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From the Lifeguard 4 Story

 

After she was finally done cumming, she pulled her now flaccid penis out of my mouth and proceeded to give me a big French kiss and started sucking the remainder of her cum into her mouth. We started hugging and kissing and kissing and hugging. That was even fun.

After a few minutes of doing this, we just laid there giggling and laughing about what we had just done.

Caley then said, “You are one sick boy.”

I then said the only sensible, normal thing an eighteen-year-old boy would say after a day of sex and having his virgin ass pounded by a beautiful transexual, swapping cum, twice ejaculating without being touched…

“I love you. I want to spend the rest of my life with you.”

She didn’t laugh. She didn’t act disgusted. She didn’t even blink or say anything but continued to look me in my eyes.

I knew I had blown it. How could a human being make a decision or choice like that after only three hours of meeting someone? It was preposterous. It was insane.

Then she said the words I totally wasn’t expecting, “I love you too.”

Then she kissed me so softly it took my breath away.

 

Lifeguard 5

 

As we walked downstairs hand-in-hand looking for our parents it appeared that the party was over. We walked to the living room that had a huge couch and matching chairs. On the couch was my mother and Caley’s mother Belle. My mother was being spooned by Belle. My mother was petite (I got my height from my father) while Belle was close to six feet tall. Belle had her arm wrapped around my mother’s chest and was pinching one of her nipples. The other hand was between her legs and she had two and sometimes three fingers inserted into my Mom’s pussy. My Mom seemed to be shuddering every ten to fifteen seconds and about every sixty seconds seemed to be having an orgasm. 

Of course, I knew what her orgasm looked like as we had shared many of hers and mine as well.

This was one beautiful sight indeed.

I was so mesmerized by what I was seeing that I didn’t even notice Caley and I were no longer holding hands.

Crap, the woman I loved I had totally forgotten about as I watched two beautiful women make love.

As I started to look around for Caley I suddenly saw her slide into a spoon with her mother, sporting a hardon, again, and drive quickly and easily into her mother’s pussy. 

Basically, girl-on-girl-on-girl-with-penis.

Now I had come three times already that afternoon. Once into Caley’s mother’s pussy. Once handsfree just seeing Caley walk out of the pool. And once after getting my ass fucked for the first time by my true love Caley. Another handsfree ejaculation.

Now there was my one true love, dropping me like a hot potato and pounding on her mother’s pussy while her mother was hand-fucking my mother.

I started stroking my dick. 

It got hard again.

Ahhh, the glory of youth.

Then I heard the unforgettable sound of slap, slap, slap.

I turned and there was my Dad getting absolutely hammered by Caley’s father, Derick. 

Now I knew where Caley got her hung-ness.

Thinking fast, I did the next most natural thing- I stuck my penis in my Dad’s mouth, Gave Derick a high-five, and came like a tornado was chasing me.

I woke up sometime later and all was quiet. I looked around and everyone was in various poses of satiation.

My mother was in Derick’s arms. My Dad’s head was on his thigh. Belle was curled up next to all of them (I told you it was a big couch)...

And Caley was asleep, in my arms in one of the big chairs. How did I miss that detail?

I promptly went back to sleep.

Sometime later, my mother shook me, kind of awake, I groggily got up, kissed Caley good night, professed my love for her again in case she forgot (I’d known for a good seven to eight hours by then), stumbled to the car, fell asleep again and woke up the next morning in bed.

Was it a dream?

My ass was sore this morning.

Nope, it wasn’t.

I smiled and got cleaned up to go to work for just another day at the pool.

My parents had both left for work so nobody was there to make sure I was de-spunked before work. But today, it didn’t really seem to matter. I didn’t really need to be unloaded before work.

I got to the pool and started my daily assignments. Something must have changed in me. The girls and women dripping wet getting out of the pool didn’t get me hard like it had done just days before. I seemed to walk taller with more confidence. Maybe it made my penis project differently out of my Speedos… I don’t know, it was just different.

