Boarding School Teacher Aide
Dana is your typical boarding school teaching assistant. Except, she is younger then the other assistants. She is in her first job. She is twenty four and managed to make a few friends and went to some of the parties now and then. She is the quiet type, but knew she liked and enjoyed trying new things. She masturbates like any young woman, but not often. She is not sex crazed like some other women. She has had a couple of boyfriends before in college but they soon dumped her for never going ” all the way”. She felt their cocks in their pants and just some heaving petting but nothing more. She was concentrating on her school work and volunteered at the local soup kitchen. Dana is attractive, a petite sexy woman, shoulder length brunette hair, perfect sweet innocent looking face, dark eyes, perfect white teeth, nice lips, nice legs and butt, and nice firm smaller 32b breasts. She enjoys working out and keeping in shape. She is relatively short, 5′ 3″ and 110 lbs. With her being so tiny, she has a very tight pussy.
Lunch hour rolls around and she decided to stay at the school. It is now getting windy outside and her dress is flapping around slightly, so she will have to tame it once and a while during her walk to the cafeteria. To her shock, a gust of wind came up and blew her dress a bit above her waist, she urgently grabbed it and pulled it down quickly. She looks around in a haste to see if anyone was watching. It is not obvious anyone was looking. A soothing relief went through her. My God, she thought to herself, what if someone would have seen me, my dress blown up, a full view of my ass in my panties!
After eating lunch, she went back to class. Once her class is done, she thought she heard her name on the P.A. system. Could it be? She has never heard her name called before, she thought. Maybe her mother was trying to get in touch with her, she thought. Maybe something bad has happened. Then again, the voice on the P.A. system said, ” Dana Darling, please come to the head masters office.” The head master suddenly appeared from around the corner, not giving Dana any time to think. ” Miss Darling!?” he asked, while looking at Dana. ” Yes Mr. Strong, I’m Dana.” she said back to him. ” Come with me. Mr Malone a trustee wants to meet you” he said. ” Mrs. Sterling, please ensure no one interrupts Mr Malone and no phone calls while he is here, ok?” he said to her. Mrs. Sterling politely said, “Ok sir, no problem.”
Shaking with fear, Dana got up, grabbed her bag and followed him down a short hallway to an office. I stepped aside to let Dana by me. ” Have a seat young lady, we need to chat.” I said. The tone in my voice is stern, making Dana a little frightened. What did she do to get here she thought. Dana sat down in a wooden chair with no arms. It is an old style chair, well built and sturdy. Mr. Malone is a bigger man, about 6′ 2″, 200 lbs, well built and not overweight. I’m somewhat attractive for a 55 year old man with short gray hair and wearing a suit. I sat down across from Dana on the other side of a desk, leaning over, and crossed my fingers together, while looking at her.
” I seen something that troubles me, Dana.” I said. Dana looks at me extremely distraught. ” W-What do you mean sir?” she barely answered back. ” Well, I seen you flashing yourself during the lunch break outside on school property.” I said in a stern voice.
” NO!” Dana said, with a louder confident tone. ” The wind blew my skirt up and I quickly pushed it down as fast as I could Sir!” ” That’s not what I seen, young lady” I said. I stood up from my chair. ” That’s exactly what happened Sir” she said sternly. ” Don’t get mouthy with me!” I said back at her. ” I seen you pull up that skirt on your own. I think you need to be punished for what you did.” ” No Sir, REALLY, it wasn’t like that, AT ALL!!” Dana shouted. ” DO NOT YELL AT ME DANA!” I said sternly. ” Please stand for me and show me what you’re wearing under that skirt young lady!” Dana is shocked at my words. Fear overcame her body as she looks down at the floor. Why is he asking me to do this? She wonders. ” WELL!?” I yelled. ” I’m terribly sorry Sir, the wind blew my skirt, I will try and make sure it never happens again!” barked Dana.
” I didn’t ask for an apology Dana, I asked you to show me what’s under that dress.” I said, in a soft but stern tone. ” But, but … I can’t do that Sir. Why do you want to see under my skirt?” asked Dana, in a very quiet voice while looking at me with a bit of a frown. ” Why not?” I said. ” You CAN’T or you WON’T!?” I bark back at her.
Dana cannot think clearly. Surely in the right frame of mind she would say to me that I could be in a lot of trouble for asking her to do this. Or she could scream so someone could hear her. She did not think of any of this, just that she is in a lot of trouble and in huge predicament. All she can say, ” I can’t … I won’t … I’m … I’m … not going to … its wrong … please leave me alone!” ” I’m afraid I can’t do that Dana” I said. ” You have been a VERY naughty girl, and you deserve to be punished for what you’ve done.” ” What do you mean, punished!?” asked Dana. She has no idea why I’m doing this to her. She is in total fear. I raise my voice, ” I’m the one asking questions here, not YOU! You still have not shown me what’s under that dress young lady!”
” I …. I … just have panties on Sir” Dana said softly. ” Are you getting smart with me!?” I groaned. ” You had better fix that tongue Dana, or else!”. ” Now pull up that dress and show me what you have under there, NOW!!” I yell. Not knowing what else to do, Dana reaches under the bottom hem of her skirt with both hands. She cannot believe what she is about to do. She is feeling extremely afraid but has no choice. Time is running very slowly, everything seems to happen in slow motion. She slowly pulls up her dress as she looks down, with the upper thighs exposed. I’m now visibly excited and just stare as I watch this beautiful woman pulling up her dress in front of me. My cock is bulging from my pants. Further up it went, now exposing her panties. The skirt is now around her waist as she holds it there and I see her very firm legs and sexy hourglass hips.
Dana slowly looks up at me, her heart is pounding so hard, she could have sworn it is going to pop out of her from shear fear and not knowing where this is going. My cock is so hard, it is making a huge bulge in the front of my pants as I stood there with my arms crossed in front of me.
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