Act 1- Her bet paid off
Richfield Junior Academy is a very exclusive private school. One of those snooty, preppy, posh places that strove to mold the minds of the next generation of leaders. The kids ranged in age from 14 to 18 and from my perspective it was just another school where young boys and girls tried hard to grow up amid all the normal difficulties that kids face. The only difference was that here they had to wear uniforms and lived away from the control and supervision of their parents. It was a place that I would never have dreamed of attending, let alone teaching at. So when a colleague of my wife’s called . . . offering me a job as a teaching assistant, I couldn’t resist.
As a Teaching Assistant, I had it pretty easy. At Richfield, they organized the classes a lot like they do at many colleges. For each subject the teachers would give a lecture and conduct a class each week. The assistants then conduct a second class and supervise two or three small study group sessions each week. I worked with two teachers, so I had to teach two classes and supervised four study groups.
We were also each assigned as a Dorm Assistant. There were two residence halls at the school, one for boys and one for the girls. Each had three floors of rooms and each floor had an Assistant. The Assistant acted like a mentor for the students in their dorm. The Assistant occupies a dorm room at the end of the hall. The room is like a suite with an extra sitting room for meetings, a small office, bedroom and private washroom. Usually the girl’s dorms had female assistants and the boy’s dorms male assistants. But this year they were short-staffed and I was assigned the second floor of the girl’s hall. I was also forced to use the Assistant’s suite like an office where the girls could drop by during scheduled hours.
I had settled into the school routine nicely. Having just finished college myself, I was used to the routines and habits of school life. Most of the teachers were pretty good and I got along well with the faculty and staff. The kids were usually great and enthusiastic. At first it was a little uncomfortable hanging around the dorm with a bunch of young girls. It took a while for them to be comfortable with the idea of having a guy . . . at the end of the hall. I did my best to act cool and casual about it all.
After a few weeks, I could see them opening up towards me. It didn’t take long before they started acting like a bunch of young girls living in a dorm. The doors started staying open. Girls began wandered the halls half-dressed, giggling and gossiping. It was hard sometimes to keep my composure and keep my eyes where they belonged. Eventually we all started to joke about the situation and after that, it was fine and we all developed a kind of flirty but innocent relationship with each other.
That comfort and familiarity with the girls spilled over into my classroom relationship with my students. It was hard to maintain a serious attitude in front of a class when I’d seen half my students in their underwear. So I took a casual approach to things. It was like we were all friends getting together to talk about a serious subject. It seemed to work well enough and the kids took an active interest in the work. As an Assistant, I also had to attend the lectures of the teachers I worked with. In keeping with my “one of the gang” posture, I sat in the middle of the classroom, taking notes and participating just like one of the students.
Unfortunately, one of my teachers had the most boring lecture style . . . I had ever come across. I don’t know how the kids stayed awake. Sitting beside me during these lectures was Mandy, one of the girls from my dorm. For a while she seemed a little uncomfortable being next to me during these boring lectures. I sensed that she was afraid what I would say . . . if she nodded off, like the other kids around us. I was nodding too, and decided to put us both out of our misery.
One day, while Mandy was trying her best to stay awake and taking careful notes, I took out a piece of paper and began to doodle. I made it as obvious as I could that I wasn’t really paying attention. I filled both sides of the paper and noticed that she was watching me. Then to really make my point, I leaned over to Mandy and asked if I could borrow another piece of paper. Then for the fun of it, I created a tic-tac-toe board, and placed an “X” in the upper right hand corner, and slid it over to her. She smiled and placed an “O” in the center box and so on.
I realize now what a mistake that was. That little exchange is what started the whole ball rolling and led to the events that followed. Sure, it was a lot of fun. Sure, nobody was hurt. Sure, it was exciting. The problem was that it was wrong. Teachers and students. Older guys with teenage girls. No matter how you look at it, it was wrong . . . or was it?
Over the next few weeks, Mandy and I grew closer and closer together. We doodled and passed notes during class. She began dropping by my Assistants suite in the dorm to talk about school work and seek advice. We told each other jokes and stories. Through it all, I didn’t really think anything of it. Sure we flirted a little and Mandy would flash me her killer smile now and then, but that was all. Until one day in class, Mandy slipped me a note. Like so many others, this one just had a few z’s scrawled across the top of the page, indicating she was bored. Then at the bottom of the page she asked, how about a tic-tac-toe tournament? I agreed and we started. After a few minutes, she asked:
“Let’s make it a little more interesting. How about we make a bet on the outcome?”
