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I sat on the cold wooden bench outside Mr. Anderson's office trying to control myself. I was shivering uncontrollably, not from the cold or because I was afraid of the punishment I was about to receive. I was shivering because I was so aroused at the thought of what I was about to do. I certainly fit the profile of a troubled teen but I wasn't one.

I was the unwanted child of a teenage mother, who had worked as a nurse at the local orphanage, which I now referred to as the town's "lost and found". Only she knew who my father was. When news spread throughout the community of her unplanned pregnancy she made a public declaration that she would raise me take responsibility for her actions. As was expected, two days after my birth she left me in an office with a letter.

Granny, as she was affectionately known, was the senior doctor at the orphanage who adopted me as her own. Granny was the matriarch of our affluent farming community and now eighteen years later she was the director of the orphanage and worked as a secretary at St Augustine's College, the prestigious private boarding school that I had attended.

An unknown benefactor paid my school and boarding fees as soon as I was old enough to enroll. Everyone assumed the mysterious benefactor must be my father. He called himself Montgomery Burns much to our excitement, until we realized there was no record of the name and were later informed that "Montgomery Burns" was in fact the full name of Mr Burns of the TV show "The Simpson's."

I was startled when Granny stopped typing and spoke to me as if from within my own thoughts. "You may go in now dear." She said without looking up, obviously not pleased that I had been sent to Mr. Anderson for the second time in 6 weeks. My legs did not seem to want to move, as I stood walked down the corridor to the door with the gold plaque that read "Principal".

I entered quietly. Mr. Anderson was sitting on the edge of his desk, his right leg crossed over the other, filing his thumbnail. It was not quite the whip-cracking, pistol-shooting, whore-fucking behavior the sheriff Anderson on my fantasies exhibited. I didn't know much about Mr. Anderson other than that he spoke with authority and commanded respect.

I assumed he was in his mid thirties; he was too old to be my big brother and yet not quite old enough to be my father. He was a little taller than average with dark brown hair and the kind of muscles one earned only through an honest hard days work. He taught the boys carpentry and coached the school's first team rugby side, which were ranked 3rd in the country. I always woke up early and stayed late into the afternoons, to watch him run around in his shorts, his hot breath like steam in the cold morning air. He must think I have a crush on one of the boys, and so too did some of the boys think I was there to watch them. I straightened those boys out by explaining simply that just because a stallion is a magnificent animal does not mean I want to ride one. In truth it was not a young stallion that I was after, but the more elusive, unpredictable old bull.

"Please sit," Mr. Anderson commanded, glancing at me for the first time as he rounding his desk and sat down.

I did as I was told and sat on the edge of the bulbous brown leather couch. I pulled my pleated tweed skirt taught across the tops of my thighs and opened my legs just wide enough that if he cared to look he would see my cotton panties. I sat up straight and arched my back pressing my nipples against the flimsy white fabric of my school shirt. My shiny black hair was tied in a ponytail in accordance with the school's dress code. I wanted to yank it free and toss it around before letting it tumble down to my breasts, like they do in shampoo ads on TV.

He started the speech that he had obviously prepared but I wasn't listening. I instead watched him and tried to figure out where he was looking. As he rambled on about attitudes and responsibilities I noticed he was slowly leaning back further and further, almost slouching, which was unusual for a man as disciplined as Mr. Anderson.

I spread my legs a little wider and almost immediately he sat up and changed his tone. "You know why you're here, and yet I don't. You're a beautiful, smart young lady..."

My heart skipped a beat and I felt the embarrassing heat rising in my cheeks as I blushed. I knew I was popular with the boys my age, that would do anything to squeeze a tit, but I'd never guessed that a man of Mr. Anderson's stature and experience would consider me beautiful. He also right about me being smart. I was first in every class I'd ever been in all whilst captaining the 1st Hockey team since grade 10.

I also dabble in gymnastic but just for fun, and to watch the boys blatantly gawk at my supple body. I pawn the medals I win for cash.

