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Nothing much happened between Mr Oliver and me after our first after school encounter, and I started to wonder whether I’d have to seriously start studying and I wouldn’t get that A after all.
Luckily for me, that all changed one sunny summer’s afternoon. I was getting ready to leave, packing my things away, when I heard Mr Oliver call out to me, “Scarlett, would you mind staying behind for a second?”. I felt my underwear moisten when he said my name.
“Yes, sir, no problem”, I responded. Wondering what exactly he had up his sleeve after ignoring me for so long. After all, the last time we had been left alone together in this room ended up with him cumming all over my face.
“Give me your phone”, he demanded. I somewhat reluctantly passed it over, hoping he wouldn’t take a peek at my photos (I’d taken some particularly naughty ones that previous weekend). “What are you doing?” I asked as he tapped on my phone.
“There you go; you have my number now. I’m going to tutor you so you can get that A.” I couldn’t believe what he was saying; he began to pass back my phone but snatched it away from my grip. “That is as long as I get something out of this arrangement as well”.
I looked up at him, staring at those eyes and nodded. I couldn’t get any words out. He chuckled lightly and said, “Good girl”, picked up his things and left. Leaving me rather red-faced and flustered in his classroom.
Later that night, after a couple glasses of wine for Dutch courage, I text him to arrange our first tutoring session –
Hi Mr Oliver, It’s Scarlett. Thanks for giving me your number and offering to tutor me. I really appreciate it. Xx
Hey Scarlett, No worries and call me Ryan. Mr Oliver makes me feel old! :)
Ryan, it is then! When are you free to start tutoring me? Xx
Ummm, I can do this weekend? I could send you my address? Is that okay? :)
More than okay! See you then Ryan ;) Xx
So fast forward to that faithful Saturday. I got up earlier than I usually would. I wanted to make myself look as irresistible as possible. I did simple, natural makeup, and to further highlight that innocent school persona, I plaited my long dark hair. The night before, I’d prepared by shaving and moisturising every inch of my body. I wanted to be smooth and soft for him. I struggled to decide what to wear but decided to plump on a short checked skirt, thigh-high black socks and a baggy jumper. Hidden underneath the outfit lay a matching Calvin Klein bra and panties set. Classically and effortlessly sexy.
I nervously drove to his place and knocked on his door. He answered, wearing just a towel wrapped around his waist. His hair was wet, and water ran down his incredibly toned torso.
“You’re early,” he said. It hadn’t taken as long to get there as I’d expected. Feeling embarrassed, I looked at the floor, and he let me in, saying, “I’ll just finish getting ready, and then we can start”. He left to get dressed, although a part of me was hoping that he would stay in just what he was wearing.
I awkwardly sat around waiting for him to re-emerge, taking in his front room – it was surprisingly lovely, warm and cosy.
“Right, that’s much better”, he declared, walking back into the room. He was dressed in a tight grey t-shirt and black jogging bottoms. He obviously caught me staring and said, “you should take a picture. It’d last longer”.
I just smiled at him and said, “What are we going to do today?”
“Well, let’s start with photosynthesis and respiration”. I frowned, the disappointment evident on my face. I’d had been hoping that there wouldn’t be much studying going on.
Although tedious, he carefully taught me for a good few hours before I started to lose interest.
Sensing my wavering interest, he said, “Maybe that should be enough for today”. Silently thanking him, I said, “Thank you for that Ryan. That was really helpful, but maybe it’s my turn to be thanking you?”.
“You don’t have to do anything you don’t want to, Scarlett.”
I put my finger to his lips and said, “Trust me, Sir, I want to”.
I took his hand and led him to the sofa, sat him down and straddled him.
I ran my hands through his hair and began peppering soft kisses down his neck. He brought his hands to meet my waist and started to rub my back under my jumper. His big, warm hands on my body felt like fire.
I pulled away, leant towards his ear and said, “Please can I kiss you, Sir?”. Rather than answering, his lips met mine, kissing me hungrily. His hands caressing my skin, gripping my body tightly.
Our kisses got more and more desperate; he tasted amazing. His tongue explored every inch of my mouth. He pulled off of my jumper, revealing my large breasts from underneath. He roughly yanked my bra down, exposing my chest and took a nipple into his warm wet mouth.
