Hustled At Pool free porn video

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It all started one day when I was invited to my best friend Dave’s house for a house warming party. He had just purchased the house after a harsh divorce and he wanted to break it in the right way. So, he invited a few friends who in turn invited friends.

It turned out to be a bigger party than what he was expecting. The more the merrier was all he could say. There were at least 60 people in all running throughout his house, in the back at the pool and it even spilled over into the front yard. It was not a rowdy party, so there were no police called. Thank goodness for that.

Anyway, Dave and I were like brothers, we grew up together and always watched each other’s back. As the day wore on, the party slowly started to break up; it was about 10 or 11 that night. There were around 10 people left and Dave made the suggestion that he take everyone out to the local bar. This was only due to the alcohol having run out. He said that he was buying.

Everyone was up for that, with the exception of Tyssa and me. We had a game of pool going and we really did not want to stop. So, I approached Dave and said that I would like to stay and finish our game of pool. Of course he had no problem with that and he tossed me the keys and said for me to meet him at the bar once we had finished.

Now, I am not what I consider to be a good looking man. I am 5’8” tall, slight belly but still fit. I have greying hair, mustache and beard. I am somewhat fit for my body type. I didn’t like to work out, but I tried to make up for that with daily walks and hikes.

I had met Tyssa while walking through the house introducing myself to people I did not know and saying “Hi” to those I did know. Tyssa was sitting outside on the patio. Tyssa was a beautiful lady. She stood about 5’9” tall, with long sandy blonde hair, pert double D breasts and very sexy legs. She was wearing a jean mini skirt, which showed off her legs very well. She had on a black lacy top in which one could see her breasts. She did not seem too embarrassed to have worn such a revealing top. She was also wearing black nylons and shoes to match her outfit.

I approached her and we introduced ourselves. I then asked her how things were going for her today. She said that she was just waiting for her turn to play a game of pool. We talked with each other until she was called to take her spot at the table. I followed her inside and I sat back and watched her play her game. They were playing winner keeps the table. Well, I decided to put my name in the pot for my turn at playing.

Tyssa was a very good player; she had beaten everyone who had come up against her. Finally it was my turn to play against her, the party had been breaking up slowly up until the time I finally got my chance to play. I approached the table and racked the balls. As the game got started, that was when Dave had called out for a party at the bar.

I looked over to Tyssa and asked, “Would you like to join us and go to the bar? It’s not very often Dave offers to buy.”

“No, I am not much of a crowd person. I guess I will just head on home,” she replied.

I didn’t want her to leave because she was the only one who wanted to carry on a conversation with me. “Would you rather just hang out here and play some pool?” I asked.

She looked over at me and asked, “What about your friend? This is his house, isn’t it?”

“Yes, it is but we are like brothers, he will not mind if we stay behind for a few games,” I replied. “Hey, Dave is it all right if Tyssa and I stay here and play a few games? She's not much into crowds and we are just getting started.”

He tossed me the keys and replied, “Sure. Here are the keys lock up and meet me at the bar when you're done.”

I turned back to Tyssa and smiled. “See, I told you he wouldn’t mind. Shall we begin? Let’s say best of five for starters.”

“You’re on!” she replied. She lined up for the breaking shot and the game was on.

I was really beginning to enjoy just being alone with her as we played. We talked as the games wore on. I ended up beating her 3 games to 1. I was starting to put away my cue when she asked, “What would you to say to 5 more games but we make it a little more interesting?”

“What do you have in mind as the stakes? How about 10 a game?” I asked.

“I was thinking something more along the lines of, if I win, you do what I tell you to do. If you win, I do what you tell me to do. Nothing is off limits. Sound interesting enough to you?” she finished off.

She definitely caught me off guard with that one. I stood there for a minute and thought about it. I was always told that if someone made a bet with you that it ended up being a sucker bet. I figured what the hell. I would be willing to do what she would want me to do, but I really had to make a stipulation. “I can go for that, but there has to be one rule to this. We do not make the other do anything that could get them hurt or thrown in jail.”

“I figured it would just pertain to the confounds of this room and nowhere else,” she said.

