Disclaimer: All characters in this story are of legal age. This is a work of fiction, but if you expect good dialogue, perfect grammar, and a non-stereotypical story, this book is not for you.
Chapter 01 Taking the opportunity to blackmail my friend’s mother
In the morning I woke up with a yawn and rolled over onto my back. As my mind cleared, I remembered that it was only Tuesday, so the weekend was still far away. Waking up knowing it was another boring day of school did not improve my mental state at all. I slowly sat up and pulled back the quilt. I swung my long legs to the edge of the bed, put my feet on the floor, then slowly got out of bed and walked to the bathroom.
As I was brushing my teeth, I glanced at my glans in the mirror. I didn’t see anything unusual, but the girls at school often told me that I was a very handsome young man. Looking back, I saw a boy a few inches above six feet tall, with a slim but muscular body, dark skin and dirty blonde hair. My eyes were bright, burning blue, and I knew that my look had a huge impact on the girls at my high school. I rolled my shoulders, my muscles trembling. This is not a wasted moment, but I’m usually happy to see my good muscle tone because I’m a natural athlete. “Okay, Ryan, let’s go or else you’ll be late,” I told myself as I stepped into the shower. After I showered, I went downstairs to get breakfast and saw that my parents had already left for work. 5 minutes later I got in the car to pick up my friend Tony for school. It’s a two-minute drive through our wealthy neighborhood with big houses and mansions.
—
Two minutes later, I pulled into Grant’s winding driveway. I knocked on the door and walked right in. Tony and I always played on the same sports team, went to the same school, etc. Our families are used to us living together and we just get along like part of the family.
When I reached the kitchen, I realized it was a typical Tuesday morning in the Grant household. Tony’s mom Carmen made breakfast for her husband Peter and Tony as usual. Tony’s sister Michelle had gone off to college a year ago, so there were only three people at home.
When I arrived Tony barely looked up from his cereal, just waved me good morning with his spoon. He is short but muscular, only 5 feet 7 inches tall and has short black hair. We spent most of our time together, studying or attending classes, going to parties with friends, watching TV and other daily high school boys activities. Sometimes we would go out on dates. Tony is a good looking guy and gets a fair amount of action, but I am way ahead of him here. We were both boisterous and outgoing, but Tony was a famous comedian who loved to fool around, and I was more carefree than him.
There is one area where we differ. Tony struggled to get good grades in school, but I was a straight-A student. I always got good grades with minimal effort, but Tony had a lot of help with his homework.
Tony’s father, Peter, dressed in his usual shirt, trousers and tie, sat at the large kitchen table reading the newspaper. A prominent businessman, he worked long hours but also made a lot of money in the markets through his investment company. Peter loved to laugh, have fun and made many friends. He had an innate ability to hold people’s attention, no matter what they said. Like Tony, he is somewhat short, about 5ft 8in, with short, brownish blonde hair.
Last but not least is Tony’s mom, Carmen. She was drinking coffee, leaning against the counter with her arms folded. Tony’s mom was a beautiful Latina woman, only 5 feet 2 inches tall. Even in her long white bathrobe she looked sexy. She must have just come out of the bathroom and gone to the kitchen to get a cup of coffee. Her long black hair was hanging down to her chest in wet, sticky waves, and her face was shiny, with brown eyes with stunning black eyelashes and full, sensual lips. Although Carmen is the same age as my mom, forty-nine, her appearance has always made people think she is much younger than her actual age. One of the things that makes Carmen look so young is her incredibly youthful figure. Her breasts were plump, not sagging at all, and her butt was tight. Her legs were absolutely shapely, with long ankles, shapely calves, and thick thighs. She is an absolute dream MILF.
When Tony and I moved on from being interested in only normal little boy things and started looking at girls, we secretly discovered Carmen’s size. Her body measurements are 36C-25-37 and she weighs 115 pounds. I easily accepted this later as Carmen had an hourglass figure with an incredible bust, wasp waist and bulging hips.
