Shopping with Master

This is the start of a story between a Dom and his new sub. It is a foreplay chapter to establish my characters and give context to their journey, so no sex outright in this part, but future parts there will be plenty of playtime!

I had met Derek at a bar - isn't that cliché? Yet, I knew there was going to be something different about this one. He'd walked straight up to me, without any hesitation and confidently introduced himself. As a shy 24 year old, having just moved to New York, I was instantly taken aback by his confidence. He was tall, dwarfing my 5ft 6 height by a good few inches, dressed in a sharp suit, his black hair beginning to show signs of grey. I'd pegged him as early 40's easily. Much older than I'd usually date but his charm and confidence put me so much at ease, that I figured he deserved a chance.

We got to talking over a bottle of red wine and discovered a shared love of literature and country music. I told him about my job as an accountant and he shared about his career in architecture, describing his passion for design. As the night went on, the conversation moved onto our past relationships. Me, two failed relationships, 1 long distance but neither one serious. Him, divorced, no children.

He offered to walk me home and as we made our way back to my flat, he began to turn the conversation towards sex. I obviously wasn't a virgin, yet I got the impression that he was gauging my abilities with each probing question that he asked. Eventually we reached my building and there he played his card. Slipping one arm around my waist, he held our bodies close, ran a finger under my chin and pulled my face up to look him in the eyes:

"Layla, you have enchanted me this evening. I'd very much like to see you again, but I need you to understand something. I'm a man who wants certain things and will push people in order to get it. I like you and I want you. I want to push you to be a very naughty, a very bad girl. I can see that little slut hiding beneath your surface and I want to reach in, drag her out and show her what true pleasure can be."

I gawped open mouthed at him, completely taken aback by this complete change in character. Removing his fingers from my chin, he pulled out a card and held it firmly over my mouth.

"You don't have to reply now, think it over. Take my card and let me know an answer, then the fun can really begin."

I reached up to take his card and watched as he turned and walked off into the cold evening night. I took a deep breathe to calm the butterflies in my stomach and chill the heat coming from between my legs. Just the way he had touched me, so firm but tender, had turned me to mush. Even holding the card up to my lips, my brain screamed how demeaning and patronising it was, yet a deeper part of me had loved the force he had used to cut me off. This man was sexy but controlling - always a dangerous combination in my mind - but god damn was it a turn on. I looked down and turned the card over in my hands, thinking it through. By the time I had walked into my apartment, I already knew I was hooked.

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I decided to play it cool and didn't contact him until 2 days after we met. I decided to text - the cowards way - as I couldn't trust myself to make smart, flirty responses if I heard his voice.

Me: Hey, it's Layla, we met at the bar the other night. I've been thinking over what you said and I want you to push me Derek.

D: Layla, you understand that by saying yes means that I am going to drag that inner slut out of you kicking and screaming? I will ask things of you that you might never have done before and might make you feel uncomfortable. Do you understand?

Me: Yes

D: Yes Sir. From now on, you will refer to me as Sir.

Me: Yes Sir.

D: Good girl. This will start slowly, I won't throw you in at the deep end immediately. But first, I do need to conduct some research about your sexual appetite. We need to take a little field trip. Next Saturday afternoon be at the corner of Kenmare and Mott at 3pm. Bring a bag, your phone and headphones.

Me: Yes Sir.

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I stood on the street corner, opposite the building Sirs directions had sent me to and stared. It was a brisk day, the autumnal sky was bright but the wind left a bracing chill that had me sinking into my coat. I took a deep breathe as I checked my phone again, staring at the map, hoping that the app was wrong. I even flicked back to the message he had sent me to double check I had entered the address in correctly. I had.

Across the empty city street, stood a shop I never would have thought to look twice at before. It's dark shop sign made it easy to ignore, but their window display? Unignorable. Mannequins dressed in the skimpiest red lingerie sets of silk, lace and latex, enticing customers to their den of lust and desire. One stood bent over directly at the waist, with another stood behind it wearing a strapped belt that I had never seen before. All around them red hearts were scattered in a thinly veiled attempt to advertise for Valentines day. I scoffed; seems to me they had thrown everything red that the shop owned in their window just to entice couples stuck in a rut to liven things up for one day of the year. Like that would solve their problems.

