Learning from the Master Ch. 03

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Can she follow his explicit instructions?
4.4k words
4.25
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Part 3 of the 3 part series

Updated 09/22/2022
Created 08/29/2009
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kimbelina
kimbelina
595 Followers

He left the message on my cell while I was in a meeting on Tuesday morning. "Hi Ashley, it's Jake. I'm at the airport, about to get on a plane - unexpected trip out of town for business this week. I won't be back until Saturday, but I'm looking forward to our next project. Check your mailbox when you get home this evening, I left you a note."

It was great to hear from him, but a disappointment to learn that we wouldn't get to spend any time together that week. After all, he had promised to take me to Victoria's Secret and help me pick out something new to replace the sexy bra and panties he had sliced from my skin with his work knife the weekend before. The rest of the workday dragged on, and traffic was horrible, as I could hardly wait to read the note he'd left for me. Maybe he'd left me information about where he'd be and when I could call; maybe some naughty thoughts to keep me company until we met again.

I practically ran up my front steps after parking my car, and fished through the junk mail and bills in my mailbox to find his note. It was a small envelope, sealed, with just my name handwritten on the outside. Wow, I thought to myself, how rare is a hand-written letter these days! Much as I wanted to rip it open and read it right there on my front porch, his gesture really deserved more thoughtful attention than that. I let myself in, set down my purse and pile of uninteresting mail, hung up my jacket, kicked off my shoes, and went into the kitchen to pour myself a glass of wine. As I came back into the living room, I paused for a moment to admire the newly-painted space, before sitting down on the sofa, taking a deep breath, and opening his letter.

"Dear Ashley,

So sorry that I had to go out of town this week, and break our date. I'm looking forward to helping you paint your bathroom on Saturday, and have some instructions which I hope you won't find too difficult to follow, to prepare for my arrival. If you do as I ask, I'm confident we can both enjoy a productive day."

I paused, smiled, and took a sip of wine. I loved this little game he had created for us - the line he was so confidently able to walk between master painter and, well, master. It was all so new to me, but also such an incredible turn-on, that I was happy to keep going down this road, exploring this newly-discovered side of my sexuality. I set down the glass of wine, and with that hand free, began to massage one of my breasts through the fabric of my suit as I went back to reading.

"I know you were looking forward to that visit to Victoria's Secret. Please do take care of that, and if possible, replace exactly what you were wearing the last time I saw you - the powder blue looks fabulous against your skin. But I want you to pick up something else as well.

When I arrive on Saturday - which will be at 11am sharp - you will be in the bathroom waiting for me. You will be wearing a sheer babydoll - I'll let you choose the color - with matching panties. Whatever color you choose, you will also get a silk tie to match. You won't forget to put your hair up in pigtails, like you know I like it. And you will have left the front door unlocked, so that I can easily get in.

You will have all the necessary tools ready with you in the bathroom: paint, of course, brushes and rollers, tape and stir sticks. Everything else that might get in the way should be out of the room, and out of my sight.

Most importantly, It's become very clear to me that you need to learn both patience and discipline. Therefore, I must ask you to refrain from pleasuring yourself between now and Saturday. I would recommend that you focus entirely on following my instructions, and making sure that all is as I've requested. I assure you, if you meet my expectations on Saturday, you will experience the utmost heights of pleasure, and the wait will have been worth it.

I certainly hope you don't have any questions, as I'm far too busy on my business trip to take time with that. Looking forward to seeing you on Saturday,

Jake"

My hands fell to my sides and I sat silently, taking it in. He had earned my trust in our previous two encounters, so there was never any doubt that I would follow his instructions, and be ready for his return that Saturday. But somehow there was a little nervousness mixed in with the excitement that I'd felt in reading his words. The instructions weren't complicated, but seeing them in writing really hammered home the fact that I'd need to be sure to follow them to a 'T'. And then there was the time between now and Saturday morning - what would I do to keep myself busy, to keep my mind occupied, as I waited patiently for his return?