When I first experienced my sexual awakening as a young boy, I developed an incredible attraction to Carmen. I never mentioned it to Tony because I didn’t think he wanted to know that his best friend had a crush on his mom. But when I started dating, and eventually had my first relationship with a girl, my crush turned into a memory of my youth, and I again saw Carmen as my friend’s mom. Carmen has a lighthearted and cheerful personality, so I still like being around her.
Carmen was a teacher at our high school and all the boys thought she was a treasure. But Tony and I had stopped our lewd comments years ago about how we wanted to fuck Carmen. But sometimes they would tease Tony about how young and attractive his mom looked.
Carmen was talking to Peter, but when I walked into the kitchen, she smiled at me and said, “Good morning, Ryan.”
“Good morning, Ms. G,” I replied.
“Good morning, Big Boy,” said Peter without taking his eyes off the paper. He barely took his eyes off the newspaper and barely participated in the morning conversation. He often called me “Big Boy” because I was physically much bigger than any of the Grants.
Carmen walked up to her husband and took the newspaper from his hand. When Peter looked up, she smiled at him, “Thank you for joining our conversation, dear.”
She leaned down and ran her hands through Peter’s hair before giving him a sweet kiss. It was clear to everyone that Carmen and Peter were happily married and still happy with each other.
“Did anything interesting happen at school today?” Peter asked Tony and me.
“Not really. Same old boring things and same old boring teachers,” I said, smiling and winking at Peter as I poured coffee into the cup.
“See, Sir,” Carmen replied immediately, and Peter and Tony laughed.
“Of course, I don’t mean my young, energetic Spanish teacher,” I smiled at her.
“Nice save,” said Peter, and we all laughed.
“Are there any exams this week?” Carmen asked, leaning on the counter and sipping her coffee.
“Only on Fridays in Mr. Watson’s history class,” Tony replied, getting up and walking over to the dishwasher and throwing away the bowl and spoon.
“Well, I hope you’re studying for it because if you want to get into a great college, you have to keep up your grades,” Carmen said.
“Not yet, but Ryan promised to help me on Thursday,” Tony said.
“That’s great, but why don’t we start tonight?” her mother asked.
“I promised to go out to dinner with my parents tonight since they’re leaving on Friday for my dad’s business trip,” I interrupted.
“Oh, yes, I already told your mom that you can stay at our house for the weekend and next week,” Carmen replied.
Tony said excitedly, “Relax, Mom, Thursday is coming soon and with Ryan’s help, I’ll at least get a B.”
“Okay, but you know I only care about your grades, honey,” Carmen said, patting her son’s cheek.
After that Tony and I went to school.
—
I spent another boring day at school in the morning. After the lunch break, I headed to computer science, where I was tasked with setting up two new computers in the faculty lounge. It wasn’t a very fun task, but I got it done without complaining.
I had just finished and went to my laptop in another room to see if the webcam and microphone were transmitting a signal without any problems. I set up my computer to record the signal from two computers in the teachers lounge.
The camera was working fine, but since there was no teacher in the room, I couldn’t check if the microphone was working properly.
I decided to wait a while before coming up with another solution to test the sound. 10 minutes later, I saw my history teacher, Mr. Watson, come into the room, sit down, and open his laptop. He started working, but I was still not sure if the microphone was working properly, so I surfed the Internet and waited for the other teacher to enter the break room.
Five minutes later, Carmen walked into the room. She greeted Mr. Watson and they started talking. It wasn’t very funny, so I decided to close my laptop, go into the teacher’s lounge, turn off the microphone and camera, and now I know they work. But when I put my finger on the off button, I heard something strange.
Carmen, who was looking at Mr. Watson’s laptop screen, said, “Is this this week’s test?”
“Yes. I just finished it,” Mr. Watson replied, then continued, “Some of my students have been slacking off the last two weeks, so I decided to give them a test tomorrow instead of Friday to surprise them.”
“That sounds interesting, but aren’t you worried that a lot of them will do very poorly on the test?” Carmen replied, her voice a little hoarse and a confused look on her face – apparently she was thinking about her son.