“What did you have in mind.” I wrote back.
“How about the looser . . . has to do whatever the winner says,” she wrote.
“Oh. So if you win, what do I have to do?”
“You have to wait to find out. It’s more fun that way.” As she slipped the paper back toward me, she had a very mischievous grin on her face. She cocked one eyebrow up and waited for my reply.
“Two out of three, or four out of seven?” I wrote.
“Five of Nine.” She wrote. Then drew the grid lines and drew an O, with a happy face inside it, at the top right corner.
Back and forth the paper went. The head teacher droned on and on at the front of the class. Mandy won the first game. Her smile almost melted my heart. I won the next game and she pouted. Then I won two more in a row. It was now three games to one and Mandy was frowning. But then she had a comeback and won the next three games in a row. Now she was leading four games to my three. Then I won and it was tied. The next game would determine the winner. The paper was pushed back and forth until with a huge triumphant grin, Mandy won the game.
“Cheater!” I wrote.
“Sore loser. I’m just better than you. Admit it.”
“Fine. You win.”
“Don’t you forget it!” The bell rang and class was over. Mandy hastily wrote her last message on the paper and shoved it back to me. She grabbed her books and rushed out of the classroom.
“I’ll collect the bet later. I have a free study period after lunch break. I’ll meet you in your Assistants room…. If you DARE!”
It wasn’t much of a dare, really. That period was also a free one for me. I had “office hours” in my room scheduled for that time, but since it was in the middle of the afternoon, I was usually completely alone on the floor. It was one of those free times I took advantage of . . . to do extra work on the side. So after lunch, I headed over to the girl’s dorm, up to the second floor and into my office. As usual, I left the door propped open, a sign that I was available and also a sign to the girls that there was a “man on the floor”. I settled in and started to do some work wondering what was in store with Mandy.
About fifteen minutes later, Mandy came through the open door. With a big grin on her face . . . she plopped herself down on the big sofa. She stared at me a moment, with a sly twinkle in her eye.
“So, champ. You won fair and square. What’s it going to be?” I asked curiously.
“The bet was whatever I wanted right?” she asked. I nodded.
“And you’ll do whatever I say?”
I nodded again.
“Anything . . . with no exceptions?”
“Yes, Mandy, I’m a man of my word. I made a bet and you won. Whatever you say.”
The young girl looked long and hard at me, staring into my eyes. I could see her questioning thoughts. I stared back, unflinching. My eyes communicating that I was serious. Then I sensed she made up her mind. Slowly she stood up and stepped toward the door. Without breaking our stare, she nudged the door stopper free with her foot. The door swung shut and she reached out to turn the lock. I raised an eyebrow in a question. Mandy just smiled and stepped toward me.
“Well . . . ” she said quietly, “Whatever I want . . . is actually . . . something I want to do.”
“I don’t understand.”
“Since I won, I get to tell you what to do, right? So what I want you to do . . . is let me do what I want . . . TO you.” She giggled and stepped closer.
“I still don’t get it . . .”
“Well, I’ve been thinking about doing something . . . for a long time now. And now you have to let me. That’s the bet. So . . . ummm . . . stand up.”
I stood up in front of her and she took another step closer. Then she reached up and began to undo the buttons on her white blouse. “Mandy . . . I don’t think this is a good idea . . . I mean . . . you . . . I . . .you’re just a kid and I’m your teacher . . . we can’t get involved that way. Sex isn’t . . .”
“Shut up. Remember it was my bet. And besides it isn’t really sex. I mean, I don’t want to have sex with you. Well, not really. I want to . . . well . . . I always wanted to try . . . I want to suck you . . . uh . . . give you a blow job . . . that’s not really sex, so . . . it’s . . . well . . . I won the bet, right?”