I mapped it out as I relaxed on the sofa and finished my first, and then a second, glass of wine. Work would be busy the rest of the week, so at least those hours would go quickly, with plenty of distractions to keep my mind off of Jake. Tomorrow evening I'd go by the mall and take care of the necessary purchases at Victoria's secret. Thursday I'd go out with friends for dinner and drinks after work and pour myself into bed late, with no energy to disobey Jake's request that I keep my hands off myself. Friday evening, I'd clean the house and prepare the bathroom just as he'd asked. And Saturday morning, I'd get up early and go for a long run, hoping to lose at least a little of my excess energy and nerves.

That first night proved to be the most difficult. My mind raced, as I imagined phrases from his letter as they'd sound in his voice, imagined his hands moving over my body, his big cock inside me once again, the punishment he would issue if I didn't follow each and every instruction. It was all I could do to keep from touching myself, held back only by the awareness that I wouldn't be able to cover up my weakness - if I gave in and pleasured myself, he'd be able to read it on my face.

**********

I arrived at Victoria's Secret the next evening just after 5, having snuck out of work a few minutes early. Being a Wednesday evening, there weren't many shoppers in the mall, and I had the full attention of Jessica, a hot young blonde who was happy to help me try on as many things as my heart desired. After debating with myself for a few minutes, I decided it would be exciting to share just enough information about my situation that Jessica could help me to her full ability.

"So, Jessica, let me tell you what I need. I have a date on Saturday, and the man in question has given me some very specific instructions for my attire. Let's just say that there could be some interesting consequences if I don't meet his demands."

"Ah, I see. So you want to follow his instructions carefully," she said with a wink, "but you won't necessarily mind if he decides a little discipline is in order?"

"I think you have an excellent understanding of the situation," I said with a giggle. "My name's Ashley, by the way."

"Nice to meet you, Ashley. OK, then, what exactly are you looking for?"

I explained that I needed to replace my adorable powder blue ensemble that was, um, harmed in my last encounter with Jake. After we'd picked out the perfect replacement, I explained his current request, for the sheer babydoll and matching panties. She smiled when I mentioned that he'd let me pick out the color, and we made several trips to the dressing room, trying on first red, then black, then white, and finally settling on a lovely pale green that, according to Jessica, really brought out my eyes.

"Not everyone can pull off that color, Ashley, but with your gorgeous tan and green eyes, it's really a good look for you."

"Thanks, Jessica! I really appreciate your help. I'd better get going - a few more stops to make here at the mall before I head home."

"OK, I'll let you go, as long as you promise to come back next week and tell me how things went! I'm here every weekday evening. Oh, and assuming things go well, I'll be happy to help you with your next lingerie assignment!"

I giggled and assured her I'd keep that promise.

It was almost 7 by the time I left the shop. I made one more quick stop, at my favorite department store, to find the rest of what Jake had asked me to have ready. Luckily, I was able to find a beautiful silk tie in exactly the same shade of pale green as the babydoll I'd picked out. I began to imagine what he had in mind with this request, but quickly stopped myself, so I wouldn't get too excited. My last stop was in women's accessories, where I found some beaded hair ties that were also an excellent match, for holding my hair up in the pigtails he liked so much.

**********

Thursday dragged on at work, but my dinner with friends proved a wonderful distraction, and before I knew it, it was Friday. As I promised myself, I cleaned the house, wanting no distractions for Jake's discerning eye. My sleep was restless that night, but when I woke up to a glorious sunrise on Saturday morning, I eagerly set out for a run. My usual route was about 3 miles, circling around the neighborhood of well-kept bungalows, and this particular morning, I'm sure I set a personal best, nervous and eager as I was to get home in plenty of time to be ready.

Still in my workout clothes, I made a couple of trips to the basement, bringing all of the painting supplies into the bathroom, and setting them in an orderly pile in one corner. I then peeled off my sweaty clothes, tossed them in the hamper, and jumped in the shower. Once again, I had to fight the urge to touch myself, so excited was I at this point for what was coming in just under an hour. But once again, all it took to find my willpower was a reminder to myself that he'd be able to see the guilty pleasure on my face.