Mr. Anderson had stopped talking. I looked up at him in time to see his eyes glimmer with intent. "You know what to do," He said sternly.

"Yes sir," I replied almost too enthusiastically.

That was my cue. I was supposed to stand and place my hands flat on his desk where he would then slap my knuckles with his cane. That however is not what I did. I took my punishment like one of the boys, not as an act of rebellion but because it was what I wanted, what I craved. Since he hadn't stopped me last time, I stood and walked around to the back of the couch while he snapped open the ornate ivory case that he kept his cane in. I stood with my hips against the back of the couch, only this time, I hooked my thumbs into the delicate ribbon and lace waistband of my sheer baby blue cotton panties and slid them halfway down my thighs. I then bent forwards, flipped my skirt up over my arched back and with my head resting on the seat of the couch presented my toned, supple eighteen-year-old bottom to the sky.

Mr. Anderson stood watching, mindlessly stroking his cane. My mouth was open and my breathing was fast and heavy. My mind swirled with arousal and I imagined David Attenbourgh behind a pot plant in the corner of the room describing my behavior.

"This fertile young female is obviously in heat as she assumes a submissive posture and presents her genitalia in the hopes that the Alpha male will stuff her full of cock"

Maybe not that last part. My whole body was trembling and I could feel the warmth in and around my pussy. I can only imagine the sight that greeted Mr. Anderson as he positioned himself to administer his first strike. I keep the soft back hairs of my bush neatly trimmed but had shaved my labia bald especially for the occasion. Thwack!

I felt the sting instantly and my eyes began to water. Mr. Anderson wasn't holding back Thwack!

He timed his strokes with precision, so that just when the pain began to fade the next one hit. Thwack!

I would have regretted my decision if the numb throbbing had not begun to kick in. Thwack!

The pleasure was now starting to out weigh the pain as I felt the familiar aching build-up in my abdomen. All I needed was one more to send me over the edge. Thwack!

It wasn't immediate but it was coming, I was Cumming. By now my pussy was pouting and my wet pink flesh dribbled pussy juice like a ripe fruit. I wished I could reach back and rub my clit. My pussy squelched as it throbbed, my orgasm radiating through me in hot waves of pleasure. If I hadn't been so aroused I might have been self-conscious about the milky secretions trickling out of my hole, running down my lips and dripping off my clit into my panties.

"Are you all right?" Mr. Anderson asked his voice softening.

A breathy "Yes" was all I could muster.

Mr. Anderson gently placed his hand on my still trembling ass cheek and stroked it, careful not to touch the still sensitive red welts that striped my ass. The rough skin of his palm barely made contact with the soft smooth skin of my bottom. He paused for a moment and then pressed his hand firmly into my flesh, squeezing it as he spread my cheeks apart so that he could get a better look at my wet gaping entrance.

I pressed my ass back into his hand, affirming his actions. He released his grip and I feared that I might have acted too soon. I dreaded the thought of him telling me to tidy myself and leave. I waited for a moment, and was rewarded with the slightest touch between my drenched hole and my anus, which twitched in response.

It was a finger, as I hadn't heard a belt buckle or zip.

He placed his left hand on the small of my back and slid it under my shirt and up my spine. When he reached the back of my neck he stopped and squeezed gently as if choking me from behind, before sliding his hand back the way it came.

Meanwhile his finger meandered along my slick sticky slit.

I could guess now that it was his thumb, the one he'd been filing earlier. I wanted it in me, but he continued to tease me, sliding it up, down and around the length of my opening. His left hand returned to stroke the hair away from my face.

"All you aright?" He repeated, now looking me in the eyes.

"Yes Sir" I replied. My burning blue eyes begged him more than any words could.

He tucked the hair behind my ear and then grasped my ponytail and pulled firmly enough for me to understand. I lifted my upper body off the couch, and with my hands on the edge of the couch supported my self with my arms. He adjusted his grip and pulled my head back forcing me to arch my back. Then he slowly pressed his fat digit into my slippery folds.

