Having Sex With Big Lou, My Dad's Best Friend free porn video

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I had turned 18. I was in my last semester of high school. I was a young white teen in a middle-class suburban home. My parents had some friends who had three small c***dren. My parents and these friends would all go out dancing and socialize together. Unfortunately this other couple, Lou and Mary, needed a baby sitter to watch their k**s or they couldn’t go out – my mother volunteered me.

I felt that I was too old to be babysitting. I had a regular job after school every weekday and on Saturdays. However, my parents and their friends Lou and Mary Palermo only went out on Saturday night. I didn’t have an excuse other than telling my friends that I couldn’t go out with them. I didn’t have a steady girlfriend even though I had an occasional date. It still felt humiliating babysitting. I had done that in junior high. I felt like a grownup, not a c***d!

My dad forced me to baby sit. Lou and Mary were of Italian heritage from New Jersey. Lou always reminded me of a wise guy in the Mafia. I never said anything to my parents, but I thought his background was suspicious - and an Italian from New Jersey! Anyway, my parents drove me to the Palermos’ house the first time that they had me baby sit. It was an uneventful night and Mr. Palermo gave me $40 for the four hours that I babysat – More than fair. That changed my impression of Mr. Palermo. I thought he was an okay fair man. I began to like him. He was kinda cool with the Jersey accent and he was a stocky, powerfully built man. He looked like a Mafia boss, but he was a nice man!

Several weeks went by and my parents and the Palermos made it a weekly thing, but it was out of the way for my parents to pick up the Palermos, so the Palermos volunteered to take their own car and meet my parents at the lodge that they went to. Both my dad and Mr. Palermo were members. The Palermos came and picked me up and then dropped me off at their house to baby sit, which meant Mr. Palermo also drove me back home. It was this first time alone with Mr. Palermo driving me home that I had my first gay sexual encounter.

Maybe it is because of my looks. I am 5’11” and only 145 pounds. I have shaggy long brown hair and kind of a high voice, but as Mr. Palermo drove me home he unzipped his pants and began asking me strange questions. He asked me if I liked pipe! I replied, “pipe?” “Pipe, dick, cock?” He asked me if I sucked dick! I said no! He then pulled out this huge penis. It was twice as long as mine; it looked over 9-10”! Their car was an older Cadillac with a large bench front seat. He told me to "move closer and touch my cock!" I was in shock. I couldn’t believe what Lou, my dad’s closest friend, was saying! I don’t know why, I guess I was brought up to respect my elders and do what they asked, so I slid over beside him. He was an intimidating figure, 6’1” 245 pounds, large, powerfully built man. I reached over and played with his cock as we drove. I couldn’t believe how it felt in my hands. I marveled at its massive size, smoothness and blood vessels bulging on it.

I caressed it and stroked him. He told me “good boy!” Instead of continuing to drive home, he drove into this city park. It was about midnight and pitch black. We were the only car in the parking lot. He pulled up, parked, and turned off the engine. With only a little light from a street lamp across the parking lot I could see the outline of his big cock. It was already half hard. “Suck me, son!” I did exactly what he asked. I bent over and went down on him. It was weird in the quietness and the still of the night in the front-seat leather interior taking the head of his big dick in my mouth.

I began sucking on him as best I could. I mean, this was a big cock, meaty, long! It got harder as I pleasured him. He moaned and gave me words of encouragement. I sucked my first dick and it was my dad’s best friend's. Wouldn’t my dad be surprised if he knew what I was doing? I actually found pleasure in sucking on him. It was like a cock this big deserved to be worshiped! I took more and more of him into my mouth and down my throat. I gagged trying to breath with this monster down my throat.

As time went by I managed to relax and take most of him down my throat. I bobbed and bobbed as he sighed and told me to keep sucking daddy’s big dick. Then after ten minutes or so his dick throbbed in my mouth. Then I felt it begin squirting hot semen down my throat! Lou reached over and held my head down on him as he ejaculated the remaining cum down into my gut. I gulped and gulped swallowing every last drop! Then it was over. Lou told me “good boy! You are a natural cocksucker! Don’t tell anyone! You understand?” I nodded my head yes, I understood. He could kill me in two seconds. Anyway, I actually enjoyed this! I know I couldn’t believe this myself! My own dick was rock hard and I actually had an orgasm as I sucked him!

