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Lisa was going crazy, I was not sure what to do but lay there. Lisa was on top of me, my cock buried deep inside her wet pussy. Her boobs were flapping around, her hair was a mess, she was dripping sweat everywhere. I was not sure if I would cum, this was not how I pictured my first fuck to be. "Yes! Yes!" Lisa muttered as she fingered her clit. "Oh my goodness, Yes! I am cumming! ooohhhhhh!!!!" Lisa screamed. I could hold back no longer as Lisa ground down onto my cock. Everything went into slow motion as I felt the first rope of semen flow up my cock and into Lisa. It was a long thick rope. Not the quick short ones I get from my hand jobs. One, two, three long squirts, "Yes!! I can feel you cumming inside me!! I love it!" Lisa moaned as I pumped several more squirts into her.
Lisa was my boss and yes I fucked her, or she fucked me. It was my first fuck. Lisa was the manager of the community rec center where I worked after school and on weekends. I never intended to fuck her. She was not really that good looking. She was tall, about six foot. She did have large boobs, thick jet black hair on her head and her pussy. She was a big shot down at our church, her husband was on the town council and she was in the PTA. She had four k**s, the youngest was a grade above me.
So how did I end up busting a nut in this woman you ask? Well not sure. I had worked with Lisa for almost a year. She was very cool, never flirted, cussed, never dressed slutty, or did anything that you would expect from a woman that would one day fuck my brains out. Lisa and I had become somewhat close, we talked about things on breaks and I was always helping her with things. I would be covering for her so she could work out early in the mornings or late at night. Here is how it happened.
Jake and I were to stay late with Lisa and clean the pool deck, which normally takes two hours. Well, we came up with the idea to use the fire hose to rinse the deck rather than the garden hose. So we finished in a fraction of the time. Jake had a girlfriend he was fucking so as soon as we finished he ran. Lisa and I were there all alone. Lisa had found a bottle of wine from some where. She wanted to sit in her office and have a drink or two and wanted me to join her. Now this is where things started to happen. Lisa drank most of the wine, me having like a couple of cups. Lisa has always said she found it easy to talk to me and tonight she was talking about everything, the more wine she drank the more she talked. Some how we got onto talking about sex. She had mentioned she had only been with three guys and her husband. I told her I was a virgin. She told me all about losing her virginity and she had always wanted to help someone lose theirs. She kept talking about sex and I sensed that she was getting horny. Then she got onto fantasy sex and again mentioned the virginity thing and then something about having sex at work and that she had always wanted to be a bad girl for once.
Anyway we sat on the floor in her office, a large office with no windows whatsoever. "Lets do something! I want to do something crazy bad, We have a few hours to kill. Do you find me attractive?" Lisa quizzed. "Yes, you are hot Lisa" I replied oblivious to where this was going. Lisa then leaned over and kissed me, " you are such a sweet young man, I want to do something very special for you." Lisa said with a big smile and she stood up and very quickly took her clothes off. I was not sure what to do or say as I stared at her naked body. My dick went to crazy hard as I checked out her tits and then her pussy. Her beaver was thick but not overgrown, the shape of a rectangle rather than a triangle. Her pussy were open and I could smell her, it was making me more horny. She twirled about showing off her body to me. Then she had me stand up and she undressed me. She knelt down and took my winnie in her mouth for only a minute. "I don't like cum in my mouth." She said as she had me lay on my back. She took my hand and placed it on her cunt. I played with it, it was very wet and warm. I stuck two fingers in her and moved them around as she played with my cock.
