Memories of Becoming a Man

Twenty-five years ago I was 18 and a Senior in high school. I had already signed up for enlistment into the US Air Force. And I was scheduled to ship to basic training in June shortly after graduation. Two months to go. I couldn't wait.

I was so focused on my future, I had lost sight of my school work. Which was why I was still at school after the last bell on that Friday.

Mrs. L told me earlier in the week I needed to improve my grades. She had already told my mother about me slacking in class. My mom also heard the same from other teachers. Didn't help that my mom knew all of my teachers...she worked in the school office.

Back to my grades, suffice it to say my mom gave me an earful. I can still remember just how pissed she was. She had thought I was ruining my future before it had even started.

Anyway, I decided to listen to my mom for once and do something about my grades. I wanted to seem proactive so I went to Mrs. L's class after school to ask for extra credit work. It was a last second decision.

As I approached her classroom door which was closed, I looked through the narrow window in the door before I thought about opening it. I saw Mr. Huff sitting on the far edge of the desk facing away from me as if he was gazing out the window.

The lights in the room were out. The only light was coming from the windows where Mr. Huff was facing but it happened to be a cloudy day. So not much light. I immediately wondered where Mrs. L was. I began to turn away thinking nothing of it. Until...I heard a groaning sound. When I looked back into the room, Mr. Huff's head jerked upward grunting as he did. His hands reached out in front of him. I heard some muffled noises but nothing too distinct. However, they sounded more feminine.

To my surprise, Mrs. L stood up from in front of Mr. Huff as he slid off the desk and adjusted his zipper. She was wiping off her mouth with the back of her hand. He pulled her to him as they kissed passionately. Mr. Huff's hand was grabbing and squeezing her ass.

My heart was racing. A million thoughts were flying through my mind. My mom and Mrs. L were good friends. We were neighbors just a couple houses down from each other. Mrs. L's husband, Carl, was a role model to me. I respected the hell out of him. Their son, Daron, was a few years younger than me but we grew up together and were friends. My head was spinning.

I knew what I had witnessed. Mrs. L just gave the Assistant Principal a blowjob. I couldn't believe it. I was dumbfounded. My mind started to second guess what I saw or what I thought I saw.

At the same time, I realized my dick was rock hard. Literally, hard as stone. And of course, Mr. Huff turned at that moment and was heading towards the door. I had no time to make it to the end of the hallway. I just reacted and jumped in the closest locker. I had done this trick before, barely squeezing in, to play pranks on friends. And yes, our lockers were the taller variety. I had to squat down and twist myself to get all the way in.

However, this time I had an issue. When I went to quietly close the locker, my cock was in the way. It kept me from turning my hips enough to close the door. The way I squeezed in only allowed me to turn one way which was where my cock was pressed against the side of the locker. I was wearing athletic shorts that didn't hold it back. I couldn't budge it. It was like a pillar of cement. So, I held the door as close to closed as possible...but my hands were shaking.

I could kind of see through the vent-like slots in the locker door as Mr. Huff stood partially in the hallway facing Mrs. L's classroom. Mrs. L must have been standing in the doorway, but I couldn't see her. Mr. Huff rested his hand against my slightly ajar locker door. When he leaned against it, his weight pushed it more closed. Thankfully, he didn't seem to notice the door did not latch. However, his weight pressed the door against me causing a sharp pain in my awkwardly angled cock.

I could hear them speaking in hushed tones. As I listened intently, I tried to ignore the pain.

"When do you think I can see you again?" Mr. Huff asked Mrs. L.

"I'm not sure yet. My husband is supposed to go out of town next weekend. So, I will let you know. But Peter, you need to get going before somebody sees you," Mrs. L said.

"Okay, okay. I am going but before I do, I want to hear how much you like my dick in your mouth...and how much you love the taste of my cum."

I almost gagged while struggling to remain still just a few inches from them. Thinking about his cum in Mrs. L's mouth made me angry and sick. Somehow I remained quiet despite the queasy feeling in my stomach. Mrs. L and Mr. Huff said something else but I missed it due to my upset stomach and the painful bending of my cock.

Mr. Huff left and sounded like Mrs. L went back in her room. When Mr. Huff removed his weight from the door, it had slowly creaked open. After waiting a couple of minutes hoping no one noticed the door, I squeezed back out of the locker almost breaking my prick in the process. That was the first and last time I hid in a locker with a boner.

