The boytoy of my best friends older sister
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The following is a true story to the best of my and my wife's recollection. This is about my mature hotwife who went back to college and seduced her teenage lab partner. In most cuckold stories, the wives are gorgeous blondes with huge breasts and very cute or pretty faces. That is not the case here. Susan is the Consummate Plain Jane. She carries a few extra pounds from having c***dren. However, Susan is extremely sensual, passionate, and has the most sexually creative mind of anyone I've...
I had only been back in school two weeks when Melissa called, crying hysterically. "Something happened to Gypsy. Come now?" was all I was able to distinguish from her gut wrenching sobs. 'Something happened to Gypsy' was all I needed to hear before sprinting to my car and hauling ass for Houston. With adrenal glands pumping and my heart about to explode, I drove like a possessed madman until I pulled into Gypsy's driveway. If truth be told, I don't even remember the drive. Cars littered the...
MatureLiz lives on a small ranch off of CR 269 near Cobb Rd." Gypsy said, giving me directions to my 6pm appointment. "Make sure you close the gate behind you coming and going. Whatever you do, do not let Widow Maker, her prized Brahman rodeo bull get out. If you think we make a lot of money on your sperm, you should hear what she makes in stud fees off of this bull." she laughed. "Seriously, Liz will kill you if anything happens to that bull, that is unless Widow Maker gets to you first." Gypsy...
MatureToyboy Boytoy By Beverley Ann Miles I must have been heavily asleep. I finally awoke, as my mouth was forced open - and something plastic was being crammed in - and by that time, it was already too late to do anything about it! The little plastic circle had been inserted, covering my teeth and locking my mouth open. I couldn't figure out what it was. I lay on my side on the bed, already bound at knees and ankles, my wrists were secured behind my back. I was rolled face down...
It was a typical Friday night. Amber and I were hanging out at her house like normal. It was our last weekend before school started. Our senior year it was going to be the best year yet. Amber’s older sister Jessica was in town for the weekend as well so we all were sitting around watching a movie and eating popcorn. I hardly ever seen Jessica, and kind of liked it that way. I had always been attracted to her for some reason. I wasn’t a lesbian at least I didn’t think I was. I had a boyfriend,...
‘Aaaaand STAY OUT! You’re lucky I don’t call the police, you fucking weirdo !!’ the lingerie store manager yelled at me, giving me a firm push between my shoulder blades. Dammit, some people are way too sensitive when it comes to public sex I mused. It was obvious to me that the lady manager never saw Abigail hidden away in the middle of one of the clothing carousels . Good thing Abi didn’t have her usual neon hairdo going on, or it would have been equally embarrassing for her. More than once,...
I had only been back in school two weeks when Melissa called, crying hysterically. ‘Something happened to Gypsy. Come now?’ was all I was able to distinguish from her gut wrenching sobs. ‘Something happened to Gypsy’ was all I needed to hear before sprinting to my car and hauling ass for Houston. With adrenal glands pumping and my heart about to explode, I drove like a possessed madman until I pulled into Gypsy’s driveway. If truth be told, I don’t even remember the drive. Cars littered the...
I laid there totally naked as this poker faced, tall beauty slowly walked towards the bed. The blond laying next to me laughed uncontrollably at having pulled one over on me. ‘Soooooo,’ I stammered sheepishly, looking back and forth at both of them, pointing to the brunette, then to the blond. ‘you’re Liz…aaaand she’s…not?’ ‘Yes Sir. And I take you Sir, must be Howdy?’ she said as she leaned over between my bended knees, placing her hands onto the bed on either side of my waist. Liz studied...
Liz lives on a small ranch off of CR 269 near Cobb Rd.’ Gypsy said, giving me directions to my 6pm appointment. ‘Make sure you close the gate behind you coming and going. Whatever you do, do not let Widow Maker, her prized Brahman rodeo bull get out. If you think we make a lot of money on your sperm, you should hear what she makes in stud fees off of this bull.’ she laughed. ‘Seriously, Liz will kill you if anything happens to that bull, that is unless Widow Maker gets to you first.’ Gypsy...