Her hornyness was in overdrive as Lisa quickly got on top of me, positioned herself over my cock "This is what I want to do for you, I want to be the first woman you have sex with, just lay back and enjoy me" Lisa said as she lowered herself down on my cock. Her pussy was wet and warm, not as tight as I thought a pussy would be. I was very turned on that my cock was stuck inside an older woman. Lisa wasted little time getting down to business. She worked her pussy around my cock, the whole time looking me in the eye. Then she started to finger herself as she fucked me. She was playing with her clit, getting herself off. She was getting all sweaty and breathing heavy. I just laid there with my dick inside her. She started to thrash about, messing up her hair. Her large tits swaying a flopping around my face. My crotch was getting soaked with Lisa's pussy juice. Watching Lisa get herself off took my mind off my own orgasim, I did not think I would ever cum and was not sure if I should blow my load inside her anyway.
Lisa was working herself into frenzy. Then it hit me, my own orgasim was building at an exponential rate. Lisa was nearing her own. I was not sure what to do or what I was doing. I really was not doing anything, just sitting there with a hard cock while this woman rode it playing with her clit. I knew I would not last much longer when all of a sudden Lisa shouted "Yes! Yes!" She muttered "On my goodness I am cumming!!Ooooohhhh!!" Lisa screamed as she ground down on me. I tried to push up deeper into her. Everything went into slow motion as my cock exploded sending what felt like very long spurts or ropes of my thick cum deep inside Lisa. "I can feel you cumming inside me!! I love it" Lisa squealed. It seemed to last forever and it felt like I must have pumped gallons of semen inside her womb.
Lisa collapsed on top of me and rolled to my side, my limp cock falling out of her along with a glob of jizz. We were both catching our breath. I could not believe I just fucked Lisa and came inside her. A married woman with k**s older than me now has my sperm swimming through her body. "Wow!! How was that for your first time? I have always wanted to do that!" Lisa whispered with a smile. I sat up and looked at Lisa all sprawled out, my cum leaking from her cunt. I felt manly, I felt primal, as I just made that cross over from boy to man. I fucked a woman and my seed is now inside her. "Thanks Lisa, but I came inside you, that is not going to be a problem?" I asked. "You did put a lot of cum in me, and I felt every bit of it, every squirt. I have never felt that before. Do you always come that much or that hard?" Lisa said. I thought for a minute, that was the biggest load ever for me and pumping it into a real woman's pussy was much better than a sock or anything else. My cock started to harden again. Lisa took note of this and said "You should hit this again, I would really like that. I love feeling your cock fill my pussy with your cum."
I rolled on top of Lisa and slid my cock easily into her. Now I was in control. I pounded her good and hard, her big tits giggling with my thrust. I lasted a couple of minutes before pumping another huge load deep inside her. " I came again too, just you cumming in me made me cum." Lisa said. We both went to the employee shower and got cleaned up. Then we went home. For the next several weeks Lisa said nothing to me about what had happened, did not act any different. I was starting to think that maybe I had dreamt the whole thing. I was getting used to the idea that it was going to a one time thing even though I really wanted to fuck Lisa again. Then Lisa called me to her office. She had been filling in as lifeguard and had a break. We walked into her office and Lisa closed and locked the door. "I only have a few minutes, I can not stop thinking about your cock, please fuck me right now. I need your cum inside me." Lisa said as she leaned back on her desk and pulled her swimsuit to the side exposing her wet pussy. "I have been fucking my husband like crazy but it is not the same as you." Lisa said as I slid my cock into her. I started pumping her as she played with her clit. Within two minutes she was creaming big and I was pumping a huge load deep inside her womb. "Oh my!! Thank you so much, thank you for that! I really needed that!" Lisa said as she smeared my cum around her bush then fixed her suit and ran back out to the pool. "Oh! we will finish our talk after my shift, be in my office at that time" Lisa said with a wink. Jake later asked me if I was in trouble. "No not at all, just some training Lisa thinks I need." I said. "Do you ever wonder what it would be like to fuck Lisa? she is that kind of goodie goodie type that could either be a really crazy fuck or a really boring fuck." Jake said. "No she is not really my type-too old and I would think she would be a boring fuck." I replied.
Now I laugh inside every time I see Jake as Lisa and fuck every chance we get. It is a lot of fun to be fucking the boss at work. .

