Chapter 14: My Second Job

The Second Job.

Principal’s Office.

I licked the side of Mrs. Simmons lovely creamy calf, she tasted amazing. I was under her desk out of sight. If anyone looked in they would see her working at her desk.

I had arrived at school and was immediately called to the office. When I arrived Mrs. Simmons had a very stern expression on her face.

“You are in big trouble young man.” Mrs. Simmons said in her normal autoreactive voice I was used to.

“What do you mean?” I said back confused.

“You were suppose to eat me out twice, I got fucked, but you did not eat my pussy once! Unacceptable!” Mrs. Simmons said slamming her arm onto her desk. I thankfully noticed a look in her eye that said play along.

“I ... I ... well with all the fun we had ... I forgot!” I blubbered out.

“Well I am writing a referral young man, and I am giving you an in school suspension.” Mrs. Simmons said licking her lips as she was looking at me.

“Since you forgot. You will crawl her under my desk, and give me TWENTY orgasm, with that lovely mouth of yours. “ She said with a smirk on her face, her pale leg was already bouncing with anticipation of what was going to happen today...

“But ... twenty ... why?” I stammered out hurt.

“So will not forget.” Mrs. Simmons said.

“Oh, and Pamela told me to tell you, she is very disappointed that you have been failing in your cuntlicking duties at school’ Mrs. Simmons said sliding a referral in front of me to sign. Well, this sucked. I leaned down and signed it.

“Get to work, young man, you have quite the task ahead of you.” Mrs. Simmons said before sliding her chair free so I can crawl under her desk, so I can be her pussy slave.’ I leaned down and without asking kissed her exposed ankle and begin licking up her leg.

My lips traced up her smooth, creamy thigh, leaving a trail of kisses and little bites in their wake. Each taste was addicting, driving me wild with desire for more. I could not resist the urge to nuzzle my face against her silky skin, breathing in her heady scent.

As I reached the hem of her skirt, I could feel the heat radiating from between her legs. My mouth watered at the sight before me - Mrs. Simmons’ bare sex exposed and glistening with arousal. She let out a soft moan as my tongue darted out to taste her, teasing her folds with light flicks before delving deeper.

Her fingers tangled in my hair, guiding me closer as she let out a guttural moan of pleasure. I could feel her body trembling under my touch, and it only spurred me on further. My lips closed around her clit, sucking gently as my fingers delved inside of her.

The sounds that escaped Mrs. Simmons’ lips were music to my ears - gasps and groans mingled with whispered encouragements for me to keep going. Her hips bucked against my face as I continued to worship every inch of her sex.

I was completely lost in the moment, consumed by the taste and scent of Mrs. Simmons, and driven by an insatiable hunger for more. And she seemed equally lost in the pleasure I was giving her, writhing, and squirming as she approached orgasm after orgasm.

It was not long before she reached her peak, crying out my name as she came hard against my mouth and hands. Her body shook with ecstasy as I lapped up every drop of her release.

Exhausted but satisfied, Mrs. Simmons pulled me up onto the desk next to her, kissing me deeply and tasting herself on my tongue. We both knew this would not be our last encounter under the desk - there were plenty more orgasms to be had. But for now, we were content to bask in her first major eruption.

Mrs.
Simmons, still panting slightly called her secretary and told her to cancel all meetings and hold all calls until tomorrow that she had to take care of an emergency at home. She then snapped her fingers to order me back under her desk.

Lunchtime...

I rubbed my jaw as I was only a little under my goal, I had only gotten her off to eight orgasms, and I still had twelve more to go, moreover I had to still fuck twice today. Mrs. Simmons’ face was entirely flushed and glowing, her hair had become disheveled, and she was panting continuously now, moreover her chair, my face, and her legs smelled like her essence.

She leaned down at me under her desk and smirked, “Come on big boy, time for us to go to the Janitor’s office.”

“Not the library?’ I asked, damn my jaw hurt already.

“No, they have a meeting there today, the Janitor called in sick this morning, so it should be free from prying eyes.

Ten Minutes Later...

Mrs. Simmons and I stood completely naked in the Janitor’s office, her high heels the only remnants of our clothing. She looked stunning with her long legs and ample curves on full display, her porcelain skin glistening with sweat.

I could not help but admire her as she straddled me, my hands gripping her hips tightly. Her lips were locked onto mine, our tongues dancing in a passionate embrace.

She moaned against my mouth as I carried her across the room, our bodies pressed together as if we were made to fit perfectly. The feeling of her soft skin against mine was electrifying.

We stumbled slightly as I laid her down on the janitor’s desk, our kisses never breaking. Mrs. Simmons pulled me closer with urgency, desperate for more of my touch.

I could feel myself growing harder with each passing moment of this intense make out session. My hands roamed over every inch of Mrs. Simmons’ body - from her breasts to her thighs to the curve of her back.

She arched into my touch, a low growl escaping from deep within her throat. Our bodies moved in perfect synchronization, each thrust and grind sending shockwaves through us both.

Mrs. Simmons’ hands were tangled in my hair now, pulling me closer as we continued to devour each other’s lips. I could tell she was close - the way her body trembled beneath mine only fueled my desire for more.

With one final kiss, Mrs. Simmons called out my name as she climaxed hard against me. I followed soon after, holding onto her tightly as waves of pleasure washed over us both.

We lay there for a few moments catching our breath before getting dressed again and returning to work like nothing had happened.

But between us, something had shifted - a new level of intimacy and desire that could not be ignored or denied any longer.

As Mrs. Simmons sat at her desk later that day, I could not help but catch her eye and smirk. We both knew that this was heading in a very real direction. I was getting to have incredibly strong feelings for my principal, who was married, who had a college aged daughter, who had a home, and a career. The fact of the matter is my girlfriend and I never had sex like this.