The buzzing of my phone dragged my attention away from the window and my stomach lurched as I saw Derek's name appear on my screen. We hadn't spoken like this since our first meeting at the bar. I picked up the phone and brought it to my ear.

"Good Afternoon Layla, have you followed my directions?" Derek greeted down the phone.

I gulped "Good afternoon... sir. I think I have." I replied, wishing my voice sounded more confident.

"Well, there's one easy way to answer that my beautiful girl, what do you see in front of you?"

"A store, Sir"

"Tsk Tsk, now Layla, if this is going to work in helping me acquire accurate research about you, I'm going to need you to be a lot more accurate than that! Don't be coy, what type of store is it?"

"A sex store, Sir"

"Excellent, so you have followed my directions, good girl," A funny jump in my belly hit in reaction to his praise and I found myself yearning to hear more of it. "Listen carefully, I want you to put your headphones in so we can carry on our conversation," I did as he asked. "We are going for a little trip around this store. Like I said, consider this research in order to make you the best slut you can be. I will require detailed answers from you Layla and absolute honesty. You will have 3 strikes, if I feel you aren't being honest, giving me enough detail or refuse to answer a question, then you will lose a strike."

"What will happen if I lose all 3 strikes Sir?"

"Oh you will be punished. I am sure something in there will inspire me to create the perfect punishment for you. But I am fair, if you are a very good girl on this trip, then we will get you some treats to spoil you with. Are you ready Layla?"

I took a deep breathe. "Yes Sir." I replied, holding my head high and taking a deep breathe.

"Excellent, then go forth and explore my slut".

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Hugging myself in my coat, I crossed the road, Derek's voice nestled in my ear:

"Tell me Layla, is this your first visit to a sex shop?"

"No, I visited one once to help buy some things for a friends bachelorette party, but it was a generic chain shop with more novelty items then genuine toys."

"Ah, then I feel this will definitely be an education for you indeed. Before you enter, I want you to describe to me the window. What do you recognise or know of? Is there anything you've never seen before?"

I moved forward and took a closer look at the window display. The redness of it all was overwhelming, making it difficult to see where one item started and another finished. I could spot items I recognised but had never dreamt of using - leather cuffs, a paddle in the shape of a heart and thick, red dildos arranged to create another heart on the back of the display board.

"There's um, a lot of red sir, they've themed it for Valentine's day and it looks like cupid bled all over the display."

Derek chuckled down the line and his deep, throaty laugh caused a shiver down my spine.

"Go on," he encouraged "let's get you warmed up before the real show inside, tell me what you see."

"There's mannequins dressed in sexy red lacy lingerie and one in a latex corset, it looks really uncomfortable. They're all holding vibrators in the shape of hearts."

"My god, how trite. Companies are really getting desperate around the holidays aren't they? What do you think about those vibrators Layla? Would it be able to arouse you? Would it get your pussy dripping wet? Would it tickle your little clit and throw you shaking into orgasm?"

Hearing Derek describe this straight into my ear, made me feel like he was whispering a naughty secret to me only. It felt thrilling and terrifying all at the same time. I felt my stomach start to tie itself into knots.

"I, err," I paused, wondering whether Derek would want me to be honest or to try and play along. Then his words about strikes came racing back and realised I had to be honest.

"Actually, I think it would be rubbish sir. I don't even know if it would be very strong and the shape is too rounded, it wouldn't be able to get any good friction going on my clit."

I blushed and instantly turned around, making sure no one had heard me, but I was alone on the sidewalk. From inside my ear, Derek's warmth chuckle came through.

"Very good, I see you've taken that part about honesty to heart. Excellent, it's important you can be honest with me if we're to achieve finding your inner slut. If you're not honest, how will I know what you do or do not like? I can't stand women faking and lying in the bedroom. Tell me what you want and I can give it to you, do you understand Layla?"

"Yes Sir, I understand. It's easier being able to say this though because it's down the phone and you're not in front of me - to your face would be much more difficult."

