First Time Porn Stories
Page 462

The New Tenant

Many years ago, I managed an apartment building. These were one bedroom units about 650 sq feet. One day I got a call from a prospective tenant urgently looking for an apartment. I met her about 2 hours later. I sensed something wrong, because of the urgency of her need to get an apartment right away. This is usually bad news. When I met her, and showed her around, she instantly liked the apartment, and agreed to all the specifics, which means it was just too easy. I asked her why she needed a unit so quickly, and she explained that she was breaking up with her husband, because they had a terr... Continue»
Posted by asianpornaddict 2 years ago  |  Categories: First Time, Interracial Sex  |  
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mom is my birday call girl (Not True Story)

Introduction: a guy orders a call girl for his eighteenth birthday and is surprised at who shows up on his door

Two weeks ago was my 18th birthday. My f****y celebrated with cake and a party, it was great. But tonight I was planning on celebrating my birthday the right way. I told my mom I was going to go hang out with my buddies but instead I went to a cheap motel and called an e****t service. I asked for the nastiest, naughtiest slut they had.

I felt bad about lying to my mom, because I’m really all she has. My dad walked out on us a few years back and since then she has been s... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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Another business trip (True)

I went down to the restaurant in the lobby for dinner at about 7ish. The place was pretty busy with mostly business dinners and office after work social gatherings. There was a group 6-7 of women sitting a table. As I went through dinner I noticed I kept connecting eyes with one woman in particular. She was a mid-30s, attractive business professional type, just above her shoulder brunette, about 5'7"ish great body in a girl next door type of way, slim to average but proportional. I thought that maybe it was a coincidence but after a few more glances I could tell she too was looking in my direc... Continue»
Posted by hunknhot 2 years ago  |  Categories: First Time, Masturbation, Mature  |  
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s****r In Law

Oh my sweet s****r in Law


I read a number of stories about how guys have a fling with their younger and old s****r in laws. How they enjoy fucking other member of their f****y and how hot they are compared to their wives. But my story is truly true and to this day I still can’t believe what happened between us.

It started when I was dating my wife and we went to visit my now s****r in law in another town , My wife and I had not been sl**ping together so I got to sl**p on the couch in the f****y room while she slept in the spare bedroom . My now b*****r in law was away on a busi... Continue»
Posted by bigcityguy 5 years ago  |  Categories: First Time, Taboo  |  
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blackmailed mom

Life as we know it can be altered...from one moment to the next, you can never predict the future. Looking back to that dreadful day...

I'm a happily married woman, 43 years of age...my husband Richard is a good man. He's in the insurance industry and without question, he's always devoted his time and energy towards his career. With that being said, I know that he loves me...and he loves our k**s. As for myself, I've been working as a loan officer in the same bank for the past 15 years. My oldest daughter Melissa, was in her 2nd year at college and my son David, had just turned eighteen and... Continue»
Posted by aki4u23 1 year ago  |  Categories: First Time, Mature, Taboo  |  
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my life. the early years

My Life
Chapter one
The early years
I was born in the early sixties on a farm about two miles from anywhere, I never knew my mother because two days after giving birth to my younger b*****r something happened and she was rushed into intensive care where they tried everything to save her but she slowly slipped away. At this time I was only three years old and to be truthful have not many memories of her only what I’ve been told by either my dad or my three older s****rs, my s****rs bought up my b*****r and myself because dad had to run the farm and get enough money to buy us things, we were... Continue»
Posted by ken256 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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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 2 years ago  |  Categories: First Time, Gay Male  |  
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kiran loses bet

Last week hubby returned from a job he‘d accomplished successfully so our friends along with few f****y members threw a party. The hosts were Anjali & her husband Anand (a pencil pusher at my hubby‘s workplace), Anjali‘s b*****r Arjoon & his wife kamini, hubby‘s cousin Iqbal & his wife Asrin. Also a lot of other friends from here and there. When we got to the party, its was well off to a good nights party. Hubby got a great reception & then we started mingling. I saw hubby having some great laughs so walked over. “Kiran,” my Hubby’s deep voice greeted me as I joined the group, “you just have t... Continue»
Posted by obi_malluda 2 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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working out with Colby and free weights