For shits and giggles Pamela and my mother made me eat them out about eight more times. I ended up eating soup that night and slept with a ice pack on my jaw. Fortunately, the rest of the week went normal. I made sure Mrs. Simmons got my tongue twice that day.

The Weekend at my Second Job.

I drove my girlfriend and my mother to our second job. Pamela bought me a chauffeur’s hat. I was instructed to walk into Hector’s office again. Which believe or not was the safest place in my life right now. The one place Steve had no say whatsoever. Waiting for me was Cynthia (Mrs. Simmons.)

Cynthia (Mrs. Simmons) was sitting behind Hector’s desk, her long legs crossed and on display as she leaned back in her chair. She wore a black lace bra that barely contained her ample breasts, and a matching black lace thong that left little to the imagination. The straps of the bra were visible against her smooth skin, and she had a golden necklace that hung between her cleavage.

Her outfit was completed with a sheer black robe that barely covered her body, leaving most of it exposed to the eye. As she stood up to greet me, I could see the soft curves of her hips and the toned muscles of her thighs.

But what caught my attention the most were her shoes - a pair of black stiletto sandals with a golden 5”-inch heel. They accentuated her already long legs and made them look even more desirable.

I could not help but stare at her with desire as she walked towards me, each step causing the heels to click against the floor. Her seductive smile told me that she knew exactly what effect she was having on me.

As we sat down to discuss work matters, my eyes kept wandering over to Cynthia’s exposed body - from the curve of her breasts to the dip in her waist to the swell of her hips. It was clear that she wanted me just as much as I wanted her, and this knowledge made every touch and glance even more intoxicating.

We ended up staying in Hector’s office for most of the afternoon, getting lost in each other’s bodies until we both reached our climax multiple times.

As we left Hector’s office later that day, I could not help but think about how dangerous this affair was becoming. But at that moment, all I could feel was pure bliss and desire for this forbidden woman who had captured my heart and body so completely.

As we waited that afternoon, I rehearsed a script that was given to me. I sighed as it would not look good for Cynthia. When we were done Hector gave me one of special joints he always seemed to have on tap. I sat back and smoked the joint as I looked at Cynthia with lust in her eyes. Cynthia for her part was starting to pant. I did not know why until I saw a small wire going into her panties. She had a vibrating clit toy driving her up the wall. She was already flushed and was biting her lips looking at my already hard cock.

As soon as we were done, I looked at Hector and gestured towards the glass window overlooking his club.

“Go for it, fucking pound her good Ese.” Hector said chuckling softly.

“Palms on glass now, slut” I said not being able to contain myself anymore.

“Yes ... Sir” Mrs. Simmons said in her most sex kitten voice she could muster, even putting a finger to her lips as she said it. She then sauntered in her heels to the glass. As soon as she bent her ass towards me. I yanked her panties off her.

As I took Mrs. Simmons from behind, her body pressed against the glass overlooking Hector’s club, I could not help but feel a rush of excitement and adrenaline. The thought of being caught by anyone walking by only added to the intensity of our encounter.

I grabbed onto her hips and began to thrust into her with all the pent-up desire I had been holding back all day. She moaned and gasped as I pounded her mercilessly, causing her to press harder against the glass.

The sound of our skin slapping together mixed with the music playing in the club, creating a symphony that only we could hear. Mrs. Simmons cried out my name repeatedly, begging me for more as I continued to ravage her body.

With every thrust, she pushed back against me, matching my rhythm perfectly. It was as if we were made for each other - two bodies moving in perfect sync for maximum pleasure.

My hands roamed all over her body, gripping onto her breasts and pulling on them roughly as she let out a loud moan. The feeling of power and control only added to my arousal.

I could see that Mrs. Simmons was on the verge of climaxing - her body trembling with anticipation. With one last savage thrust, I felt her walls clench tightly around me as she came undone beneath me.

But I was not done yet. With renewed energy, I continued to pound into her relentlessly until we both reached our peak once again.

We collapsed against the glass in a sweaty mess, trying to catch our breaths as we rode out our orgasms together.

As we stood there catching our breaths, Hector appeared behind us with a sly smile on his face.

“Looks like you two had quite the time,” he said with a chuckle.

Mrs. Simmons blushed and tried to compose herself while I just grinned at Hector triumphantly.

“Can’t say that was the first time someone got pounded against my club’s window before,” Hector continued, “We need to label the act as something.”

“See kid you are going to do just fine. Do not worry about Steve here. Just help Miguel and my establishment here and you will be in the clear. You have less than two months until you graduate.

Porn Studio

As I walked into the mock hotel room in the porn studio with Mrs. Simmons by my side, I could not help but feel a little nervous about what was about to happen.

Mrs. Simmons had insisted that we come here for some alone time, away from prying eyes and nosy students. But I knew the real reason she had brought me here - to fulfill her own desires and give in to her forbidden attraction towards me.

But as soon as we stepped into the room, Mrs. Simmons put on an act that surprised me. She turned to me with a seductive smile and ran her hands down my chest, pretending like she had invited me to this place for some steamy fun.

I played along, wrapping my arms around her waist, and pulling her closer to me. “I’m so glad you invited me here,” I said huskily, playing my part in this game we were playing.

Mrs. Simmons giggled and pressed herself against me, her body already responding to the role she was playing. “I couldn’t resist,” she whispered in my ear before kissing my neck softly.

I could feel the heat between us intensifying as we continued to play out this charade for whoever might be watching through the cameras in the room.

Mrs. Simmons led me over to the bed and pushed me down onto it, straddling me as she began to tease and tantalize my body with her hands and lips. I groaned in pleasure as she took control, pretending like it was all part of her plan.