"Baby steps Layla, baby steps. Eventually, your inner slut is going to come out and beg me to do filthy, filthy things to you. Enter the store"

I snorted to hide the sound of the butterflies in my stomach that surely Derek could hear, even down the phone. I'd never been one for sexy talk and wasn't sure today was the day I'd master it. I walked over to the door and pushed it.

An electronic beep range through the store, heralding my entrance. A large bald man stood reading a magazine at the counter behind the till in the right hand corner of the store. He looked up at the sound of the beep and caught my eye. A ghost of a grin flashed across his face as he in took in the sight of me. Roving his eyes up and down my body, he nodded and returned back to his magazine.

I walked down the first aisle. Rows and rows of costumes and clothing surrounded me on both sides. I tried not to get lost in the sheer amount of police officers, maids and nurses that were all staring enticingly at me.

"Tell me where you are, Layla"

"I'm in the costume section of the shop."

"Ahhh, an excellent starting point. First research question then, have you ever dressed up in a costume for a partner before?"

I blushed, "Yes sir. My first boyfriend, Luke, bought me one as a birthday present when we were dating."

"Come, come Layla. When I asked for detailed answers, I don't care about names or events. Strike 1. What was the costume?"

"It, it was a cheerleader costume." Now I could feel my cheeks burning as the memory of trying to give Luke a cheerleader sexy dance with pom poms came rushing into my mind. As if he could read my mind, Derek replied:

"Aw, how cute. Tell me, was he your coach? Did you have to dance to keep your spot on the squad?"

"No! Nothing like that. He was the captain of the football team and we were celebrating his big win."

"God, what a lame idea, no imagination these days! Did you enjoy being a cheerleader?"

"Um, I suppose I liked how the shirt made my breasts look -they were pushed together and my cleavage looked good. But I felt a bit stupid prancing around for him, pretending to be an airhead cheerleader."

Derek chuckled down the line. "Of course you did, a woman like you, pfft complete wrong character, but never mind, you will find a better one. Choose an outfit for yourself. Something black and tight - very tight. Don't tell me what it is and don't care about the price, just choose."

I stopped walking and paused in front of a series of dominatrix outfits. They all looked way too complex, with so many straps and belts and buckles, I was getting lost just looking at them! As I looked closer at the models on the packets, I could feel the power reverberating off them. They looked sexy, in control. At that moment something lit in my belly and I knew one day I wanted to be that woman.

My eyes caught an outfit on the bottom shelf. A black mini vinyl mini skirt and matching bra top. Much more daring than anything I'd usually wear, but the light in my belly reached out to it. The skirt had two slits that reached halfway up each side of the front, almost like a flap. The top matched, with a sexy zip that could be adjusted to show however much cleavage you wanted. My mind raced thinking about the opportunities from that one outfit alone. Before anything could stop me, I took the package off the hook and held it close, the picture pressed against my body.

"Done, Sir"

"Excellent, now I think it's time we explored the vibrator section. Since you had such a strong opinion on the heart shaped vibrator, I assume you have experience. How many vibrators do you own?"

"2"

"Tell me what are they like?"

"I, um, have a small bullet vibrator that I got as a joke gift from a friend. I've never used it, it's so tiny, I'm scared I'll lose it up there!" Derek laughed down the line but didn't interrupt. As I'd been talking, I continued wandering, looking for the vibrators. Much to my horror, they were on the wall, right by the counter where the bald man was. I lowered my voice as I approached the wall.

"The second, I got for myself, recommended from an ad on insta. It focused on, um..." I trailed off as I caught eyes with the man and he shot me a knowing smile.

"Strike 2 Layla. I warned you I would not accept poor answers, you are too quiet and vague. Now start from the beginning and louder. I need to hear you say it."

I paused, turned my back to the man and repeated loudly and fast:

"I got it for myself, it was recommended from an ad on insta. It focused on sucking my clit."

"That's much better, good girl, now was it good?"

I cringed, knowing my answers were clearly being heard by the clerk.

"Yeah, it's really good, I've never needed to buy another."