“Then you have yourself a deal. Best of 5 games and winner controls the other. I guess I will break, I was the winner of the last 5.”

I watched as her demeanor changed into a more serious player. I thought to myself that I was in for the games of my life, so to speak. I broke and started off real well. I had a run of the table going, which was up until she came up behind me and blew into my ear. I scratched.

“So, that is how the games will be played then, huh?” I asked as a sly grin crossed my face.

“Do your best, I think I can handle you and what you can dish out,” she said as she smiled back at me.

“Does anything go here as well? I mean, in short of hitting their cue or arm in order to make them miss,” I added.

“I’ll agree with that. Shall we begin the run of the gauntlet?”

It was her turn and I moved in behind her, but before I could do anything, she pulled back and poked me in the stomach with her cue. I laughed and told her that I wasn’t expecting that one and that she shouldn’t do it again.

She lined up for the next shot and I hurried over and grabbed her ass just as she was shooting. Her ass was so firm in my hand that I got an instant erection. I had never played a game of pool in this way before and it was really turning me on, especially knowing that anything goes while playing. Anyway, she didn’t miss. She was just as steady as if I hadn’t done a thing. I knew I was in for one hell of a game. She beat me badly, I never stood a chance.

We played the last of the games and as we did it turned more and more into a very touchy-feely game. She had grabbed my ass, played with my cock and balls (I know that she had felt the stiffness in my jeans when she had done that), kissed my neck and she had even exposed her breasts to me while shooting.

Needless to say, I had my ass handed to me in more ways than one. I laid my cue on the table and looked over to her. “Well, it was a sucker bet and I lost to you, fair and square. I am yours to command,” I said.

She just stood there and said nothing. I walked over to her and as I did she lowered her head. I asked her what was wrong.

“I don’t think I can go through with this, I have deceived you and I do not think it fair. If you truly knew the truth about me, I really doubt you would have made this bet with me,” she said.

“I don’t understand. We were both in agreement before these games ever began. I knew what I was getting into when I made the bet,” I stated.

“No, you really didn’t know what you were getting into. I am not like any girl you may have been with. I am different,” she commented.

“Now I am lost. You were so excited to play and now it comes down to claiming your winnings, you are backing down.”

She slowly began to unzip her skirt, but she would not look up at me. “Here, I will show you. I just hope that I do not get hurt once you see what I am talking about.”

After unzipping her skirt, she bent down to remove it. It wasn’t until she stood up that I noticed the bulge she was so desperately trying to hide. I just stood there in a state of shock, not knowing what to say but at the same time I was really getting turned on. I never thought of myself as being gay in any way, but seeing her in this way was making me rethink my life.

I walked over to her and I lifted her head up so that she was looking into my eyes. I didn’t know what came over me, but I leaned in and began to kiss her on her mouth. She was a little resistant but slowly relaxed and allowed my tongue to penetrate her mouth.

We kissed passionately and I slowly began to run my hands down her waist and back to her nice firm ass. I pulled her into me and I felt our cocks start to rub against each other through our clothing. I was harder than I could ever remember being in all my life. She hugged me and pulled me into her as we continued to kiss.

I stopped kissing her just long enough to lift her up and sit her up on the pool table. I started kissing her again and I let my hand roam between her legs until it brushed against her cock. I felt as it flinched from my touch, so I reached inside her nylons and set her cock free. It began to stiffen under my touch.

I stepped back and when I did she looked up at me. “Well, It looks like I know your secret and as I have just showed you, I do not have a problem with it. Again, I lost our bet and I am yours to command.”

“You really mean it, don’t you? Bill, forget I just asked that. I know you meant what you said,” she stated.

“Command me, Tyssa. I want to pay my debt and I want to pay it in full,” I said.

She looked at me and said, “Remove my clothing, help me to get undressed.”

I slowly removed her nylons and I made sure to rub her smooth, sexy legs as I did. I then stood up and helped her to remove her top. Once I had it over her head, I looked down and saw her big perky tits and I was just about to lean in and suck on them, but I stopped because I was hers to command. I would not make a move until she commanded me to do so. I stood there waiting for my orders to begin.