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FapHouse Teen

Hola, dickheads! Welcome to the house of fap, the place that is teeming with tight pussies, braces, pigtails and those goddamn plaid skirts that make my blood rush down to my balls! Superb shit! Teen porn is kinda unique, but the teen smut on faphouse.com/c/teen/videos takes things to a whole new level of unique. The thing is that all porn that you are gonna see here is 100% exclusive, but it's still dirty to the core. One could say that presents the best of both worlds - crude, amateurish,...

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4 years ago
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Show and share

SHOW AND SHARE The drinks and snacks were neatly laid out in the kitchen, and Melody glanced at the clock to make sure that she had left herself enough time to get ready. She knew she would be in very hot water if she was late. Half past five, that gave her just an hour to prepare before the men got back from town. This was the first time that their games would involve another person and her heart skipped a beat every time she thought of it. She had agreed to the additional person...

2 years ago
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A Day in the Park I

In some ways, the foreplay had gone on for ages: flirty glances, dirty text messages, suggestive photos. And then today… an ‘innocent’ drink. Touching at every available opportunity, kissing, hand’s sliding up my legs and the moan as you realize I’ve removed my panties… It’s getting late and we should be going our separate ways but the kissing and the flirting has got us both hot and horny, the apprehension is too much. We walk hurriedly as you lead me to a secluded place you know. A park...

3 years ago
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The Prescription Fill Generically or Dispense as WrittenChapter 4

Returning on Thursday from my day-off is always a chore. I do vendor returns first thing and to this day I don't know why pharmacy takes care of general merchandise, just because they display it in the pharmacy aisle? In any event when going through the returns for PharmaCart, our general merchandise jobber, I noticed 2 of the Pulsar toothbrushes. It wouldn't have seemed odd except, I think we just got 24 or so in the week I was away. That sort of return rate seemed odd, but I passed it off...

3 years ago
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Wills new old home ending Part 1

Introduction: Will is given an ultimatum, Rachels obsession brings about her downfall, and Brook and Rev. Greene began their Family Reunion To avoid an ending with 20 pages, I broke it into two chapters…so enjoy…….And I am so sorry its been so long!! Ive been so busy lately I barely had enough time to finish this story!! Thanks for reading guys!! And if you like the story, or have some criticism, please leave your comments bellow….Also, whether or not you liked this series, Im open to...

2 years ago
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SEX WITH MY FIRST GUY ENDED UP WITH FIVE GUYS IN M

I WALKED INTO THE BAR AND INSTANTLY I WAS ATTRACTED TO THIS GUY SO I WALKED UP NEXT TO HIM AND ORDERED A DRINK.I TURNED TO HIM AND STARTED SOME SMALL TALK AND THEN HE ASKED ME IF I WOULD LIKE TO COME BACK TO HIS PLACE FOR SOME FUN.EVEN THOUGH I HAD NEVER BEEN WITH A GUY, BUT FOR SOME TIME I HAD WONDERED WHAT IT FELT LIKE TO HAVE ANOTHER GUYS NICE WARM COCK PUMPING MY ASS AND I GUESS I WAS GOING TO FIND OUT.JEFF WAS A LITTLE TALLER THAN ME AND ALL I COULD THINK OF WHILE WE WERE WALKING WAS HOW...

3 years ago
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My first cock Please comment if you like it

So I went to dam with a bunch of mates and on the last day we'd been out a few hours and at around tea time my mates had seen enough and headed back, I said I was gonna have a bit more of a wander and get some more weed to take home. I knew which area the trannies were at (did my homework way in advance) and headed straight there. It was way too early, there were only a couple of windows occupied, by what could best be described as dudes in drag, so I pottered about for a few hours, ended up...

3 years ago
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Mrs WaxermanChapter 8

Gordon and Jimmy led the way back to the dining room. Jimmy was still naked, his erection subsiding but still firm. He seemed unconcerned about being naked now, unlike the day before when he didn’t want anyone to see his penis at all. Delilah and Victoria followed, Delilah’s mons still obviously puffy from the attention it had received in the bathroom, her nipples also hard. Mrs. Waxerman herded them along like a school teacher from behind, her nudity so out of place that even seeing it...

1 year ago
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A Lack of Understanding

Dede and I were making out on her family's sofa. Nothing unusual about that. I always walked her home after school, and we'd spend at least half an hour making out before her sister, Karen, got home from her classes at the University. Karen at nineteen, was two years older than Dede and me. We'd been going together for almost six months. We'd had sex together five or six times, mostly this was limited by our not having a place where we had the time and the privacy to get ourselves aroused...