Yet, every time I thought of Caley I got a total rager. My dick was sore, my butt was sore and getting a raging hardon wasn’t as comfortable as in the previous days. 

On top of that, halfway through the day I realized I didn’t know how to get hold of Caley. 

What a moron!

Thankfully my total moron-ness was saved by my Mom texting me Caley’s cellphone number. Wow, what a great Mom.

She’ll fuck me and then she’ll help me pick up women. What a babe.

I texted Caley on my next break. I texted her that my Mom had given me her number (she knew). I offered a simple hello and said I’d love to talk with her later that evening. She sent a simple smile and a thumbs-up. It made me tingle.

I got home at about 6 PM.

My parents were waiting for me with drinks in their hands.

Was I in trouble?

My Mom started out by asking, “Did you have fun yesterday?”

All I could do was smile that shit-eaten grin only a dumbshit teenage boy can give and then respond accordingly, “Ah, yeah, it was fun.”

Again, what a moron. And in a fashion, they read me the riot act…

What I learned: Derick was a former NBA basketball player who blew out his knees early in his career. Instead of sports playing, he went into sports media and now runs a business with 300+ employees. Belle went to law school, practiced law with a big firm and struck out on her own as a sports agent. She represented some of the biggest names in sports that when my mother told me some of the names I was very impressed. He and Belle started dating in high school. 

Caley was starting law school that fall, at age twenty at Georgetown. Yes, she was every bit an overachiever just like her parents. And she wanted to go into media representation as a hybrid between her mother and father. She was very committed to excellence just as her parents. She knew where she wanted to go.

I was thinking, “How do my parents know so much about these people?” But again, I was too much of a moron to ask.

I instead, was one directionless smart ass teenager with nothing to offer on that scale. Yeah, I knew how to program and make money, I was a hard worker and a relatively good person, good sex included, but what plan did I have?

Caley did like me, but she was a person who needed a good and strong partner.

My heart hurt. They were right. I didn’t know anything about Caley other than she was amazing, and that if I was going to be part of her life, love wasn’t the only thing I had to be able to offer. In some ways, that may have been the easy part.

My mother fed me some dinner which I hardly noticed. I went upstairs and, trembling a little, I called Caley.

She answered, “Hello Alex!”

Her voice was so beautiful and I totally succumbed and became hypnotized by everything she was saying and telling me. I listened, I talked a little, she laughed at some of the jokes and then she was gone as she had some friends coming over and had to run. She told me to call her again.

Oh, I was so in love.

The next day was just another lifeguard at the pool day. I only had a couple of raging hardons thinking about Caley, but overall controlled myself pretty well.

As I was leaving I remembered that my parents weren’t going to be home until late as they had a fund-raiser event. I was on my own for dinner and entertainment. I jumped in my car and was about to leave the parking lot when I saw Jill, the pool manager, pull the hood up on her car. I pulled over and asked how I could help. She asked if I had any jumper cables. I didn’t but if she would wait, I’d run home and get the ones my Dad had. As we only lived a few minutes away, I returned in less than ten minutes. I got her car jumped and it had a good strong charge pretty quickly.

Jill asked, “How can I repay you?”

I did my “aw-shucks” teenage boy goofy impersonation.

Then she said, “You hungry? Let’s go grab a burger. Follow me to my house so I can change clothes.”

I had on flip-flops, a pair of shorts over my Speedos and a decent t-shirt so I was good to go to a burger joint.

She had her swimming suit on, fitting her quite well I must say, so I understood why she wanted to change. So like an obedient kid, I followed her to her house. She told me to come on in and grab a cola in the fridge while she changed.

Jill lived in a cute house and was single as far as I knew. She was very attractive and always really nice and very professional to me. She was kind of like an older sister. She taught school then would run the pool for the city in the summer. I’d known her for a number of years since I was on swim teams and this was the best pool in town. I swam a lot of meets at the pool and in the summer she was always there.

I heard the shower running and thought nothing of it.

I was just kind of looking around just kind of waiting when I felt a tap on my shoulder. I turned, and there was Jill, buck fucking naked in all her luscious female splendor.

