Fucking My Classmate's Hot MILF Mom

November 15, 2024, it was close to three in the afternoon.

I was standing right in front of Ingraham High School waiting for my cousin Jacob. We were supposed to spend the weekend at his place so we could celebrate my 18th birthday together. Jacob, who's six years older than me, had just become independent and rented a small house in Wallingford.

Him and his friends are cool, fun-loving people and I always enjoy spending time with them a lot.

The sky was filled with black and gray clouds and light rain was falling and the sound of water trickling from the school gutters could be heard. The autumn air was cool but not so much that it bothered you. I loved this weather; the yellow and orange oak leaves make the Green Lake scenery really beautiful this season.

I took a deep breath and filled my lungs with the cold air. I was in my own world when I saw my classmate Liam Davis, standing a few meters away under a canopy.

Liam is a calm and funny guy, one of the few classmates who doesn't get on my nerves and we're close, a simple kind of friendship has formed between us.

I knew Liam was waiting for his mom Jenna Hudson, every once in a while she would come pick him up and I was always eager to see her.

Jenna... I can only say she's an incredibly attractive woman.

I had seen her a few times in the school yard and at various events and I followed her on Instagram and Facebook, and honestly I had a crush on her.

A few minutes later, a silver Toyota Camry parked beside tbe street. It was Jenna, when she opened the car door and signaled Liam to get in, Liam accidentally saw me and waved at me, I raised my hand and smiled back and then Liam got in the car and they left very quickly.

The rain had gotten heavier and I was still standing wet and annoyed under an oak tree next to the school entrance. Jacob was late as usual, I was really pissed at him. On the other hand I was freezing and I didn't have a cigarette.

I was about to call him again when the horn sound of Jacob's Hyundai Elantra came from far away.

I quickly ran and jumped into the car so I wouldn't get wetter.

Jacob, as soon as he saw me with a ridiculous smile said: "What's up, bro? Why do you look like a drowned mouse?"

With boredom I said: "Can't you come on time just once, no?"

Instead of answering he took a cigarette from his Marlboro pack and lit it with his lighter and gave it to me and said: "Smoke and complain less, Ethan."

I rolled the car window down a little, took the cigarette and took a deep drag.

Wind was coming in from the window hitting my wet clothes and I was really cold, but my mind was still stuck on Jenna. Her wild blue eyes and that pretty smile... in my mind I was imagining unconsciously I felt my body getting warm my dick was slowly getting hard.

I was drowned in my thoughts when suddenly Jacob squeezed my dick with his hand and laughed and said: "Oh, oh! Who woke this dragon up? What are you thinking about, huh?"

I jumped and yelled: "Damn it! What the hell are you doing? Can't you stop these dick jokes?"

Jacob, who was still laughing, said: "Calm down, big bro's here! Tell me who you're thinking about? Come on, boy, talk."

With hesitation I said: "Promise you won't make fun?"

Jacob: "Come on, don't be shy like little girls, who is it? I'll help you myself."

He wanted to reach for my pants again, but this time I blocked him laughing and said: "Are you crazy, man?"

Jacob, with a mischievous smile, said: "Until you tell, I won't let go."

I sighed and said: "Okay, okay. The mom of one of my classmates."

Jacob slammed his hand hard on the steering wheel and laughed louder. "Seriously? You're after your friend's mom?"

Ethan: "We agreed no making fun!"

Jacob with a ridiculous effort to be serious said: "Deal, bro. Now who is it?"

Ethan: "Jenna... Jenna Hudson."

Jacob was quiet for a moment and then with surprise said: "Jenna Hudson? The one who works at Illustrated Salon Spa? Tattoo artist?"

Ethan: "Yeah, that's her."

Jacob shook his head and said: "You're right to be all over her, that whore is totally hot.

Didn't think her son was your age, she looks way younger."

With surprise I said: "You know her?"

Jacob smirked and said: "You kidding? A rooster has to know all the hens in the farm! How could I not know the neighborhood hottie?"

Ethan: "So you'll help me?"

He gave me a naughty look and said: "Well, money can solve the problem. Since she's a whore you can make something happen."

I was really surprised and said: "You mean you're saying she's a sex worker?"

