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The Booking

I normally prefer my clients to be mature gentlemen; I find their experience, masculinity and power so sexy. Recently I needed to reconsider this preference when asked for an appointment from “Kevin”, a much younger guy. I explained to him that normally a client needs to be at least in their 30s to make a booking with me. However this young man was extremely polite and very persistent!

He’d specifically chosen me to fulfil his fantasy because after researching the various escort services Sydney had on offer, he thought I was “Sydney’s sexiest mature escort” and also I bore a remarkable resemblance to Ms Harris, St. Andrews College's, “Hottest Teacher of the Year”, 10 years running as voted by the Year 12 male graduates.

He was extremely charming and polite on the phone as he outlined his special fantasy. I was both attracted to his proposal and to having him as a client, mainly because of his impeccable manners. He wanted to experience a role play fantasy of teacher / student. Role playing can be very sexy as it enables the client to explore living life from a different perspective in a safe, consensual and supporting environment.

Some men never get the chance to take a more submissive or less dominant role in love making and would like to explore how it feels to be the non-dominant partner just for the variety. The teacher / student fantasy is an exciting way to explore the sensual aspect of these inverted classical power roles. Sometimes they have adolescent fantasies that they could not fulfil when they were teenagers and role playing fires up these memories and adds a special flavour to love making. Whatever the reason, I do enjoy dressing up and making my clients happy.

Eventually, after Kevin had provided a photo, convinced me he was genuine and arranged to pay in full prior to the booking I agreed to see him.

Kevin’s fantasy was that he had done very well in his last English assignment; he was my star pupil and deserved a special reward.

The Fantasy

English was first period of the day, after class ended I asked Kevin to stay back for a moment. “Kevin, you've done an outstanding job on your last assignment, however I'd like to go over a few points with you. Could you come back to class and see me hear after final bell? It will probably take an hour or so to go through, will that be all right?”

I leant forward I knew full well my amble bosom was provocatively displayed, my sparkling green eyes locked on his and I gave him a warm smile. He was a good boy so he tried hard lock his eyes on mine. But he was just a boy, so of course his eyes darted to my firm white breasts, stretching the fabric of my top, the straps of my red bra peeking through, with just a hint of red filigree around my buxom endowments!

“Of course, Miss Thompson!” Kevin said as he ran off, unsuccessfully trying to hide the burgeoning erection in his trousers.

The day went by in a blur. My panties were getting wetter and wetter at the thought of the couple of “points” I wanted to go over with Kevin!

Last bell sounded and the students hurried out of the school. I prepared the class room. My big teachers’ desk with its text books and novels piled high. At one end my chair and opposite the students chair. Kevin arrived and I welcomed him back into the class room, as he entered I locked the door behind him, “So the cleaners don't disturb our chat” I said innocently. I could see as he walked into the room his growing erection in his trousers. As he sat down I began to walk back to my chair. As I did so I “accidentally” dropped my keys

“Oh dear” I exclaimed as I turned to face my back to him as I bent down to pick them up, ensuring he got an eye full of my tight full arse, stocking legs, with the hint of garter showing at the top!

“Now Kevin dear, you've done such a wonderful work, I'm so proud of you!”

His young face positively beamed!

“Now we may as well get comfortable” I said with a dazzling smile. With that I slipped of my shoes and sat on the edge of the desk. “Now let’s go through the paper together” I leaned forward, over the paper and above him. My boobs looked down upon his eager face, his eyes darting from the paper to my face, each time he looked up or down his eyes glazed over at the sight of my boobs right in front of him.


The Seduction

“Now we may as well get comfortable” I said with a dazzling smile. With that I slipped of my shoes and sat on the edge of the desk. “Now let’s go through the paper together” I leaned forward, over the paper and above him. My boobs looked down upon his eager face, his eyes darting from the paper to my face, each time he looked up or down his eyes glazed over at the sight of my boobs right in front of him.

He was like a deer caught in the headlights. His cheeks reddened, first embarrassed, catching fleeting, furtive glances at my chest. Poor boy! He was going to hurt his neck with the constant up and down motion as he looked at the paper then my face then the paper again, each time catching sight of the promised land of plenty right in front of his face!

I leaned closer as we talked, then suddenly feigning a yawn I reached up, stretched back and thrust my chest forward. As I looked down he was looking at me with an open mouth.

“Are you all right dear?” I asked sweetly, pretending that nothing at all was amiss, “Y..yes, Miss Thompson!” he replied. “My, oh my, you don't look well at all! Are you sure you’re all right?” I asked.

He nodded, no longer trusting himself to speak.

I got off the desk and walked around beside him. I could see his eyes eat my figure as I came around. “It will be more than your eyes eating me young man”, I thought to myself. “Please read this passage and tell me the reasoning behind your answer, Kevin”, I stood behind and slightly to the side of him as he looked back at the paper. This time I leaned forward so my breasts pressed against the side of his head. Resting my right hand on the table for support I stroked his hair absentmindedly with the other.

