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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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A good friend of mine was moving to the west coast. Being in the moving business I offered to do their move at cost. We loaded their belongings Sunday and I would be leaving Monday, meeting them in BC the following weekend. Ralph and the family were planning to fly out on Saturday. His daughter Kim asked if she could go with me and see the sights along the way. We all agreed that would be fine and we left early Monday morning. Having known the entire family for a very long time I knew Kim would...

4 years ago
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Festival peeking at gfs mates

I went to a festival a few years with my 24 year old ex gf and a gang of her girl mates some of which were hot and I had fantasised about seeing them naked for years; as ever there were also a couple of less attractive ones, but in the main they were hot. I had been on a villa holiday with this gang the summer before and the majority of the girls sunbathed topless. I had had many wanks thinking about their hot young bodies and trying to work out how to see the rest.We turned up at the...

4 years ago
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I Bet My Wife and Lost

A few buddies of mine from work love to get together every so often to play poker. We try to play whenever given the chance, and there are several of us at work who love to play. We are all mainly in our forties and fifties, and our games are all in good nature. It had been a few months since we last played, and Chris and myself tried to gather up a few others to play. We decided to play at my house the following Saturday night.That morning I went out and picked up a few items from the store. I...

4 years ago
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The Cafe Newl

It had been one of the worst weeks of my life. On Monday, I arrived home from work and discovered that my girl friend had moved out with no explanation. We had been living together for six months and dating for over two years. She had just packed up and disappeared. Her note said that it had been fun and wished me a good life. I stood dumbfounded holding the note in the middle of my now sparsely furnished apartment. It was like I was stuck in a bad dream and unable to awaken myself, only this...

4 years ago
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Deception

My name is Mike and I’m a retired Air Force officer with 23 years of service. I served in Iraq for three tours of duty as well as numerous other posts, retiring after reaching the rank of Major. I was an only child, raised in a midsized New England city, where my mother was an English teacher and my father an Attorney. I grew up with privileges many of the children I attended school with only dreamed of. Other than school, I never had much interaction with others my age. I usually went to...

Straight Sex
4 years ago
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Of the Lake

We had come to the end of what I expected to be our last family vacation together. With college graduation coming up for my son and my daughter’s impending marriage to a guy heading to basic training in the Navy I knew another trip like this one would be difficult. Actually just getting this on off the ground was a monumental task, between my work schedules, their work schedules and especially their social activities it was almost impossible. Finally we were able to all get away during the...

3 years ago
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Strangely

The bar was crowded and I was half amused and half turned on watching the group of men literally salivating over her. She was a stunning, dark skinned, dark haired woman of 32. Occassionally a man would attempt to slip his hand beneath the material of her dress and she would laugh and remove his hand. One by one the rejected men left. She saw me laughing at the scene before me and asked me "You think it's funny?" "I do," I replied. She smiled back. "But you don't try." "No,...

3 years ago
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The James Family

The James Family: New LifeChapter 1: Good Morning Codes:  F/f, Exhibition, Incest, Teen, Toys, Humiliation, Reluctant, Sci-FiAlison James stepped out of the shower and grabbed for her towel through the mist that permeated the sparkling white bathroom.  The hot shower had relaxed her body but her mind still raced as her thoughts turned to the coming day.  Today would be the first day of her new career.  So many years of schooling and university all preparing her for today.  All the hard work...

4 years ago
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Equal Shares Ch 22

Chapter 22 Denise and Elizabeth were out shopping. Elizabeth was enjoying herself. She could no longer wear the provocative outfits that she’d enjoyed as a young woman, but that didn’t mean that she couldn’t get a vicarious thrill out of persuading others to do so. She’d had to rein her daughter Kelly back, she’d willingly have gone too outrageous even for Elizabeth, but Denise was inclined to baulk. So Elizabeth was cajoling, encouraging, persuading Denise to try some flimsier, sexier...

4 years ago
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Mutual Masturbation Pt Seven Triple Frott

For the next hour or so we sat on the couch playing video games. We were still completely naked and enjoying every minute of it. As we took our turns the other two would try to distract the one playing by grabbing his cock or tickling his balls. It was so much fun, being totally relaxed and letting whatever happened, happen. It wasn't long before the three of us were becoming to horny to focus on anything other than our cocks.We got up from the couch and made a circle on the floor facing one...