Lou drove me on home. He gave me his pager number and told me to call him whenever I wanted to suck his dick again. I thought that this was probably going to be a one-time event. It couldn’t continue, but it did. After a few days that was all I could think about, Lou’s giant penis and me sucking on him. I was ashamed and racked with guilt. What would others say or think if they knew I was a cocksucker for my dad’s best friend? I went into the bathroom and beat off with images of Lou’s cock in my mind. I couldn’t get him out of mind. I wanted to do it again.

Sure enough, the same scenario happened the next Saturday night. Mr. Palermo came and got me to baby sit their three k**s again. Four hours later the Palermos returned home and he drove me back home. This time he asked me if I wanted to suck him again and I nodded my head yes. He drove to the park and parked. I devoured his cock, helping him unzip his fly – I had to have it in my mouth. This time, however, as I sucked on him, I felt his hand slip down into the back of my pants. I felt his cold hand on my bare bottom. He began to insert his large fat finger into my hole. He worked it deeper and deeper into my pucker. It felt really good, better than I could have imagined. As he fucked my hole with his finger, I sucked on his large daddy dick, all 10”. I came in my pants two or three times! It was the best sexual experience that I had ever had up to that point. It felt incredible having him fuck me with his finger and then he added a second finger, working my opening stretching it larger and larger.

Then I felt his huge penis explode down my throat. Again I gulped down all of his gooey cum! This time with his fingers still in my ass I was so much more turned on. As he drove me home, he again reiterated for me to call his pager (this was 30 years ago, before cell phones). He then asked me if I had ever caddied for a golfer before. I said that I had for my dad. He then said that what we could do is get a motel room and pretend that I would caddy for him and instead of playing golf have sex in the privacy of a hotel room. I agreed to going with him to a motel or hotel room and have sex instead of a golf game.

The next Sunday my dad, who sometimes plays golf with Lou, was out of town and wouldn’t be back for almost a week. Lou called and asked my mom if it was okay for me to caddy for him Sunday. She told him, “sure, if he wants to!” Of course I was eager to caddy for him, because I knew we were going to have sex in his hotel room. Lou got us the hotel where he booked his business partners and he could write it off. He had told me it would be better if I cleaned myself thoroughly and brought some lube.

So Sunday morning came and Lou picked me up. We ended up at the hotel. To not draw suspicion Lou got the room and came down and told me the room number. I followed up to his room a few minutes later. And as soon as I got in there he had me get naked and my rear was already clean and lubed. I sucked him hard and he fucked me with his huge 10” thick meaty monster. It hurt at first. He went slow and in a few minutes had it buried in me. He began fucking me. It felt incredible even much better than with his fingers fucking me.

I whimpered at first and moaned as he pounded my rear. He got more and more rough and soon he jack hammered my rectum. Even though it bruised me, it felt so incredible. Even though Lou was a large stocky Italian, he was powerfully built and was more flexible than anyone could imagine. He loved fucking my tight hole! He even had me face him; he pulled my legs apart buried his cock in me and dragged me to the edge of the bed. He then picked me up off of the bed, fucking my hole bouncing me up and down on his stiff giant phallus. He confessed that his wife didn’t like sex and hated sucking his huge penis and he never fucked her in the ass. He told me that my ass felt incredible wrapped around his cock. He called my ass his honey hole and boy did he enjoy fucking it! It got to where I was sneaking out several times a week and meeting Lou at the hotel for sex. I craved his cock and he likewise craved my anus. I had kinda of a bubble butt; I had no hair on my legs or body except for my pubic hair, which he had me shave. For all practical purposes I looked like a girl with a smooth hairless body and a feminine-looking rear, and boy did Lou love to fuck me! We carried on for several years. Lou’s wife was suspicious that he was having an affair with another woman because they stopped having sex altogether. He preferred me, which made me feel proud until the private eye that Mary hired took photos of me and Lou having sex and reported that back to his wife. Needless to say, she divorced him and my parents found out about me having sex with Lou and they kicked me out of the house!.

All is not bad for now. I live with Lou in his new townhouse and we have sex every day. I still don’t know if Lou is connected and in the mob! He has brought several mob-like guys home and they all gang fucked me all night long! I love it and love Lou and his big daddy cock!

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2 years ago
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Bestfriends

"What a neat little doll, Ashley!", Corrina exclaimed."Where'd you pick it up?" Corrina turned the odd little dollaround into the light to get a better look at it.Ruffling a page in her magazine, Ashley snuffled. "Oh, **that**old thing? I picked it up in Rhodes, on vacation with myfolks. Its older than dinosaur shit, I've been told"."Lemme see it", requested Zenobia, reaching out her hand forthe little statuette. Corrina passed it to her. "It doeslook kinda old", she commented. Ashley's little...

