First Time Porn Stories
Page 495

My s****r asked me to draw her

My s****r loves the movie Titanic, I guess she was watching it recently because she texted me last weekend and asked me for a favor but only on the condition that I agree beforehand. I was a...bit..skeptical at first but when she told me I realized it wasn't because the favor was something I wouldn't want to do...but because she was testing my dedication, obedience, love..and affection, testing if I would do anything for her no matter what.

Her request was to, like in the movie, draw her naked. I'm a halfway decent artist, doing digital art professionally and what not. I began to wonder if... Continue»
Posted by MichDye 1 year ago  |  Categories: Fetish, First Time, Taboo  |  
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Learned Worship

My heart was racing, just 2 days earlier I was your average straight white 30 something, pussy always on my mind. Then I made a financial blunder and needed to come up with a couple grand fast. I couldn't borrow that amount from anyone and regular work would take at least a month or more to make that. I was lost on what to do. I needed to go for a walk and clear my head, hoping for my eureka moment. When it came it wasn't what I had expected.
I decided to stop in my favorite bar for a drink. As I sipped my drink I looked around the room and in a booth seat I saw Roger. I had met him a fe... Continue»
Posted by Johnnytames69 4 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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Tales of a cheating husband part 1

Experiences of a cheating Husband part 1

Well I decided it was time for me to write about some of the experiences I had whilst cheating on my now ex wife,

It all started 10 years ago after a stag night for which I had to spend the night at my parents house. I left my mates about 1 in the morning to head home for the night which only took me about 20 minutes to walk and stagger my way there.

I got in to the sound of the tv being on and knew it had to be my little s****r as my folks where away for the weekend, as I walked into the living room I tripped over an empty bottle of vodka so k... Continue»
Posted by stewartuk 5 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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Paid to DRINK CUM

Paid to DRINK CUM

First of all, my name is Mike and I'm in high school, or at least at the time I was...LOL! I had a crappy after school job at a hamburger joint, was making lousy grades in school and generally, had a bad attitude about everything. One night after the burger placed closed, I got in my car and headed to a buddy's house, his name was David and he and I were a little more than friends and ever since 7th grade, we would butt fuck each other and suck each others cocks a lot and I mean a lot! I picked him up and then we were going to see a late movie he wanted to see.

We d
... Continue»
Posted by bifun4u 9 months ago  |  Categories: Fetish, First Time, Gay Male  |  
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Doctor Peters

Doctor Peters I

Angela Meyers opened the door to the medical suite. Perspiration made her yellow cotton sun dress cling just under her ‘D’ cup breasts. It wasn’t that hot out. The perspiration was mainly due to nerves. She had not been to see a doctor in nearly two years. When old Dr. Griffin had retired his patients and files had been taken over by a young physician just out of med school. Angela had never met Dr. Cynthia Peters but she had received the letters informing her of the change. Now facing the most embarrassing problem of her life, she and Dr. Peters were about... Continue»
Posted by jw1137 6 years ago  |  Categories: First Time, Lesbian Sex  |  
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The Long Drive

"The Meeting"
I was sent to a larger city in my area, to meet with some clients for a huge deal, that would set our company way over the top, higher than it has ever been before, and these African American men are the ones who were making it happen.
Donnell was my boss, and I had always done has he asked, but i was sorta nervous about this trip. not the meeting, but the co-worker he sent along with me, he was very well built, and very controlling, and even when he was being mean, it still turned me on.
we had a 4 hour drive, and left early that morning, in his 2010, luxury car,... Continue»
Posted by Kim_J 6 years ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
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Youngsville Part 1

Life in the city had never been great. I had always been a little bit of an outcast in school. I never made it into the social life there and most k**s avoided me. I had good grades and was usually the best in my class in all subjects. Could that have been the case? Jealousy? I guess I was smart and a bit of a know it all. My name is Eric and I'm a jack of all trades. I spend most of my spare time tinkering with things in my life, but I have also worked as a craftman in my uncle's workshop and garage. I also have interests in science. I know how to make machines tick, but I don’t understand ho... Continue»
Posted by drfleisch 3 years ago  |  Categories: First Time  |  
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FREAK ON THE CAM

I HAD THE PLEASURE TO EXPERIENCE THE FREAK THAT I NEVER KNEW THAT I HAD IN ME.....I DECIDED TO SEE IF I COULD FREAK MYSELF ON THE CAM...SO I GOT MY CAM OUT AND PLUGGED IT UP....