My tires squealed as I rounded corner after corner and sped through the levels of the parking garage searching for an open spot. Dammit I thought as the car in front of me slipped into the only open space I saw. As I got closer, I realized there was another spot across from that one, hidden initially from my view by a pickup truck. I hopped out of my car, and quickly pulled my wrinkled shirt over my head. Then I unbuttoned and unzipped my pants to tuck in the freshly laundered shirt that I was...
I saw Barb’s new toy long before I pulled into her driveway. She had parked her vintage 1955 gun metal grey Gullwing Mercedes in front of the front doors. Barb knew I was a car guy and wanted to show off a bit I imagined. Damn!, I thought to myself, I’d like to drive that almost as much as I like to drive Barb. This would be my first time to see Barb since my outrageous birthday party last Saturday night. Barb had left the morning after for a little shopping spree in Los Angeles . From what...
‘Howdy!!! We over slept! We need to be at my lawyer’s office in an hour. Get up!’ ‘What?’ I said rubbing sleep from my eyes. Gypsy and I sprang from the bed and raced into the shower together. It was just a quick suds up wash off, but it would have to do. Nothing cologne and perfume can’t hide Gypsy said with a giggle. We quickly dressed, and made a mad dash for the appointment. ‘We are signing papers today to make our business official.’ she said out loud, talking to herself. ‘Thislawyer...
I pulled my Bimmer under the large port-e-cache and parked next to Gypsy’s triple red Cadillac El Dorado. That’s the biggest damn car I’ve ever seen. I smiled to myself as I walked around the large chromed continental bumper and into the back door to the house. ‘Gypsy!’ I called as I walked through the back door. ‘You here?’ That’s odd I thought. The house was usually lit up like Christmas and had music blaring so loudly you could hear it down the street. The house was instead, dimly lit and...
As I pulled into her drive, there she stood in the doorway, wearing only panties. Gypsy practically bounced out the door and jumped into my arms, wrapping her arms around my neck and her legs around my waist. We shared a deep hot kiss to celebrate our first day’s success. Then we walked hand in hand back inside. She poured us a Tequila shooter as we settled in to talk about the appointments. ‘Howdy,’ Gypsy started, ‘where have you been all my life? We made nearly a thousand dollars today! We...
This episode deserves a brief setup. If you have been following the Boy Toy series, you know who the women are. If this is a new read for you, this will be helpful. Veronica is my wife of 30 years now. She is, was, the niece by marriage to Melissa Thompson. She is the only niece or nephew of any form to Melissa Thompson. Even though not blood related, Melissa still took her under her wing and treated her like a daughter- niece -employee- friend…if that makes any sense at all. Melissa...
‘Hello, is this Howdy?’ the soft feminine voice on the phone asked. ‘Well, I guess that depends on who is asking,’ I replied in a slightly flirtatious tone. Veronica, my wife of over thirty years had only been gone a few days. The annual month long ski tour from Heavenly to several Colorado stops to Jackson Hole was under way without me this year. A nagging running injury had made me reconsider joining my wife and her two female cousins this time around. The only down side I could see by not...
Veronica stared at me for what seemed an eternity. Finally she looked away, her gaze fixed somewhere beyond the large garden bath window. Surely there was some hole in the ground I could crawl into and hide I thought. ‘Don’t worry about it Howdy.’ she finally said, breaking the long, deafening silence, ‘I figured sooner or later, you would falter. All men lie and cheat. I just hoped that my man wouldn’t, that’s all.’ ‘B-b-b-but, I can explai …’ I stammered. Soapy bath water splashed everywhere...
I called Gypsy to bring her up to speed on my ‘ nooner ‘. ‘Howdy, Ms. Thompson called me crying.’ The calm tone of Gypsy’s voice stunned me. ‘Wwwhat the fffff …?’ I started before Gypsy interrupted me. ‘I told you, she’s a tough cookie! ‘But Gypsy,’ I said. Gypsy continued, talking over me, ‘For a split second I thought your appointment with her had gone badly Howdy. But I was very relieved to learn her tears were happy tears.’ ‘She told me all about being your mom’s friend, watching you...
