Extra Credit Erotic Couplings

Editor note: 1st time. line based off true events with embellishments.

Ms K

My senior year of high school was less than typical. I enjoyed the success and popularity of being a star athlete and everything that came with it. I was a good looking kid with a quick sense of humor and commanded my fair share of respect around town which led to a fair amount of girls losing their clothes around me. I rarely ever wanted for anything. My teachers were all fond of me and did their due diligence to keep me eligible even though I put very little effort into schoolwork. One teacher specifically took a special interest in my work and eventually time outside of school. Ms. K was my journalism teacher.

She was attractive for a teacher of that era and enjoyed her students having fun in her classes. We learned and put in the work but she made sure the environment was always joyful and positive. I’ve always been a good teller so it was a class decision to install me as the “editor” of our school paper which was basically our entire coursework for the year. I enjoyed the “job” but did as little work as I could get away with. As the school paper editor I worked closely with Ms. K on the final decisions before the weekly news went to print. The first time I noticed Ms. K in a ual way and not just my teacher was when my football coach who was also my math teacher told me in the locker room before practice that she needed to see me.

“Go see Ms. K, she says there’s an issue with your paper going to print in the morning Mr. Editor” he joked. “Hurry up and then get to practice.” “

“What seems to be the problem with my newspaper, boss” I said strolling into her room.

“Well, I can see you’re ready to save the day” she said mocking me in my football pants and sleeveless shirt.

“I come prepared for anything”. I said.

As I leaned beside her with our hands on the desk studying the layout, I couldn’t help but notice I could see directly down her blouse with a perfect view of her bra and tits. They weren’t big but on her small frame were more than adequate. My 18 year old hormones reacted accordingly. After staring for what seemed like minutes I averted my eyes and found Ms. K looking directly at me.

“Umm, a little more focus on the problem at hand” she said directing my eyes back to the paper.

I felt embarrassed but her reaction left me at ease. What was happening in my football pants was anything but at ease. After a few changes and an agreed upon solution I said I better get to practice. As I turned awkwardly towards the door trying to hide the obvious bulge in my tight pants Ms. K said, “I thought you guys wore protective cups or something like that.”

Weirdly, I felt a little emboldened knowing that she had looked as well.

“I don’t, too restrictive and uncomfortable.”

“Well, have a good practice. Thanks for responding so quickly.” she said taking one more quick glance at my obvious hard on.

For the next couple weeks there was a subtle change in how we interacted with each other. Nothing blatant enough to the naked eye but different. From my desk at the edge of the room I could see somewhat behind the teachers desk. Never crossed my mind or drew much attention until the day I was spacing off and caught an eyeful of Ms. K’s nylon clad legs. Now, her dress wasn’t pulled up inappropriately but I caught a glimpse of her shapely upper thighs. I couldn’t help but stare. She always wore stockings and knee length dresses but now these small details were catching my eye. She had great legs and as I found out later, stockings are my Achilles heal. Once again she caught me looking although this time after our eyes met I returned my gaze to her beautiful legs. She watched me watch her and then crossed her legs inching her skirt up just high enough to expose the bottom hem of her thigh high stockings. I almost came right then and there. This game continued for a couple weeks until I decided to instigate a little myself. It was Thursday of homecoming week and as the rest of my classmates were finishing up the paper for the next day I was up at Ms. K’s desk going over the layout of tomorrow’s article. I couldn’t help but focus on the y legs wrapped in nude stockings tucked safely behind her desk. I wasn’t even trying to hide my intentions and neither was my throbbing cock which was directly at her eye level.

Ms. K quietly said ” you should probably go sit at your desk before somebody notices your issue” motioning her eyes to my bulging crotch.

Now for the record I’m no John Holmes but I’m above average at 7″ long and 4.5″ circumference. On a 165 pound high school kid it was definitely noticeable. I avoided being noticed and sat down at my desk. As I did I reached down and tried to adjust it for comfort making eye contact with Ms. K. She didn’t take her eyes off my cock and my adjusting turned to stroking over my jeans. This went on for a minute or two and was a major turn on for me. When I couldn’t take anymore I asked to use the bathroom and jerked off to the thought of Ms. K watching me stroke my rock hard cock. I couldn’t stop thinking about it for the rest of the day.