I was trapped by my own promise. I was also trapped by the sight of her milky smooth breasts that were slowly becoming visible, right in front of me. As she talked, her fingers continued to undo the buttons on her blouse, exposing the swell of her small apple sized titties. Firm mounds, soft and creamy. So immediately . . . exposed because she wasn’t wearing a bra. She pulled the material open and exposed herself to my gaze. I sucked in my breath. She was beautiful. The tiny little nipples were pink and firm. As I looked at her breasts . . . her buds grew hard and extended into larger bumps.
“Yes . . . Mandy. You won the bet,” I gave in, but as long as the door was locked, one of my fantasizes . . . had already become a reality. I longed to reach out and touch her twin orbs. Her young breasts were perfectly formed. Firm, upright. A perfect handful just begging to be cupped in the palm of my hand. Nipples just bursting to be pinched and licked. My cock sprang up, pushing out the front of my pants . . . as I stared at her. What amazed me . . . was that she was going to do this, topless . . . just like real lovers.
She reached for my belt buckle and began to tug and pull at my pants. “Now, help me. We don’t have a lot of time. I have to be back for my next class and you have to be ready . . . when the girls start coming back, as well.” I reached down and started to help her with the clasps and buckle. She pulled down my zipper and worked her hand into the fly. Her fingers immediately found my hard length and pulled my stiff cock out of the opening. I pushed my pants down my legs. Mandy placed a hand in the middle of my chest and shoved me backwards. I fell back into my chair, pants around my ankles. She looked down at me with a smile. Then knelt down . . . between my open knees.
She didn’t waste any time. She reached out and took hold of my cock with one hand and leaned toward me. Her soft lips touched the tip of my cock. It throbbed. She looked up at me and smiled. Then staring into my eyes, her lips parted and her head moved downward. The end of my cock slipped between her pink lips . . . and into her mouth. She paused with just the tip inside. I could feel her tongue circle the head. Then she pulled back . . . releasing me. Her tongue licked me again. Then holding me tightly in one hand . . . she started licking my shaft up and down. Her hand began to move up and down gently, jerking me slowly.
Her other hand found my balls and she gently cupped them in her palm, rolling and caressing them as she licked my hard cock. I could feel her young breasts brushing against my thighs. Her hard little nipples scrapping against my skin. She licked back up to the top of my cock then slipped it back between her lips. Her head inched forward, and her lips sank down along the length of me. Down and down. Slowly she sucked more and more of me into her wet warm mouth until the tip nudged the back of her throat. Only then did she pull back.
It dawned on me that despite being a teenager, she had done this before. Her head moved down again. Her lips stretching around my throbbing member. Down and back she moved. Each time my cock tickled the back of her throat. She did this over and over again and before long my hips were bucking up at her face. I struggled to hold back my orgasm. The feeling was amazing as Mandy sucked and slurped on my cock.
After a few minutes, she began to speed up. I started to moan at the wonderful feeling she was providing. Her fingers held me tightly and began to pump up and down. Her head bobbed faster. At this speed . . . she couldn’t take me as deeply . . . and used her hand to cover the exposed part of my cock. She worked her hand in time with her lips. Although my eyes told me that only half of my cock was between her lips, it felt like she was swallowing my entire length each time her head bobbed forward. All too soon . . . I was on the verge. “Mandy . . . ” I panted. “Ohhh . . . I’m going to . . .”
As a result . . . she stopped and pulled back. My cock sprang free from her lips with a loud, wet “pop” and at the same time, she let go of her grip on my shaft and her fingers left my balls. She leaned back slightly and looked up into my eyes. She was flushed and panting. Her eyes were steamy and sultry. It was a look of pure lust.
“Shoot your load!” she almost demanded. I just stared at her for a moment. She wanted me to cum for her. She wanted me to finish what she had started. All I wanted was to jump on her naked body and take her right there on the floor. But a bet was a bet. I took hold of my cock and started to slowly jerk myself closer to ejaculation. It was slippery from her saliva and my hand slid easily along my throbbing length.
“Yeah. Do it. Cum for me. I want to watch it shoot . . . Hurry, we don’t have much more time.”
I jerked myself faster and faster as she stared at my hand. Her blouse was wide open and I longed to reach out and touch those perfect titties. As Mandy watched, her hands went to those lovely breasts. She cupped them, and the nipples pressed between her fingers. My cum was boiling and ready to burst. I panted and moaned. Mandy leaned closer. Her apple sized tits now just inches from the tip of my cock. I spasmed. The cum gushed. I held my cock straight out toward her and a long sticky stream of hot cum splashed across her chest.