"So you've never tried a vibrator inside of you? Never any toy inside of you?"

"No.... sir" I admitted.

"Fascinating. Well in that case, next job. I want you to find what is called a rabbit vibrator. It will have 2 parts to it, one that will go inside of you and one to stimulate your clit. Any colour and choose a normal size, don't go so ridiculously large that it won't fit but not so small you won't feel a thing - got it?"

"Yes, sir". I looked at the wall and quickly found a pink bunny vibrator that looked a good size for a beginner like me.

"Done Sir."

"Good girl, well lets see, can you find that heart shaped vibrator that was in the window?"

I looked around, they were on display in the centre of the store, all stacked around in a big circle.

"Yes sir?"

"Excellent, grab one of those to your collection. Let's see if your opinion on vibrators is as good as you think it is, hmmm? Once you've got one, go to the counter."

"But sir, how will I pa." I began as I picked up a box from the display, noticing the ridiculous Valentine's day mark up.

"Layla. Trust me. I have you covered."

Walking up to the till, the large bald man straightened up, putting his magazine down. He gave me an appraising glance as I hurriedly loaded the items onto the counter. Flushed with embarrassment, I prayed he'd be quick and let me get out of here as quickly as possible.

"Quite a good range you have here, valentine's treat for the husband?" He asked with a little wink.

"Err." I paused, unsure of what to say, until Derek's voice came back firm in my ear.

"Tell him you're Derek's girl and he's to put it on my tab. He'll know what to do."

"I... I... I'm Derek's girl? He wants you to put this on his tab?" I replied, praying that would end the conversation.

"Derek's girl hey?" The bald man paused, looking confused at the heart shaped vibrator in his hand. He took a step back and raked his eyes up and down me appraisingly, "no shit and here I thought Melanie had taken him out of the game for good,"

Melanie? My brain registered this new information with shock. Of course he had told me about his divorce, but was Melanie his ex-wife or someone else he had played this game with before? Before I could ask, the bald guy leant over the counter and eyed me leeringly.

"Derek knows I have other ways to help girls pay off their bills, we could easily come to some arrangement, especially for a lovely little thing like you."

I immediately heard Derek growl into my headphones and a stern voice came issuing through:

"Layla, give Eric both headphones now and put your phone on the counter. It seems like he and I need to have a talk."

I put the phone down and took out my headphones, passing them over to Eric who looked taken aback.

"Derek wants a word" I told him. Eric's face blanched. He put down the dildo he had been holding and took the headphones from me, putting them into his ears. I couldn't hear a word Derek said but Eric instantly stood up straight, muttered a few "yes Sirs" and "sorry Sirs" very quietly. He took the headphones out and put them onto the counter, careful to make sure he didn't touch my outreached hands. I frowned and picked the headphones up, placing them back into my ears.

"That should teach him. I'll make sure to be keeping a close eye on him. I'm sorry Layla, are you ok?"

"Yes, thank you Sir." I said, relieved to have Derek's protection even down the line. Eric completed the sale at lightning speed, barely looking at me and making no more comments on any of the items Derek had helped me select. Finally, as he put the heart shaped vibrator into the bag, he pulled it together and slid it over the counter towards me. Without even looking at me, he said very hurriedly:

"That's you all sorted Miss. It's all on Master Derek's tab and I've even thrown in some free assorted condoms, lube and toy cleaner to help you look after your new purchases. Have a good day and once again my apologies to you and Master Derek."

Master? Derek had told me to call him Sir, was this the same thing or does he have another role too? What kind of power does he have over Eric and also, how often is he sending young women into here that he can have a tab set up?!?!?!? So many questions were pounding through my head as I made my way to the door.

Deep in thought, I hadn't even noticed I was outside the shop until I walked straight into someone on the pavement. Looking up at the shock of the collision, I gasped as I saw Derek standing right in front of me, that wolfish smile on his face. Taking the bag out of my hands, he threw an arm around my shoulder and moved me forward along on path.

"What a good girl you were in there for me. I'm so proud of you. Now we have all the equipment you need, let's go find that inner slut!"