We won our homecoming game on Friday and our school dance was Saturday night. A few guys and I were going stag so we could keep our options open and proceeded to get a few drinks in before it started. It was relatively lame like most school functions but we had plenty to look at. I saw Ms. K across the room with a man who looked to be her date. I knew the guy and didn’t think much of him. We made eye contact a few times but I kept my distance for a couple reasons but mainly because I had been drinking. I came face to face with Ms. K leaving the bathroom.

“Great game last night, really proud of our editor!” She joked.

“It was a tough game” I said “not sure I’ve ever been this sore after a game.”

“Nothing that a few beers won’t fix” she said winking at me.

I played the old “who me” game but could tell she knew.

“Don’t worry, I’m not going to tell. I’ve had a few myself tonight.”

“Don’t you know it’s against the rules to be drinking on school property?” I said coyly, feeling a little more confident.

“What they don’t know doesn’t hurt them. Matter of fact I have a couple left over from earlier in my office. You and your friends can have them if you’re careful.”

“Hell yes we’ll take them!” I said quietly.

“Follow me and try not to be seen.”

I let Ms. K go first and a couple minutes later I followed her back to her room.

“Thanks, I think I can set them outside the side door and we can pick them up when we leave. You’re the best teacher at this school.”

After an awkward silence and maybe with help from the alcohol we kissed. We were both in disbelief. “I’m sorry, I shouldn’t have done that”. She said

“I’m not. Can I try it again?” I asked

This time it was full on make out session. Tongues, hands, you name it. At one point I slid my hand down over her ass and down her hip and could feel the top of her stocking. I tried pulling up her dress to feel the stocking first hand but she pulled away.

“I can’t believe I’m doing this and on school property no less.”

“It’s kinda fun” I said jokingly.

“You better get back to your friends” she said with concern.

I then took my shot. “I’ll leave after you show me those y legs and stockings”

“Are you crazy?” she said with a little grin.

“Yes. Show them to me”

It was then under the red glow of the hallway exit sign that she lifted her skirt up to her waist giving me a clear view of her beautiful stocking covered legs and panties. I couldn’t help but stare.

“Ok, that’s enough.” She said dropping her skirt and smiling. “You owe me one.”

“I don’t like owing people” and with that I unzipped my pants and showed her my throbbing cock concealed in my underwear.

“See what you do to me Ms. K.” I said while stroking my cock through my underwear.

Ms. K didn’t say anything. She was completely focused on my hand stroking up and down on my cock.

“Ok, we have to get back. We’re pressing our luck.” And with that she gave me one more long wet kiss and disappeared up the hallway. I followed shortly after. Our little cat and mouse game went on for a couple weeks and progressively got more risky. I couldn’t get enough of her stockings and she provided me plenty to look at. I was particularly fond of the nude stockings and she wore them almost everyday. On the last day before Thanksgiving break the class was more raucous than usual with everyone sharing their plans over the break. Ms. K and I worked on the layout spread over her desk amongst the noise.

“I think that looks pretty good, maybe the best yet” I said looking down on the final work. From my viewpoint I could look directly down on Ms. K’s thighs and the skirt barely covering them.

“Second best thing I’ve seen today” I said softly looking for a reaction.

Without saying a word Ms. K, hidden behind her desk out of view from the rest of the class, pulled her red skirt up ever so slightly revealing the tops of her nude stockings while keeping her eyes focused on the work in front of her.

“How does this look?” She whispered.

“If you look to your right, you’ll see my answer.”

My hard cock was testing the limits of my jeans. Barely noticeable, she looked at my raging hard on and smiled.

“That big thing is going to get us both in trouble if we’re not careful.” She whispered taking a second look.

“Trouble is not what I would call it. Ms. K may I be excused to use the bathroom?”

“Yes you may.” She said knowing full well what I needed to do. For what seemed like the hundredth time in the last couple weeks I shot a huge load in the bathroom while imagining it shooting on Ms. K’s stocking clad legs. When I returned Ms. K asked me what my plans were for the break.

“Staying in town with family coming over Thursday. I have to work during the day Saturday so nothing to fun. What about you?”

