"Flattering" Best Friend's Mom free porn video

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Our culture has developed into one with such devotion to MILFs that is almost impossible for a teen not to fall for an older actress, a teacher, or a friend's mom. That's where this story begins. The story is based off of many real events with each participant being at or above the legal age.

Since the 3rd grade, Ben and Matt were inseparable. They shared every hobby, always had a class together, and hung out with each other religiously. Both of them were part of the other's families to the point where their families were nearly inseparable and definitely best friends.

Ben and Matt felt very comfortable discussing sexual topics such as jerking off with each other. Matt had always known that Ben had a thing for older women. At the beginning of his senior year of high school, Ben felt an urge to begin masturbating sometimes to another older women, not a porn star: Matt's mom. Tammy was in her mid-forties, had a pretty face, but was definitely overweight. She was the sweetest woman to Ben. Ben, who was never one for large women, just felt the urge to pull up a picture of her on Facebook and stroke his young cock.

So it began. Ben begin to scheme of ways to flirt with his best friend's mom, who was always around hanging out with his mom or at her own house when Ben was with Matt.

A few weeks after his first masturbating session to Tammy, Ben texted her. She had been helping his mother plan for a big party for Ben's younger brother. He thanked her for her help to his mom, as his dad was not very involved in the party, and included that she looked very pretty that day. She loved the compliments and Ben would occasionally write to her to let her know how he felt. His hugs when he saw her began including a little peck on the cheek, with the urge to try to touch her large butt. With that butt in mind, he snapped a picture of it when with her as he began his collection of pictures to use.

On his next visit to her house, he sprinted upstairs while Matt was in the bathroom and jerked off into her panties: the first physical act of his inclination towards Tammy.

Weeks passed and Tammy and Ben began playing word games against each other on their phones. Conversation sparked from that and Ben used it as an opportunity to flirt with his MILF. Finally, Ben decided to take another step and express that he had a crush on Tammy to her. The likely not sexually active mother of two was flattered. But a few days later, Ben decided to make things more obvious.

When he first left his cum in her large underwear, it was uncertain whether or not she knew it was him. While over her house for a party a night later, he left a massive load in her underwear and returned them to her drawer. Two weeks later, they were texting about their word game when Tammy said she was going to sleep.

"Wait," Ben wrote, "Do you have a second?"

Tammy replied that she did and Ben boldly apologized for the semen leaving. With the adrenaline rushing through his veins, he anxiously waited for her reply. She accepted the apology and added "I was a bit freaked out about the overstepping of boundaries on your part, but it was very flattering which trumps all else." Ben was stunned. This conservative mother had just expressed that she was flattered that a handsome, tall, 18 year old left his dick's juices in her large pair of white cotton panties. Tammy repeated to him that everything was OK and that she used her discretion and didn't tell Ben's mother.

As Tammy said good night once again, Ben ended the conversation with, "I owe you."

A few days later, Ben made plans to spend time at Matt's and play a little XBOX. What he didn't know was that Matt wasn't the one operating Matt's cell phone. Ben drove over to the Bomes house and was greeted at the door by Tammy. He hugged her like normal, but her reaction wasn't the same. She reached her hand to Ben's jeans and grabbed his cock. "I wanted to see if I was working with a good one," she said. Ben, stunned, was told, "Come upstairs. Matt isn't home."

He followed Tammy upstairs, watching her chubby ass sway back and forth, nervous with a massive hard-on. Next thing he knew he was watching his best friend's mom remove the top she had on, unveiling her 34C breasts. She motioned for him to approach her on the bed. "You told me you owed me one. Now, what I would like is for you to bring your handsome face down to my pussy and lick me and fuck me until I cum," demanded the 47 year old. Ben was too stunned to say anything and obeyed.