Once out of the shower, I dried myself off, and then used the towel to wipe off the mirror and dry the floor, before getting out the blow-dryer to work on my hair. A few minutes later, the bathroom gleaming, the wet towels in the hamper, and my hair dry and full of body, I was in my bedroom, pulling on the babydoll and matching panties, and then twisting my hair up into pigtails. It really was quite a sexy look, I thought to myself as I glanced in the mirror - I understood now why he'd requested the babydoll. I glanced at the clock, realized he'd be arriving any moment, and quickly returned to the bathroom, where I set down the silk tie and proceeded to wait.

**********

With no watch on my wrist and no clock in the bathroom, the few minutes of waiting before his arrival felt like an eternity. Who knows, maybe it would have been worse to watch a second hand tick away. Fortunately, I had complete trust that he would be on time, so just waited for the sound of the front door and his footsteps in the hall. I did have to realize that - while unlikely - it was possible anyone could have walked in that front door, finding me scantily clad, eagerly waiting in the bathroom. This thought only served to heighten my anticipation, and my heart was pounding by the time his footsteps approached.

I relaxed a bit when I recognized his voice, "Are you ready, Ashley?"

"Absolutely, please come in."

I smiled when he came around the corner into the room. He was looking cool and confident as always in his polo shirt and jeans. His eyes met mine only for a moment, before he proceeded to look me up and down, taking in the full view. I posed for him, twirling around, the lace of the babydoll brushing against my uppermost thigh, before facing him once more and asking, "So, up to your expectations?"

"Oh, yes, Ashley. And I must say, nice choice on the color. Really brings out your eyes. So, shall we get to work?"

"I'm ready if you are," I replied as suggestively as possible.

"Turn around, please."

I turned so that my back was facing him.

"Give me your hands."

I reached both hands behind my back. As I did so, he picked up the green silk tie, and quickly used it to secure my hands. The fabric was cool and comfortable against my skin, but his knot was firm, and there was no way I'd be able to get my hands free without his permission.

"Now, you've done a very nice job of preparing all of the supplies, but I notice something is missing."

My eyes quickly searched the neatly stacked materials, unable to think of what he was referring to. "Um, I think everything is here?"

"Are you arguing?"

"No, but..."

"I don't see my drill here, with the attachment for stirring the paint."

"Oh, but..."

"I suppose you're going to give me an excuse?"

His eyes twinkled, and I knew that he knew full well there was no way I could have gotten his drill out of his locked house while he was out of town. I decided to play along.

"No excuses. You're right, something is missing."

"That's right. And the problem is, that means I'll have to use the stir stick to stir the paint. Which would make it unavailable for other purposes. Is that what you want?"

"Um, no."

"Good girl. May I see your beautiful tits?"

"Yes."

He pulled my breasts out of the lacy babydoll, and then bent down, picked up the stir stick, and held it above my exposed flesh, ready to strike. "Is this what you want?"

"Yes, please."

"Good girl. Because of your good behavior, you'll receive only a few gentle swats." After my days of anticipation, pleasure washed through my body as the wood hit my skin, grazing first one nipple and then the other. I whimpered when he stopped, and he promptly responded by striking my flesh harder, hard enough this time that my breasts were soon rosy from all the attention. "Haven't you had enough yet? I really need to get to work on painting this wall."

"Yes, sir."

"Let's put these away for now," he said as he gently pulled the fabric back over each of my breasts, massaging them a bit as he did so. "So," he said, pointing to one of the cans of paint, "this color for the wall?"

"Yes. And the other is for the trim."

"This shouldn't take me very long," he said as he opened the can, stirred the paint, and then poured some into a roller pan. "I don't suppose you could take care of my needs while I'm doing this?"

"Absolutely. What would you like?"

"I'd like you to get down on your knees and crawl over here. I'd like you to pleasure me with your mouth as I paint. And since you don't have the use of your hands, you'll need to be resourceful. Just remember the first rule I taught you - never spill a drop."

"Yes, sir," I said, smiling as I dropped to my knees. My first task was to move a few of the painting supplies, as they were taking up space where I would need to position myself if I hoped to pleasure him while he painted. There was a paint brush, a few rollers, and a quart of paint, each of which I took in my mouth, clutched in my teeth as I crawled across the room, and dropped as gently as possible against the other wall. My knees already ached a bit from moving over the cold tile floor by the time I was finished and making my way back to where he was standing.