Mandy moaned as I came between her tits. I thrust my hips forward and the tip of my cock made contact with the little bump of her right nipple. A second surge of cum sprayed out and coated her other nipple. As I watched, she ducked down and took my cock back into her mouth. She sucked me hard as I let another load fly into her waiting mouth. Then she gently sucked and licked at my shrinking cock until she had cleaned up every last drop of warm sperm.
After a few moments, Mandy released my cock and lay her head on my thigh. I struggled to catch my breath.
“Mmmm,” she sighed. Then suddenly she stood up between my legs. “We’ll have to make another bet sometime soon,” she smiled. I reached out to grab her . . . but she danced away out of my reach. “Oh no you don’t. I told you we don’t have time. I have to get back . . . and you have to get cleaned up.”
She reached down into her backpack and pulled out a small towel. I thought . . . my did she come prepared! She scooped my cum from between her breasts and licked a few stray drops from her fingers. She tossed me the towel and began to pull her blouse back together. As I began to wipe the moisture from between my thighs, Mandy did up her blouse and went to the door. “See you in class, and get ready for another game!” she said. And with that . . . she was on her way.
I sat there for a bit, my pants still down around my ankles, my head spinning. Amazed and shocked, but happy beyond words. Mandy had really surprised me. Such a young girl, yet so obviously self-assured and in control. She had played me like a wide-eyed school boy her own age . . . instead of one of her teachers, and a man ten years older! I wasn’t sure what this would all lead to, but right now I couldn’t even think about it. I struggled to pull myself together, but on my wobbly legs . . . I just couldn’t do it.
So I stumbled into the other room. It was really the bedroom of the Assistants suite, but I used it for an office space, instead. My computer was glowing in the corner. Funny, I thought, I didn’t think I had left that on. But I couldn’t really think about it right then and collapsed onto the little dorm room bed that was pushed into the corner of the little room. Sleep came over me very quickly.
Act II- How My Bet Paid Off
I woke up, somewhat alarmed, not certain whether I had missed any appointments or whether I should have been in attendance at another teacher’s session. Frantically looking over my schedule, I realized I was clear. Later on, when I finally got back to sleep for the night, visions of Mandy began to appear in my mind. What was once a normal male fantasy, was turning into an out and out lewd obsession for the girl.
I took a shower the next day, checked my schedule and realized I had to attend the same teacher’s class, once again . . . and with my heart thumping so loud I was afraid others could hear it, I would once again be with Mandy. I got there early and spent a few minutes talking to Professor Jackson . . . as he preferred to be addressed . . . looking over the syllabus with him. He had highlighted several subjects that he wanted to make sure . . . in my small sessions . . . that I would remember to go over with my students.
Then Mandy entered the room with a few friends laughing and then walked over to the two seats we had been using in the past, and sat down. Looking at the clock, I realized the class was supposed to start and I thanked the professor for his time. I wandered over to Mandy, and I was certain, I might have been blushing . . . recalling what she had done to me in my office . . . the day before.
We looked at each other, not really paying much attention to the professor’s delivery and suddenly the lights went dim, and we realized most of his lecture would be utilizing Power Point. This would work much better I thought, because sooner or later other students would become aware of our constant tic-tac-toe tournaments.
I had a surprise for Mandy, as I took out a sheet that had 9 tic-tac-toe boards, already printed out. I whispered, “Are you ready to be beat?” and pushed the sheet over to her. We both looked around and everyone around us was studiously taking notes on the individual slides. She smiled and whispered:
“Not a chance,” and she placed an “X” in the first box center. I could relate how each game went, but I was determined to win this time . . . and either my determination took over, or she let me win. We stopped at 5 games for me and 2 games for her. At that point, I indicated she better take some notes, and then began to fantasize about what my win would include.
After class everyone got up and after helping another girl on our floor with her notes near me, we realized everyone either had lunch or were off to their next class, including the professor. Taking advantage of an empty classroom, I began:
“If I remember correctly, you don’t have a class until 3:00 this afternoon . . . correct?” I asked.