“It’s not my problem, you rested when you dozed off,” said Mr. Watson with a wry smile, and stood up.
“Can you check the computer for me while I go to the bathroom?” she asked Carmen.
“Of course,” he replied, and Mr. Watson walked out the door.
I thought to myself, I have to tell Tony about this surprise, but I also knew he would be totally nervous since he couldn’t prepare for the exam on his own. Over the past few years he has come to rely on me for help.
But before I could do anything, Carmen had a determined look on her face and reached for her purse. She took out a flash drive and immediately inserted it into Mr. Watson’s laptop. She uses a mouse pad and appears to transfer the test to the flash drive. In a matter of seconds, she finished her work and took a step away from the computer, feeling guilty to see if anyone had noticed her disrespectful behavior. She took a deep breath, put the flash drive back into her purse and walked towards the water fountain.
I was shocked by his behavior and didn’t know what to do. I waited for half an hour, and when the teachers’ lounge was empty again, I quickly went there and turned off the microphone and camera. I saved the recording to my computer and went home.
I decided not to take any action against Carmen’s behavior. I refuse to believe that she would help Tony cheat in the exam. If found out, it could end badly for both of them.
—
The next day, in our history class, we got a surprise test, but by the time class was over, Tony didn’t seem worried at all. He just said that he thought he had done a good job.
I was confused, but I didn’t protest. I would wait until I got the exam grades before deciding what to do.
—
We received our test results on Friday and Tony and I both got “A’s” on the test. Tony gave me a high five with a big smile on his face.
I am now convinced that he is cheating, and I wonder if his mom (my Spanish teacher) let him cheat to help him get good grades. In her class, she is friendly and mild-mannered, but she still does not take it lightly when grading homework, and even the smallest mistakes will be written down. All the kids in school know that they must be the best in their class.
I didn’t know what to do, but I knew I had to do something. It wasn’t that they betrayed me, it was that my best friend and her mother didn’t include me in their plans. Neither of them told me about the surprise test, and I knew deep down that Carmen was responsible. It’s easy for me to understand the logic behind this, because the more people know a secret, the greater the risk of it being exposed. You could say I had a double standard because I already knew about the test but I didn’t tell Tony myself – but that never occurred to me.
—
After school, Tony and I went to the basketball court, which was part of the playground near where we lived. We simply played basketball on hot days to pass the time. Soon after, we started a one-on-one match, which started out friendly but became more competitive as the game progressed. We fought hard against each other and I won the match, much to my anger towards Tony and his mother.
Later we went back to Grant’s house and went into the kitchen where Carmen was cooking dinner. At first she didn’t notice us because she was singing and dancing in the kitchen while cooking. Carmen looks happy and carefree. She seems to have forgotten about helping her son with cheating. In the photo, she is in the kitchen, wearing a yellow strapless sundress that highlights her fabulous features. The way her boobs clung to the fabric made them look plump and delicious. She wore yellow heels that showed off her smooth tanned legs and tight ass perfectly.
At that moment my memory flashed back to a few years ago when I had dreamed about what it would be like to have sex with Carmen. When I started masturbating, she would often be the star of my fantasies, imagining myself fucking my best friend’s mom. But Carmen’s kindness and motherly attitude made me feel ashamed of these thoughts, so I fought hard to let them go and succeeded. But now I know that she is not as perfect and pure housewife as I always thought. In my eyes, she was the perfect wife and mother, so I suppressed my feelings for her, but in a matter of seconds, I felt the desire for this beautiful brunette Latina woman again; I felt a tingling in my lower back and at that very moment I decided to enhance my physical attraction to this sexy mom with a recording of Carmen’s questionable behavior. But I had to create a situation where Carmen didn’t mind breaking her marriage vows.
“Hey, Mom, we’re home.” Tony yelled, interrupting my thoughts.
“Hello everyone, dinner will be ready in an hour,” Carmen replied with a smile and continued dancing in the kitchen.
We went to Tony’s room and played video games until Peter got home and Carmen called us for dinner.