Jacob shrugged and said: "What? Your image ruined? Thought she was an angel? Don't tell me you fell in love?"

With hesitation I said: "They're not in bad financial situation, why would she do such a thing?"

Jacob: "Ask her yourself. You know Tyler Rogers? He fucked her a few times. I'll get her number for you, see what happens."

Then he reached for the car stereo and said: "Now drop it, let's play a song, listen."

The weekend at Jacob's house was really great for me it was the best birthday I ever had, even though all his friends were older than me, but spending time with them was a temporary escape from the boring high-school routines.

Jacob and his friends with their jokes and cool memories made a world full of laughter, marijuana and lots of mischief for me.

The whole two days my mind was somewhere else I was constantly thinking about Jenna and waiting for Jacob to help me so I could somehow have sex with Jenna.

I constantly checked her Instagram and Facebook posts damn, how can one person be so attractive?

Jenna was my type in every way, and this feeling was driving me crazy.

Jacob had gotten Jenna's number for me, but I still didn't know how I should talk to her. At all how to tell a woman like Jenna that I want to have sex with her?

I had never had a relationship with any woman and just thinking about it made my heart beat fast.

I was frustrated, like there was a knot in my brain that wouldn't untie.

That's why, Tuesday evening, I went to Jacob's house unannounced when I arrived no one was home. I called him, he answered the phone and said he's coming back from work and I have to wait until he arrives.

A few minutes later, he arrived and parked his car. We greeted each other and went into his house.

Jacob while taking off his clothes and throwing them here and there said: "What happened? You usually don't show up mid-week."

I was a bit embarrassed. I scratched my head and said: "Can you... talk to Jenna instead of me?"

Jacob threw his pants at me and laughed and said: "What? You want me to put the bite in your mouth, spoiled kid?"

Ethan: "I've never even been on a date with anyone, I don't know what to say, do something, I'll make it up."

Jacob with the same laugh said: "Like how will you make it up?"

Ethan: "Don't tease, bro, I owe you one, I promise I'll make it up somehow."

Jacob looked at me for a moment, like he's calculating. Then said: "Okay, heat those pizzas in the fridge I'm taking a shower, I'll come fix it for you. Sit next to me and learn how to set up a date with a whore."

With excitement I said: "Yes, boss! You just give orders."

I went to the kitchen and put the cold pizzas in the microwave.

A little later the smell of pizza filled the house and Jacob came out of the bathroom.

While a towel was wrapped around his waist and water drops were dripping from his wet hair he flopped on the couch and picked up his phone and went after Jenna and managed to convince her but the money Jenna was supposed to take from me was too much for me.

Jacob smirked and said: "It's way too much for you, but you have to make an effort right? At least get the money yourself, I'm telling you now I'm not lending you"

I had to use the money I had saved but it didn't matter to me, I was ready to give everything I have to have sex with Jenna. Jacob said he set the appointment for Sunday afternoon at his own house and promised to empty the house so it's just me and Jenna.

I felt a wave of adrenaline spread in my body a feeling of fear mixed with excitement filled my whole being.

Sunday afternoon at Jacob's house I was waiting and I was very stressed, any moment Jenna could arrive.

I was supposed to introduce myself as Jacob, that's why I was very stressed. I was telling myself what if Jenna has seen me at high school and recognizes me? What if something leaks and everything gets ruined?

The whole week I was thinking about this moment and now that it was becoming real, my hands were sweaty and my breath was short.

Even though the morning weather was sunny but the afternoon weather had turned bad of course it was normal in this season.

Autumn rain was falling and a thin fog had appeared from Green Lake.

Jenna was a few minutes late. I was going crazy when the doorbell rang.

I took a deep breath and fixed my clothes, I had worn a simple black t-shirt and jeans.

When I opened the door, Jenna was standing in front of me. When I saw her it was like my heart stopped for a moment.

Her shiny black hair was wet and had covered one side of her face, when she tucked the hair that had fallen on her face behind her ear with her hand for a moment I drowned in her blue eyes. She had a black leather jacket that reached her waist and under it she had worn a tight gray top that showed her cleavage. She had a small stud on her nose and had put light pink lipstick on her lips and had worn jeans.

As soon as she saw me with a cute smile and a voice full of flirt said: "Is Jacob home?"