He pressed so slowly that his thumb felt as though it was the size of a coke bottle. As he pressed deeper and deeper my pussy clenched repeatedly squeezing his thumb tighter every time. When he could go no deeper he cupped the rest of my pussy with his hand and with his palm rubbed my exposed clit.

It wouldn't take long now, I pressed myself back onto him wanting him to fuck me with his thumb, but instead he just held it inside me. Then as slowly as he had begun he started to slip his thumb back out and without warning jammed it back in to the hilt. It sent shockwaves down my legs and up my spine.

My head would have flopped forward if Mr. Anderson wasn't gripping my ponytail like a bitch in a bar fight. He pressed down hard on the spot Dr. Grafenberg had found and began manhandling my pussy. He rocked his thumb vigorously in and out of my eager hole, rubbing the pad of his thumb firmly against the spongy ridge inside my vagina, while his fingers slid back and forth over my clit. I rocked my hips back and forth to meet his hand. I could feel the wonderfully uncomfortable pressure aching in my abdomen again.

"I'm Cumming!" I gasped, not sure why I had said it or to whom.

I held my breath, my back tensed and my face flushed pink as my body began to quiver. I thrust my pussy back and was almost standing up straight with my legs slightly bent trying to get as much of Mr. Anderson into me as possible. Not knowing what to do with my now free hands I grabbed frantically at my heaving breasts in search of a nipple to pinch.

Mr. Anderson refused to release the fistful of my hair in his left hand. If my eyes hadn't been closed I would have been looking right at the antique ceiling fan. My pussy contracted violently on Mr. Andersons thick thumb as he continued to rub my flooding insides. I could hear my pussy spluttering as it squeezed his manly poker. And then I came all over his hand; pussy juice streamed out of my gaping pink hole and ran down my legs stopping only briefly at my panties before continuing to the wooden floor.

Mr. Anderson finally released his grip on my hair and removed his thumb from my twitching slit. My milky ejaculate dribbled down my legs following the same path my pussy juice had taken. He stood behind me now, wrapped his arms around my waist and pressed himself close against me. I could feel the bulge in his pants just above my still exposed ass.

I suddenly became aware of my hands; the left was still grasping Mr. Anderson's firm ass, the other had released and was still clasping my left breast, with a swollen red nipple between the index and middle fingers. As casually as possible I relocated my hands and wrapped them over Mr. Andersons. His thumb was still moist when I interlocked my fingers with his. I rested my head back against his chest and looked out the window, it was starting to get dark. It felt like he held me like that for hours but it was probably just a minute or two.

Mr. Anderson lifted his chin, which he had been resting on my head and I turned to face him. Again he gathered the hair away from my eyes, tucked it behind my ears and then held my face in his hands. "Are you OK?" He asked, now smiling warmly.

"Yes Sir" I purred, now more comfortable with him than I'd ever been with anyone in my life.

"You'd better head back to your dorm," He said before reaching down and sliding my damp panties back up to my hips.

My skirt was bunched up around my waist, and so he tugged it down and rearranged it while I adjusted my bra and did up the buttons that had some how come undone. I tucked in my shirt and then let my hair down, and tossed it around trying to be as sexy as possible without being too obvious. I then gathered it into a neater ponytail than the one it was in when I arrived.

Mr. Anderson stood staring at me, and then as if waking himself from a daydream said, "I think it would be best, if you were to visit me on a regular basis from now on. Perhaps once a month, just to make sure that you don't slip back into trouble again!"

I nodded.

"And call me...Mr. Anderson," he added.

He took a step back and with a swing of his arm, motioned towards the door.

I adjusted my skirt once more, smiled at Mr. Anderson and opened the door, relieved that I wouldn't have to think up another scheme to get myself sent here again.

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She feels a firm smack on her ass leaving a pain that sends pleasure through her core straight to her pussy. Making her squirm, leaving her body begging for more and her pussy dripping. She lets out a yelp and a low sexy moan. "Did I tell you to speak?" He ask in a deep,husky, demanding voice that would make a woman weak in the knees. "No sir." She replies timidly. "Then why did you speak? Hmm. How many spanks should I give you for that?" She swallows the lump of excitement and...

