First Time Porn Stories
Page 495

Awesome friendships story

Introduction: a totally straight friend relationship gone awry in one night Silent Submission I’ve always been the quiet shy k**. That and having to move 3 times during high school crippled my social life. I’m 6 feet tall, short brown hair that curls when it gets long, brown eyes and broad shoulders. I’m straight and homophobic to be quite honest. I had a girlfriend back in California in 8th grade but it was really nothing serious, just someone to walk with during classes. In my high school in Arizona, I did manage to meet a few friends in a job club which offered school credit for having a pa... Continue»
Posted by LiLSammie 3 years ago  |  Categories: First Time, Gay Male  |  
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Fucking a Reluctant Sitter

My babysitter, Melissa was downstairs watching my son while I was working in my office upstairs. My wife was at work so we needed Melissa to watch Mark so I could get my work done. Melissa was very plain looking and was about 5'4" tall and around 120 lbs and had dark brown hair. She just put Mark in for a nap and was watching TV when I called her up to my office. It was her 18th birthday.

"Happy Birthday Melissa!" I handed her 3 presents. "Open this one first."

She said "THANKS MR C!"

She opened the first present, "Wow! It's a digital camera! Thanks! I know this costs a lot Mr. C, ar... Continue»
Posted by fotisampini 2 years ago  |  Categories: First Time  |  
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First time milking my prostate

I don't exactly remember when I first got the urge to pleasure my asshole but I'll never forget how good it felt when I slid my finger up my ass for the first time. I have never been attracted to men in a romantic way but I do love cock and consider myself a bisexual when it comes to sex. But my first love is women and I just don't see myself ever being in love with another man or in a relationship. As I got older I began cumming in my mouth by lying against a wall and putting my legs over my head so I could aim my cock for my mouth. The first time I chickened out and closed my mouth before my... Continue»
Posted by Fatdick604 1 year ago  |  Categories: Anal, First Time, Masturbation  |  
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Taking My MIL's Ass...For The First Time!

The warm night was finally winding down at my in-law's house. We were visiting for a few days. My father-in-law stayed out at his "buddies" drinking and said he wouldn't be home tonight. We all knew his "buddies" was really code name for his cute little girlfriend. And so did his wife. My mother-in-law, Cindy, knew all about his exploits and had long given up on caring. She is nice woman, 5 ft 7, around 160 lbs. Shoulder length blondish gray hair with big tits. I suspected she had long given up on sex.

But her curves were well rounded, almost like a sculpture. Cindy's skin was beautifu... Continue»
Posted by abigfan 1 year ago  |  Categories: Anal, First Time, Taboo  |  
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The Awakening during a Fishing Trip

I was entering High School this Fall and I had never contemplated or even considered any type of relationship with another boy.

Consequently, when a friend of mine and I headed away on a fishing trip for a few summer days, I had no expectations of other then a great time on the river catching plenty of fish, cold beers, and generally having a great time together. The first day on the river was absolutely magnificent, glorious sunny skies and calm winds.

That evening, we had a great meal of fresh fish, some cold beers, and were completely happy in each other's company simply looking at th... Continue»
Posted by kbking70 3 years ago  |  Categories: First Time, Gay Male  |  
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Teacher, Teacher Ch. 02

I awoke Sunday morning to bright sunlight streaming through the open window and stretched my tired and surprisingly sore body, my morning wood quickly bringing back memories of yesterday. I stroked it a few times, my hard-on once again totally invigorated and ready to go until I realized how bad I had to pee. I looked at the clock and realized I had been asl**p for almost ten hours and didn't remember getting up during the night to go to the bathroom as I normally would.