I DIDNT HAVE MUCH ON BUT MY ROBE...SO I TOOK IT OFF AND STARTED THE CAM...I WAS SO SHOCKED TO SEE MYSELF ON IT....I GOT KIND OF EXCITED...SO I BEGIN TO FREAK MYSELF..

I HAD ICE ON ONE SIDE OF THE TABLE AND MY FRIEND(DILDO) ON THE OTHER SIDE...I STARTED RUBBING ON MY NECK WITH THE ICE...STICKING IT IN AND OUT OF MY MOUTH....

I TOOK THE ICE AND STARTED RUBBING DOWN THE FRONT BETWEEN MY BREAST AND AROUND MY NIPPL... Continue»
Posted by ladytrucka42 4 years ago  |  Categories: First Time  |  
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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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Watching My Mother

It was a gorgeous morning outside as I leaned nervously near the top steps of the staircase. My name is Paul, I am 37 years old, and I'd only recently woken up to the joys and possibilities of sex and the female form. I've always been such a shy and nervous person, but I'd been skirting the edges of thoughts about sex for quite some time now, probably a randy boy since the age of 13, but I went to an all boys high school and it took me a very long time for the information to get through to me that girls were good.

I had taken of late to spying on Carolina, my 67-year-old mother, as she was ... Continue»
Posted by VirginPaul 1 year ago  |  Categories: First Time, Mature, Taboo  |  
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I remember how old I was when I put it in.

I was eight when I put my finger in myself, back and front, shocking, yes of course it is, but I was curious.

At ten I discovered my dad's obsession with porn, so by then I knew about sex, cock sucking, cum, fucking, and anal.

When at eleven and a half, I found my dad's girlfriend's vibrator in a handbag in the wardrobe, washed it clean, and as they say, 'The rest is history'.

Whether my hymen was gone by eight or three and a half years later, one thing is certain, by the time I started growing tits, I was hungry for sex, my mind developed at a rate that frightened men, I knew my ass,... Continue»
Posted by MarieL 1 year ago  |  Categories: First Time, Mature, Taboo  |  
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Mother in laws first taste of anal

It was the summer of 2008 and mw wifes mum and dad,who lived abroad had agreed to let us have their house in Spain for two weeks while they stayed at our`s so they could visit f****y.The night before our flight i couldn`t sl**p as i hate flying and the best way to get me sl**py is to tug one off so i sneaked downstairs and put a dvd in my laptop of amature anal,did my dirty need and dozed off,the next morning we flew out for two weeks of glorious sunshine.
On returning Bob and Carole,Viv`s mum and dad,picked us up from the airport and when we got home we told them of our holiday,i noticed how... Continue»
Posted by slinky74 3 years ago  |  Categories: Anal, First Time, Mature  |  
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First time!