“Yuppers . . . since you won fair and square . . . you can do what you’d like with me . . . to me . . .for a couple of hours.” Those words were music to my ears and I told her to have lunch with her friends and then meet me in my office at 1:00. She agreed and we split up and went in separate directions.
Right on the dot, the office door opened and looking both ways . . . back in the hallway, Mandy entered . . . pausing momentarily to twist the lock on the door. She had changed her uniform during lunch, and she was now wearing a blue tartan skirt, yellow blouse, tall white socks and low top canvas sneakers. She also had her blonde hair in braided pigtails . . . which for me was like the frosting on the cake.
I got up from my desk, and indicated I wanted her to sit on the couch. She moved there . . . again smiling the sexiest smile I had seen.
“So I am today’s winner . . . and just like you . . . I will be turning around my winning dare . . . so that I can do things to you . . . after you have stripped us both naked . . . so get busy.” My words surprised her, as did my sudden movement . . . directly in front of her. Making no attempt to hide my growing boner, I moved closer yet . . . right in front of her face. Mandy scooted forward, and immediately attacked my belt . . . unhooking it . . . followed by a twist of the snap at the top of my jeans, and then a somewhat slow pull of the zipper. I held my breath . . . hoping the teeth wouldn’t move against my bare cock underneath.
Mandy smiled . . . realizing she would not have to deal with my boxers as she carefully pulled down my jeans to the floor. Looking down, I watched the reaction on her face . . . as my stiff member bobbed in front of her.
“Grab my cock and make the tip all wet,” I ordered. She again looked up at me, I thought because she liked how I was in charge of what she was doing. For the next couple of seconds, she opened her lips and began to circle the tip of her tongue all over the purple head. I gently placed my hand on her head and moved it backwards, allowing my cock to plop free of her lips. She stood up, and rather quickly pulled off my V-necked shirt, making me naked.
I sat back down on the couch and ordered her . . . to “strip for me”. She kind of winked at my demand and then smiled down at me as she began to slowly unbutton her blouse. Once she was at the middle button, I watched her white bra appear . . . something she was not wearing previously. Soon she had pulled out the yellow fabric from her waist and the blouse was tossed aside. She reached to the side of her tartan skirt, and pulled down the half zipper. Slowly she pulled the garment down past her hips and onto the floor, showing me her cotton and lace bikini panties. Stepping out of her skirt . . . she now stood in front of me in her bra, panties, socks and white shoes. She was about to unlace the shoes, but I told her to “leave them on . . . and show me your titties.”
She unhooked the bra in the front, slowly exposing her treasures, underneath.
There in front of me were her teen girl breasts. Naked. Perfect. Although they were only 32A gems, they seemed a perfect handful, smooth, firm and milky white. Her nipples were tiny dots, taunt and erect. In the exact center of each upturned breast, they had the effect of making the small orbs look larger on her tiny frame. As I stared at her beautiful tits, my cock sprang to attention.
“Now show me your pussy,” I ordered. My eyes followed her fingers and my cock throbbed at the thrill of seeing this girl exposing herself in front of me. Mandy’s hands moved to her hips. Beneath the white cotton and lace bikini panties, I could see the outline of her little pussy lips. There was a soft mount between her thighs, but I could tell that there was hardly any pubic hair to hide her charms. Almost seductively, she pulled her panties down . . . to her shoes and then finally off and tossed to the side. Finally, I tore my eyes away from her slight body and looked back into her eyes. She stared deeply into my eyes and silently implored me to respond.
“You are very beautiful, Mandy.” I whispered. She smiled. I waited a moment or two to see what she would do next. She looked down toward my lap, and stared at the long, hard, standing tall cock, aching for her. I stood up and held out my hand for her to grasp. Then I turned her toward the couch and gently urged her to sit down. I could tell by the look on her face, she was surprised at this turnaround. I had been waiting for this moment for hours, as I knelt down on the floor in front of the young girl. “Open up your legs for me,” I said. She complied and moving them outward, she revealed her totally hairless pussy. The lips of her pussy were clean and smooth below the triangle on her pubic mound. Her lips were small and tight. They parted slightly to reveal a pearly pink inside.
