The amazing life of toothpick part 2 hanging out with a cougar
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“Meow, Meow” I cried, trying not to get my ass kick by the 6 foot bear. “I should have a word with those neighbors of yours. This is the fourth time this week that cat got in your yard.” Mike said as they went back in the house. At that moment I didn’t know who was stupider me for having sex with a crazy women or him for believing that a cat is always messing up her yard. As soon as I head that door close I ran as fast as I could out her yard. With only my blue boxers, and black sock on I...
“Its so small honey. Do you think it will eve grow?” when I was 3 After her it was my cousin Stacey. “Hey look at the bight side little cousin. No one will ever know or notice when you have a hard on at school.” When I was 11 The last but not least was Ash. “John don’t worry if no one want’s to marry you because you have a small dick I will.” I miss those times we you to play house a lot; with me as the mom and her as the dad. (don’t laugh I been told I make a mean mud pie) And for no...
DANCING FOR MS. COUGAR.On the weekends, Chris was a male stripper at a trendy club that catered to upscale females. He was called a stripper, but most of the time, he worked totally naked. Legally, the club was in an unincorporated part of the city, so law enforcement was very lax, but the location of the club was quite close to very affluent parts of the city, so lots of women found it convenient to pass a few hours at the club. Even though he had only been hired two weeks previously, Chris...
*** Just sexy and funny! Cougars are amazing because the have zero expectation. They’ve already dealt with a ton of assholes just like you throughout they’re lonely, asshole filled lives, and now that they’re a little bit older and a little bit wiser, they realize that their false idea of what a relationship is supposed to be and their unreal expectations of what men can do for them is what has lead to their disappointment in companionship, not the other way around. Knowing this, in order to...
Adult HumorSo here's the story about this crazy horny big booty Latin cougar. We've been fucking for a while now and just thought I shared a couple videos of her and the story. For this story we are going to call her "Cougar"So the way I met this "Cougar" is through an online dating app. I knew once I laid my eyes on her I knew I was going to fuck her. I didn't really bother reading her profile (nobody really reads online dating profiles lol) and just straight looked at her pictures and OMG... she was...
(A Les Lumens Story)The cougar stalks the watering hole, desperate with hunger. Her wound is old – but deep – from a hunt gone horribly awry in her youth. She seeks out the weak and the injured – the easy prey that will not put up a dangerous fight.“Yes, I’m at the bar, Jackie. I told you that I was going to go have a drink.” Dave paused and held the phone away from his ear, his wife’s voice overcoming the noise of the bar to still reach him despite the inch or so of open air. “Well, you could...
TabooIt was a balmy March in 1970 when I first met her. There was a war on in Vietnam and I had recently received my letter to report for my induction physical. I still lived with my parents who belonged to a Christian pacifistic religion who wanted nothing to do with war, the military or any dealings, direct or indirect, with the government. They wouldn’t even vote. As for me, I was a bone-headed kid who did what he was told because that is all I had even done. There was no threat the government or...
MILF“Don’t stop!†I scream. “Fill me, make sure you fill me up, shoot inside my ass and fill it up.†My words are reflecting my want. “I want your hot cum up my ass fill it, fill it ,fill…†I scream. Words escape me and my body is now totally under his control and goes limp under him as he fucks and fucks my well-punished ass. Sometimes you just need a good fucking. It’s been way too long since my last one. The joy of being 48 is I know what I want and I know how to get it. My phone is full of...
AnalMe: I’m so sorry I just need to grab something As I shot her a smile. Her: oh not to worry She smiled back. We crossed paths a few more times before heading to the cash. She ended up in front of me in line. Me: we need to stop meeting like this, I joked She turned and smiled Her: that’s a big load you have there She said in reference to my shopping cart. I laughed and smiled back at her. After checking out as luck would have it her car was parked directly beside mine. As I rolled...