I was a nieve k** as you will soon see, I am straight but this is the story of how an upper classman at my boarding school taught me how to get muscular and cut. Colby had a great body that all the girls shrilled about and all the guys wished they had. Colby was our dorms leader and one day I asked him if he would show me how to work out and get results like his. He told me I had to be serious and willing to work hard and I had to earn his trust and respect. I was so excited that he at least was willing to consider helping me out. There where a lot of rules some of which as a shy k** like me w... Continue»
Posted by str8guise 5 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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I was fully straight before this incident

This is a true story..


It was back in college days, i had lesson and asked teacher if i could go toilet. He allowed me and off i went.

I had to go to the main reception to get toilet keys (toilets neve stayed open during lesson times). Got key and unlocked door and entered toilet.

As i was washing my hand another boy David a year below me came in, he was just washing his hands looking at me, i thought nothing of it, then Ben a boy a year older entered toilets as well. He was a big guy and everyone was scared of him, including me.

David the younger boy just smirked at me and start... Continue»
Posted by madmax2k12 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My VIRGIN anal GANG BANG

I was really young and was just a junior in high school. I had never had sex before and although I had been masturbating to my dad's porn magazines, I had never had the chance to get laid.
I was straight but was always attracted to one magazine he had that feature bi couples. I was curious to know what it would be like to have a guys cock in my mouth and what I never realized at the time was that something was about to happen that would change my life.
After football practice, I went home and took a shower. My b*****r was home as well and had several friends over at the house and mom and
... Continue»
Posted by bifun4u 2 years ago  |  Categories: Anal, First Time, Taboo  |  
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FUCKING AT THE BAR AFTER CLOSING

I JUST WATCHED A VIDEO WITH VANESSA CHASE THAT BROUGHT BACK A VIVID MEMORY OF A NIGHT THAT I FUCKED LORI IN THE BAR AFTER CLOSING TIME. I WAS TENDING BAR AND LORI AND HER 'OLD MAN' (HE WAS 50 AT THE TIME, SHE WAS JUST 21), ANYWAY THEY WERE REGULARS AND SHE ALSO PLAYED 3RD BASE ON THE GIRLS SOFTBALL TEAM THAT I COACHED. WE SPENT A LOT OF TIME FLIRTING AS I GOT TO SEE HER ON AN ALMOST DAILY BASIS. SHE AND HER BF ALWAYS TOOK THE TWO SEATS AT THE END OF THE BAR NEXT TO THE STOREROOM. MANY TIMES THE JOINT WOULD BE PACKED AND SHE WOULD BE STANDING AT THE BAR OPENING AND I'D HAVR TO SQUEEZE BY TH... Continue»
Posted by vukey 4 years ago  |  Categories: Anal, First Time, Taboo  |  
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Mother Teaches Son What Porn Never Could

Let me start off first by explaining a few things. My dad divorced my mom when I was 10. My mom was originally from northern Italy but moved to the US when she was in her 20's. She has green eyes and long black hair, thin waist(she always ran when i was at school) and 2C breasts. She dated a few guys but the relationships never lasted more than a couple of weeks.

One day, i think it was in the spring, when I was 16, I came home from school and saw my mom sitting at my computer. She gave gave me one of those (your in big shit son) stares. I dropped by school bag on the floor and turned th... Continue»
Posted by remyhneziw 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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My First Threesome

My First Threesome

My husband Mark has been sharing me with other men and women for over 30 years, and in that time I've engaged in virtually ever sexual activity there is that doesn't involve pain or humiliation. That includes public flashing, couple swapping, 3somes, 4somes, oral only gangbangs, full gangbangs, bukkake, public sex, anal, double penetration, all kinds of sexual games and toys, and more. But it all started very innocently, and this is the story of that fateful night.