3 years ago
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Drifter McLeod Desiree

CHAPTER 1 Two unhappy years post-graduation spent working for his father in a small-town store dealing in rent-to-own furniture, appliances and electronics had convinced McLeod Jones he was becoming brain dead. His father refused to introduce innovations or allow McLeod to modernize the premises and at least half the customers resented dealing with Jones junior because of his young age, thinking he knew nothing. McLeod quit. His father shut himself in his office with a loaded shotgun,...

2 years ago
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Welcome Home Sir

His commands sometimes surprise me, although by now they really shouldn’t. I am accustomed to the ones about what to wear, when to arrive, what to do when I arrive, special assignments for pictures for him, what to do when I’m with him, etc. The ones about doing things in public always excite me and make me nervous at the same time. I never know when he might show up and watch from afar to make sure I carry out his instructions. He’s been away on business and is due to arrive today, he has sent...

1 year ago
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A meeting with Sir

It had been a long drive, and plenty of time to anticipate the coming evening.I was comfortable now driving dressed as Robyn. But it was still an.... experience.I arrived at the designated location. I slipped on my heels, grabbed my bag of goodies, and went up to the door. I knocked lightly. Sir let me in. We chatted a little. But the plan was to play first. Maybe chat and socialise afterwards."Come," he said, and led me through the house. I expected to go into a bedroom, but we stopped at a...

2 years ago
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My Afternoon with Sir

The first text was nothing more than an address. The second read, Text when you arrive, do not exit your car until told. I needed nothing more to know the mood he was in. Making my way through traffic I could feel what his words were already doing to me. How he had that effect on me I would never understand, how words on a screen without any mention of what he would do to me, would still leave me aching for his touch.I pulled into the parking lot and quickly spotted his car. My text to him was...

3 years ago
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Sir

I walk into the club with Sir. I am wearing an off-the-shoulder short black knit swing dress. It shows off my ample breasts and clings to my round bottom. I have to admit, I feel good in this dress. It has been a few months since my relationship with Mr. B ended. I didn't think I would ever get over him until I met Sir. He is a Dom. This submissive/dominant thing is still strange to me, but it feels like what I need right now. It is a weird thing. A man is telling me what to do ... controlling...

Spanking
1 year ago
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A Show for Sir

Sir is away on a business trip. I miss his touch. My body literally aches for him when he is gone. His calls help but they are not his touch. I’ve been given no command to restrain yet I have. I am miserable, a constant throbbing in my pussy reminding me over and over how bad I need and want to cum. My thoughts are interrupted by the ringing of my phone, the tone makes me smile instantly.“Hello Sir, I miss you.”“I miss you baby girl, I won’t be away much longer.”“I’m glad to hear that...

2 years ago
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Pornstar Lookalike Sister Fucked By Muscular PE Sir

Hi friends, this is the story of my innocent sister Neha. This was when I was studying in the school and she almost graduated from the college. Let me tell you about my sister. Neha was 21 years old and had a sexy body like a pornstar. She had a milky white skin with firm D cup breasts and a slim waist with a round sexy ass which could make anyone crazy. Whenever I went out with her, I could always see men looking at her lustily. She always wore tight fitting low cut t-shirts and jeans or...

2 years ago
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My First Session with Sir

Well I am going to do some back ground. I met my new DOM on line from a site that DOMs and subs can find each other and we had coffee twice in public before we spent any time in private. Before our first play meet he asked me not to masturbate from the Saturday until we met on the Monday. He also asked me to wear a g-string on Monday. I got to choose what else to wear. We met at a convenient coffee shop; I ordered an ice coffee with whipped cream so I could drink it through a straw. I had plans...

2 years ago
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My First Time With Tuition Sir

To start of with, I’m an average built guy with a height of 6 feet 1 inches. This story took place when I was 18 years old. I was studying commerce and was in the 12th standard when I switched my tuition from a big sized class to a class which had only 5 people including me. The reason behind me switching classes is because I wanted proper attention in class. Who knew I would get such attention ;) Let’s begin with the story. My tuition sir was about 5 feet 8 inches and was around 45 years old,...