I was panicked I quickly said: "That's me come in."

When I said I'm Jacob, for a moment her eyes widened from surprise, probably from my appearance she had sensed that my age is low.

She paused for a short moment, but didn't say anything and calmly came in and walked behind me and carefully looked at the house.

I was also really nervous and with a voice that I tried to make firm said: "Do you want to have a coffee or a drink first?"

Jenna turned and stared at me with a surprised look, her tone became a bit more serious and said: "You were the one who called me?"

Fear took over me that she might regret. My heart was about to explode but I tried to show confidence and said: "Yeah, so who did you think? Come the room is this way."

She didn't say anything and followed me.

We went into Jacob's bedroom, a simple bed with gray sheets, a study desk with a rolling chair next to it, and a window facing the lake.

I sat on the edge of the bed and Jenna on the rolling chair of the study desk, right in front of me. She put her bag on the ground and with a curious tone asked: "How old are you?"

I quickly said: "I'm eighteen."

Her look became a bit sharper and said: "No one else is here? Where are your parents?"

While my voice was shaking a little I said: "This is my own house, no one else is supposed to be here."

Jenna frowned and with a serious and annoyed tone said: "Your own house? Are you joking with me? Look kid, if you're not honest with me I'm leaving right now, I don't have time for trouble at all."

I raised my hands and said: "Okay, okay! It's my friend's house, I asked him to empty his house today."

Jenna narrowed her eyes. "So he knows I'm here? He lives alone?"

Ethan: "Yeah, it's his own house, believe me I'm telling the truth."

She paused for a few moments and stared at my face little by little Jenna's serious look softened and she smiled said good boy you should've told me the truth from the beginning.

It was like she believed me she stood up and started taking off her leather jacket. When she took off her jacket the first thing that stood out was the tattoos on her left hand that were sealed from wrist to shoulder, she fixed her hair with a shake of her head and then turned to me and with a playful tone said: "You brought me here to just look at me? What are you waiting for? Take off your clothes."

My heart was like it was being torn out.

I took off all my clothes, only a boxer was left on me. Jenna had also taken off her clothes but her black panties and bra were still on her. Her body was more attractive than what I thought.

Her skin was white and her breasts were big and well-shaped that had little distance between them, slim waist and round and full ass gave her body a flawless proportion.

My dick had gotten really hard and my boxer was bulging.

Jenna looked at me and gave a flirty smile and while I was standing in the middle of the room, she came in front of me and sat on her knees.

For a moment she stared at my face and then reached her hand to my boxer and slowly pulled it down, my dick sprang out like a spring and stood straight in front of her face.

Seeing the size of my dick she was surprised and her eyebrows involuntarily went up and with excitement said: "Oh God! I didn't think you had hidden such a monster! It doesn't suit you at all, boy."

Before I could say anything, she grabbed my dick and shoved it all the way into her mouth. I closed my eyes and surrendered to her, I had never experienced such an amazing feeling before.

Jenna was really skilled, she would bring my dick head up with her hand and eat and lick my balls and then put my dick back in her mouth and moved her tongue under my dick head with a special rhythm and as time passed her sucking became more wild.

She was moving her head fast forward and backward and sucking with greed, so that the slurping sound of her mouth echoed in the room. Her saliva was pouring from the corners of her lips and dripping from her chin.

Jenna suddenly stood up and we made out hard two three times. For a moment she pushed me onto the rolling chair next to the study desk. She took off her panties and bra and came on top of me and then lined my dick with her hand and slowly sat on it. My breath was held in my chest. Her pussy was warm and soft and her body had gotten hot, I could feel the heat of her skin under my hands. We hugged each other hard and made out, it was like my dick had melted in her body and we were connected Jenna pulled back a bit from me and started going up and down. My hands had taken her slim waist and with every move her body was shaking like a wave.

Her rhythm got fast and faster and I was experiencing a pleasure that until before this I couldn't even imagine. I hugged her hard, took my head between her breasts and started licking and eating her neck and breasts.

The combination of the salty taste of her sweat and the softness of her skin made my lust stronger.

A few minutes later Jenna stood up and went on the bed and sat in doggy position. Her body in that state was very stimulating.