Tim had been Mark's closest friend through both high school and university, and they did everything toget... Continue»
Posted by CarolynCumlover 10 months ago  |  Categories: First Time  |  
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How I fucked my s****r's best friend!

It's wierd what puberty can do for a man... for me... it allowed me to fuck my older s****r's best friend! This a story I've wanted to share for a long time, since nobody knows about it as far as I know. My s****r is 4 years older than me, so when I was still playing with video games and such at 12 and 13, her and her friends had already been fucking around with guys! Although, I was playing games, I had always had a hightened sexual awareness. My s****r's best friend found most of my sexual attention. I would have to "up tuck" my raging adolescent boner under my shorts when she would come ove... Continue»
Posted by sayyeah27 3 years ago  |  Categories: First Time, Interracial Sex, Taboo  |  
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Mother says it's alright (Not true story)

I am not author of this story.

My mom and I live in our small cozy home in a village out on the countryside, never met my dad and hardly ever had any f****y over as far as I can remember. Basically it was just my mother and I, we had no problem with that since we had such a fantastic relationship; she was loving and caring. My mom is in her late forties with a chubby figure and long blonde hair, with a smile which immediatly lit up the room. I'm an average looking guy who is going to school and has always felt a deeper connection to his mother but could never make sense of it. That w... Continue»
Posted by PornApocalypse 2 years ago  |  Categories: First Time, Mature, Taboo  |  
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The Good Neighbor

Summer! For someone still in school this is a magical time!
You get to sl**p in and stay up as late as you like. You can go with your friends or stay home. Mom and Dad would be at work all day so I could look forward to surfing the net watching some porn and jacking off to my heart’s content. Yes, summer vacation was going to be the best!
Then reality hit.
“Jason, get down here!” I heard my mom yell
Damn it what the hell does she want now? I strolled down the stairs waiting to hear what my mom wanted from me on my first day of summer.
“Jason, you are not going to sit around here all day. ... Continue»
Posted by mooremike 10 months ago  |  Categories: First Time, Masturbation, Mature  |  
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The day I found out I was a bottom when it came to

I invited my friend round one day after school just to play xbox, hang out and smoke some weed.
We sat down on my bed and watched tv before switching on the xbox. I bent over to turn it on and he put his finger against my asshole. This didn't bother me as we are both comfortable with our sexuality and are always naked around each other.
As we started playing i noticed he had a raging boner, he has a MASSIVE dick, its bigger than most things in porn. At least 10 inches. When we play xbox the winner always makes a bet for the loser. I won our game and I dared him to let me suck his cock, as I ... Continue»
Posted by wantingboy 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My first gay experience

I have always had fantasies about being dominated, some guy or shemale just grabs me and does what ever they desire! So imagine my surprise when my fantasy came true. I was in a nightclub dancing when I noticed a well built man staring at me, every where I went in the club he followed, at first I thought it was creepy but when I went to the toilet he followed me again, I stood by the urinal and slowly brought my cock from my pants, to my surprise I was pretty horny and my admirer had noticed. He moved to the urinal next to me, looked over his shoulder to check we were alone then reached his ha... Continue»
Posted by robgerrard 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Horny Niece Lets Uncle Help (Revised)

*Author’s note: This is the third time I’ve submitted this story. The first edition mysteriously disappeared. The second version got corrupted and garbled, rendering the story unreadable. Hopefully this latest attempt will be successful.


Horny Niece Lets Uncle Help (Revised)


By billy69boy


My s****r-in-law and her two young daughters came to visit us for a week in the summer. They live out of state, and we only get to see them a few times a year. With each new visit, I am amazed to see how much the girls have grown and developed. They were now ages 12 and 14, and they coul... Continue»
Posted by billy69boy 4 years ago  |  Categories: First Time, Masturbation, Taboo  |  
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