“Kiss my breasts; I saw how you were looking at them. I know you want to. Kiss them and then I want you to suck on each one, bite the nipples gently because they are very sensitive.”

I did as commanded and I began to suck each breast and bite each nipple as I did so. She began to moan with each suck and nibble I gave to her. She ran her fingers through my hair and pulled my mouth tight over her breast. “Suck it, Bill! Suck it harder!” she let out. Again, I did as commanded.

She released her grip from forcing my mouth on her breast and leaned back. “Have you ever sucked a cock before?” she asked.

“No, I never really thought I would be put in this position to do so. I never thought of myself being gay let alone bi,” I replied.

“Then, I will make this as enjoyable as I possibly can. You are my first virgin, so to speak. I want you to enjoy it and at the same time come back for more.” She jumped up off the table and stood before me. “Kneel down and take my cock into your mouth,” she commanded.

I slowly sank to the floor and I was staring at her cock as it twitched, coming to life. She pushed her hips forward towards my mouth. I reached up and grabbed her cock and…I couldn’t believe what I was about to do...I opened my mouth and I let her slide he tip in.

I could taste her pre-cum as it slid past my lips and onto my tongue. She tasted salty but sweet. Slowly she pushed her cock into my mouth until I started to gag a little. She was testing to see just how far she could get her cock down my throat. As I began to take more and more of her cock down my throat, I felt it grow some more. I tried to pull back but she grabbed my head and began to fuck my mouth. Slow and steady, with each thrust I found myself taking damn near the entire length of her 8.5” cock into me.

“Yessss, that’s it Bill! I will go slow and easy. You are sucking cock like a pro. When you think you are truly ready for the face-fucking of your life, just moan out loud and I will take that as a cue to really fuck you good,” she said.

I let her work her length into me until I did finally have it all in with very little gagging. I moaned out loud and I let her take it from there. She again grabbed my head and began to force feed me her cock. She was picking up her pace and I felt her balls slap my chin with each thrust. She would go slow and then pick up the pace again. This went on for what seemed like eternity.

While she pumped her cock into my mouth, I reached up and slid my hands to her ass. I spread her ass, found the entrance and did everything I could to slip a finger up her shitter. My finger found its mark and when she pulled back, my finger broke through her entrance and went in up to my second knuckle. I started working my finger in and out of her ass at the same tempo as she fucked my mouth.

She moaned out loud as she pushed back into my mouth and held it there. “I’m cumming, Bill!” That was when I felt the head of her cock expand, her balls tighten and a thick warm gush of cum blast the back of my throat. I swallowed what I could, but the pressure was just too much that it escaped through my nose and out the sides of my mouth. I swallowed as fast as I could, but it wasn’t enough. Tyssa was shooting tons of cum for me to swallow.

When she finished shooting her load, she slowly withdrew her softening cock from the back of my throat. She pulled me up to her and she began to lick her cum from my face and chin. “You are the best cock sucker I have ever had the chance to be with. I am not just saying it, but I really mean it.”

“Thank you, I was scared at first, but you did what you said you would do. You were gentle up to the point I said that I was ready,” I said. I grabbed her head and I began to kiss her again, only this time there was a lot more passion behind the kiss.

“Did you really like that? Would you ever think about doing something like this again?” she asked.

I looked at her and replied, “I would love to do this again, but only if it can be with you. I would also like to reverse the role from time to time and maybe someday have my virgin ass taken.”

“I would love to get together again. I have so much to teach you and I know that there are things you would love to do to me, but until then…”

With that she dropped to her knees and gave me the most intense blow job I have ever had. We went into the restroom and cleaned up. We exchanged numbers and she left. I locked up and headed to the bar to meet my friend and to give him back his keys. While en route, Tyssa called me and said for me to drop by when I left the bar. I wrote down her address and was so looking forward to getting there.

But that is another story!

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Our Stories Summer Evening in the Pool

The summer after the prom was amazing. We spent so much time together and really couldn’t get enough of each other to boot. Sheri got a part-time job working in a clothing store in a mall a few towns over. I would pick her up from work the nights she had to close. She’d let me in the back door of the store and we’d fuck in the dressing rooms or on her bosses desk. At first, it was different and exciting, but we did it so often that it became common place. Sheri really liked the idea that we...