‘Just another beautiful day in paradise baby.’ Gypsy said happily, squeezing my hand. ‘You just wait Gypsy. It’s only gonna get better!’ I replied with a wink. It was the perfect morning to drop the top on her El Dorado and cruise the roads around the lake. We headed to our favorite breakfast spot that over looked Clear Lake. It was a hideaway mostly frequented by astronauts, locals and hungry fishermen. As we strolled out the pier to the barge now turned restaurant , seagulls circled...
‘What do you mean?’ I asked Charlie’s friend in disbelief. ‘Are you saying you will pay me to have sex with some of your lady friends? Uhhh , are you serious?’ It seemed like I was entering someone else’s fantasy. This would certainly beat the hell out a real 9 to 5 job at the hardware store, or mowing yards all summer I thought. I was nearly twenty-one, was going to college and living the good life. It wasn’t like I was starved for affection, but I admit to wandering in and out of short term...
S U R P R I S E ! ! ! ! the shrill voices yelled as someone turned the lights and music on. Confetti went airborne and noisemakers rattled and honked wildly. ‘What the heck?’ I stammered in total shock. I stood stunned for a long second before realizing what was going on. Then I looked at all the happy faces gathered for this little surprise 21st birthday party of mine. Except for Charlie and his band, it was all women. To be more specific, I quickly noticed that it was mostly my customers...
It started in fall of 1990. We were both college students and would often find ourselves leaving the library together when it closed. I had a crappy dorm room, so Robert often invited me back to his apartment to hang out. We just kind of hit it off as buddies.Robert's apartment always looked like a bomb had just gone off. We'd hang out and smoke weed and drink beer together, maybe watch some TV. Get drunk. Sometimes I would crash on his couch too drunk to drive back to the dorms. He was a real...
Lacey and I continue to have fun with our sex life and finding new ways to experiment and push each others buttons. She is amazing in supporting and encouraging my new found bisexuality, especially since I have to remain closeted with my line of work. We love daring each other and making sexual bets. For example, we 69 each other and whoever cums first has to do what the other asks or face punishment. Or we make bets playing board games or playing spades. I love making her walk publicly with no...
Veronica stared at me for what seemed an eternity. Finally she looked away, her gaze fixed somewhere beyond the large garden bath window. Surely there was some hole in the ground I could crawl into and hide I thought. "Don't worry about it Howdy." she finally said, breaking the long, deafening silence, "I figured sooner or later, you would falter. All men lie and cheat. I just hoped that my man wouldn't, that's all." "B-b-b-but, I can explai ..." I stammered. Soapy bath water splashed...
BisexualGilbert rode me for an extremely long time, I don't know how long just that he was lust filled and with his penile glans numb he wasn't near about to cum. Gilbert whispered to me '...shit I ain't never fucked this long before told you I'm gonna make you luv this dick...' After some time I could tell that Gilbert was getting tired, he would stop hunching into me and start grinding but it was half hearted than when he started. Finally he said damn I'm gonna cum, shit I'm gonna cum in your ass...'...
"Hello, is this Howdy?" the soft feminine voice on the phone asked. "Well, I guess that depends on who is asking," I replied in a slightly flirtatious tone. Veronica, my wife of over thirty years had only been gone a few days. The annual month long ski tour from Heavenly to several Colorado stops to Jackson Hole was under way without me this year. A nagging running injury had made me reconsider joining my wife and her two female cousins this time around. The only down side I could see by not...
HardcoreOnce we had known Lee for a while, it became a regular habit of his to drop by after work. He worked nearby and would get off around midnight and drop in on his way home. He knew I was sleeping already and would be working in the morning. He wanted uninterrupted sex with Peggy. This was fine with both of us and when he would leave, she would wake me with a brief 69 where I would eat her to a cum while she brought me off orally while telling me all about his visit.One night while he was...
Hey, people, this is Amit from New Delhi. I am back with another amazing adventure I had with a wonderful lady from my Gym. But before that, I would like to thank the readers of Indian sex story for the heartwarming response to my previous sex story. My inbox was flooded with emails and I am still responding to many of them. If there are any ladies out there who are with guys who are crazy enough not to appreciate them, feel free to contact me at Your privacy is guaranteed and your pleasure is...