I was pissed. I had a crush on Mrs. L since I had hit puberty. She was sweet, kind, and a great mother. Plus, she was beautiful and sexy. It also didn't hurt that she liked showing off her cleavage. I had many dreams asleep and awake fantasizing about burying my face between her bountiful breasts. I couldn't help but reminisce about a memory while I rubbed my throbbing cock just outside Mrs. L's classroom.

We were out to eat at Carl's birthday dinner a couple of months prior and Mrs. L was wearing a dress with some luscious cleavage. I couldn't help but stare all night...at least, I was glancing every chance I could get without being noticed. I kept hoping one or both breasts would spontaneously pop out of her dress. At the time, I had a broken arm from skateboarding and I couldn't tie my shoes. Thankfully, one of my shoes came untied. Mrs. L noticed and kneeled down to tie them for me. My eyes were immediately drawn to her titillating treasures. From my angle, I was able to see all the way down in between her breasts. It was as if they were hanging freely. I felt like I could see the majority of each breast. Sadly, no nipple or areola was in view. But I still jerked off to that memory so many times after that night.

Back at school, I left forgetting all about extra schoolwork. By the time my mother got home, I had already jerked off thinking about what had happened and I really needed to release the aching pressure. My mom and Mrs. L had already spoken about having dinner at Mrs. L's house. They probably wanted to talk about my grades, but all I could think about was what I saw and heard that afternoon. I had no idea Mrs. L was capable of doing what I saw.

Later at dinner, conversations between Carl, Mrs. L, and my mother were of the typical variety. They primarily discussed their days at work. Not surprisingly, Mrs. L made no mention of Mr. Huff so I chimed in, "Mrs. L, I was going to go to your class today after school to ask for extra credit work but I didn't get the chance."

She had an interesting reaction, a tiny twitch of her face no one else would have noticed unless they knew what I knew.

"Oh, really. Well, you are always welcome to stop by. Remind me in class Monday and I will give you something." Mrs. L said while she brushed strands of her brown hair behind her ear and flashed the most beautiful smile ever. She took a drink of her wine and gracefully dabbed her seductively full lips with her napkin.

Watching her mouth made me think of her earlier naughtiness with Mr. Huff. Almost immediately, my hard-on came roaring back. The jeans I wore were too tight and my cock was aching. It was fighting for space where there was none. It felt like it was being bent like when I was stuck in the locker. I started to get nervous. I wondered - would my cock develop a permanent bend if this kept happening.

I couldn't stop staring at Mrs. L's mouth as she ate her food and drank more wine. She lifted a couple of french fries to her mouth. As usual, Mrs. L ate ranch dressing on her fries. Watching her lick the creamy ranch from the corner of her mouth, nearly made me explode. That's also the same time I was reminded of how hot her tongue was. I couldn't stop thinking about her naughty mouth and my mind lingered on her tongue. I was imagining it licking up and down my thick, hard shaft.

"Make sure you do whatever she tells you to do Mitch." My mother demanded me in front of everybody while simultaneously snapping me back to reality.

"Mrs. L, I will do whatever you want me to do." I said while rubbing my pulsating cock under the table. "Are you happy mom?" I said.

Later, Daron asked if I could spend the night so we could play some video games he rented. I was not going to object and neither did Carl or Mrs. L.

It was two a.m. and I couldn't sleep. My cock wouldn't let me. I got up quietly. I didn't want to wake Daron who had finally passed out a few minutes earlier. I made my way to the bathroom downstairs so I could jerk off in peace. Everyone's bedrooms were upstairs. Finally some time to myself, I had hoped. Thoughts of blowing my load were just too intense to do anything else.

In the bathroom just in my boxers, my shaft was proudly jousting through my fly. My hand was squeezing around my veiny rod, ready to stroke with Mrs. L's mouth and tits on my mind. I imagined I was sitting on Mrs. L's desk as she worshipped my cock on her knees.

Then, there was a noise which sounded like a fridge opening and jars being moved. Quietly, I cracked the door and peeked out. Illuminated by the dim stove light was a goddess. Mrs. L was making a sandwich. She was wearing some sort of silky negligee with a plunging neckline. Her cleavage was teasingly calling me. The surge of electricity that ran through my body was unexplainable.