3 years ago
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My Two Bestfriends

I sat in class Friday afternoon waiting for the bell to ring. It was sooo boring just sitting here in my last period. I just wanted to get out of there so I could meet up with my two best friends. My best friends names were Daniel and Rachel. Mine is Jason. I had known them since I was 8. I was now 17. Rachel and Daniel were 16. We always hung out with each other after school and I expected today to be just like any other day. Finally the bell rang! I immediately grabbed my books, dashed out...

First Time
1 year ago
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Two bestfriends

He called me at around 7:30 PM that night, nothing unusual we had sleep overs quite often. We have been going to high school together for our whole lives, robert and I were the best of friends. We referred to each other as brothers from another mother. We bonded on many levels, especially our crazed teenage hormones. We both were incredibly horny for the most part and jacked off to porn sites 2-3 times a day. We enjoyed talking about fucking the girls in our class or our teachers, anyone who...

Incest
4 years ago
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Jealousy Turns Into Voyeuristic Sex With Best Friend

Kunal and I have known each other since even before we knew how to clean our asses. Kunal was a dorky little kid but as he hit puberty something changed. He starting playing Football and exercising. He was growing taller and taller every day. On his 16th birthday, I realized how handsome and muscular he had become. When he cut the cake and fed me the first piece, his thumb touched my lips and I felt a spark run down my spine. After wishing him a happy birthday I hugged him. When my breast...

2 years ago
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Life of a Slut Wife and Mum Ch03 Breaking In Lou

Breaking In LouboutinsThis story picks up from part 2-2, with my mum, Scarlett recounting the story of how she broke in the pair of shoes she was wearing while she lounged in bed with her three lovers as they recovered from the first round of fucking. This story therefore, is basically entirely from her point of view as she narrates it, while Drew and I listen in from the audio feed of the Mac’s microphone in my parent’s room.“Scarlett, you look so beautiful with all that cum drying on your...

2 years ago
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lou xxx

Margaret had long kept quiet about a desire to participate in a threesome with a man and another woman. She was no lesbian, not even really bisexual. But she did like looking at pretty girls, and she thought the site of another, naked pretty girl making love to the same man as her would be highly erotic. And, if she were honets with herself, she found the idea of a few accidental brushes of soft, silky female flesh tantalizing.She was an attractive woman of 26, about 5'7" with very long blonde...

2 years ago
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iCarly iFound Bigfoot

Part One Carly Shay and Freddy Benson, both dressed in Dukes of Hazard garb, Carly in a pair of tight Daisy Duke hotpant shorts, come traipsing down the stairs from the iCarly studio looking for Sam who's sitting on the couch watching TV. "Sam, what are you doing?" Carly asked her. "Watching the news," Sam replies. "You're supposed to be upstairs with us rehearsing for iCarly," Carly reminds her friend. "Let's go." "No, wait," Sam says. "Just let me watch the next story. I...

2 years ago
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Lesbian Sex With Webcam Model Abigail

Dear ISS readers, this is my first sex story and I would like to share my experience; an experience of a 19-year-old introvert girl, attracted only towards girls, interested in their body, struggling to convince them to share intimacy. Any self-respecting, shapely, nymphomaniac lesbian like me would look for an alternate source for carnal pleasures. There was this girl in my junior college who I found to be of my type. When I saw her for the first time in college, I had to rush myself...

Lesbian
2 years ago
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Bigfoot Crunch and Sweetie Pie Wrecker Service

Bigfoot, Crunch and Sweetie Pie Wrecker Service By: Malissa Madison Gladys lay next to Hatchetman in their bed half asleep after a long bout of love making. "Hatch, can you feel it too?" she asked. "You mean now that the Seven Nations controls access to the Portal in New Mexico?" "That too," she answered him. "I'm talking about Fox and Little Joe." "Oh I thought you meant Squirrel and her kids," he admitted. "What about Squirrel?" she asked. "Fox and Little Joe talked...

4 years ago
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Clan of the Bigfoot

Most people do not think Bigfoot exists but I am living proof that they do but I will get to that later in the story. First off let me introduce myself. I am Camellia McIntyre but my friends call me Cami. I am twenty-five years old and been married to Professor Morgan McIntyre who teaches Archaeology at the University of New Mexico. He has taken a sabbatical over the summer to partake in an archaeology dig in Peru, South America for three months and I decided to go with him. We had just been...

