First Time Porn Stories
Page 447

My first day at work

Yeah, I knew I was stud, but didn't know I was a pansexual Hedonist! I was six feet, weight 176 and hardly any body fat. I also had a thick 7" cock that seemed to stay hard. I also had a very firm bubble butt. So, on my first day at the bath house I lost my clothes in a locker. donned a bath robe and met Jerry's partner and older boy toy. Both gave me the grand tour as they explained my duties including sex with Jerry and boy toy.
The place was dimly lit, but expansive and nicely decorated. At first we walked down a hallway with small private rooms and then through some double doors to the po... Continue»
Posted by kwhagie 6 months ago  |  Categories: Anal, First Time, Gay Male  |  
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Leila's Secret

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most.

It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before.

I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back home before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 when I first saw her. And boy, was she a vision. It had been raining all morning and the woman who stood there beside the road w... Continue»
Posted by nova169 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Training my first pumper woman

Training my first pumper woman

I have always been a very horny guy; full of powerful sexual needs that were not being met. Every week, I needed to clean out my pipe a number of times a day and there was not always a women on the other end if you get my drift--which is sadly the case for many college students.
So, I got my first pump to train my manhood to grow to thicker and meaner heights. It was the old kind made by John Holmes--with a black knob on the top and made a loud pumping/hissing sound and was made of clear plastic with a little hole to release the pressure. I loved the ... Continue»
Posted by vacthik 3 years ago  |  Categories: BDSM, Fetish, First Time  |  
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the perfect older lady..

i was at work today and i met the lady of my dreams.. she was a big girl but what a looker. she was 60 years old married but her husband was away on the rigs and she was bored. i was there to fit her new bathroom and i was joking on with her that i would have to stop over cos of all the work i was having to do and that the B&B's were full but like i said i was just k**ding when she said you can have the spare room if you want for free and if that means the job gets done quicker all the better..so i said OK that means i can work a bit later and start earlier..So Thanks..

Joan brought me a ba... Continue»
Posted by naughtydarksecret 1 year ago  |  Categories: Anal, First Time, Mature  |  
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Webcam Allie


I guess I was so turned on that I didn't hear the front
door or my dad's foot steps coming up the stairs or
even notice him watching me, panties to my knees, bra
and top pulled up over my boobies while I touched my
body for that webcam.

I'd been flirting with this guy on line even though he
was 27, twelve years older than me. But he'd been
sending me hot pictures of himself for weeks: first of
his face, then with no shirt (hot!) and finally him
stroking his stiff dick while looking at pictures of me
I'd sent him -- at first, fully clothed, then in my
skimpiest underwea... Continue»
Posted by brianbigdogsmith 11 months ago  |  Categories: First Time, Taboo, Voyeur  |  
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Experience with a trucker

I was horny as hell one day (well most days), but this day was especially bad. I was surfing the net and ran into a web post for a trucker that was coming into town. It had always been a fantasy of mine to fool around with some hunky trucker, in his truck, but it had never seemed to work out.

I took a chance and started exchanging IM’s with this guy. He told me he’d be in town in about six hours. Great, that gave me all day to squirm around. We exchanged pics. We both liked what we saw, so I told him to shoot me an email when he made it in. I really didn’t expect to hear from him again. Fiv... Continue»
Posted by kbking64 5 years ago  |  Categories: First Time, Gay Male, Hardcore  |  
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Fun with my mature bbw neighbour! (part 2)

As we continued kissing, ellen started reaching down between our bodies until she was able to wrap her hand around my hard thick shaft, as she held it she again started rubbing it up and down her slit. Every time my cock head brushed over her pussy i was able to feel it "flick" its way over her swollen clitoris as it stood there protruding invitingly between her lips. Turning ellen onto her side and positioning her so that i was straddling her bottom thigh and her other one was bent at 90 degrees supporting her, i started to ease my cock back inside of her. Inch by inch i entered her wet pussy... Continue»
Posted by marcusp1979 4 years ago  |  Categories: First Time, Mature  |  
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Mom and her boys (part 2)