She leaned over the kitchen island giggling as she ate her sandwich while she flipped through a magazine. With each giggle, her breasts jiggled. The freedom in which her titties swayed back and forth against the silky material made me believe she was braless. "Holy fuck", I mumbled to myself. I stroked my throbbing dick while staring at her dancing breasts. I was so hard it was aching again. My thoughts bounced around from her blowjob of Mr. Huff to imagining her breasts in my face back to her giving a blowjob but this time it was my cock.

While furiously rubbing, my eyes glazed over. Partly watching her in the kitchen and partly fantasizing about her mouth. As I furiously stroked, my hand slipped and smacked the door closed. Not only was I freaking out about possibly being heard, but my hand was hurting as well. I silently shook the pain out. I stopped all other movement despite my heart pounding. I even tried to stop breathing. My eyes clenched hoping she didn't hear.

A moment later, "Hello, is everything okay?" Mrs. L's voice whispered quietly through the door.

"I'm fine Mrs. L. I just couldn't sleep."

"Oh, Mitch. I didn't realize it was you. Are you hungry? You want a midnight snack? I could make you a sandwich."

Nervously, I responded. "Sure. That would be great." Not sure why I said that. I didn't want to go out there for fear she would see my erection. Plus, I was wearing nothing but my boxers. My pants which I mentioned were too tight were up in Daron's room. I didn't want any more unnatural bending to occur.

I waited a moment to come out since I wasn't sure of what to do. Plus, I was worried she knew what I was doing. But as soon as I heard her making noise in the kitchen, I quickly made my way to the island and sat at the stool hoping she wouldn't see my jousting stick bursting out of my fly. I couldn't cover it with my old school boxers I wore. The boxers didn't have enough stretch to them and my cock would not budge...once again.

Mrs. L turned towards me after I quickly hopped in the stool. Nipples continued to dance naughtily. "Mitch, are you okay? You have been acting strange all night."

After a few seconds of hemming and hawing, "No. I am not to be honest. And by the way, you have been acting strange as well."

With a curious look on her face she asked, "Do you want to talk about it? If you don't, I understand. And I know you know your mother is one of my dearest friends but you can talk to me. That is, if you feel comfortable." She was so reassuring...such a great mother...definitely my favorite teacher...for several reasons...some naughty...some nice.

"That's just it. It's something I don't want anyone to know about."

"Well, if it's that serious. I promise I won't tell your mom."

"I'm not sure I can talk about it. It's embarrassing."

"Oh...I think I understand. I could get Carl. If you would feel more comfortable talking to him."

"No!" I said a little too loud. "Sorry, didn't mean to raise my voice. I really can't tell him." I whispered loudly.

"Mitch, you are worrying me. Please talk to me."

Every time she spoke, her sexy breasts jiggled a little. Not staring at her was harder than my cock. My hands cupped my face in embarrassment. "Ok. First of all..." My hands and fingers slowly brushed through my hair as I spoke, "I have a massive crush on you. I think I might be in love with you." I looked down as I couldn't look her in the eyes. I could tell my face was turning red.

"Mitch...oh Mitch...it's okay. Crushes are natural." Mrs. L said as she moved around the island and placed her hand on my shoulder to comfort me.

Her perfume was intoxicating. Just being near her made my cock pulse. It also didn't help that her breast had brushed against my shoulder as she reassured me.

"Oh...umm...wow. I see...Mitch...wow..." She said as she looked down at my throbbing cock. I was trying to cover it with my hands but it was no use. "Erections are perfectly natural as well." She said as she moved back to the other side of the island. Her face and neck reddened.

"Oh my gosh. I can't believe you just saw my...my dick." My face felt like it revealed more and more embarrassment.

"Mitch, don't be embarrassed. I have seen a penis before...and don't tell Carl but I've seen plenty." She laughed awkwardly trying to inject some levity. "Sorry, bad joke. Forget I said that..."

"You said erections are natural but for how long? It's been mostly rock hard since I saw you right after school."

Sounded like something got caught in her throat as she said, "What? What do you mean? You saw me right after school?" She squirmed nervously.

I slipped up. I hadn't planned to tell her but I couldn't contain it at that point. I already shared my feelings. It needed to be said. "Mrs. L, I am sorry but I saw you and Mr. Huff."

Her demeanor changed immediately. "What are you talking about?" She said defensively. Her arms crossed across her chest.

"Mrs. L...I saw you, you know, doing you know what to Mr. Huff after school...on your desk."