I can't describe my feeling, my first sex was with a woman I had a crush on, I couldn't be luckier than this. I put my hands on her ass, I was slowly touching and grabbing it. Jenna started shaking her ass, it was like she was performing the most beautiful dance in the world for me,

I was really enslaved by her.

Suddenly she stopped moving and slapped her ass lightly with her hand and with a devilish smile said: "It's your first time right? Show me your manhood, prove to me how much courage you have baby boy, tonight you're gonna become a man."

Her words were like gasoline on fire, I put my dick on the edge of her pussy and shoved it hard and started pumping, from the very first second hard and harder and without stopping I was hitting, the sound of the hits that were hitting her ass was making me wilder.

Jenna had completely let herself go and was enjoying.

With her moans and stimulating words she had driven me crazy. I could feel her pussy getting tighter and wetter every moment.

Sweat on my face was being thrown to one side with every hit.

Jenna was whispering: "Yesss, boy... that's it... aaaah, damn it! Fuck me just like that... that's what I want!"

I without answering was just fucking her harder. Little by little I got tired and slowed my rhythm, Jenna who seemed tired in that position too, turned and said: "Lie down on the bed".

I lay down and Jenna came on me again, took my dick with her hand and slowly sat on it, but this time her back was to me.

In this angle, the movement of her pretty ass on my dick was clear. Jenna unlike before slow and calmly was going up and down, I also put my hands behind my head and was just watching.

I had a good feeling and was feeling proud, besides being happy from sex with a woman I had a crush on because I was having sex with the mom of a boy my age I was proud of myself.

A few minutes passed just like that until Jenna got off me and lay on the bed. She opened her legs, her messy black hair was spread on the pillow. I sat on my knees, shoved my dick back into her pussy and took her legs with my hands and Foss and started pumping. I felt I was close to coming, that's why I pumped faster and harder.

Her big and well-shaped breasts were shaking with every hit, and her moans were getting louder and louder. It was like she was coming too.

For a moment I told myself it's time, I took out my dick so I wouldn't come in her pussy but Jenna quickly grabbed my dick head hard with her hand and pressed.

The pain spread in my body like electricity and involuntarily I yelled. She held my dick for a few seconds until my feeling of coming completely disappeared and then let me go and I took a deep breath.

She turned to me and said: "Hurry boy, fuck me! I'm not satisfied yet. I still need you."

I bent forward, hugged her and continued pumping in the same position again. Her pussy had gotten really tight, it was like it was pulling my dick into itself.

We were constantly making out, I kissed her neck, we had sweated so much that our bodies were wet and greasy.

One after another I was telling her under my breath: "I love you." Jenna had also gone crazy, her moans got louder: "Ooooff, continue... aaaah! If you stop, I'll kill you myself!"

She hugged me hard and suddenly bit my arm, I felt like she's about to tear my flesh, in that moment I felt her pussy contracted and her legs were shaking badly and after a few seconds she took a deep breath and let me go. I also separated from her and lay on the bed to catch fresh breath.

I was very close to coming. Jenna rested for one or two minutes and then came and sat next to me.

She wanted to suck me but my dick was like waiting for a trigger. As soon as she started sucking after a few seconds I felt my cum is coming, Jenna understood from my face state and quickly took my dick out of her mouth but my cum poured on her face and neck. I opened my hands, closed my eyes and for a few seconds I let myself loose.

With Jenna's tired voice I came to myself, she turned to me and said: "Where's the bathroom?"

I got up and showed her the bathroom and then wore my boxer and fell on the bed again.

My body was like it had returned from a marathon, I was very weak, Jenna had milked all my water and emptied my back.

After Jenna took a shower and got ready to go, I picked up my phone to send her the money I said to her: "Give me your account number so I send the money to you."

Jenna looked at me and said: "No need to give anything."

With surprise I said: "Are you sure you don't want?"

Jenna: "Maybe next time I'll take from you."

I got very excited and said: "Seriously? So if next time I want you too, you'll come?"

Jenna smirked and said: "It was so good for me that I want to try it one more time, but I don't promise, boy."

With excitement I said: "That's enough for me!"

I accompanied her to the door and after goodbye I followed her with my eyes until she got in the car and left, I closed the door and collapsed on Jacob's couch.

This was the story of my first and most special sex of my life.