Hello, I’m Jaqui and I’m a Cougar. Welcome to Cougars Anonymous. Ha! Jaqui’s not my real name and I’m not ashamed of being a cougar. But I’m not telling my real name. Why? Well that’s none of your beeswax. Just call me Jaqui. Pronounced Jakee. Okaaay? I’m 41 in 2010, the year of our Lord. Oh dang, shouldn’t be mentioning Him since the first thing I’m gonna tell you about myself is that I like to fuck young men. Always have, I think I always will. Back in my twenties and early thirties, I...
Hello, I’m Jaqui and I’m a Cougar. Welcome to Cougars Anonymous. Ha! Jaqui’s not my real name and I’m not ashamed of being a cougar. But I’m not telling my real name. Why? Well that’s none of your beeswax. Just call me Jaqui. Pronounced Jakee. Okaaay? I’m 41 in 2010, the year of our Lord. Oh dang, shouldn’t be mentioning Him since the first thing I’m gonna tell you about myself is that I like to fuck young men. Always have, I think I always will. Back in my twenties and early thirties, I...
MILFHi, I am Anish, 28 years drugs and diseases free single man from Mumbai. I am a regular reader of Indian Sex Stories dot net and like to read various experiences. I am here to share my experiences with all you kinky ladies and horny gentlemen in this sex story. Before I start the sex story, I would like to tell you all that please feel free to drop in your feedback on my email This sex story is how I met a homely yet extrovert MILF through a dating site. Get ready to jerk and finger your...
I was 19 years old. I had some experiences with girls, but more of the times it was wishful thinking. Please understand that what I’m going to tell happened a lot of years ago, and sexual life wasn’t so easy to have, more in small towns.One day I was at the mall and decided to call the girl I was dating at that time and ask her to go out. Mobile phones were fantasy or SF!!!! So I stand at a phone trying to convince her to see us that afternoon but she had to go somewhere with her mother. I...
Carol comes over for coffee at least three times a week. She's a neighbor and actually an old school friend too. I guess she thinks that I need the company. I suppose she's right, but it's not like I'm a recluse or anything. Peter died about two years ago and he left me pretty well off. I have all the money I need and the house is paid for. The only thing that he didn't leave me, that I wish I had, is a child of his. Except for those poor women that lost their husbands in war, I guess a...
The cougar stalks the watering hole, desperate with hunger. Her wound is old — but deep — from a hunt gone horribly awry in her youth. She seeks out the weak and the injured — the easy prey that will not put up a dangerous fight. "Yes, I'm at the bar, Jackie. I told you that I was going to go have a drink." Dave paused and held the phone away from his ear, his wife's voice overcoming the noise of the bar to still reach him despite the inch or so of open air. "Well, you could have come...
My cougar texted me last minute and asked if I'd have some time on Monday. Monday is currently my best day to play as the wife is away all day. We made and adjusted plans right up until the point when we could actually meet. We thought about my place, the mountains, down by the lake, a little road head, but ended up going with a classic: lunch and a movie. For those who haven't had sex in a movie theater I'd highly recommend it ;) Here are some suggestions to help you pick the perfect empty...
Since I do not have any set hours for work I started coming in later and leaving later. One night I worked until midnight and decided to give the gym a try again. To my surprise there was no one there, not even one of the trainers. I changed then went to the free weight section and began to do some stretches before hitting the weights. About half way through my stretching a woman came out of the changing room. I figure she was in her late thirties. She wasn't one of those women that ate...
I never thought I'd be calling myself a Cougar. But I'm a cougar falling in love. Again. Sometimes I think my IQ is close to my shoe size the way I fall for guys so quickly. It's closing in on a 3 week anniversary and what a great time it has been. Learning all about a person and being close to his one and only is a gift. He has a wicked sense of humor and is great with the youngsters. He even does diapers! Rita has taken to him like a duck to water and I can see a bond there already....
A few weeks after I graduated from college I started working for a very big high-tech company. Since my job requires that I spend most of my day in front of a computer screen, I decided to go to the company gym to keep in shape. I usually went right after work around 4 p.m. I guess everyone had the same idea; the place was packed. After a few days of doing more waiting than working out I decided to forget about the gym and jog instead.Since I do not have any set hours for work I started coming...