At least this time I didn’t cum in my pants.

She grabbed my rapidly enlarging penis with her right hand, reached around and tugged at my shorts and Speedo simultaneously with her left. A helpful wiggle by me and my shorts and Speedo were at my ankles in no time at all.

She immediately went down on my dick as both of us moaned, “Oh my god.” together.

She was sucking hard and marveling at the size of my dick mumbling between sucks. 

That’s when my conscience got the best of me. I’d just fallen in love not two-days before. Caley was the most beautiful thing, so different than anyone I had ever met or was ever going to meet assuredly. I couldn’t imagine doing anything to screw up that relationship.

So, I pushed Jill off my dick, grabbed my shorts and Speedo and rapidly pulled them off with my flip-flops and t-shirt, then pulled Jill onto the couch (yep, a not so big couch this time) and immediately stuck myself in as far as I could go.

She yelped (oops), then started moaning and groaning and meeting every thrust I could muster. She came in about two minutes but I had just got started. I started sucking on her nice sizedTo continue reading this story you must be a member. Join for FREE here.

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I can’t believe what I just saw. Thank God she didn’t see me! I came home from school, shall we say, unannounced. Yeah, I cut class. Big fuckin’ deal. I’m seventeen. I’m practically an adult now, and who needs school if your mom has money? Anyway, I came into the house hours early, expecting to be alone. I headed upstairs to my room. Ever hear of a Sybian? Holy shit! I think I might be in love. Well, maybe addicted is closer to the truth. Trust me. Any time I go for a ride, I hit that big “O”,...

3 years ago
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Jasmine Chapter 1

Doug was planning a little trip with a few bits and pieces his wife knew nothing about. You see, she was heading to the East Coast for a combination of business meetings and visiting some of her family that lived there. While she was gone Doug was planning a trip to Chicago to see a football game. This wasn’t the first time they planned separate trips like this, although most were over the summer and he would go to various baseball parks. But this time he was planning something different. Oh,...

Trans
3 years ago
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The Airplane Ride HomeChapter 19

Get up!”John stood. He looked down at his heavily breathing wife. The pungent aroma of sex mixed with the smell of the pine trees and campfire smoke. He offered his hand to Jaime.” Jamie took her husband’s hand and rose unsteadily to her knees. She was weak and disoriented. Her pussy ached with that oh so familiar feeling. Her hand trailed down and touched her clit. An electric shock went through her. Her clit was too sensitive to touch. Using John’s hand as a crutch, she rose to first one...

2 years ago
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Miras Collection

Mira's Collection By Allison Wonderland Chapter One - Molly Molly's useless hands pawed at her crotch as best they could. Even if theyweren't taped into fists there was nothing they could do to stop the vibratingdildo and butt plug buried deep inside her, encased as she was in leather,but the reaction was reflexive. Molly fell to her knees, her paw-like handsstill pressed against her lower region. Just as she was about to orgasm, thevibrations stopped. Molly struggled to stand, but the short...

3 years ago
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The Knight and the Efreet Pt 01

Alisaundre was always told stories of different lands, since he was a small child, his King had actually conquered many lands, and many of them the world had yet to even know about, however…There still remained many lands, plenty that human feet had not treaded yet. Of course, as with stories of different lands, he was also told stories of magic, sorcery and other foolish sightings like mermaids, pixies and elves, all things that were scoff worthy. He never believed these stories, and always...

3 years ago
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Home Early from work by chattysf

Home Early from work by chattysfFiction, Cheating, Consensual Sex, i****t, Male / Older Female, Wife, Written by womenIntroduction:It's been awhile, hope you likeI am your typical middle aged mom. I was sexy once but after a couple k**s my breasts had grown to a full D cup and were sagging a bit. My tummy was no longer flat and my ass was more than a handful as I weighed in at 160 for my 5’6” frame. My long blond hair was usually just pulled back into a pony tail because that was the easiest...