2 years ago
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Fucked My Office Colleguefriend

This is rohit from bangalore. I am software professional working in mnc in bellandur. This is my first sex story in this story is about how I lost my virginity wildy to iss writer dot net . I am following iss from 6 yrs now. I am 27 yrs with 6 inch dick. Here you goo… This about my colleague and a close friend. Here name is shilpa her states are 34 -28- 38. Her boobs are very firm and very big like watermelons. Everyone in office will be looking at her to squuez her boobs …But unfortunately no...

1 year ago
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FilthyTaboo XxLayna Marie Roxie Sinner First Experience 8211 Part 2

Peter Green has just got the call for a threesome with his girlfriend Roxie Sinner & her new stepsister Xxlayna Marie. He walks in as the girls are eating each other out. Roxie immediately demands his cock and Peter is ready to go! What proceeds is some of the nastiest, raunchiest group sex ever. Xxlayna is not used to such a big dick and can’t stop cumming as Peter pounds her while she rubs Roxie’s wet pussy. Peter face fucks Xxlayna hard, making her gag and drool all over...

xmoviesforyou
2 years ago
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Intro to Sissies XXIV Sissys End

Intro to Sissies XXIV: Sissy's End "Drink all of your breakfast, useless. You know you need your juice." Mandy had up ended the gallon jug of come juice and force fed it to Joan, and Joan was sucking it down as fast as she could. She hadn't really eaten in days, just a little come here and a lot of come there. Yesterday, Mandy had completely forgotten to give her her come juice, and last nights alcohol had hit her hard; her head hurt now. Joan was on her back, in reverse sissy...

3 years ago
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MY FIRST DOG PLEASURE

MY FIRST DOGGIE By::Jackieluvsit I was still living at home and young. We lived on a farm way out of town and neighbors miles away from us. I was a stick girl growing up and my family actually nicked named me stick. Skinny as I could be but I sure noticed my dad and brothers always looking at my ass. My mom caught my dad oggling it one time and slapped the heck out of him for...

2 years ago
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Stay At Home

Elizabeth was certainly very surprised to see the granny-aged woman sunbathing on the beach. After all, society was in lockdown with the virus passed so easily from person to person. The beach, like every beach in the country and, indeed, across most of the world, had been barricaded off. Everyone was being told to stay at home as much as possible, although could go out to exercise and to shop. Sunbathing outside your own garden was a definite no no, though.Elizabeth was one of the junior...

Spanking
1 year ago
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HardtimesChapter 3

It was Sunday morning and Burl was headed out the door. Although he regularly went to church, he was not dressed for church. His baggy pants, faded tee shirt, and torn up sneakers wouldn’t be welcome in polite society. He put his cap on and headed down the street. Two houses down, he walked over to the front door and rang the bell. It seemed to take forever for anyone to answer it. “Hey, Burl! How’s it going?” George asked. George was slender and of medium build with short hair. He had a...

4 years ago
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11th GradeChapter 25

I was in my room at five thirty, getting myself ready to speak with Shirley. I was mentally rehearsing what I was going to say to her. I was undecided between the direct confession route, or the hypothetical question gambit. Both had merit, but either might accomplish what I most feared. I was afraid that Shirley was going to listen to what happened, then decide that I wasn't someone she wanted to be friends with. Just thinking about that happening had me sick with worry, and too paralyzed...

2 years ago
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Whatever to School

P2 Sequel from 'Whatever'So the day after my dad started making me go naked around the house and checking up my sweet spot to see if my hymen is still intact, that night I had a problem going to sleep at all so it took me several hours that night to fall asleep...and woke up late! I woke up so late that I jumped out of bed and put on my big coat without wearing anything underneath it. Yea I'm going to school naked, not really. Because at the same time I grabbed my gym bag and stuffed in a...

4 years ago
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Twilight Voyeur Part 4

I smiled to myself as I looked out the window of the spare bedroom on the second floor of our house. Through it, I could clearly see into Ellen and Brian's kitchen and dining area. The open design of the room put the kitchen table in the middle of the large window and in full view from my perch above.Ellen had texted me an hour after our last encounter at the fence as I had requested."I was reluctant to text you... but here I am. I don't believe I'm doing this.."I waited as >>> displayed on my...

Voyeur
4 years ago
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MY GIRLFRIENDS BROTHER

I had gone over to my girlfriend's house and we were to go to an afternoonmovie and then to dinner. Kellie's brother Todd informed me that she had towork until 4 because her relief was sick. Todd was just about ready to goswimming and he asked me if I'd like to join him. I didn't have a swimsuitand I told him so. He had a few extra swimsuits and we went to his bedroom. All he had were Speedos and I was a little shy about wearing them.He finally talked me into it and while I chose the pair I...

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