Jake had put the roller tray on the counter next to the sink and begun to paint, and there was just enough room for me to kneel between him and the wall he was working on. I was now faced with the challenge of freeing his cock from his jeans without the use of my hands, and the added challenge of receiving a slight tug on one of my pigtails anytime I bumped into his foot with my knee or brushed against his leg with my shoulder in an effort to get myself into position.

"Careful down there, a little precision, please!"

I debated for a moment whether to try to remove his belt, or just unzip his fly, and decided on the latter. Tilting my head slightly to avoid his belt buckle, I used my tongue to pry up the pull tab on his zipper, until I finally had it positioned between my teeth. The fact that his cock was already bulging and now growing even larger didn't make my job any easier, and it took all of my concentration to pull the zipper down safely. Once that was done, I grabbed an edge of his boxers between my teeth and pulled back until his hard cock sprang free, hitting me in the cheek as it did so.

"Not bad, Ashley. A little slow, but not bad. Now, get to work!"

As Jake continued to work above me, I licked up and down on his cock, moistening the full length and girth before taking it into my mouth. I started with just a few inches, building a slow, steady rhythm before taking in a bit more of the length with each stroke. After a few minutes of this gentle stroking, he rested the roller in its pan, wiped his hands on a washcloth, and wrapped his hands around my pigtails, using them to push his entire length deep into my throat.

"I want you to keep it there, Ashley, while I finish my work here. You can suck, you can use your tongue, but don't you dare let it out of your mouth."

"Ummmm," I groaned in reply as much as possible with my mouth stuffed with cock.

"You're not trying to talk with your mouth full again, are you?"

I nodded from right to left to acknowledge that I understood, and after clutching my hair for a moment longer, he let me go and went back to his work. I concentrated on breathing through my nose and ignoring the pain in my kneecaps, focusing instead on the feeling of his long, hard cock in my mouth and pressing into my throat. As much as I could in my compromised position, I worked to pleasure him, using my tongue and moving my head back and forth to change his sensations inside my mouth.

"That's it, Ashley, keep it up just a little longer!"

Encouraged by his feedback, I closed my eyes, focused even harder on breathing through my nose, and pulled even more of his length into my mouth, so that my nose was pressed against his jeans and his tip was firmly in my throat. Once again, he set down his roller, this time using his free hands to clutch my tits, squeezing my nipples and causing me to gasp in a mixture of pleasure and pain.

"Yes, Ashley, my god, that's wonderful. Just hold it there a few seconds longer, then I want you to start moving on it again. You're going to make me cum!"

Relieved to finally be moving again, I began bobbing up and down on him with abandon, and it was just a few moments more before he began to approach his orgasm. "Remember, not a drop!"

I never slowed my motions, even as he began to jerk and spasm in my mouth, and I was rewarded with a huge load of cum, my mouth soon full of warm, sticky goo. I eagerly swallowed it all, except for one drop which escaped my lips, dripped down my chin, and because I couldn't stop it with a finger, dropped to the floor, splattering just in front of my knee. At first, I thought he might not notice, as he was still recovering from his powerful orgasm, but as he looked down into my eyes, smiling, he was just in time to see the drop splat against the tiles below.

He shook his head in silent disappointment, and reached down to help me to my feet. My knees were weak, and it took a moment for the blood to reach my feet again, so I leaned against him for support as he untied my hands. As soon as he had done so, he promptly turned the tie into a blindfold, covering my eyes and then spinning me around so that he could tie it against the back of my head. "Now, listen carefully."

I listened, expecting him to give me directions, but first all I heard were sounds - his belt being ripped free from his jeans, the rest of his clothes coming off, the moving of painting supplies which were obviously in the way for what he had in mind next. "Are you ready for your punishment, Ashley?"

"Um, yes?"

"Was that a question?"

"I'm ready."

"Good girl."

The sound of the belt as it struck firmly against my ass reached my ears almost before I felt the stinging sensation. Had he continued, it would have been too much, but apparently it was to be a single strike.

"Very good, Ashley. I'm glad you've learned to control your whining. Now we can get back to something more pleasurable."

kimbelina
kimbelina
595 Followers
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