His friend's mom unveiled what had to be the finest brown bush any woman could have. He glided his tongue up and down her slit, as she moaned and ran her hand through his thick, brown hair. "Pl...play with my boobs," she requested in ecstasy. As Ben worked his magic on her, she grabbed for his cock and began stroking it up and down as her head tilted back. "Let me taste you baby," Tammy repeated until the man she watched grow up inserted his manhood in between her fine lips.

As soon as Ben began quivering, Tammy removed his cock and motioned with her eyes for Ben to begin fucking her. Slowly, he entered her as she screamed in delight. "Work and the k**s makes this never happen with Greg, but it could never be as good as this is." Ben couldn't believe what was happening, as he jammed his hard cock in and out of, basically, his second mother. Finally, she shrieked, signaling to Ben that it was time to unload the same cum that sat in her underwear. They came together, concluding an unrivaled sexual experience for the two.

They went back to playing their iPhone games, not discussing this day until...

The Bomes and Wilks went to visit a college together.

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My best friends mom

My best friend, Robby, and I were over at his house one day, wasting away another summer day trading baseball cards and stuff. We were both the same age, and had been best friends all our lives. Living just two houses away, we saw each other frequently.It was about noon when we were in his room, and Robby's dad came into the room. "Hey, sorry guys, I gotta run up to the store real quick and get some wax for the car. Either you all can stay here with your mom, or go with me."We both decided to...

1 year ago
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Best Friends Mom

It was my best friends 18th birthday and I was over for dinner. It was the end of July so I was home from college and we had been hanging out a lot. I had known him since I was twelve and we had been best friends since we were 13. His birthday was less than a month after mine, so I had just turned 18 and I was still a virgin. His dad was out of town working on some construction project so it was just my friend, his three brothers, his three sisters, his mom and I. Around seven o'clock, she made...

First Time
3 years ago
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I Fucked My Best Friends Mom

I can’t believe it but I fucked my best friend Matthew mom last week and it was the best sex I've ever had! Nannette is one of the hottest women in Palm Harbor if not the whole state of Florida. Matthew and I have been friends since middle school, I should feel guilty, but I feel no regrets about what happened. At the age of 33 I feel very lucky to have such a hot, sweet and sexy older woman to teach me the ropes. My cell phone goes off and a quick look tells me it’s another text from ...

2 years ago
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Bestiality School Lesson 1 Cat Sex

I was an exemplary student. Always had, always would. I had managed to remain at top of my class for my entire student career and now that high school was over, I retired undefeated. Most people thought I would go on to college and become some big shot lawyer or doctor, but the truth was I had no idea what my future held. I had always been so focused on my schoolwork that I had never taken the time to get to know myself. And now that the time had finally come to decide what to do with the...

3 years ago
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Bangalore Bestiee 8211 The Best Beauty

Hi, this is Aryan from bangalore again with an amazing story, this story is about me and my bestie to whom I wanted to experience a sexy orgasm.A lot of people get confused with orgasm so I studied every detail of what orgasm is and how to make a woman reach there. Well ladies who cant reach orgasm don’t be disappointed. Is very rare that ever woman can reach orgasm or squirting so relax and let your juices flow out.So my bestiee her name is kushboo and stats being 36c-32-34. I shared al my...

4 years ago
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Love Street Ch 03 My Best Friends Mom

“Yes!" I shout to Tom as we toss our helmets and pads into our lockers.I’d gotten the green light to accompany Tom to Los Angeles for Thanksgiving. The only hitch, I promise to tour UCLA and USC."No problem," Tom replies as we walk toward the showers. "I'll drive you. But they’re called the Trojans, you know.” “What?” I don’t have clue what he’s talking about.“USC. They’re the Trojans,” he says making a little jerk off sign with his thumb and forefinger. “Do you really want to be known as a...

