The Art teachers education

[Milkman908]

Long time reader first time contributor I’ve had this story waiting to be told for some time this is based on a true set of events with some delicious fiction added in. I’m also typing it from my phone on vacation so my grammar and editing powers are limited.

Chapter 1 Exploration

Brittany always dreamed of teaching art years of study and careful management of her reputation in her small town and friends circle. She was exactly what you thought of when you pictured a teacher bright smile, modest, even a little sheltered or prude depending on which way you looked at her. She had long dirty blond hair which she would grown out and donate every few years to make wigs for children. She was five feet seven inches on the dot and was always athletic growing up but her large breasts and wide hips always gave her a filled out look from her early teenage years. And when she began going to college she was a women in every sense of the word except she had only made out with a few boys and had sex once a virgin for the purpose of her college identity.

She had a small group of friends that were all very close and after graduation she finally got the job she coveted teaching art for the local school system however she was in the high school which was her last choice. She frequently rolled her bright blue eyes at testosterone filled young men and preferred to work with kindergarten aged children who just enjoyed art. She was practical and knew she had to start somewhere in school and then once established she could move to the position that she preferred. This morning however she needed to get herself ready for her first day of work.

As a teacher organization was her specialty she loved the free expression of art but loved to control the other aspects
Of her life. She had a methodical morning routine but after one too many glasses of wine last night to calm her nerves she was behind and needed to hurry up. Although she normally wore her matching pajamas to bed she could feel her smooth legs rubbing together and the breezy sensation of her favorite pair of mesh string bikini panties entirely sheer in the back hugging her ample curvy ass cheeks barely covering her cleft at rest. The front was low and did not cover her closely trimmed blonde curls with its aqua blue lace flower detail. She realized with a smirk that her fantasy she fell asleep to was very much a reality.

Although on the surface she was a bit prude and was careful to remain covered at all times she desired to be a woman unleashed. These feelings she experienced more and more in the previous weeks since her new tryst began. After years of flirting and lusting after one another a closes male friend had finally shown a deep interest in her. So began a cat and mouse game of sexy snap chats and dinner dates but both were too nervous to do more than make out, hold hands, and sneak a small grab of ass cheek. Last night however she decided in a wine fueled bout of confidence to arch her back show Taylor what he was missing through the sheer fabric of her panties two pale cheeks with her hand covering her cinnamon ring and minimally trimmed labia. The excitement of crossing this line in her mind pushed her over the edge. When Taylor responded with a Snapchat of his throbbing shaved cock she couldn’t control herself any longer.

In the safety of her small apartment she retrieved her trusty small bullet vibrator and got to work. It has been months since she masturbated far too long her hormones told her. As she slipped the small purple bullet down her stomach and into the front panel of her panties her skin felt electric. The dampness drenching her thighs gave her a moment of self conscious shame which evaporated the moment she clicked the end cap. The audible “click” triggered a Pavlovian response in her brain. Silicone sliding over her swollen clit summoned a building pressure that yearned to be released. Her fingers slowly advanced south spreading her labia while her breath quickened. First she traced her opening with one finger drenched in her womanly juices and quickly committed two buried up to her knuckles. The pulsing rhythm of her trusty vibrator, two fingers filling her pussy, and the image of Taylor’s throbbing member converged on her first mind blowing orgasm in months. Her thighs stiffened while her womanhood squeezed and pulsed around the guilty fingers. She became dizzy and realized she was holding her breath behind gritted teeth. In her post orgasmic daze she Became acutely aware of her rock hard nipples rubbing against the soft modal fabric of her bralette. It was here she drifted to sleep after slipping her vibrator back into her bra for safe keeping. The memory of the previous night made her curse that she didn’t have enough time to shower before work.

[Lucky_doug]

When I was at school I used to hang out with a group of friends and we were always up to mischief. In those days to say that usually meant you were out having fun, occasionally at someone else’s expense. It rarely meant doing anything illegal, unfortunately, like so much delinquent youth activity today.

There was no internet then, so the only access to porn was in ‘girly’ magazines which were quite expensive and you had to be an adult to purchase.

One thing we did enjoy, though was seeing a nice upskirt. We used to look for all those opportunities where one was most likely to see or catch a glimpse of a woman’s panties, or even the bare flesh above her stockings!

Going to football games and hanging around underneath the bleachers was usually a sure fire way to succeed in stein up women’s skirts. We tried to do this as surreptitiously as possible, only one of us taking a peek at a time.

We would share our successes, though in those times before mobile phones or miniature cameras, it was only by word of mouth. Which of course usually meant there was a liberal amount of embellishment and exaggeration. But it was all in the spirit of spurring us on to bigger and greater acts. :cool

We have a metro in our city where people use to commute to work and back. In the summer it is always great to see the sexy office girls in there summery dresses and frocks. It always got our minds and imaginations going, thinking what delicious goodie’s were hidden beneath those thin material frocks.

One of our group was an ardent angler. He came up with an amazing and decidedly clever ruse. Using fishing line and hooks we could make short pieces of line with a hook at each end. Then in the packed carriage as everyone is minding their own business and in a world of their own, we could insert the hook of one end near the hem of their skirt and the other end in their sleeve.

The plan here was when they would feel something attached they would raise their hand or arms to try and free themself. This would, ideally result in the line connected to the skirt’s hem being raised and displaying their knickers or whatever else was concealed below.

Nice idea. We believed it would not be too difficult to pull off. We tried it first with just one person. Our angler friend said he would do it as he knew how to insert a hook the quickest and easiest.

So we all went along for the ride, literally. Ken (name changed) chose a target, a young woman in her twenties wearing a flowing light dress that came to her knees. She was standing so was an ideal pick. We watched how he first inserted the hook near her hem in the rear. It was truly staggering how oblivious everyone else was. Then to conclude, he inserted the other hook in her sleeve. He then ‘accidentally’ brushed up to her as the train moved.

At which point she must have suspected something was attached to her. Her first reaction was to look around her to see anything, but fishing line is virtually invisible. What happened next could not have been scripted better. Seeing nothing she tried raising one hand then the other. With that, her dress was lifted right up to her waist displaying her white cotton panties adorned with little red hearts. Realising her dress had lifted up she attempted to press it down, which she did. Then she raised her hand again and once again her dress was raised up for all to see her treasures. There was a growing audience around her now trying to see what all the fuss was about. When her dress rose the second time she panicked and screamed, which made the whole scene take on a dark erotic mood.

The scene was repeated a couple more times before someone close by picked up on the fishing line that had been attached to her dress. We had watched with real interest and glee the whole thing, but now was the moment to disappear. So, at the next station we exited and took the next train back home.

It had been a thoroughly exciting and arousing event, which we were intent on repeating. In the next instalment you can read what happened when we repeated the procedure with several lines on a number of women.