1 year ago
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Hindsight 2020 Book 1Chapter 59

She saw me and walked down. She said, "I saw you leave and thought you wanted some alone time." "No. I just wanted to make sure I was safe before I put you into harm's way. It was easy to learn so here I am. You may want to bring a towel with you so you can lie down. She went back and got a towel and her sunglasses. I was able to push the boat out again and made sure I had the boat pointed in the right direction before I hopped on and hauled in the sail to capture the wind and move us...

4 years ago
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Watching HerChapter 6

Fay said it was hard to see because it was so dark back there. She said it was draped with painter's drop cloths. It looked as if it was not against the wall and there was space to hide behind it. She suggested we dance Hazel and Pam behind that for their teasing. Pam led us to her brother's table. Her brother was not there but he showed up fast when he saw the strange ladies. Pam made introductions. Fred was not more than 5'-6" tall. Glen, Ray and I were all over six foot. The music...

2 years ago
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Better Off BredChapter 8

In my defence I want to state that I don’t drink a lot, either in quantity or frequency. Also it was Laura’s fault, if it wasn’t, then as I’m in America, I plead the 5th... !! The months since Thief and Lady had arrived had alternately sped and crawled by. The crawl part was waiting for Lady to foal, the rest was speeding past. Deke had settled into our family and ran the stables without any noticeable effort, stuff just got done, the paddocks received the minor attention they needed, the...

1 year ago
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Fucking My Beautiful Colleague

By: Prashanth Hi good morning to the ISS readers I would like to share my true experience which went previous year. Let me intro myself, I’m Prashanth from Hyderabad with 6 feet height and aged around 26 with very fair. I own an adept Physical structure. I am very much partial towards Girls and Aunts and obviously they will stare at me because of my handsome Physical structure. Let me narrate you my true experience and this is my first story in the base line, suggestions or interests can be...

4 years ago
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The Nudist Resort HookUp

Sarah and I were great friends. We had gone to college together and by pure accident, developed a rather intimate relationship, even though as a young woman, I preferred guys to girls. Sarah always made me feel special, like I was a queen, deserving of attention, where the guys usually saw me simply as a sexual conquest. I unabashedly loved sex and was sexually over-charged, which means I would give in to any guy who pressed me hard enough to go to bed with him. But then along, came Jeff.Jeff...

Exhibitionism
3 years ago
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Concupiscent CongregationChapter 5 Debauching Darlene

While Bridget Mahoney's seldom satisfied libidinous needs were being satisfied by her minister her husband came home early. Peter Mahoney did appreciate his wife's sexy charms but ever since the first time she suspected him of screwing their regular babysitter she'd acted too frigid, disinterested in sex. And with that rationale he had screwed many other women. His new secretary was proving to be a delightful piece of ass. Was it her youth? Ever since he'd fucked that big-titted, sixteen...

2 years ago
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Memoirs of a Bisexual Chapter 4 Threes Company

This is a continuation of the series ‘Memoirs of a Bisexual.’ I recommend reading the first 3 installments to familiarize yourself with the characters and timeline. Thanksgiving break came and went. Jeff and I never really spoke about that night at his parents’ house, but it wasn’t awkward between us, either. We acted like we always did, like best friends. We never had the opportunity to do it again, but I know it was on our minds. At least mine, anyway. So back to school we went. I got back...

1 year ago
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Julie out on her own ndash First Threesome Part 2 ndash

Julie out on her own – First Threesome (Part 2) – CD/TV/TS, MFM(Continued from Part 1)Sure enough, there was Vicky was, head above mine, eyes closed, sucking on her fingers. I reached my arm up and snaked it around her head, and pulled her lips to my face quickly, making her faceplant into pools of sperm. She was surprised, but relaxed and started slurping – I knew I had her. I whispered quietly, “You still owe me … bitch!”To my surprise, as much as she’d seemed to be into it, sharing Mike’s...

1 year ago
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Falling Through the Ice Ch 02

Chapter two picks up immediately after chapter one. Angela and John’s story concludes. At least for now. ***** Angela cried into John’s shoulder, lost in eddies of doubt, confusion, fatigue and a raft of other emotions she could not identify. After what seemed like an exceptionally long time, Angela returned to herself. For reasons she could not fathom she turned her lips to her abductor every time his face neared hers. She felt more naked than she ever had before as John gently yet...

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