“I’m in town as well.” She said. “My sister is coming to town Thursday but the rest of the weekend I’ll have all to myself.” She said looking directly at me. “Oh.” I said trying to figure out if that meant more than just small talk. “Well, it’s better than working.” “Yes, it definitely should be.” Now focused back on the work in front of her.

As the bell rand and I started towards the door I said “have a good holiday Ms. K, see you around.”

“You too and maybe you will.”

After a good couple days with family I was ready to be away even if it did mean being at work on a Saturday. As I stocked shelves I heard a familiar voice say “look at the working man.” I turned and saw Ms. K leaning on her cart smiling at me.

“Can I help you miss?” I said in my best impression of a company man.

“Yes you can in fact. I’m looking for the isle where the strong, helpful men are stocked.” She replied jokingly.

“Well, you’re in luck, that’s my isle. What do you need help with?”

“I have a new chair and coffee table being delivered but they won’t deliver to my third floor apartment. Would you be interested in helping me?”

“Sure, I get off work at 5 and could stop by on my way home.”

“You’re a lifesaver. I’ll see you then. Do you need directions?”

“Nope, I know where you live.” I said feeling a little like a stalker.

“OK, one more thing can you tell me where I can find the spaghetti sauce?”

“It’s right at the end of this isle on the right, bottom shelf.” I said pointing.

“Thanks, see you in a little bit.” She smiled walking away.

As she reached the end of the isle, she turned and looked at me and of course I was watching. As she reached down for the sauce, bending at the waist, her skirt rode up exposing the bottom of her beautiful, shapely ass. All I could do was stare as she looked back at me knowing full well what she was doing. That was the first and last time I jacked off in the supermarket bathroom.

As I rang the buzzer to her apartment I noticed the table and chair in the lobby area. Didn’t look too heavy so I was relieved.

“I’ll be right down.” She said through the intercom. She was wearing loose jeans and a white t shirt and the fact that she wasn’t wearing a bra was made obvious by her perky nipples poking at her shirt. If I didn’t know better, she would’ve passed as a girl in my class. It was a turn on.

“Which one first?” She asked.

“How about the heaviest first, probably the chair.” I replied.

As we hauled the chair up the stairs I was on the bottom end and Ms. K was topside going backwards. Each step we climbed made her tits bounce in her shirt. I stared so much I lost count of the floors. The table was in two pieces so I carried the heavy part and followed her and that wonderful ass up the stairs to her apartment. Once inside after the second trip she fell back on her couch taking a breather from the climb.

“This is a nice place and big for one person.” I said looking around.

“Thanks, it’s not bad for a teacher’s salary.” She said laughing.

“Can’t wait until I have my own place to do what I want in it.”

“It is nice doing what you want when you want. If I don’t want to get out of bed all day I don’t have to or if I want to walk around naked there’s nobody to judge.”

I was busy daydreaming about her being naked when she asked if I wanted anything to drink.

“I feel like I need to pay you back for helping me. Work all day then come work for me. “What a way to spend a Saturday.”

“I would take a beer if you don’t mind but first I need to use your bathroom.”

“I suppose if you forget where you got it if anybody asks. Bathroom is right through there, don’t mind the mess.”

I closed the door and was in heaven. Ms. K had several pairs of stockings hanging to dry. Each pair I recognized, the only thing missing was her legs in them. After relieving myself i took my time touching and feeling the fabric that had demanded my attention over the previous weeks. I must have lost track of time. A knock on the door.

“You ok in there?” Ms. K asked.

I opened the door quickly and she glanced over my shoulder and instantly knew the reason for my absence.

“Do I need to check your pockets?” She said smiling. “No, nothing in there of yours.” I quipped back.

“You sure?” She said handing me a beer.

There was a few seconds where we looked at each other waiting for the other to say something. Nothing, so I walked past her and sat down on her couch. We talked for a while about girls and her reasons for being single and one beer turned into three before she said a second time,

“I feel like I need to repay you for your help.”

Feeling a little more bold I said “you paid me today in the store.”

“Oh, you saw that huh.”

“It was hard to miss, I’m glad I didn’t. The only improvement would have been if you had any pair of those stockings on.” I said gesturing towards the bathroom.

“If that would pay off my debt I think that could be arranged.”