This episode deserves a brief setup. If you have been following the Boy Toy series, you know who the women are. If this is a new read for you, this will be helpful. Veronica is my wife of 30 years now. She is, was, the niece by marriage to Melissa Thompson. She is the only niece or nephew of any form to Melissa Thompson. Even though not blood related, Melissa still took her under her wing and treated her like a daughter- niece employee friend...if that makes any sense at all. Melissa inherited...
Mature"Aaaaand STAY OUT! You're lucky I don't call the police, you fucking weirdo !!" the lingerie store manager yelled at me, giving me a firm push between my shoulder blades. Dammit, some people are way too sensitive when it comes to public sex I mused. It was obvious to me that the lady manager never saw Abigail hidden away in the middle of one of the clothing carousels . Good thing Abi didn't have her usual neon hairdo going on, or it would have been equally embarrassing for her. More than once,...
Wife Lovers"Just another beautiful day in paradise baby." Gypsy said happily, squeezing my hand. "You just wait Gypsy. It's only gonna get better!" I replied with a wink. It was the perfect morning to drop the top on her El Dorado and cruise the roads around the lake. We headed to our favorite breakfast spot that over looked Clear Lake. It was a hideaway mostly frequented by astronauts, locals and hungry fishermen. As we strolled out the pier to the barge now turned restaurant , seagulls circled overhead,...
MatureMy tires squealed as I rounded corner after corner and sped through the levels of the parking garage searching for an open spot. Dammit I thought as the car in front of me slipped into the only open space I saw. As I got closer, I realized there was another spot across from that one, hidden initially from my view by a pickup truck. I hopped out of my car, and quickly pulled my wrinkled shirt over my head. Then I unbuttoned and unzipped my pants to tuck in the freshly laundered shirt that I was...
MatureI saw Barb's new toy long before I pulled into her driveway. She had parked her vintage 1955 gun metal grey Gullwing Mercedes in front of the front doors. Barb knew I was a car guy and wanted to show off a bit I imagined. Damn!, I thought to myself, I'd like to drive that almost as much as I like to drive Barb. This would be my first time to see Barb since my outrageous birthday party last Saturday night. Barb had left the morning after for a little shopping spree in Los Angeles . From what...
Wife LoversS U R P R I S E ! ! ! ! the shrill voices yelled as someone turned the lights and music on. Confetti went airborne and noisemakers rattled and honked wildly. "What the heck?' I stammered in total shock. I stood stunned for a long second before realizing what was going on. Then I looked at all the happy faces gathered for this little surprise 21st birthday party of mine. Except for Charlie and his band, it was all women. To be more specific, I quickly noticed that it was mostly my customers with...
MILF"Howdy!!! We over slept! We need to be at my lawyer's office in an hour. Get up!" "What?" I said rubbing sleep from my eyes. Gypsy and I sprang from the bed and raced into the shower together. It was just a quick suds up wash off, but it would have to do. Nothing cologne and perfume can't hide Gypsy said with a giggle. We quickly dressed, and made a mad dash for the appointment. "We are signing papers today to make our business official." she said out loud, talking to herself. "Thislawyer...
MatureI pulled my Bimmer under the large port-e-cache and parked next to Gypsy's triple red Cadillac El Dorado. That's the biggest damn car I've ever seen. I smiled to myself as I walked around the large chromed continental bumper and into the back door to the house. "Gypsy!" I called as I walked through the back door. "You here?" That's odd I thought. The house was usually lit up like Christmas and had music blaring so loudly you could hear it down the street. The house was instead, dimly lit and...
MatureI called Gypsy to bring her up to speed on my ' nooner '. "Howdy, Ms. Thompson called me crying." The calm tone of Gypsy's voice stunned me. "Wwwhat the fffff ...?" I started before Gypsy interrupted me. "I told you, she's a tough cookie! "But Gypsy," I said. Gypsy continued, talking over me, "For a split second I thought your appointment with her had gone badly Howdy. But I was very relieved to learn her tears were happy tears." "She told me all about being your mom's friend, watching you grow...