Hi this is Amit again. I wanna share another interesting encounter of mine which is true and happened 2 years back. I’m 34, 5’10’’, wheatish, athletic built with attractive eyes. I live in the western suburbs of Mumbai in an apartment having plush interiors and cool sea breeze filling the rooms. I’m on the 12th floor and have a few friends and acquaintances in the society. Amongst them was a woman who was on the 6th floor, called Dr. Rekha, 40, fair, decent looking, average built, doctor by...
A few weeks after I graduated from college I started working for a very big high-tech company. Since my job requires that I spend most of my day in front of a computer screen, I decided to go to the company gym to keep in shape. I usually went right after work around 4 p.m. I guess everyone had the same idea; the place was packed. After a few days of doing more waiting than working out I decided to forget about the gym and jog instead.Since I do not have any set hours for work I started coming...
Author's Note: As usual for my stories this one starts slow and builds. If you're looking for a quick wham bam thank you mam then my stories probably are not for you unless you just skip ahead to the sex. All of the characters are completely fictitious, except for the ones based on real people that I know. The names have been changed to protect the guilty. Everyone is over 18 years of age and are not breaking any laws, except for some backward ass (pun intended) sodomy laws and some indecent...
I work at a job that is pretty flexible. I can leave the office for a few hours at a time and noone notices. So every once in a while a take an extra long "lunch" break. I drive up to the movie theather to see the latest "blockbuster". It was the last time that I went that I had a very interesting encounter. I got in line to buy my ticket to the movie. Right behind me was a very attractive older woman that appeared to be alone. She was about 5'8, 150 pounds. Very well put together. I'd say she...
EroticAnother Friday night at the Cougar’s Den club and the cougars were out in force. I sat at my private table, keeping my eye on things ready to intervene if there was a ruckus. The barmaid brought me a single-malt scotch and gave me a bright smile. I was aware that she had a crush on me, however despite her perfect figure, bright smile and magnificent tits. I shooed her away.As she turned to go, she stopped and turned back to me. “Why do they do it?” she asked, nodding her head towards the dance...
CheatingI was at university in Bangor North Wales and was sitting in a local pub feeling sorry for myself, I'd just split with my girlfriend and was drowning my sorrows, in The Patrick, my local watering hole, when a lady came and sat down beside me. I was a bit surprised because there were plenty of other places she could have sat as the bar was almost empty. "You look very sad young man," she said as she sat down and smiled at me, "don't tell me, you've broken wih your girlfriend haven't...
This is a true story about one thing that I thought would never happen to me. I had been living in London for six months and thought it was about time I should see more of the place. So on a sunny Sunday afternoon I went wandering. I boarded the Northern Line train and found I was the only person in the carriage. It stayed this way for three stops until Jana stepped aboard. She looked up and down the carriage. I was expecting her to leave or sit well away from me but no, this well toned...
This is a true story about one thing that I thought would never happen to me. I had been living in London for six months and thought it was about time I should see more of the place. So on a sunny Sunday afternoon I went wandering. I boarded the Northern Line train and found I was the only person in the carriage. It stayed this way for three stops until Jana stepped aboard. She looked up and down the carriage. I was expecting her to leave or sit well away from me but no, this well toned...
MILFHer name was Loni and she was a total hottie, of that they all agreed. Lance and his friends had first encountered her and her husband at the twenty-four-hour restaurant frequented by many of those that worked the local night clubs.No matter the weather Loni was always dressed to the nines in short skirts, dark nylons, knee-high boots or stiletto heels, and tight tops. Lance and his friends never knew her age, but it was obvious to anyone that she was well past her fifties, not that you could...
Mature(A Les Lumens Story) The cougar stalks the watering hole, desperate with hunger. Her wound is old – but deep – from a hunt gone horribly awry in her youth. She seeks out the weak and the injured – the easy prey that will not put up a dangerous fight. “Yes, I’m at the bar, Jackie. I told you that I was going to go have a drink.” Dave paused and held the phone away from his ear, his wife’s voice overcoming the noise of the bar to still reach him despite the inch or so of open air. “Well, you...