Wife Lovers
1 year ago
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Moonlight at the Pool

On one of our summer trips back to Rascal’s parent’s house, she provided me with one of the most erotic and sensual experiences that begged to be recorded for the art that it was. Unfortunately, I did not have a camcorder, but images are still fresh in my mind as if it just occurred even though it happened over 15 years ago. So let me start the story. The day was a hot August day in the south. The air was so thick with moisture that we spent most of our time indoors during the day. Of...

1 year ago
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Almost Getting Caught The family Pool

In my last story I told you about how my ex-girlfriend loved fooling around with the chance of getting caught, we almost got caught not only by her dad but also her sister which we fucked a mere 5 feet from her.There are a ton more stories but I wanted to share this one because it was her fantasy cum true. She always wanted to fool around in her pool. We met in October and her dad closed down the pool for the year already. She would always say she wanted to fool around in her pool because it...

1 year ago
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Moms Changes An afternoon in the Pool

Note : This story is completely fictional! The summer was in full swing and the weather was hotter that day than usual. I had just gotten up as I had worked the night before. The time was about 1:00 in the afternoon and the house was quiet. All the lights where off. The only thing I could hear in the back round was the humming away of the pool filter in the back yard, it was a sound that I had come to enjoy because it meant that the pool was open and that meant that the day's heat could be put...

Incest
3 years ago
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What Happened at the Pool

So here is what I missed.......I hope you all enjoy...Angelique.....xxxxx Later that year me and 2 other friends from school were staying with another friend from our class. Her parents were very wealthy and they had an indoor pool. We used to like to skinny dip and lay about around the pool naked together, her parents were cool about that, especially her father, and we used to giggle at the silly excuses he made up to come into the pool room when we were all there naked. If her parents...

3 years ago
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A Day At The Pool

We lay there making small talk when I saw my wife open her legs wide on the towel and expose herself to the young men hanging on to the side of the pool. She sat up and started rubbing sunscreen on herself and I sat up to help. I took the lotion and rubbed her neck and back slowly, enjoying her soft smooth skin. I then unzipped the front of her suit about 3" and slowly rubbed her chest while flickering with her nipples which were very erect. She took the lotion and rubbed her legs...

1 year ago
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My Wife Fucks a Black Man in the Community Pool

“Go ahead and take the car, I’ll walk home when I’m finished.” I shouted to my husband as he walked out of the gym, wanting to get in a few more miles on the tread mill. Shortly after my husband left a tall handsome black man came into the gym and started running on a tread mill next to mine. He was about 6’5” in great shape with a muscular build, short buzzed dark hair and dark skin. After jogging for a few minutes the man removed his sweat drenched t-shirt and tossed it on the floor behind...

2 years ago
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Wet by the pool

Hi, I’m Robyn and there’s a story I want, no - NEED to tell because it’s just too good to keep to myself. I’m thirty-one, single by choice and just moved into a new apartment with my best friend Emily. She’s twenty-eight and is adventurous as I am. It’s one of the reasons we get along so well. That and, well, she’s ridiculously sexy. More on that later.Emily and I have been friends for about six years and have been inseparable since we met at a mutual friend’s birthday party. It was a backyard...

Group Sex
4 years ago
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Double Delight At The Pool

It had been a long day, not in hours but intensity. Susan felt the tension in her arms as she slipped into the pool for her daily laps. Her company’s big project was scaling up and that meant more work, more stress and more knots in her shoulders.She felt her age more every time she went to the pool, (not from the workout, she kept herself in good shape, a pleasing sight for a woman expecting to be crowned a grandmother sometime in the foreseeable future) but rather she felt dismayed by the...

2 years ago
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The Pool

The street was deserted, and I parked the Vespa against the wall of the building. A dog crossed the street, and I wondered how his paws could handle the sweltering heat coming off the asphalt. I looked up and down the street and saw no one, so I walked over to the large dumpster that stood empty on the other side of the portal. After putting on my backpack, I climbed up on the dumpster and then jumped up so I could reach the top of the wall. When I pulled myself up and straddled the...