MILFAs I pulled into her drive, there she stood in the doorway, wearing only panties. Gypsy practically bounced out the door and jumped into my arms, wrapping her arms around my neck and her legs around my waist. We shared a deep hot kiss to celebrate our first day's success. Then we walked hand in hand back inside. She poured us a Tequila shooter as we settled in to talk about the appointments. "Howdy," Gypsy started, "where have you been all my life? We made nearly a thousand dollars today! We...
MatureI laid there totally naked as this poker faced, tall beauty slowly walked towards the bed. The blond laying next to me laughed uncontrollably at having pulled one over on me. "Soooooo," I stammered sheepishly, looking back and forth at both of them, pointing to the brunette, then to the blond. "you're Liz...aaaand she's...not?" "Yes Sir. And I take you Sir, must be Howdy?" she said as she leaned over between my bended knees, placing her hands onto the bed on either side of my waist. Liz studied...
Bisexual"What do you mean?" I asked Charlie's friend in disbelief. "Are you saying you will pay me to have sex with some of your lady friends? Uhhh , are you serious?" It seemed like I was entering someone else's fantasy. This would certainly beat the hell out a real 9 to 5 job at the hardware store, or mowing yards all summer I thought. I was nearly twenty-one, was going to college and living the good life. It wasn't like I was starved for affection, but I admit to wandering in and out of short term...
MatureI was 28 years old at the time and had married my college crush, Peter, a year ago, he was quite a handsome guy. During that time, I was a waitress at a local diner that was famous for it's fancy retro ambience called The Emmerdale, right in front of the diner, was a Karate school, one which I'd often find myself looking for the glimpse of clumsy little 8 to 14 year-olds practice their martial art, I began to realize that through out my years of high school, that genuine feeling I had towards...
Note : This story is completely fictional! My name is Mike and I live with my Mother, Father and older Sister. Both my Sister and I live at home still even though were both in our 20's however we never really had a choice in the matter. Our Father had always told us we would live under his roof until our education was finished, something our Grandparents didn’t do evidently and caused our Father to feel he had to shelter us from responsibility until we were well educated. Ever since I can...
IncestIt was nearing the end of my senior year of high school. And, with the end of the school year came the burden of having to finish finals. However, since we were seniors, we didn't really take our finals studying seriously. Anyways, I found myself studying at my best friends house for our Science Final. His sister, Kate, was only one year younger, and was in the same class as us just at a different time in the day. So it was the three of us studying for the final. Countless hours went by, going...
A true story of my first sexual experience with my older sister. I was looking into the bathroom mirror shaving when my 17 year old sister, Christine, poked her head through the partially closed door and said: "Hey, Jake, I know I'm supposed to be done with the bathroom, but I overslept and missed my turn. I'm going to be late for school if I don't take my shower now but Mom locked her bedroom door when she left for work. Mind if I jump in the shower in there while you finish up?"."No...
One year, back when I was still in college, my friend invited me to fly to Orange County for a summer, we had become great friends and he wanted me to meet his family and friends. I was 23 and a few years older then him, having worked for three years before applying for school and I had never been to the west coast so I was super excited about it even though my friends family were born again christians, his father produced shows for CBN, so from stories, and pictures I knew their house was...
My name is Sarah. Sarah Winter. And as long as I can remember, I’ve been in love with my younger brother Lars. It started as a harmless crush, when I was about ten years old. He was only about seven, but oh boy, did I think he was cute! He always had this soft, curly blond hair, and the big brown eyes. And he was always so kind and sweet to everyone. He was always caring and helpful, especially with younger kids. I was so proud to be his older sister! As we grew older, I expected my crush to...
i was on my 2nd year high when this happened, i have a Bestfriend whom got a beautiful & sexy sister her name is Josie...Josie was 5 years older than us little did she know that i fantasize her everytime i masturbate cause of her plump body and everytime i went into my Bestfriend's house i would sometimes catch her unknowingly upskirted and enjoyed watching her watching being so....but one time happened a distant aunt of ours died,my mom & sister went into her wake that i was left...