I had just turned 16 years old, moved to a new town and new school district, had no friend and certainly no girlfriend. I was as horny as any 16 guy could be but had no prospects. I soon made a few friends but my new friends faced the same dilemma with girls. We talked about getting laid but had no prospects. I always fanaticized about older women. I really knew that wasn’t going to happen. I had noticed that girls were interested in guys with nice cars. These guys were older and I didn’t even...
Introduction: Introduction of a young teenager who meets a mature woman Stud meets the cougar First things first, my name is Byron, I am now 19 but the following story happened 4 years ago when I was just 15 during my summer break in Anaheim, California. Im not sure if any of you are interested in my looks but I have white skin, brown eyes and short curly hair, I never considered myself to be good looking. At that time, I was skinny, tall, and friendly with people. My parents, especially my...
Julia Cougar was walking up the stairs leading to the entrance of the luxurious mansion and all of the gazes were focused on her. It was no surprise though, the forty-two year old sex bomb wore a red gown that was designed to have exactly such effect. The dress was ankle long, but had a wide slit on the side that exposed her entire long leg up to the hip, it even gave a glimpse of her buttock when she walked and made it obvious that Julia was not wearing any panties. The top part of the gown...
BDSMEleanor is a mature woman known as El to her friends and family. This is the story of how Eleanor the G.I.L.F. became a cougar. El stepped out of the shower after using her new massage showerhead to get off. She still was thinking of Nick the boy who mowed her lawn. El had fantasized about Nick, while directing the pulsating water of her showerhead at her pussy. Recalling memories of sex with her recently deceased husband Bud were still too painful. Memories of Bud would kill any sexual mood...
It was a bad time in Vera's life. Her husband just left her for a girl half his age. Vera at first could not understand how her x could have ever gotten infatuated with a person he had nothing in common with. At first she moped around but then she started craving sex. She had always enjoyed sex with her husband but now she really frustrated since he was longer around. She got up enough nerve to go out to a bar. She had never gone out looking for sex but she was going to try.Despite her...
At the time of the incident, I was 24, mom 44. My parents were divorced 7 years ago, since then, mom has taken a particular liking to men in their early 20's. She prefers to go back to their house if she can, but occasionally brings them home if she's going to be alone or they don't have their own place. On Saturday nights Mom always goes out to a local sports bar to meet younger men, now mom is what you call a MILF, about 5'6" tall brunette, slim, not busty but not small either, she looks her...
Hi my sweet lovers of ISS! I would like to thank my ISS readers for appreciating my previous story. Hence I am posting my next sex buddy experience. My name is Hemant, I am from Bangalore and I am a great fan of ISS page. I am 5.10 ft tall with a good personality and a playboy person. Basically, I am working in Bangalore. These days I had started to help those needy women who wanted banging badly and to satiate their sexual thirst. One such erotic story is what I am going to tell you. It was...
I was unbearably nervous, I hadn’t been with a woman in over a year and here I was shaving my face and body methodically in preparation. I needed to look clean and handsome for my older beauty, the woman that was going to get me back in the game. I stood there in front of the mirror inspecting myself looking over every inch of my body. Examining the lines of my figure down my stomach, hips, legs, ass, and decided I could do with a little less scotch in my diet, but still a good showing if I...
I had just turned 16 years old, moved to a new town and new school district, had no friend and certainly no girlfriend. I was as horny as any 16 guy could be but had no prospects. I soon made a few friends but my new friends faced the same dilemma with girls. We talked about getting laid but had no prospects. I always fanaticized about older women. I really knew that wasn’t going to happen. I had noticed that girls were interested in guys with nice cars. These guys were older and I didn’t even...
First TimeEleanor is a mature woman known as El to her friends and family. This is the story of how Eleanor the G.I.L.F. became a cougar. El stepped out of the shower after using her new massage showerhead to get off. She still was thinking of Nick the boy who mowed her lawn. El had fantasized about Nick, while directing the pulsating water of her showerhead at her pussy. Recalling memories of sex with her recently deceased husband Bud were still too painful. Memories of Bud would kill any sexual mood...