Gay Male
2 years ago
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First time meeting Sir

It was the first time that I met my new master (Sir). We arrange to meet in London at a station, He told me that I had to bring with me my boots and leggings and the contract he had emailed me a week before.I was getting nerves on the day we were meeting at 2pm and when I met him at the station he had the collar with a lead hanging down so I know that was my new master, I went over to him and said hi SIR, he then took me to the café where we chatted and signed the contract so now I belong to...

4 years ago
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i love u sir

Hello friends..mera name harpreet hai main punjab k rehne wala hun..main 1 sal se iss ko read ker raha hun, meri hight 5’9 hai aur body avrage hai rang gora hai .meri age 22 hai. or rahi mera os ki bat os k size. 7.5’ long n 3’ mota hai, main app k jyada time kharb na karta hua appni story pea a raha hun.. main ik pvt. Computer institute main job karta hun, j bat ajj se 1 sal pehle ki hai, jhan main job keta hun bahn par ak larki v computer sekhne aati hai… naam hai os k preet, preet dekhne...

1 year ago
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Full Night Service At Just 10k Sir

Hi, Indian Sex Stories dot net readers, First, being a noobie author here, let me introduce myself. You can call me Jaime(name changed), and I’m 24 years old, a Kochi based software professional. I have been a regular reader of Indian Sex Stories ever since I got my first 2G mobile connection. I always wanted to write a sex story for Indian Sex Stories but I was determined that I will write only real life experiences here. So I was waiting for something to happen all these years until now....

2 years ago
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Mom banged hard by my tution sir

Every uncle in our area are of font of mom they will rape her in their sight itself many try to flirt with her and she never minds tem.she is such a devoted wife to my dad.But she is definitely wanting for an affectionate and loving man to satisfy her needs.But because of me she was quite.I have seen her mastrubating in bathroom I have seen many times.When she goes out in rushed market man man will touch her hot body and many have enjoyed.M any of them are dying to fuck her body. ...

1 year ago
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Professor Diaz Sir

Professor Diaz, SirBy: Londebaaz Chohan Of course, it was Saturday night but it was December 31st too. I would never believe in a million years that tonight the bath house will be as crowded. I thought, tonight the people will go out to welcome and party the new year but was I wrong or what. I was sure, not to get into the line going around the block; loaded with people trying to get in. I had walked out of the bar and told my friend the bar man that I shall be better off in the bath house to...

3 years ago
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A surprise for Sir

She had known him online a long time. He was one of those guys you just couldn’t help but to notice. She had never imagined anything would come of it, but to her great surprise, he noticed her too, and over time, things blossomed. He saw sides to her she didn’t even realize was there and as her eyes started to open, he became her lover, her Dom and her great love. One day she jumped on a plane to go see him and from then on there was no going back; She could no longer live without him, and as...

BDSM
2 years ago
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I Lost My Virginity To My Maths Tuition Sir

Hi friends, naan jamila naan padikum pothu kidaitha muthal s ex anubavam thaan idhu pls do comments at Naan ippo 1st year college padichitti irukken idhu ennoda school lifela nadanthathu naan maths subjectla knjam week so tution poga plan pannen so enga area sisters kuda tution ponen adhu enga sir oda veedu thaan eve 4 to 8 padipom saturday special tution undu Enakku sex la neraiya aarvam undu aana adha avlova velipaduthinathilla adha velipadutha oru naal kidachathu oru saturday class ku...

4 years ago
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Me And My Shy Science Sir

Hello friends this is my first story hope you like it and I am Tasha Malhotra and I live with my parents in Delhi. I am 18 years old and I want to share how I lost my virginity at the age of 18 only and I am 5″4 and have a very fair complexion and dark brown hair with my boobs waist and bust 36 28 34 respectively. I from the age of 12 started seeing porn and videos but never expressed my strong desire for sex cutting it short when I was in 10th and I was very poor in science so I was persisted...