She raised her hand to her mouth and mumbled, "Oh, fuck...n-o...no...no." Her voice cracked. I never heard her curse before. She turned her back to me and began to whimper as she leaned against the kitchen counter. Her body trembled. Her negligee shifted and I could see a sliver of her curvy ass peeking out the bottom. I wondered if she was wearing panties.

Instinctually, I moved behind her to comfort her. My hands rested on her shoulders. "Mrs. L, I am sorry but I have to be honest I don't think I can keep this secret." That's when I realized my erect phallus was pressed into the side of her right ass cheek.

She turned to face me with tears on her cheeks. "Mitch, please you cannot tell Carl. Please, there must be something we can do. I will do anything, please."

After a few seconds of silence, "please Mitch don't tell my husband. Forget the extra credit. I will give you an 'A' in class. I will figure out how to get you an 'A' in every class...anything please." Tears dripped from her reddened eyes, "please don't tell him."

That's when it was crystal clear. I knew what I wanted. I wasn't proud of myself but my hormones were raging. What I wanted wasn't a better grade. I whispered to her, "I don't want an 'A'. There's a different letter I want. I want a 'B'."

Mrs. L looked at me confused. More tears welled up in her eyes.

I could barely get the words out I was so nervous, "I want a 'B' and a 'J'." My heart was pounding again. I couldn't believe what I just said to her...to my teacher.

An instant look of shock was on her face, "Mitch...no. What? Mitch, I can't do that...please...please Mitch now is not a time to joke around."

I shook my head letting her know I was serious. "Mrs. L, you can do it. You just did it for Mr. Huff. I promise I won't tell anyone but..."

"But what? You would tell Carl if I don't suck your dick? Mitch, this is crazy...and wrong."

I gave her a slight shrug and said, "I'm sorry."

After a moment of sobbing, she slowly dropped to her knees. My cock was harder than ever before in my life.

Tears streamed from her eyes as she looked up at me. "You swear to me you will never say a word." Her eyes mere inches from my engorged and thankfully still straight as an arrow cock.

I felt bad for her but I was so horny. My hormones were in control of me at that point. Her face was an inch from the tip of my dick. I reached down and put my hands on each side of her head. I wiped her tears off her cheeks with my thumbs and slowly pulled her face until my dick pressed against her plump luscious lips. My heart was pounding...still pounding hard from earlier.

She resisted by keeping her mouth clenched. The head of my cock slid up the side of her sexy nose as I told her, "I promise. I will never tell anyone what I know."

With that, she closed her eyes and slowly leaned her head back letting my dick slide down to her lips and enter her mouth. I pushed my hard shaft in until my dick pressed against the back of her soft, fleshy throat. I could hear her gagging, gasping for air.

When I released her head, she coughed and gagged. She whimpered as tears flowed down her cheeks. Her saliva drooled out of her mouth onto the floor. My cock was drenched with her spit. "Jesus...Mitch, your cock. It's huge."

As the minutes went by, she went from being passive to being angry. She kept saying to me, "Is this what you want?", over and over in between her deep throating my cock. She had one hand massaging my balls. Her other hand gently stroked the base of my cock while she was sucking hard. I could feel her sexy tongue pressed firmly against the underside of my head.

Her mouth was incredible. Not that I had any experience at the time but the feeling was indescribable. After a few more minutes, I couldn't hold out any longer. I thought I was going to fall down. My knees buckled as I exploded in her mouth without warning. I had masturbated many times up to that point in my life and I never felt anything like that before. It was my first blowjob after all.

My cum violently shot in her mouth...over and over. It didn't stop until she gagged again. Cum poured from her mouth down her chin and onto her chest. She was clearing her throat and coughing cum bubbles, "Fuck, that was a lot of cum." She said while she wiped her mouth with her forearm.

I wasn't done though and I stroked my cock a couple more times releasing a couple more spurts of cream which hit her cheek and laced across her nose. She flinched as my cum struck her face. And she gave me a look of annoyance, but said nothing as more tears began to stream.

As I said, I felt bad for her but I on the other hand felt amazing. Plus, the blood subsided from my cock relieving the aching pressure. I grabbed some paper towels for her so she could clean herself up. It was the least I could do.

I couldn't sleep the rest of the night. I wound up sneaking back down to the bathroom to jerk off again before everyone woke up. All I could think about was how amazing Mrs. L's mouth felt on my cock. I wanted to feel that again.