwhelming, almost oppressive levels of testosterone wafting through the place that caught my attention. When we approached Beauty’s stall, the black stallion’s eyes followed me everywhere, challenging me to a pissing contest to see how far and how many buckets of male hormone I could squirt around the place.

Beauty was the biggest horse on the estate, and an absolutely rampant stallion that only Kate could ride because he fucked around with everyone else, biting or bucking them off. He eyeballed me disapprovingly and knowingly when I stood in front of him.

“He knows why I’m here.”

“Of course he does, because he knows me. I don’t bring men in here to ride him.”

“Please tell me he’s not riding me.”

I was being flippant, hoping for some kind of reprieve.

“Don’t be silly and stop worrying, too. I can see that you’re terrified.”

Kate locked the stable doors from the inside to make sure we weren’t disturbed.

“You want this transgression dispensed with and forgiven, don’t you?”

“Yes, of course, and I know it's deserved, but-.”

“No buts, Jacob. Let Beauty help me help you.”

She picked up a riding crop and swished it a few times, then compared another. She chose the one with a greater flex and stowed the other. Then she went to the wooden stable wall and selected a rope.

“Strip now.”

“You mean naked?”

“Is there any other kind? Just hang your clothes neatly using the nails on the wall and fold up my knickers so they don’t snag. Use the chair for them.”

Kate studied me with an admiring expression while I undressed, folding or hanging each garment neatly until I stood in my birthday suit with no place to hide. Beauty turned his head, gave me a cursory glance, and then nodded.

“I hoped he approved.”

Kate ignored me, because she was in full on punishment mode, focused on every aspect of my pending thrashing.

“I want you to lie across Beauty’s back with your head on one side of him and feet on the other. Use the step while I talk to him, so he stays nice and calm.”

I moved the steps into place beside the massive stallion who pissed on the floor when I mounted the first.

“Look, he’s intimidating you, Jacob.”

Kate giggled.

“It’s working.”

I tried to crawl over the saddle area of the giant horse and he whinnied when I slipped back onto the steps.

“Oh dear, he’s laughing at you now. Leap up there for god’s sake and stop being a wimp.”

I launched myself atop Beauty and he didn’t flinch. I felt his solid muscle mass beneath me, and his heart beat thumping through my torso. His breathing was rhythmic and soothing, and presence felt oddly calming while I wriggled slightly to get comfortable.

I felt as if we were in it together, although I was certain he could weather the riding crop far better than me if it were a competition.

“I’m going to tie you off now, Jacob.”

Kate looped a rope around my ankles, passed it underneath Beauty, then bound my wrists to the other end. She pulled tight to secure me into the horse’s saddle area, with no escape or reasonable amount of space to wriggle out.

I was stuck to Beauty’s back, with no way to get loose. His coat felt rough on my skin, but the anticipation of what was to come made me forget that minor discomfort.

“As always, honey, please say stop, halt or beg any other way and I’ll stop immediately. Do you consent to this punishment beating?”

I grimaced, clenched my ass cheeks knowing it wouldn’t be easy, comforted only by a rush of hormones that accompanied my terrified excitement. Finally, I gritted my teeth, hissing between them.

“Yessss.”

Her first lash took my breath away, brought immediate tears to my eyes and tensed every muscle fibre in my body. I felt my ligaments and tendons stretch to their fullest extent, pulling against the rope, readying themselves to aid my escape.

My heart pumped in tune with Beauty’s, and I was sure he must have felt my muscles flex, although he didn’t flinch.

“Thats what’s in store for you, just so that you know. There will be a dozen more with increasing power and you won’t see any of them coming. Bury your face in Beauty and scream all you like, but when I’m done, I want that potty mouth gone. Do you understand me, Jacob?”

“Yes, I do.”

The next downward slash arrived before my mouth had closed and I screamed into Beauty, biting on his coat and getting a mouthful of rough stallion male hair. I squirmed but couldn’t move much, while the horse whinnied, laughing at me. I was totally vulnerable with no escape and my ass stung as if I’d sat on a hornet’s nest.

“That’s the first proper one, both have left lovely stripes on your cheeks, babe. I intend this to hurt because you vexed me even though you are an otherwise perfect boyfriend.”

She took a minute to admire her handiwork, running a finger along the second welt, sending a shock through my body.

I sweat profusely, my heart tried tearing a gap through my rib cage to escape her thrashing. Suddenly, my punishment and her justification for it became real and my blood ran cold. This wasn’t a fun escape to a safe space and a meditative spanking. I was being given a caning extraordinaire and Kate was definitely schooling me.

“Do you know why it’s important for you to stop swearing?”

“Because you don’t like it?”

My teeth ground together so hard I thought I’d chip their enamel. It’s a good job my tongue was safely out of the way or part of it would be severed and flip around the floor. I wanted to cry, such was the pain and burning sensation deep in my butt cheeks.

Kate had hardly begun, and I already felt exhausted.

The rush of air from the next swish came a nanosecond before the leather riding crop seared its length into my skin, flaying my flesh and forcing a welt to rise.

My cheeks tensed again, and I felt the warmth of blood rushing to the injury, attempting to repair battle damage. My brain sent confusing signals around my body in some vain hope that an escape might be possible. When it decided there was no way out, a single message burned into my mind

Stop swearing, Jake.

Yeah, that’s a good idea.

“That’s two strokes, and no, that’s not the reason at all. I want you to stop swearing as a sign that you’ll comply with my wishes even in the most extreme circumstances, when your body is screaming out and your mind is begging you to swear. At that moment, I want to know you’ll be my obedient boyfriend.”

The next two strokes followed each other quickly, searing and cutting into my ass cheeks again, driving my face further into Beauty’s coat, where I found some release by screaming my pain where it could be muffled.