Masturbation
4 years ago
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The Pool

It was a hot, sultry night in the deep South. Jasmine lived in a small apartment with just one room air conditioner. She was sweating all over as she sat in her apartment with the air cranked up as high as it would go. She decided she couldn't stand it anymore, she needed to go to the pool. She headed to her room, stripping her clothes off along the way, leaving a trail behind her. She arrived at her dress completely naked, soaking wet from the sweat. She opened the drawer and pulls out her...

Straight Sex
2 years ago
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Cindy by the pool

            Cindy smoothed the last of the oil on her body, luxuriously rubbing it into her skin.   When she finished, she picked up a tube of sun block, SPF 35.   Carefully, she squeezed a small amount into her palm.   With one finger, she took a dab and traced the white tan lines around her crotch where her bathing suit would normally be.   She took a little more and covered the small amount of white she still had left on her cute butt; then spread more over the other white parts,...

Exhibitionism
2 years ago
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Indiscretion in the Pool

After a week and a half in the all inclusive resort, I was going a little stir crazy.  The band sounded like the one from the previous evening and the cocktails weren't going down as well as usual.I decided to take a wander and get away from masses for a bit.  I walked a little way away from the bar and to the smaller of the complex's pools.  The water looked inviting in the moonlight.  I looked around, there was no one about.  The pool was round a corner from the bar and no one could see me. ...

Group Sex
1 year ago
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The lady by the pool

Note : This story is completely fictional! First about myself. I never knew my father, when I turned 18 my mom walked in on me while I was jerking off and afterwards she told me that the reason I never knew my father was that the one time she and he had sex she was 18, and that she had gotten pregnant with me, she said she cared a lot for him but that sex with him hurt her, so she told me that she had refused to see him any more because he was rough with her even though he knew she was having a...

Incest
3 years ago
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The benefits of a pool

I know I should have just turned around and walked away. The guilt took in an instant as I realized what I was doing. After all it’s probably not a normal thing for a man to stand in the shadows watching his only daughter masturbate. As quickly as the guilt took hold my mind started racing to rationalize my presence there. She shouldn’t be doing that, especially not there on the couch. I had gone upstairs to go to bed well over an hour ago so I’m sure she thought I had long since...

2 years ago
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The Gazing Pool

I wrote this as a long string of text messages for my baby doll. It’s not specifically erotica but there are hints throughout. So please forgive any punctuation or minor editing errors. She asked me for a princess story. OP delivers. ***** Once upon a time there was a princess who lived in a far away castle. She was beautiful and kind and the people of her father’s kingdom loved her. She would walk in the market and every day the merchants would present her a gift because they loved her so...

3 years ago
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The Recrutier III More fun at the pool

While Tiff got ready for our evening, I decided to stay by the pool and relax. I  sipped on my whiskey and leaned back in the lounge chair watching the party unfold from the cabana.  The joy and freedom of Vegas.  Where the thoughts of What happens in Vegas - Stays in Vegas always rang true here at the pool.  Once the alcoholic beverages begin flowing and the music thumps harder and harder, the bodies begin to grind, clothes are lost, and inhibitions are thrown to the wayside.  Of course, it...

Outdoor
1 year ago
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MOTHER IN LAW BY THE POOL

My 40 year old fiancée Suzie lived about 250 miles from me. Our engagement was the result of a year long long-distance relationship.Her parents were wealthy, lived in an elite suburb and held family gatherings on every holiday. The summer ones were the best, because they were held around the family swimming pool.Suzie's was a family of women. She had two older sisters. They ranged in age from the mid forties to forty (Suzie was the baby).Her father was quite a bit older than her mother, ages 79...

4 years ago
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THE MILF THE BOYS AND THE POOL

One Friday, around midnight, we arrived home from a boring dinner party thrown by a colleague of Martin, my husband. I took a quick shower and then flopped naked on the bed, I was feeling quite tired and ready to sleep. But Martin had other ideas, his head nestled between my legs and he began to lap at my pussy with a slow and deliberate pace. After more than twenty years of marriage he knows exactly what I like and when I like it. Ten minutes later, I came with a huge gush soaking his face. As...