I could feel the tremor in his voice and his disjointed sentences as his attention was being split between the question I had asked him and the feel of my breasts and stroking of his hair. By now the tease had my panties soaked and the smell of my scent was becoming more noticeable. I glanced down and could see a wet spot forming in his trousers.

“You have such a beautiful voice Kevin” I murmured as I continued to stroke his hair and gently touch the side of his head with my firm breasts.

“What's that you've got under the table Kevin?” I asked half innocent, half seductress! Poor boy I thought he was going to blow his young load then and there! Kevin hurriedly put his hands on his lap to hide his massive erection.

“That’s okay lover” I said “turn around and face me”.

As he turned around in his chair to face me I brushed my breasts against his face.

Class is In Session

“Well I think it’s time for good boys to be rewarded and you have been such a good boy!” I took his hands in mine and placed them on my breasts. He could feel the soft round orbs through my dress.

“Do you like my breasts Kevin? Do you want to see them?”

He just nodded; his trousers were tented with his erection.

I shimmied out of my dress and stood there in my lingerie, “Now these are the two points I really want to cover with you”!

Still sitting in the chair I drew his face into my cleavage.

The moan from his lips as his face buried itself into my ample cleavage sent shivers down my spine!!

“Oh what a good boy you've been!” I said breathlessly, “Now is the time of your reward!”

Kneeling before him I undid his zipper and freed his straining cock. How proud and eager it looked before me, pre-cum already forming at the tip.

With a final look into his eyes I took him into my mouth. His firm cock felt delicious in my mouth. As I sucked and rolled his cock in my mouth I gently cupped his balls. Glancing up I could see the faraway look in his eyes, that was alright. As I expertly felated Kevin he was being drawn back to his own fantasy, the one during puberty, and the hot young teacher that first aroused his manly passions. The forbidden fruit, the unreachable goal. Well today he was reaching that goal, as I sucked his hard cock and fondled him in the back of his brain it was his first lust sucking his dick, so in a very real sense he was being done by two women right now. Me in the here and now with my warm mouth around his throbbing cock and her, his unreachable fantasy of long ago. I didn't mind, that was why I was here, to make fantasy reality, to make him happy.

I could feel his balls tighten but I wasn't finished yet!


A Guaranteed Happy Ending

Taking control again I stood up and kissed him deeply.

“Now for the rest of your reward”, I slipped a condom over his stone hard cock, sat on my desk, rulers and text books flew to the floor. Pulling my panties to one side he entered me in one fluid motion, I moaned loudly as he opened me up, glorious!

Hooking my feet around his waist he drove is hard cock deep into my wet pussy. I could see the look in his eyes and wondered who he was fucking in his head just then. Was it his home room teacher, some twenty something straight from teachers college with a tight arse and big boobs?Well he was having both of us now and loving it!

I could feel him plunge into me with growing urgency, the desk began to move! Books and pencils falling to the floor. I squeezed him with my vagina and drew him in with my legs in time to his pounding rhythm. I felt his cock expand and the warmth of his semen as he filled the condom The warmth of his seed filling me. This was enough to get me over the edge and I came loudly, pulling him in tight with my legs.

We stood their entwined for a moment recovery, it felt wonderful, as he began to soften I moved us to the Teachers’ Lounge.

“Now Kevin, you seem to be quite a talented linguist and I want to see just how talented you are!”

“On your knees before me!”.

With that he knelt between my legs as I sat on the lounge with my legs propped up.

Grabbing the back of his head I drove his face into my very wet pussy.

“Pleasure me, boy!” I commanded.

He didn’t say a word just got to work on my engorged clitoris

He was a very, very good boy! Soon he had me quivering and screaming with my second orgasm

This was enough to harden him up again. As he came up for air slipped another condom on his freshly aroused cock then spun around and presented my firm round buttocks.

Kevin wasted no time in entering me, this round he took his time. Playing with me with his hands as he gently fucked me from behind. All too soon it seemed I came again from his rhythmic thrusts, this time it was my orgasm that tipped him over the edge for his second.

Later as we lay together recovering he finally got a chance to suckle on my breasts that had teased him so at the start. As we lay there with him sucking my nipples I stroked his hair.

“It was a well-deserved reward Kevin, you did very well” I said.

“Yes Miss. Miss Thompson, do you think if I do well in another assignment I could have another reward?”

“I’m sure we could arrange something my dear. And, please, call me Karen!”

Epilogue

To arrange your own return to those just post puberty days and enjoy some time in class as you dreamed it would be please contact me anytime. Your dreams are just one phone call from being realized!’

Karen xox