I stretched again, feeling my back muscles tighten up slightly and pushed myself out of bed. As I stood, my back ached ev... Continue»
Posted by Itheswag 5 months ago  |  Categories: First Time, Mature  |  
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My First Time

I was at a f****y wedding, at the age of 1*yo,and had a few glasses of wine n champagne, to be honest I was as we say 'bladdered', my dad's friend David, about 47yo offered to take me home so as not to spoil the party for the others, I ended up in his car half awake and he stopped in a lay-by asked if I was ok? then he told me I was a beautiful girl n really sexy in my white silk blouse n grey skirt, a real hottie as he put it, then he leant over and kissed me on the mouth, half concious I kissed him back ,I sort of remember him pawing my tits and then he put my hand on his lap and ... Continue»
Posted by AJBBWUK 4 years ago  |  Categories: Fetish, First Time, Mature  |  
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Old Man Young Tenant, The Beginning

I wrote this and posted at another site. This is MY work. There are 7 parts and I hope you enjoy reading them all. I am editing them as I post here so the spelling and grammer should be fine.

Alice was a student at the local nursing school and she, along with three other girls had rented a two bedroom apartment. They had classes most of the day but the weekends and holidays were open. School work keep them busy and they did not cause any trouble, well not too much. They were all cute girls and each one was different.

Alice was a quiet girl that stayed to herself mostly as she... Continue»
Posted by hotjohn1234 5 years ago  |  Categories: First Time, Masturbation, Mature  |  
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Unexpected visit

It was a warm summer day and I was sitting at home bored, so I put in a porn video to watch. After about ten minutes, I hear a knock at my screen door. Suddenly realising that I had left my door open, I scrambled for the remote to turn it off. I stood to answer the door and saw that it was my next door neighbors daughter Ashley. I had known her for years and she often did odd chores around my yard for a little extra cash. I invited her inside and offered her a soda to drink. "No thanks, I'm fine", she answered politely. Embarased about what she may have seen on my tv screen before I turned off... Continue»
Posted by moviemonster 4 years ago  |  Categories: Anal, First Time, Mature  |  
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Barely Legal Birthday Boys

My name is Erin. I'm an 18 year old girl living in a small Montana town. Last May i graduated from high school and now i'm living out on my own.

About a month ago i answered a local newspaper ad for two cords of oak firewood to be delivered to my house to keep me warm during the cold winter. The next day a high school boy, Buzz, arrived at my house with a pick-up truck full of firewood. The ad was just for delivery of the wood and not stacking. So, i asked Buzz to dump the load on my drive-way so i could haul it into my backyard with my wheelbarrow. Buzz would have none of it and he hauled ... Continue»
Posted by teengirerin 4 years ago  |  Categories: Fetish, First Time, Hardcore  |  
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Halloween party

I'm not an adventurous Person Not by nature, anyway. It takes quite a bit of motivation to get me to explore outside my comfort zone. I suppose that's what made Halloween so special.
You see, I guess I'm one of those girls they say is in the open. I don't consider myself lesbian. But I find most women attractive. sexually anyway. But Jodie, she was one of those rare few that sparked something inside me.

I decided I'd go to my friend house and if my courage held and the timing right, maybe I'd make a play. I'd never been with a woman and had always been too chicken shit to even try. jodie w... Continue»
Posted by Jessica-10 3 years ago  |  Categories: First Time, Lesbian Sex, Masturbation  |  
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How I Became Addicted to Cock

I was a senior in high school, I had heard that you could get a blow job at the rest stop out on the freeway, if you didn't mind the fact that it was from a homo. I had thought about it for a while and finally decided that it really didn't matter as long as no one knew about it, hell the guy sucking my cock sure wasn't gonna talk, it was 1968 and in Michigan no one was admitting they were a cocksucker.
I tossed off twice through the day just thinking about it, I drove out to the rest area about seven in the evening, I really didn't have a clue what to do as I pulled... Continue»
Posted by covertcocksucker 5 years ago  |  Categories: First Time  |  
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On-line Bi-play turns real – Part 2

…So, last time, Jimmy & Jenny were with Randy & Sally, tricked into having bisexual sex with them, which was their first bisexual experience ever. They later found out that the blackmail was a fake attempt to get them to share themselves, but Jimmy & Jenny really enjoyed bi-sex and were ok with it. But that was not the whole night, only the beginning…

After everyone had cum, everything was quiet for a while, Randy was making out with his wife Sally while Jimmy was making out with his wife Jenny. Randy said “so what did you think?” Jimmy & Jenny stopped kissing and looked at Randy and Sa... Continue»
Posted by JimmyNJenny69 10 months ago  |  Categories: First Time, Group Sex  |  
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caught spying

i would love to re act this with someone ;) any offers?