Eleanor is a mature woman known as El to her friends and family. This is the story of how Eleanor the G.I.L.F. became a cougar.El stepped out of the shower after using her new massage showerhead to get off. She still was thinking of Nick the boy who mowed her lawn. El had fantasized about Nick, while directing the pulsating water of her showerhead at her pussy. Recalling memories of sex with her recently deceased husband Bud were still too painful. Memories of Bud would kill any sexual mood she...
Derek Williams was not in a very good mood. Admittedly it was Friday night, and Friday night was when he went out on the town to see what he could pull, but this evening his heart just wasn't in it. He had had a really crap day, well, not so much day as a brief period in the morning when Cerys Evans told him that as far as any relationship with her was concerned he could stick his head up his arse and whistle Hen Wlad Fy Nhadau. And she'd seemed such a nice girl too. It was not so much the...
Carla was talked into going by her friend Lillian, although it wasn't hard to do. A motel twenty miles down the highway had a pool party every Wednesday night and Lillian came up with the idea of going down on some hot July night. They could get a room for the night, party it up as late as they wanted and sleep it off in the morning. Besides, they could get lucky and meet some men. It seemed like a good plan for a couple of over-forty divorcees, so Carla decided she was up for it. So Lillian...
100% fiction! The following story is took place in the summer of 2008. At the time of the incident, I was 24, mom 44. My parents were divorced 7 years ago, since then, mom has taken a particular liking to men in their early 20's. She prefers to go back to their house if she can, but occasionally brings them home if she's going to be alone or they don't have their own place. On Saturday nights Mom always goes out to a local sports bar to meet younger men, now mom is what you call a MILF, about...
IncestThe Party by DCRI was told to dress in a formal gown. This was very strange.Master usually took me to parties in the most revealing costume he had.I've been his slave for 4 years now, and never had such a request.I knelt before my Lord."Stand up, Little Cunt.", commanded master, "I want to see howbeautiful you look."I blushed. Master never called me beautiful. He knew I craved to beshamed.Master looked me over, as a groom inspects his bride. I blushed again.Since we've met, he's whipped,...
Good to be back after a short break! Thank you for the love and support for my story “Hot massage with my aunt”. Ended up exchanging a lot of nude pics with few of my readers and fucking one of them too. If you like to have some fun, you can reach me at This story is about 2 hot cougars I met in my gym and ended up in a threesome! About me, I work for a mnc and work odd hours and usually hit the gym in the late hours of the morning! This is the time that milfs, cougars and horny housewives...
Theo had been changing into the squirrel too much, he knew that now... as a pulse of heat raced through his body from his groin. He realized that he shouldn't have come to the office.He had been spending most of his days at the squirrel in his home deep in the countryside. Teleworking most of the time, as the squirrel he felt no need for clothes, his heavy furred balls resting between his thighs as his paws raced over the keyboard. The sharp claws on his paws clattering loudly as he typed,...
Fantasy & Sci-FiAfter tea on the Friday evening Thelma stopped me as I was going into upstairs to my room. Her eyes looked wild and her breathing was heavy. “I’m going to a party,” She said in a low voice, “do you want to watch me getting undressed?” I nodded like a puppet. “Wait in my room…I’ll be up in five minutes.” I skipped up the stairs two at a time! I nervously let myself into my sister’s bedroom. I’d been in many times before – borrowing her dirty knickers and stuff to use...
‘Just wake the fuck up already toothpick. Mom told me to wake you up” Sara said in a sassy tone, knowing that it would irritate me as she left my room. “Yeah go fuck yourself fat ass” I said quietly because I knew she would kick my ass if she heard me. I got dress and went down stairs, And to my surprise my childhood friend Ashley was at the table eating. “Oh look who finally woke up it’s the star of the show toothpick himself.” While she was stuffing her face with pancakes. “Shouldn’t...