“That’s a great offer but I don’t work until next Thursday.” I said.

“I’m talking about right now right here.” She said as she got up and headed towards the bathroom.

“Not sure I’ll see much underneath those jeans though.”

“Leave the problems to me.” She smiled as she shut the door.

After, what seemed like an eternity, the door opened up and she walked towards me wearing her white t shirt, panties and my favorite nude colored thigh high stockings. I was speechless.

“Did I solve the jeans problem to your liking?” She said walking to within a couple of feet from where I sat.

“That’s why you’re the teacher.” I said staring.

“Is it what you imagined it would be?”

“Better. From the night of the dance I’ve imagined what it would look like. It’s even better than my imagination.” I said almost drooling.

Motioning to the ever growing bulge in pants, “I can see that I get a passing grade. I think I’m even receiving extra credit on this assignment.”

“I could show you your report card if you like?” Stroking my rock hard cock through my pants. It’s only fair, I presented my homework to you.”

As she finished she put her foot up on the new chair and adjusted her stocking. I did everything I could not to blow in my pants right then.

“Ask me to show you your report card.”

“Please let me see that big fat cock right now.” She said looking straight through me.

Pulling my zipper down, “I will after you turn around and show me that ass.”

She turned around as requested. The combination of thigh highs and a women’s ass is something magical to me. How the ass is framed by the tops of the stockings, the subtle change of color between skin and stocking is perfection. I pulled my cock out through my fly and was surprised at how hard and big it was. Bigger than I’ve ever remembered. Hard, almost Painfully hard. Each stroke sent electricity through my shaft.

“You can turn around now and look at the results of your work.”

“It’s more impressive than I imagined.” She said unconsciously rubbing her nipple.

“I’m glad you like it. What’s the next lesson?”

“Can I just watch you for a little while?” Sitting down in the chair.

“Sure, but at some point I would like this to be a team project.”

I continued stroking, increasing the length of my strokes each time. As she leaned forward running her hands up And down her stockings she said “I’m not sure I’m ready for a big project like this yet.” Not wanting to kill the momentum I placed control in her hands, figuratively.

“Ok, how would you like the lesson to go?” She knew what she wanted and what she was comfortable with.

“I want to watch you. Come stand in front of me and when you’re ready, I want you to cum on my stockings.”

Her eyes told me she wasn’t sure if I was ok with the request. Standing up and covering the short distance in a couple steps with my throbbing cock jutting out I complied.

“That sounds like a good start. I’m a hands on learner anyway.”

As I stroked, my cock eight inches from her face, I watched as she focused on my cockhead and the precum forming on my head. I moved my hand over the head using the liquid to lubricate my shaft as I stroked, gradually increasing my pace. As I began to feel a familiar tingle, I reached down with my free hand and pulled my full balls out through my fly to enhance the experience.

“This is so hot.” She said as her breathing increased and her nipples were close to ripping through her shirt.

“This doesn’t have to be a one man show.” I said persuasively. You look like you need attention yourself.”

“No, I want to focus on this big hard cock in front of me right now.” Her tits were rising and falling with her increased breathing. “Let me know when you’re close.”

“If you keep talking like that, it’s going to be real soon.” I was feeling the beginning of the end.

“Like what? Like I can’t wait to see you shoot that big load of cum on my stockings? She’s smiling now. “Like keep stroking that big cock for me? I want every last drop?”

That was it. I felt the surge growing in my full balls. “I’m going to cum!”

“Give it to me. Give it all to me”. She sat back and crossed her legs and was ready to receive.

The first shot came out with intensity, landing on her crossed legs with such force it ricocheted up onto to her t shirt covered tits. The second, third and fourth shot soaked her legs from her thighs to her panties. I kept stroking for a couple minutes completely consumed in the euphoric feeling. After a few minutes I collapsed back on the couch completely spent. I watched as Ms. K sensuously rubbed my cum into her stockings with a mixture of desire and shock at what she just experienced.

“Oh my god. I don’t know what to say except that was so hot. I feel like I just ran a marathon and I didn’t even do anything. Are you ok?”

“I’m fine. More than fine. That was awesome. Thank you.” I said between breathes.

“No thanks needed. I enjoyed that more than you did.” she continued rubbing her stockings.

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