A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-).

Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pride and joys. Normally, this would help her relax and unwind, but tonight, and on several other nights, she found that remained tense. She couldn't get over the feeling that somebody was watching her, for several days, perhaps a week; when... Continue»
Posted by leadpencil21 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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My first orgasm pt 1

I was a young 16 yr old just left high school and had the summer holidays down at my grandma's farm in the country to look forward too; I spent every spare moment there as I had freedom and being one of 4 k**s I got peace and quiet as I was second eldest. Cathy was 19 and not into fresh air, Barry was 12 and always into footy and Frankie who was 7 and a typical brat always taking the piss out of my ample tits and was always poking them but was always getting caught by my right hand across the head before I would get into trouble for doing it by mum, I had my own room at Nan's a huge double bed... Continue»
Posted by rodma 3 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Ceclia takes advantage of Brad

I knew the minute mom pulled out of the driveway my b*****r would be at it. He masturbated every chance he got. I knew this as I had caught him before; I was younger than and did not know what he was doing.
I walked into his room after knocking once. Sure enough there he was under his sheet showing his erection. He exclaimed, “Don’t you knock?” I told him I did once. I asked if he was having fun, he said he was but I ruined it. I doubted that as he was still hard.
With that I pulled the sheet off him. There he was scrambling to cover himself up, more likely to cover the embarrassment ... Continue»
Posted by Ceclia_1977 1 year ago  |  Categories: Anal, First Time, Taboo  |  
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a hot night with my cousin

im 20 years old and have a healthy relationship with my cousin Michelle, shes only 2 years older than me so we have often hung out a lot.

we have a lot of the same friend and often go out drinking in town together, when we do we often end up back at her house with our friends as it is the closest to the city center.

This one night we went back to hers and it was just the two of us, we had both been drinking and were rather merry in the idea that we were happy and loud when we got back, fooling around mixing more drinks and laughing together in her kitchen.

we decided that it was time ... Continue»
Posted by khindle 5 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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First time

This is the story of how I became the freak I am today,for the stories sake I will go by the name Hunter. when I was fifteen I had to get a summer job and the only work I could find was an ad for chores around the house of a couple. The woman was named Sarah and she was in her fifties and looked like Margaret Cho the asian comedian (who I now love because I associate her with this and because she's into bi and gay guys and she's a freak) and her husband steven was the same age, he had gray hair with a mustache and he was 6'4 and a bodybuilder. Steven was very intimidating but Sarah was very fl... Continue»
Posted by DONDRAPE 4 years ago  |  Categories: First Time, Gay Male, Group Sex  |  
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Fucking Mom (Not true story)

I am not author of this story.

While I was growing up, I lived in the California desert. My dad
owned a gas station and worked late a couple of nights per week during
the summer. This meant that my mom and I were alone those nights.
It was usually hot and mom often drank some wine before, with and
after dinner. We would usually do dishes after dinner and, in the
summer, she would change from halter top and shorts to a nylon
nightgown and sit down on the sofa with her glass of wine and watch TV.
She wasn't careful about exposing herself and I often got a brief peek
at ... Continue»
Posted by PornApocalypse 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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First Time At A Porn Theatre

I would like to share my first experience in a xxx theatre. I was 22 at the time and like I've said before, wasn't the fat slob I am now! I had been to several video stores prior to this, and had loved the gloryholes! I read about this adult theatre online and went one saturday afternoon to check it out!

It was a pretty rough looking place, older, dirty, it had private booths and six theatres. I decided to check out the two theatres in the basement as they were both showing gay movies. There was a turnstile wear you out your money in and it would unlock, gaining you access to bot... Continue»
Posted by panteeluvr 5 years ago  |  Categories: First Time, Gay Male  |  
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