I really cried this time, the pain was too much to stand without an emotional release. My tears flowed liberally, and I muffled my gags into Beauty.

“That’s four, which is only one-third of the way to forgiveness, darling. Beauty is better than pillow biting, isn’t he?”

“Yes. I’m so sorry for swearing, Kate. I really am.”

“Should I stop, Jacob.”

“No.”

Why the fuck did you say that?

“Oh, I’ll bet you are sorry, but you’ll be even more sorry when I get through with you, Jacob. There is still plenty of teaching for me to do, and for the next few strokes, I want you to think about why you thought you might get away with it. Why did you think I’d give you a pass?”

“I… I, don’t know. I just thought with everything going on, the way you surprised me and all.”

She caught me unaware and, with an extra hard stroke, landed perfectly with a wrist flick. Kate had changed sides and was attacking fresh meat, cooking my cheeks with her stiff riding crop.

“Five, we’re nearly halfway there. Nothing is more important than our relationship, Jacob, not even my father’s death and certainly not me surprising you. Meeting my mom was important, and you might have messed that up.”

“I’m sorry.”

We reached halfway with the next stroke, but the pain didn’t subside and I wasn’t feeling numb. Kate was well and truly thrashing me, and my cheeks must have bled because they hurt like hell. I couldn’t understand how Beauty kept so still, perhaps that was his commitment to his mistress.

I sweat uncontrollably even though a light breeze brought a chill air.

“Do you have a hard on?”

“Not even slightly, I’m not enjoying this at all.”

“Do you understand the difference between a punishment and fun spanking now, honey? It’s not funny is it when you disobey me?”

“No.”

The next three strokes came suddenly and had me crying openly into Beauty. I was prepared to plead for mercy, but I’m not the begging kind. I realised my swearing was a big deal to Kate, vowing to curtail it immediately. The beating conveyed her annoyance and made me want to be a better man.

“That’s eight and you’re taking your punishment well. I’m impressed Jacob. Have you learned your lesson?”

“Yes.”

She delivered another stroke, and as promised, each one was more painful than the preceding one.

“Nine. Tell me what have you learned?”

“It’s not about the swearing, it’s about having respect for you and not letting myself slip from the standards you expect.”

I blurted and spluttered the words out, barely able to contain myself.

My backside was seared by Kate again, and I felt sure you could have fried eggs on my cheeks. I sweat all over, soaking Beauty’s outer coat hair, but a sense of pride rushed through me, as if I was achieving something significant.

I was growing.

“Ten, and eleven.”

I flinched and bit into Beauty, screaming like a trapped man being whipped. Which is precisely what I was.

“Just one left, and it’s going to be a biggie. I’m going to untie you for this, and I want you to stay absolutely still or you’ll get two more.”

I felt relief when the rope fell away, my muscles and tendons relaxed. Beauty swayed a little, and I tensed my torso to stay in position, determined not to let Kate down.

“Try to point your butt a little higher, Jacob. Give me a better target and, in the moment of pain, let go of your misdeed and know that I forgive you completely.”

I clenched and gritted everything, expecting the final lash to bear down on me soon. It didn’t come for ages, but I waited patiently, anticipating, straining every muscle until I had to relax or collapse completely.

Then it came, and it felt as though I’d been struck by lightning. I held fast, while the pain sucked away my resolve, almost besting me. My soul prevailed and gradually the throbbing in both cheeks reduced to a tolerable level.

Kate walked around Beauty to my head, lifting it as though I were a dead body brought to the castle gates by a knight to be exchanged for his bounty. She kissed me passionately, searching for my tongue.

“I love you very much, Jacob.”

“I love you too, Kate.”

“Please get off Beauty carefully, slide back onto the steps and be dignified about it. I can’t have one of my stallions laughing at the other one.”

I did as I was told and stood straight up on the steps beside the horse, almost to attention. He turned his head and this time I could swear Beauty had a look of admiration. I stepped backwards and turned into Kate’s arms.

She held me tightly while I regained my strength and composure.

“I’m so proud of you, Jacob.”

“I won’t swear again.”

I promised her and meant it.

“A true knight does as his lady commands. I know you’ve learned your lesson. I also know you won’t sit comfortably for a few days.”

“It hurts like hell.”

“Let me get some Vitamin E oil and Sudocrem rubbed into those welts.”

Kate sat down on a stool in the corner of Beauty’s stall and I lay across her knees while she applied the oil and cream, lovingly massaging both until fully absorbed. I became erect, and she felt my cock poke into her thighs. When I stood up, she stroked my shaft, cupping my balls gently for a minute before telling me to get dressed.

I dressed slowly and carefully. Kate’s panties felt harsh on my burning cheeks, but that settled after a few minutes. I walked out of the stables, a little gingerly at first, patting Beauty’s head before we left. It felt as though I was thanking a comrade after we had returned from a successful mission.

By the time I reached the house, my strength and demeanour were back to normal and it was only when I sat down in the living room opposite Kate’s mother that I was reminded of my chastisement when thirteen welts on my backside made their presence known to me.

“Ahh, you didn’t get a pass then, I see. That’s good, and I hope it’s made you a better man, Jacob.”

Catherine nodded her approval, beaming at me as though I’d won a school race and she was a proud mother. She turned to Kate.

“Congratulations, my dear, that stallion of yours is most definitely worth taming.”

“I think I’ll end your abstinence tonight, Jacob. You’ve done well.”

“Bravo Jacob. I’m rooting for you. I like a man who takes his punishment well.”

Catherine raised her glass of sherry to me, and we all laughed. It seemed Granger’s Hall was very familiar with and unashamed about female leadership.

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