Whenever anyone had done this before to me, I’d hardly felt a thing. Still, his expert tongue moving against my hard nipple sent shivers down my spine. He massaged my other breast with his large hand. My whole body tingled.
I started to kiss him again; I needed to get closer to him, I needed him so badly. I could feel his hard cock poking into my thigh, and I started to grind gently upon it. The pressure felt amazing, and I moaned softly into his mouth.
I broke the kiss and said, “I’ll let you do anything you want to me, just please touch me right now”. Panting and trying to catch my breath, I saw he had this animalistic look in his eye and realised that I was in for quite the treat.
He roughly grabbed my ass with both hands and stood uplifting me like I was nothing. His strong arms wrapped around me, and he carried me to the bedroom.
He threw me onto the bed and tore his shirt off. I sat up on my elbows, taking in his unbelievable physique; who knew what had been hiding under those work shirts? He crawled up to me and pulled my skirt and panties down. I was so fucking wet for him.
He looked me in the eyes and said, “You ready?”
“Yes, please just touch me”, I begged. He obliged and left light kisses around my pussy. I felt his tongue run up and down the length of me and shuddered. I wanted more. I needed more.
“You taste so fucking good, Scarlett”, he murmured and started to eat me more vigorously. Sounds of me moaning filled the air. My hands gripped tightly at his bedsheets.
“More”, I moaned, and he responded by gently inserting a finger into me. I was so wet that it met no resistance. I gasped at how good it felt. He began to finger me, curling his finger so it could stroke my swollen g-spot. You could hear how wet I was; a quiet splashing noise was made as he moved in and out.
The combination of his tongue and long finger inside me meant that I knew I wasn’t going to last much longer. My hips bucked against his finger, and my moans got increasingly louder.
“Cum for me, baby”, he ordered, and that was it. I screamed, “I’m cumming, fuck I’m cumming”, as my orgasm hit and began to shake. I came so unbelievably hard and threw my head back into his pillow to ride the orgasm out. As it subsided, I started to catch my breath and sat on his bed. He moved up the bed and brought his fingers into my mouth. I sucked eagerly, tasting my sweet juices on him.
I could see his cock straining against his joggers and demanded he takes everything off. He quickly responded and threw them across the room. He moved towards his bedroom drawer and dug around, trying to find something.
“Ah-ha”, he exclaimed and pulled out a condom; he quickly opened it and rolled it down his rock hard length. “Get on your hands and knees”, he demanded, and I readily obliged.
I felt him come up behind me and rub the tip of his cock against my dripping slit. Now I’m really quite tight, so I warned him, saying “Be gentle with me”. He slowly inserted the head of his cock into me, and I gasped at the fullness. I felt him stretch me out as he went deeper and deeper into me. He stopped for a moment to let my body adjust and, after feeling me relax, began to fuck me more rhythmically.
He had his hands on my hips, guiding me back onto him, allowing him to go deeper. I heard him groan out, ‘Fuckkkkk you’re tight”, as I began to bounce back onto his cock. The feeling of fullness was indescribable. He grabbed some of my hair and wrapped it around his fist like a ponytail, and began to fuck me harder than ever. He tilted me up, so my back curved, meaning his cock hit my g-spot perfectly. He reached around with his other hand and used his thumb to rub my clit. I could feel another orgasm building.
He was whispering into my ear, “You love it, don’t you?, You fucking slut. You love that teacher’s cock”. He fucked me harder and faster; the sounds of our bodies slapping together became louder. I couldn’t stop moaning and gasping even if I wanted to.
He yanked at my hair, making me arch my back and roared into my ear, “Cum on that fucking cock”. My second orgasm hit me like a freight train. I made this otherworldly noise and fell forward shaking. I’ve never felt anything like it and felt my juices drip down my thighs, leaving a wet patch on the bed.
He let me recover and said my turn, whipping the condom off and becoming me over. I crawled over, laying on my front and began sucking him hungrily like it was my last meal or something. His hands made their way to my hair, and I could hear his moans getting louder and louder. “Can I cum in your mouth?” he asked, but instead of responding, I just sucked harder, taking in as much as I possibly could.
I felt rope after rope of thick hot cum pour down my throat as I continued to suck eagerly. He moaned so loudly, and it was the hottest thing I had ever heard. I could feel him soften in my mouth and release, swallowing every last drop.
I smiled and looked up at him through my eyelashes. He cupped my chin with his hand and said, “Best student ever”.