PART 2

The next day it was Saturday. The boys were at home and John was already up getting ready for a day at the golf course. Jackie woke up to sounds of water splashing in the pool. She yawned, streched, and glanced over her right shoulder to see John findling with the golf clubs. "Oh great you're awake, where's my nine iron honey?" He asked his wife. Jackie responded "How could I be asl**p with all the noise going on, I don't know, did you check in the basement?" John raced downstairs to look for the rest of his golf clubs. Jackie got up, walked over to the window and saw her boys jumpin... Continue»
Posted by ladybi6969 4 years ago  |  Categories: First Time, Taboo  |  
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my first

when i was 14 i had my 1st woman.
I used to hitch to my gf who lived about 10 miles away and one nite i had my thumb out when a woman in her mid 40`s gave me a lift. We chatted and i told her i was returning from my gf`s and she asked if she could ask a personal question, i told her to go ahead and she said i looked fairly young, i told her i was 14 and she told me that she thought i was at least 16.
She then told me she was a teacher of k**s of my age and basically she wanted to know if i had had sex with my gf yet, she then added that i didn`t have to answer if i felt embaressed. I answere... Continue»
Posted by petmel 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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First Time With Mom

I stood there next to my best bud Mike both of us stroking our cocks feverously. Mike's older s****r, Sara, laid there in front of us, one leg on my shoulder and the other on Mike's shoulder, her pussy spread open wide. Mike and I had given Sara thirty dollars to see her pussy and boobs. Then Sara did one better for us and let us stroke our cocks as we looked at her. I could smell her and it was so intoxicating and then to be so close to a real pussy, I could see her hole and she looked so wet and inviting. Mike and I were both ready to nut and Sara was holding her lips openshowing her hole.... Continue»
Posted by zimabean 2 years ago  |  Categories: First Time, Mature  |  
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Taboo Trio (Part II)

Brian began undressing his s****r by slowly unfastening the buttons of her blouse--the same one we had both been trying on a few moments earlier. When he was done with the last button, Kimmy, without removing the blouse, lowered her hands toward the swelling evidence of Brian's excitement, and my gaze followed. For just a few moments she seemed to fumble; then they turned, together, to look at me, play-acting looks of shocked amazement. There was a confused moment or two, and then I suddenly realized how this must look: two k**s, dressed, with their half-naked mom staring at her son's cock!
... Continue»
Posted by shadoham 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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First One, Then The Other

When this happened, it was the summer after my graduation from high school.

I'm an only c***d and live with my mom and dad. My dad is a Vice President at a local bank and my mom teaches elementary school. She has a s****r, my Aunt Tina, who also lives near us and also teaches in the same elementary school as my mom.

It was the school I first went to and it was weird having them both there, they're identical twins and really do look quite alike. But, now I would be going away to college though I was able to see my aunt a lot since that summer.

It was then, that her husband of ten years... Continue»
Posted by zopri 3 years ago  |  Categories: First Time, Taboo  |  
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first time public

My First Time In Crowded Place As Cross Dresser

about 2 months ago, i got up the courage to go to a crowded public place dressed for the first time
i put a post on craigslist saying where i was going and what i was wearing
then i drove to shopping center parking lot and dressed up in the car, make up, red lip stick, red finger and toe nail polish, blond wig, ear rings, necklace, rings, watch bracelets, thigh high stocking and gatrer belt, black 5" heels, black mid thigh dress
i drove to a closer parking spot and took a breath, put on sunglasses, grabbed my purse and stepped out into publ... Continue»
Posted by cdamanda 4 years ago  |  Categories: First Time, Shemales, Voyeur  |  
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When did Mom Start Wanting Me

Back shortly after I was born dad was in a bad accident that killed him while on the job at work, which left my mom, s****r, and me, to live without a husband and dad.