By now I was desperate to taste her. I reached up and hooked my hands behind her knees. Then pulled her forward until her little ass was right on the edge of the couch. My hands moved upward and inward to caress her soft smooth thighs. Then I leaned forward and gently kissed her on her knee. Then the other knee. Then her thigh. Then her other thigh. Mandy sighed deeply and her legs spread apart a little more. I paused a moment and then made a decision. If my student was so willing, I didn’t really need to warm her up. I was just going to take what I wanted. With that in mind, I leaned forward and kissed her directly along the slit of her little pussy.
Mandy moaned. She pulled her knees up and then they fell to her sides, opening her up to me completely. Her fingers reached down and wound through my hair, pulling me tightly to her slit. I slipped my tongue out and into her tight folds. She was already excited and wet . . . and delicious.
I lost all sense of control as I dove in . . . to eat this tender teenage treat. Mandy’s taste and smell was intoxicating. It was obvious, she had either showered recently or washed up prior to coming . . . as I tasted strawberry between her legs. I pushed my tongue into her forcefully, filling her and fucking her with my long tongue. I pulled the lips of her pussy open with my fingers and ate like a starving man at a feast. Mandy began to moan and squirm beneath my lips. Her hips began to buck up and down, grinding against my chin . . . as I flicked my tongue in and out of her tunnel. I found her clit . . . which had swelled . . . with one finger and began to strum on it in time with the thrusting of my tongue and sucking of my lips. I drank her juices and savored every drop.
This girl was hot! In no time at all, she was rocking violently against my face. I licked and sucked and fucked with my tongue . . . again and again. I thrust a finger into her tight wet hole . . . probing several inches. At the same time, I teased her clit with my wiggling thumb. And all of a sudden . . . she rocked and moaned . . . and then began to climax. I buried my finger and my tongue deep inside her as she began to shake uncontrollably. She started to moan in a long low growl that went on and on. She began to pant and heave. Her legs went tight. Her fingers, still in my hair clenched into a fist and held me tight . . . as her orgasm washed over her.
I backed away, and stared at the moist pussy . . . I had just sucked and tongue fucked. Even if we never did this again, I would long remember those precious moments together. I leaned over and licked up the juicy mess in front of me. Slowly she calmed down and I eased my finger out of her tight pussy. She moaned softly as she tried to regain her breath. After a moment, she looked down at me, with a smile on her face.
“Wow. That was really awesome,” she smiled, her face still scarlet with relief. “Can I tell you something?”
“Sure.” I answered, sitting back on my heels.
“Tomorrow, my roommate and I . . . have off an hour after lunch. Since no one is on the floor at that time, we need your help with a special project in our room. Think you can help us?” asked Mandy. I thought for a moment . . . trying to remember Thursday’s schedule in my mind.
“I can be there . . . but no one can ever know that I was in your room,” I said, qualifying my answer.
“Our lips will be closed. But for now . . . I want you to shoot your hot cum all over my body and wet pussy. Can you spare some juice . . . for a very horny girl?” I smiled at her . . . stood up and clutched my cock.
“Only if you beg for it . . .” I countered.
“With pleasure,” said Mandy. “I loved having your mouth and tongue all over my pussy . . . my Assistant,” she began. “Now I beg you . . . to go ahead and wank on that big cock of yours.” I stood up in front of her, and began to work my cock.
“Lay back on the couch . . . spread your arms out to each side, and do the same with your legs,” I said, gritting my teeth . . . in hopes of holding back my ejaculation a few more seconds. She immediately followed my instructions . . . with a big smile on her face. Just looking at this teenage treasure in front of me . . . spread wide open was reason to wank away . . . even more. That smile triggered my balls . . . to begin their immediate juice churning.
I carefully aimed the first shot directly at her hairless pussy . . . not 3 inches away. The hot cum was rapidly ejected out of the tip of my shaft. It sprayed all over her love lips and she yelped with her excitement. Still jerking away . . . I raised my cock slightly and shot two quick blasts at each of her apple-sized titties. Mandy immediately moved her hands over the hot cum and she began to rub it all over her tits.
Two more quick shots took place . . . and I had to satisfy my horny craving for seeing cum collect on her beautiful face. After that I lost track and continued to just empty my cock all over her. I realize I am not normal in terms of the amount of cum I shoot out, as evidenced by all of the cum that had collected all over the front part of her body. I must have lasted 2 or 3 minutes of continuous spraying. Can’t wait for whatever she has planned next!