1 year ago
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Time For School Pt 1

Introduction: Horny teenager Garfield Winters inherits a time manipulation device. Authors Note: This is the first story of any type that I have written since I was fourteen. I quit school at fifteen with zero English qualifications so bear with me if there are any terrible mistakes! Criticism / ideas & help are welcome. Enjoy! —————- Garfield!! Garfield, get dressed and get down here right now! Garfield Winters groaned, stretched and thrust his duvet on to the floor. He lay still for a...

2 years ago
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A NIGHT IN MANCHESTER

Out for a nice meal and then on to an adult sex clubThere are a few but we will go to Cupids after we have wined and dinedYou are wearing seamed nylons and suspenders with slutty fuck me now high heels and tight short skirt barely covering your stocking topsThe fun begins in the restaurant when you inadvertently but knowingly give senior gentlemen a glimpse of what they might be You pull your skirt up higher and display your little thong which you have pulled to one side to expose your cuntThe...

1 year ago
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Glory Hole Danger

Many years ago I was working at this place where I was stocking shelves. I was maybe the youngest and so I got to hear a lot of big brother/ big sister kind of stuff. Most of them were nice to me, and I took it in stride. This one day a bunch of us were on break and the subject of Sex, Porn shops, and what not came up. This was back in the day before people watched what was said in the work place. Pretty soon many of the guys and some of the women were discussing some of the finer places to...

2 years ago
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Bhen Ko Choda Uski Ke Ghr Me

Dosto mera nam jitesh hai aur mein chandigarh se hu meri age 20sal hai aur mera lund6 inch ka hai is kahaanni ki heroine ka nam sheetal hai uski age 20 saal hai aur dikhne me bhout sundar hai bat abhi 3 mahine phle ki hai jab m apni massi ke ghr gya tha kisi kam se 2 din ke liye wo mujhe dekh kar bhout kush hui wase to hamari whatsapp aur facebook par baate hoti th Jb usne mujhe dekha to mujhe hug kia n ham ander gye sham ko jab m aur wo baithak me baithe baate kar rahe the to maine us se mazak...

2 years ago
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Grandpa and I

Grandpa and I - A new love I had been orphaned when I was only 16 and my grandparents had taken me in. It was quite a different style of living for me. I had been brought up in the city where everything was literally at your fingertips. Gran and Pa lived on a hobby farm of about 20 acres just outside a small town about 300 miles from my original home. As I said, I was 16. I had a trim curvy body and pale skin. My hair was a chestnut red and my eyes green. Grandma and Pa were in their late 50s...

Incest
4 years ago
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Teacup Roses Guitars A Bus Pass and A Mistaken Identity

TEACUP ROSES, GUITARS, A BUS PASS AND A MISTAKEN IDENTITY (A Danny Fairchild Story) by Bobbie Cabot This little interlude is set somewhere in the middle of the events of Chapter 8 of my still-unfinished story, "Danny." This does not materially contribute to that story, but is more like "a day in the life" type of story of the main character, Danny. This story can stand on its own somewhat, but it would be good to read Danny, unfinished though it is, to get a background on the story...

3 years ago
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His Mothers Hair Part II D

His Mother's Hair, Part II D By Melissa Anne Curling Author's note: Again, thanks for all of the encouragement and kind words. A warning that this installment has a little bit of naughtiness in it. Of course, nothing extreme because Wendy is such a sweet child! His Mother's Hair, Part II D Earlier in the day Madge, Wilma and especially Wendy were having so much fun shopping at the mall! Unfortunately, while their outing was in progress, Nancy and her children next door were in...

2 years ago
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Natashas first pussy

My clothes were getting crumpled as I stuffed them into my bag. I felt bad after mum has spent all that time ironing them but I need to get them all in. It’s a good job I’m only staying at Suzy’s over the weekend. Maybe I should get a bigger bag but there is no time for that Suzy and her dad will be here soon. I struggle with the zip but eventually, finally I get it closed. I can hear the clock downstairs chiming 5 o’clock. I could get a bigger bag; I’ve got half an hour before they are due to...