Mature
2 years ago
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Thomas Theodore Randle the FourthChapter 4 Sisters by the Pool

My sisters were on their backs. Their young tits were covered with oil and baking nicely in the sun. They were so quiet they could have been asleep. I put my gifts on the table beside Grace and dove in the pool. I swam to the far side and turned to see all five girls lined up on the other side looking at me. Grace had a scowl on her face and the others were similar. I swam back towards them and Grace said.”Where were you? We were worried when you didn’t come down to the pool.” As I neared...

3 years ago
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The Motel Swimming Pool

The Motel Swimming Pool My parents own a motel in our small town and I am the lifeguard. At sixteen I am in charge in the pool area. The pool hours are posted and I have the key. Usually I get to check out a very nice variety of teenage girls and their sexy mothers. I love my job because we have a fairly small water slide. Most of the girls loose their tops at least once letting me check out their tits. Of course wet bikini bottoms cling to firm asses like a second skin. However,...

1 year ago
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The Community Pool

I really hated the community pool in our housing development. Well, not actually the pool itself, but the fact that the place seemed to always be overrun with screaming kids and surly teenagers. I really wanted to be able to swim laps and get some sun while reading (and quaffing the occasional adult beverage); but found these tasks to be hard to accomplish due to the aforesaid. I was seriously thinking about giving up my pool membership, when a petition made its way to my door. Apparently, a...

Straight Sex
3 years ago
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Sunning in the Pool

My name is Jill, 45 and I'm a married bifemale with three grown children ages 25 (son) 23 (son) and 20 (daughter). I really don't know where to start this or how to explain what happen to me last month but I think I need to tell someone just so I can get it off my chest I guess. I grew up on a farm with four brothers and three sisters in a home that I'd say was somewhat strict when it came to the subject of dating and sexual things. When we raised our children we tried not to be that way and...

Incest
2 years ago
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A long day in the pool

I remember it was a very hot July afternoon when I pulled up to the house on my lunch break from work. My wife's car was in the driveway and my sister-in-law's was parked on the street in front of the house, so I pulled around and parked across the street. I will admit I was a bit peeved at that, as I trudged up the front porch and into the house. No one was in the living room, so I headed through the kitchen to the back deck to see if the ladies were out there enjoying the sun.I came out...

2 years ago
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Aunties Pool

I had moved into the apartment a month ago and was settling in nicely. It wasn't big but it was mine alone, which I preferred to having to share a place. The whole trying to find flat mates and then making sure everyone paid was a hassle I was tired of. I had a few friends over for a house warming a week later and then settled down to the daily routine of work and getting out on a Friday night and meeting women. The local was a great place to meet women so that always made for a night to look...

2 years ago
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Anyone up for a game of pool

I got a call from my sweetheart about spending a week house-sitting for his parents while they were away on vacation. I said yes, thought it would be fun spending time in the house where he grew up. I met him at the home with my overnight bag in hand, knocked on the door and he opened it with a big smile on his face. That was the first time I had been there so I was curious about it. He opened the door and let me in, took my bag and asked me to follow him to the bedroom. It was a small ranch...

Straight Sex
1 year ago
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Nude By My Pool

I’m Cara, forty-two years old. I’m a middle school science teacher. My husband Tom works for a biotech company. During the school year, I keep my nose to the grindstone. Summer is “me time” to get myself back in shape by running and stand up paddleboarding. Also, I hate tan lines. We live in Southern California; our house is on a cul de sac. We’re lucky to have a pool in the back yard. Our back yard is secluded; only one house has a view into the pool area. Our neighbors, Keith and Sarah, both...

Exhibitionism
3 years ago
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Sharks in the Pool

She thought of just leaving, but the pool, now glistening in the moonlight, caught her attention. It was deserted and Vicky decided that an evening swim, all by herself, would be peaceful. So she slipped out through the patio door, walked to the poolside cabana, and changed back to her bikini swimsuit. Soon she was doing laps in the tepid water, while her thoughts returned to Doug. They had started dating casually, but all too quickly Doug had wanted more intimacy than she was ready to give,...

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