“What do you want Sara? Can’t you see I’m sleeping?” “Just wake the fuck up already toothpick. Mom told me to wake you up. Why else would I be in here?” Sara said in a sassy tone, knowing full well it would irritate me as she left my room. “Yeah fuck you fat ass” I said quietly because I knew she would kick my ass if she heard me. I got dress and went down stairs, and to my surprise my childhood friend Ashley was at the table eating. “Oh look who finally woke up it’s the star of the show...
“What’s wrong? What’s wrong?”Anthea looked up at her mum as she sat down at the dining table. “Nothing is wrong,” Anthea responded watching as her mum hurriedly dried her hands with a tea towel.“Is the baby okay? Are you okay? Is Jack okay?” she asked as her husband came into the room and pulled up a seat at the table.“We’re all fine Mum,” she responded exasperated with her mum’s anxiety. “I have something to tell you.”“Sit down Helen,” her dad snapped. “Give the lass a chance to speak.”Anthea...
Thelma was 22 and like all of the young women at that time was still living at home with me and our parents in rural Kent; even though she had a good job in local Department Store. I was 15 and had just left school. The summer of 1965 was particularly fine so it wasn’t uncommon for me to sit around our secluded garden reading a Detective novel when my parents were at work. The difference today was that Thelma was on the first day of her annual holidays and had joined me wearing a very...
The front door opened and again Frank came in, a little less dramatically than the day before but no less intimidating to me as I felt timid and weak dressed in my mother-in-laws things. Frank was half expecting me to be dressed as my normal slouchy male self, ready to put a stop to all this, but he was happy when he saw I didn't have the fortitude to do that. He actually smiled at me, "There's my little wife. That dress looks nice on you." I smiled back not knowing what to do, it...
Several years ago on a Wednesday evening I was feeling that itch for female companionship. At the time, Houlihans was a popular bar, especially for middle-aged women, cougars, on the prowl. After a few drinks, I noticed a blonde who appeared to be about ten years older than me smiling my way. She was nice looking, not gorgeous by any means, but had a certain sexiness about her. She carried a few extra pounds, but had one feature that was impossible to miss. Her breasts were enormous! Full,...
Hunting CougarsWe had got naked and we sat on the bed. She slowly crawled away from me, looking back over her shoulder making mewing noises like a big cat. Her pussy sliding between her legs giving me a fabulous view of her womanhood. I crawled over the bed towards her and grabbed her hips, there was a little giggle from her, I don’t think she really wanted to get away...I slowly was kissing her cute ass and asked her what she would like me to do next...She answered “Fuck me like a big...
Uther By Ellie Dauber (c) 2006 Introduction According to the legends of King Arthur, Merlin changed Uther Pendragon into a double for Duke Gorlois, so he could spend the night with Ygraine, the Duke's wife. Ygraine and Gorlois had three daughters: Elaine, Morgause, and Morgan le Faye. During their time together, Ygraine became pregnant with the child who was to become King Arthur. Uther's men killed Gorlois that same night. This is my TG (of course) version of what...
The the wind howled around the quayside as I stepped onto terra firma for the first time in weeks, the wind threw sharp shards of ice to sting our faces as we looked up at the sails as they were finally furled and stowed as our captain grinned at our discomfiture, "Au revoir!" he joked as if he knew we should soon be recalled. Those such as were left, and we were few enough, I shuddered. My best uniform packed securely in my Valise, awaited me, and just a few more duties before I...
Do you know of the porn site Motherless.com? You should. I’ve reviewed it a few times on my site, The Porn Dude, although it was for different genres every time. This time around, I’m going back to this place and looking at a specific and niche little category many of you are just begging me to cover. We’re looking at vintage porn today. While it doesn’t have the same resolution and quality as the porn you can find today, it’s definitely a genre of porn that has a lot of personality to it and...
Vintage Porn SitesI should have known better. I should have remembered that old saying, "If it looks too good to be true, it is." I was in love. She was damned near all I thought about with the exception of my studies and it didn't make sense to me. I prided myself on my intellect and my ability to think logically, but there wasn't anything logical about the way I felt about Althea. She was beautiful, smart and very popular and I was not. I wasn't a bed looking guy, but I was nothing exceptional. I was...