Some years later mom met a guy and they got married and even thou he never really tryed to just step in and take dad's place in my life, which was a good thing at the time, he did treat me like a friend and not like a k** and he did the same with my s****r too.

The one thing I didn't really like the most about the guy was, he never let me go with him deer hunting and fishing. He said he didn't have time to teach me how to ... Continue»
Posted by HankWilliams1956 1 year ago  |  Categories: First Time, Taboo, Voyeur  |  
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Anna's First Time

I did not write this story this is a real first time story


When I was 11 my parents had these friends who lived out in the country, they had a daughter named Michelle who was 3 years older than me (14). Every 3-months we would go out to their farm and spend a weekend with them, of course I would always stay in Michelle's room whenever we did.

Michelle taught me how to ride a horse, she had several, and we would run around the hills and tease the chickens, especially the roosters. We would ride the horses around the dirt roads and she would always tell me that her favorite thing wa... Continue»
Posted by motherof2 6 years ago  |  Categories: First Time, Lesbian Sex  |  
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First time with my Aunt

I would like to let everyone know this is my first story and if it is well received i would love to share many more of my stories with you. All criticism is welcomed and actually expected.

Where do I begin, i assume the best place would be to describe my aunt to everyone. She is about 5'4 and very curvaceous. I am talking about a huge ass and very nice D-cup breasts that aren't perky but actually sag in a nice way. At the time she was 25 and i was about 16 so the age difference was definitely noticeable, however i was very mature for my age which sounds cliche but it is true.

My aunt m... Continue»
Posted by Instig8 4 years ago  |  Categories: First Time  |  
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Girl's Night Out

This is a story from when I was visiting some friends in St Petersburg, Florida, several years ago...


Kim and I have been friends for a while. She's a cute brunette in her early 20s, kind of petite and small framed. She had just broken up with her boyfriend of two an a half years and wanted to go out and really raise some hell. Well, I'm always up for some fun. Friday night - party time! I decided to invite my girlfriend Michele to go with us, though she and Kim had never met. I knew we were in for one wild evening.

I met Kim at her apartment and we took her car to collect Miche... Continue»
Posted by mustbtuesday 3 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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Teaching Erin

I arrive at your house late in the afternoon. You're alone with a summer dress tainted in pink and red. You take me by the hand saying nothing, to your room, and sitting on the bed while I keep standing. Even though it's summer the shutters are almost completly closed, just letting in enough light to allow us looking in the eyes.

As you let your dress slide down your golden body I feel the vains in my cock to starting to throbe harder and harder.
The sight of you lying on the bed with, is giving me such an urge I feel I'll not be able to control myself but i know it's too soon. St... Continue»
Posted by mistermister1000 5 years ago  |  Categories: Anal, First Time, Voyeur  |  
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Sea Adventures

Part I

Anniversary

When we first arrived in the small village on the island in the Mediterranean, I almost started crying. It looked like a place from the third world, with stone built houses, and so peaceful as if no one actually lived there. My mother knew my wild side very well and I could swear she picked this place on purpose, just to prevent me from staying out till dawn every night.

Soon I discovered that the place had just one hotel, one tavern, two small pubs and an open air cinema. There was no way I could even think of shagging someone... I lost my virginity just a year ago... Continue»
Posted by sellena 3 years ago  |  Categories: Anal, First Time, Hardcore  |  
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First With Mom

I was in my final year at high school and had never had much luck with the ladies. I had only kissed one girl time. I do not think that I am ugly or anything, it is that I am scared of girls.
My parents were much older when they had me. I was the product of a weekend they were away and they thought they could not get pregnant. Mom just turned sixty, she is tall with nice perky boobs. She has wide hips and is kind of skinny. She has brown hair to the middle of her back, it has blonde highlights but some gray too. Mom also has the warmest brown eyes I have ever seen on a woman. I had seen ... Continue»
Posted by zimabean 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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