MILF
4 years ago
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Her best friend mom

Angel was 21. She lived in a small provincial town. It was fairly quiet and little happened of interest, apart from the occasional visits she and her teenage friends made to the big city. They went to rock n roll gigs and raved about obscure punk bands to each other, when they got back home. Well, there was another thing that interested Angel in that small provincial town.It was Kim's mom.Kim's mom Diana was a beautiful, cool, and sexy, brunette, aged forty. She looked about thirty, Angel...

2 years ago
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How I Made My Bestie8217s Pakistani Friend To My Bestie

Hi, hope everyone enjoying your day in ISS. I was a big fan of ISS, after I moved to Dubai I missed this site. I would like to share my first story here for you guys. This story is about how it’s turned my bestie’s bestie to my bestie. Share your valuable comments to my email: Call me spykie, 26 year old. After my graduation I moved to Dubai. It was really boring days. After few months my bestie neha came to Dubai. She was my classmate and good friend. She is very sexy with good assets. As she...

3 years ago
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Bestiality School Lesson 1 Cat Sex

Introduction: A young woman loses her virginity to a cat! —Prologue— I was an exemplary student. Always had, always would. I had managed to remain at top of my class for my entire student career and now that high school was over, I retired undefeated. Most people thought I would go on to college and become some big shot lawyer or doctor, but the truth was I had no idea what my future held. I had always been so focused on my schoolwork that I had never taken the time to get to know myself. And...

2 years ago
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my best friend Rauls mom

continue the story with my best friend but this story is about his mom:so after a few mounths i started to want to fuck my family maid,my best friend mother so i start masturbate in the bathroom and in my room when she was cleaning in my family's house and after two days she came in the bathroom when i was jarking offi got in the bathroom,get naked and starting rubbing my cock,when she came in she saw my cock already hard in my handshe wasn't that surprised as i tought she will be:"i am...

4 years ago
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Bestiality is Best

Introduction: Introduction into bestiality hi all please feel free to leave comments, and feed back if you enjoy this . If you feel the need to leave negative vote. Please state why. Constructive criticism is welcomed. It was a warm summers evening , we were sitting in the back garden drinking and listening to the radio, a random mix of oldies playing while the sun lowered in the sky, leaving some long shadows running across the lawn, I was just about to get up and get another drink when...

3 years ago
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My Best Friend8217s Mom

I’ve been an avid reader of Indian Sex Stories dot net and I finally take courage to write my sex story. This is a real-life sex story and is a little long but I do hope that you will like it. Please share your comments at My name is Raj and I’m from Ahmedabad. Today, I’m happily married but still enjoy watching aunties and their assets. This sex story is about how I lost my virginity immediately after my marriage with my best friends’ mom. We used to live in a row house system where all...

4 years ago
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Best Friend8217s Horny Mom

Hi guys, my name is Mohan Patel and this is actually a true story. I live in America near Washington D.C and I moved here when I was three years old from Ahmadabad, and as soon as we moved here, we became friends with another Gujarati family. They had a son named Rohan who is my best friend till date. He’s a year younger than me so while I’m in college he’s a senior in high school. His dad’s name is Prashant, and his mom’s name is Reeva. Enough of the back story now, lets get to the real stuff....

1 year ago
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Worlds Best Mom

Note : This story is completely fictional! It was a warm, spring day and I hurried home from school in great anticipation as today was my birthday. Every year my Mother would spend the day baking a birthday cake from scratch and shopping for my present. She never ceased to amaze me by her ability to find an incredible birthday present that always reflected her love for me. We had a very strong emotional bond having been on our own for the last 18 years and she had seen to it that I never wanted...

Incest
3 years ago
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Best Friends mom

Eddie's mom, Susan, was one of those sexy women in her 30's who you could hardly bring yourself to believe was a wife and mother, much less the mother of your buddy. Susan was so hot and so sexy that Philip found himself frequently going home after he'd spent an afternoon with Eddie and having to jack himself off in the shower because Susan had gotten him so hot and horny. Philip had been Eddie's good friend for many years and when he'd begun to notice Susan, Philip had found himself...

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