Monster Sex
4 years ago
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Best Friend To Sext Friend

Hi, readers of Indian Sex Stories dot net. It’s been a while I had posted any stories about me like 1 year. But I was reading all the stories. Many of you will agree to this, some of us like to read such a sex story rather than seeing porn videos while sleeping on the bed at night. So coming to the sex story, myself Anjuman of Odisha. I am 5’9” not very much good looking but I am pretty good to impress a girl. It’s a quite long sex story, everybody knows how much time it needs to take a girl to...

1 year 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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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...

4 years ago
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Abigails Choice

January 2018A bolt of lightning illuminated the night sky. Thunder clapped, startling Abigail in the backseat of the Uber.  She was already on edge, nervous about dinner with her husband, Thomas. It wasn’t bad nervous, but she had butterflies in her stomach. She had a good idea about what they’d talk about, and was uncertain what choice she’d make.Abigail, a petite woman with dark blonde hair and hazel eyes, was wearing a black dress, with black heels, stockings, garter, bra, and thong, as well...

Outdoor
3 years ago
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Seduced by my bisexual best friend

In the last couple years, I have woken up a handful of times from a dream about having sex with another girl, feeling very confused about what this meant. It led to an internal crisis, consisting of googling "Am I a lesbian if I have sex dreams about other women?" You may be wondering why this was concerning to me. I'm currently in a five year relationship with a man (high school sweethearts that went to college together) and I fully intend on marrying this man. I am head over heels in love...

Bisexual
2 years ago
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An erotic fantasy with my friend8217s dog Louie

I turned onto my back, stirred by movement under the sheets. In my sleepy haze I felt a soft, tentative tongue on my hand as if to assure me that all was well. I drifted back into sleep comforted by Louie’s furry warmth snuggled beside me. I stretched full length and stroked Louie’s head thinking what a good boy to keep me company in this strange bed. It was as if he knew that I needed reassurance that friends were near. I continued to drift in and out of slumber with each waking...

4 years ago
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Die Beste Valerie

Zusammenfassung: Er ist ein erfolgreicher Bundesligaspieler und hat zudem ein seltenes Hobby. Er verf?hrt und unterwirft Frauen, um zu sehen, wie weit er ohne Zwang mit ihnen kommt. Als er die hochbegabte Valerie kennen lernt, wei? er genau: Die will er haben. Egal ob er bereits eine Sklavin hat. Als sein Versuch seine alte Sklavin loszuwerden nicht von Erfolg gekr?nt wird, beh?lt er beide. Eine scharfe Konkurrenzsituation entsteht, welche beide Sklavinnen zu unvorstellbaren Leistungen an...

2 years ago
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Sexe en nature avec Meacutelissa

Je donne rendez-vous à Mélissa vers 20h dans une commune avec pour consigne une jupe sans sous-vêtement avec un petit mot bien décolleté. Arrivée 20h je rejoins Mélissa nous avons chacun notre voiture je l'embrasse en guise de bonjour et je lui dis prends ta voiture et suis-moi. Nous nous sommes dirigés vers un belvédère la nuit commence à tomber nous descendons chacun de nos voitures et nous nous dirigeons vers le point de vue, là je place Mélissa contre la barrière je lève sa jupe, elle ne...

2 years ago
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A Tale of Sibling Differences 2 Killing Louisa

Louisa's mother felt guilty at the sense of relief she felt at being free of her troublesome younger daughter only a couple of days after burying her older sister. Dai Griffiths was surprised to find Louisa sat on the doorstep of his small terraced cottage in Glynneath when he returned home from work at the council recycling centre. "I thought you were supposed to be flying back home to Monaco with your parents today?" he queried. "That's no home!" she retorted. “It’s always...

3 years ago
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Malachars CurseChapter 25 Louvre at First Sight

Wednesday, August 30th, 2006, Paris, France I awoke slowly, feeling slightly disorientated again. As my eyes focused on my surroundings and saw the sleek modern furniture that adequately filled the room—yet still left it feeling quite spacious—I realized at once that I was in one of Melanie’s guest rooms. I hated wondering where in the Hell I was when I woke up, but it was a side effect of sleeping in so many different spots and not being used to my environment. What I was used to was being...

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