3 years ago
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Testing the Toys

Testing the ToysWe met, quite by accident, at the DVD section about femdom and male submission in one of those adult bookstores that no longer really sell books. The guy I shall call Jacob spoke first, asking if this kind of video was what turned me on. With my response being yes, he inquired whether I was submissive or dominant, as he had seen me earlier looking at various devices to use on the male in bondage situations. When I indicated that I now was pretty much restricted to the submissive...

3 years ago
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Drawing on the Dark Side of the BrainChapter 22 Facing the Muses

“You asked her if she was trans? Are you an idiot?” Sarah Lynn yelled at me. What could I say. I felt like an idiot, especially facing her wrath. “I didn’t. I just wanted… I thought she must have some reason for wanting me to see that particular movie with her,” I whined. “Couldn’t you see the way that bodystocking hugged the curves of her pussy when she took the dress off in the studio?” “I was really trying hard not to stare. It’s fine for other girls to stare at a girl, but it’s not...

2 years ago
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College Trip

Before we get started, let's get a few things straight. Firstly, your name is James Smith. Secondly, there are 3 chicks to choose from. Thirdly, there are 3 separate story lines, so if you post, don't intertwine them. Katie has short, blonde, wavy hair and blue eyes. She's actually a blonde stereotype. Not too smart, but kind and good-natured. She's fairly tall, and a tiny bit heavy-set. Not fat, but just enough meat to have curves in all the right places. Her boobs are a C cup. Not too big,...

3 years ago
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Pyasi Aunty Ko Pyar Diya

Hi doston , aur meri pyari bhabhiyo , aunty , aap sabhi muth marne aur bhabhi aap choot me ungli karne ko taiyaar ho jaiye . . Sabse pehle mera description -meri height 5”9 hai body well built he rang gora aur dikhne me smart lagta hu. Meri pados hi me ek bhabhi raha karti thi naam tha sanyogita(changed name) wo bhot kadake ki maal thi uske boobs aise the jaise ki chausa aam ,rang gora , height lagbhag 5”4 hogi .uske boobs 36 kamar 30 aur gaand bhot maintained thi . Mai bhabi ke naam ki daily...

2 years ago
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Camping Bug

My wife and I love getting out in the wilderness and every now and again we are bitten by the 'let's go camping' bug. We especially love camping when the night sky is clear and the stars shine like brilliant cut diamonds. Last week we decided to go to one of our favourite bush camp grounds in the mountains about two hours away from home. This particular camp site is popular during the weekends, but during the week it can be very quiet and a couple of times we have had the whole place to...

Voyeur
2 years ago
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Shamus JournalsChapter 38

I was deep in thought when I heard the phone ringing. I glanced over at Sandra and she was still sound asleep with a smile on her face. I glanced at the caller ID and it was Mark's cell so I picked it up. "Harry, I am at the office with a supervisor from the INS. He wants that girl you took from the valley. He is having a fit because you kidnapped her, as he put it. He is threatening to have you arrested by his people if you don't bring her in. What do you want me to do?" "You tell him...

3 years ago
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Wild Sex With My Friend Rithi

Hello everyone, Today I would like to share a unique experience which happened a couple of months ago. It was Christmas day when rithi (name changed) pinged me in hangouts appreciating my story. It was 6 in the morning when my phone buzzed and it was rithi’s message. I was genuinely happy as she liked my story and she provided some good feed back on my story. It was a holiday and I didn’t want to let go the company of her. We spoke to each other for couple of hours and quickly realized that we...

1 year ago
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The Strawberry Patch Book 3 Life On The SavannahChapter 38 Friends In High Places

Today started off like most days, but it could end up being one of the more important days in my families story. We got up and had a wonderful breakfast of pigs in a blanket. Afterwards, the girls took their bed sheets to the laundry and then, with the help of Erin, made their beds with fresh linen. When those chores were done, the girls gathered in the family room for school with Blossom. Erin went to the laundry room and started the wash. Lynn went to the office and did her Foundation...

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