During dinner, it was hard for me to concentrate on the conversation because every time Carmen bent down to serve the chili sauce, I got a glimpse of her yellow lace bra. I was semi-erect throughout the entire meal.
I temporarily forgot about it when Tony said, “Dad, by the way, I got an A on my history test.”
Peter responded, “Wow, that’s great news. I’m so proud of you and glad you take your homework so seriously.”
“It’s okay, Dad,” Tony said, winking at his mom, “you know me. I’m done being lazy and now I’m trying to do my best.”
Carmen just blushed and looked down at her plate.
His father looked at him with a smile: “I like it. You deserve a reward. I also have a box ticket for tomorrow’s game. You can come with me.”
“I’d love to, but I promised Ryan we’ll be together tomorrow.”
I immediately saw the opportunity and said, “Tony, let’s go to the game. I have some homework to do anyway.”
“Do you really think so?” Tony asked.
“Yeah, man. You don’t have to babysit me, I really need to get this done.”
“Well, it looks like you two will have a lot of fun, and Ryan and I will do homework tomorrow.” Carmen said with a smile, and then changed the subject to another topic.
—
That night, as I lay on the guest bed in the basement, I began planning to propose to Carmen. I began worrying about a million different things, but the thought of Carmen’s beautiful face and sexy body made all doubts and thoughts that this was wrong vanish from my mind. As I fantasized about her, my cock began to grow and become erect. As I began to imagine myself deep inside Carmen, I began to stroke my big cock harder, thrusting my huge cock in and out of her pussy while she wrapped her beautiful legs around me. I imagined her moaning with pleasure as I penetrated her pussy and sucking greedily on her thick, round breasts. I imagined her wrapping her beautiful lips around my cock, milking me hungrily for hours until I finally erupted, sending my semen deep into her waiting mouth. As I became more and more aroused, my thrusts became more and more vigorous. It wasn’t long before I was shooting my load into the air, pounding it long and hard.
—
In the morning I open my laptop and start recording in the teachers lounge. This is a great quality and I know I can definitely take advantage of it in my upcoming dealings with Carmen. I put the laptop on standby in hopes of being alone with Tony’s mom.
I went into the kitchen and the Grant family was already seated. I said: “Good morning everyone.”
As usual Peter was saying good morning from behind the newspaper.
I caught sight of Carmen and she looked really nice. She stood up and walked towards the refrigerator, I could tell she was dressed modestly. She wore a blue tank top that accentuated her breasts and wasp waist but didn’t show much cleavage. Dark blue skinny jeans accentuated her firm butt. She was barefoot and wore sunglasses that sat above the hairline on her forehead. I started to feel my groin tingle but I told myself I should just let it cool down.
I sat down and began eating while chatting with Tony. After a while Peter put down the newspaper, looked at Tony and said, “Will you be ready to leave in half an hour?”
“I’m going to shower first, get dressed, and then get ready.”
“Okay,” Peter said, standing up and walking out of the kitchen, Tony following behind him.
Carmen and I shared the paper and for a while we just read and drank coffee.
Half an hour later, Tony and his dad were out the door, ready to go to the game.
I stood up and picked up my laptop. When I returned to the kitchen, Carmen had already started clearing the table.
I helped him and then sat at the table and turned on the computer.
Carmen smiled at me and said, “Oh, that horrible homework assignment.”
“Yes, Ms. Ji, you know what’s going on,” I said, “I’ve heard rumors about cheating at school. Students who cheat get expelled and can’t apply to college, right?”
I could see Carmen’s face drain of color as she stuttered, “Where did you hear that rumor?”
“Well, I have to admit there aren’t any rumors yet, but we all know Tony’s test scores are a little messed up. There was no way he could have gotten an A without my help.”
Apparently Carmen thinks attack is the best defense, and she started getting angry at me, “What do you mean, Ryan. My son did not cheat. I told you, I helped him study on Tuesday – that’s why he got an A.” I can’t believe you are trying to blame your best friend for cheating, I am disgusted and appalled by your suggestion and I will hold you accountable if you say something like that to anyone.