2 years ago
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Chosen FrozenChapter 24 Four Fifths of Five Eights of Fuck All SIR

Samantha gathered herself as she prepared to address the parade. The 250 cadets were lined up in proper parade formation, their officers – at twelve and thirteen, the oldest of the children – keeping order as if the whole lot were veteran Marines with a decade's experience. The raw recruits of the armoured platoon were milling around like the armed civilians they basically still were. And the Navy never did go in for much in the way of foot and rifle drill. The sailors were lined up in...

2 years ago
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Please Sir

It had been a normal day in school when the Headmaster had summoned me too this office that afternoon and thats when the nerves set in. Girls had been called into his office before at random and came out different, they came out and refused to speak of what happened. Rumors spread that he was using the cane on girls to keep them in line during his uniform check and if he found anything wrong it was a swift thwack with the cane to the knuckles. So when my name was called out I became very...

BDSM
2 years ago
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Right Away Sir

I love strutting it - I don't have the best body on this planet but I sure do love to show off what I got and that is a 5'8 tan body with a pair of firm Bs. As a 21-year old woman I work as a secretary for the big boss at a big bank. I had landed this job by chance as I was applying left and right, my good wits had made me a shoe-in - and I guess my open blouse hadn't been too shabby either. It's a nice job with a surprisingly high salary and fairly long hours. My duty is to make sure the big...

Taboo
3 years ago
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Ayesha Aunty Ki Chudai Part 1

Hi friends I am writing this story after a long time hope u enjoy. Main 26 saal ka indian ladka hun aur usa boston main rehata hun, yahan main padai ke liye aya hun.Main ek indian muslim family ke sath paying guest hun.Unki family main aftab uncle hai jo 42 sal ke hain aur unki wife ayesha aunty jo 38 saal ki bahut hi kamuk mahila hain .Aur unki beti gazelle jo 16 saal ki hai aur beta imran jo 6 saal ka hai. Main kafi lucky tha jo mujhe is pariwar main rehne ka mauka mila.Ayesha aunty bahut hi...

2 years ago
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Stay the Course Part Five Satisfying Sarah and Sir

“Sweetie?” Robert interrupted my thoughts. “Yes Sir?” I answered still smiling in my thoughts. Sarah was standing next to him. Changed from her uniform, she was wearing a tight t shirt, cute little mini skirt with 3 inch heels and a huge lusty grin. I stood up and went to stand in the aisle next to her; Sarah looked at the seat where I had not long ago given Nick a blow job. I looked at Sarah and she kissed my cheek as she brushed past me to sit on the seat I had just vacated. ‘The Get Your...

BDSM
3 years ago
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The Little Whip A Gift To Sir

A Gift to Sir In the small shop which was found somewhat off the walk, Leah looked intently at the little whip which had been placed on two white cylinder inside the glass case of which she stood near. A long, slender, leather riding crop. She gazed at it’s obviously re-crafted leather which gave it a like-new appearance. One would confuse it for new if the handle was not adorned with a loving impression of a thumb which had well used the little whip. The mark instilled upon Leah to wonder...

3 years ago
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Birthday Surprise For Sir

Your birthday is finally here. I've spent the whole day cleaning the house and getting ready for tonight. As time for you to come home draws near I become more and more excited. Soon I begin to prepare for your return. I go to the dresser, pulling out everything I'll need. I grab the blind fold, hand cuffs, ball gag, and the black leather whip with five long tongues. I take it all to the foot of the bed and, checking the time, I lay things out, getting more excited. With five minutes until you...

BDSM
2 years ago
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My afternoon with Sir

It has been days since I’ve had the pleasure of having Sir between my legs. I ache for his touch. His commands when he left me last were simple yet so hard to follow. No getting myself off, no touching myself at all. He wants me so frustrated that I explode with only a touch. I feel he will get exactly what he wants. I was also commanded to find something we have never tried and be able to explain it to him in detail. Hours of watching porn, looking thru gifs have left me so incredibly horny,...

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