This story starts on a normal saturday morning I woke up had a wash and got dressed, I decided to go have a quick work out at the local gym I grabbed my iPod and gym bag and left the house. The gym was about a ten minuet walk away I put my music on and went off to the gym.I spent about an hour at the gym, I went in to the locker room and had a shower and got back dressed, I left the gym checked my phone I had two missed calls and three text messages I read the messages first all asking me to go...
I and Lisa have been friends since High School we went to different schools but we rode the bus together, and we hung out with the same people and had many wild and crazy times, but that’s another story. I was kinda trying to get with Gabby who is 17 kinda chubby but she could pull it off she also had jet black hair cut short, and also had her lip pierced. She had nice tits but sadly the most I had seen of them is just her bra that she teased me with about a week earlier. I drove my...
My name is Jim. Joe and I have been best friends since the first grade. Being an only child, my house can be a little boring. It seems like I am as much a part of Joe's family as my own. Joe has just one sister, (Kim) a really cute and fun girl, three years younger than us. His parents love having kids around so everyone feels welcome there. We both made it all the way to eagle scout, got very good grades, and finished near the top of our high school class. After High School, Joe went...
SpankingThe times passed again. We both just mainly did oral sex for about 6 or 7 years. the last years of our oral sex I noticed she was getting really wet and began to have hair on her virgin pussy. It was still tasting great and my penis growed about 3 more inches. But still did not stay hard until one day at getting home from school in 6th grade that the feeling I had always gotten when my penis got hard. It was like the oppostie my penis would get hard and it would feel good to rub it up and down....
I was just thinking back to my first sexual experience and thought it might be an interesting story to tell. I was in my room playing a video game. They were not as good back then as they are now. My sister, Donna, who was two years older than me came in and shut the door behind her. “Turn that off”, she said in sort of a commanding voice. I paused my game and looked at her. “What?”, I asked. We got along pretty well but I was annoyed that she had interrupted my game. “My...
My older sister is very pretty. All of my friends drool over her in school. Cynthia is sixteen years old and in her prime. She has lost all of her baby fat and her curves are simply perfect. Her hips are very nice with a great ass, her waist is slim, and her tits are just slightly too big which makes her a real beauty to look at. She lost her braces, her pimples cleared up, and her hair is long, brown, and beautiful. Cynthia is the dream girl of our high school. I on the other hand am a...
I was young and naive as most of us were back then. Emma, my older sister by a 3 year and 3 months, was 22 and would start college in the fall. I had just turned 19 in April. It wasn't the norm for both parents to work back then, but mom started working when Emma was old enough to baby sit us. So the summers were ours alone. In the beginning, we got along like any brother and sister. But that began to change as I reached puberty. Things were changing for me fast. Hormones raged, body hair began...
IncestI could hear them laughing and playing through the closed bedroom door down the hall, and through my closed bedroom door. Our parent’s room was on the first floor so they weren't bothered by the racket the four girls were making. Jean had been having the three friends over since they were in grade school and it was no big deal; I was accustomed to the riot of giggling and prattle coming from her room. This night was no different, or so I thought as I went past my sister's room to the...
100% fiction! It must have been the hottest summer yet. It was the summer of my 18th birthday. My mates told me that ibiza was the crazy this time of year and if I wanted to go they were leaving in a weeks time. Thing is, I didn't have a penny to my name and the thought of a loud one this year put me off. So I decided to drive up to my sister lauren's house and stay there. She had just split with her boyfriend and needed some company. I left early in the morning and drive up. Lauren lived in...
IncestBen pushed his face against the locker’s metal grille, desperate to get one last look at Amy as she strode away. She had such a sexy walk with her swinging hips hugged by tight white cotton trousers. He could see the slight bulge of the keys in the back pocket as her body pulled the fabric one way then the other. He watched her dark hair flow behind her, desperately hoping for one last turn of the head and one last smile. Yes, there it was.All too soon though, Amy had disappeared from sight and...
BDSMLeah was 18, and only barely. She was just beginning her senior year of high school and was already accepted to college in a great school a few states over. But she always begged Laura to come up to our college so she could get her first taste of partying. I would see the stress it would always cause Laura, because deep down she knew that Leah was looking for "boys" or more importantly, to show off her ungodly figure. Leah was taller than Laura, by about 5 inches or so and she always got...