When I met my wife she was pretty wild. I met her at a Goth club in New York’s lower east side. The first time I saw her she was on the dance floor covered in sweat and dancing hard. She had thick and luxurious jet black hair that flowed over her back, moving with the motion of her body and the heavy beat of the music. She was wearing ripped up blue jeans and a black tank top with a pink bra showing through. Her hour glass figure moved with the beat of the music in an erotic rhythm, swaying back and forth. I remember thinking she was the hottest woman that I ever saw. As I approac... Continue»
Posted by bisexylexi 6 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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Daddys Girl chapters 7&8


I wake up and its Monday ... Yuck school so i get up and shower and get ready. As I walk into the kitchen daddy is sitting there and says "good morning princess, did you sl**p good".
"Oh yes daddy you helped me sl**p very well." I say as I walk over and kiss his lips and push my tongue in his mouth. As I kiss him I hear the front door open n think shit she has the worst timing. I turn to open the fridge to get some milk and fruit for breakfast as mom walks in and says hello. We both say hello as daddy gets up and walks over and kisses mom. I am jealous and kind of mad that she is getting th... Continue»
Posted by hard_rocks_23 1 year ago  |  Categories: First Time, Group Sex, Taboo  |  
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Spending Quality Time with s*s

How do I start this? Me and my s****r, April are very close. You might say we're like "two peas in a pod". You might say that if your a fucking bitch. After she moved out of the house, (she's two years younger than me) she had some trouble finding a place to stay, so we worked out a plan for her to live with me untill her friend came through for her. Let's just say that didn't happen. Mainly because that friend was hit by a bus. But that's beside the point. This is an "erotic" story right? One night, after I came home from work I was bored, so I got... Continue»
Posted by Colleeto5 6 years ago  |  Categories: First Time, Taboo  |  
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My very first experience with my classmate (episod

He was amused by the sight...of me in lingerie..standing on the porch,it was obvious he was in a shock (or state of extacy?) and couldn't take his sparkling blue eyes off my firm body inside the dress...he closed the door behind,like he was worrying if someone could see us ..I don't know why but i felt the tears running down my cheeks as a result of this emotional discharge and hugged him,saying ''I was scared to death..of losing you...I thought you would never talk to me again''...Maybe i was being hysterical but i really wasn't thinking healthy at that moment..a typical girl:) I started to ... Continue»
Posted by Slave4str8twinks 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Education of a Virgin

Just for curiosity I posted my profile on a website for admirers of older men, to see what kind of hits I might get. Sure enough 24 hours later a young man of 18, Alex, sent me an email asking if I was interested in his profile. His photo looked like Michaelango’s David sculpture with dark, curly hair, dark eyes and very full lips. At five foot five inches and 120 pounds, he was small, but gorgeous to look at. He appeared to have a lean, boyish swimmer’s build. We agreed to meet at a hotel of my choosing.

While waiting on the day, we exchanged a few emails and he was extraordinarily candid.... Continue»
Posted by kbking70 3 years ago  |  Categories: First Time, Gay Male  |  
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AM I DREAMING PART 4

I HAVE TO GO ITS GETTING LATE. I SAID TO DONNY. BUT DONT WORRY IT HAS A LOT MORE TO CUM LOVER. WHERE IS YOU BATH ROOM I ASKED? DOWN THE HALL HE SAID SMILING LET ME SHOW YOU. WE REACHED THE BATHROOM I GOT INSIDE DONNY STEPPED IN ALSO CLOSING THE DOOR BEHIND HIM. YOU ARE NOT GOING ANYWHERE AS YET UNTIL I TASTED YOUR PUSSY. I WANTED TO FUCKED HIM SOO BAD AGAIN I NEVER KNEW SEX WAS SOO ADDICTIVE. I SAT DOWN TO THE EDGE OF THE LARGE TUB AND SPREAD MY LEGS SHOWNING MY DRIPPING WET PUSSY AND CUM FILLED ASSHOLE. DONNY KNELT DOWN IN FRONT OF ME AND BEGAN TO LICK MY PUSSY AND SUCKING ON MY CLIT.
... Continue»
Posted by 8075brownsugar 5 years ago  |  Categories: Anal, First Time, Hardcore  |  
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Early Beginnings Part Two


I was feeling very pleased that i had taken the plunge and rung the doorbell of Arthur`s upstairs neighbour.
I could still taste his come in the back of my throat and fancied i could still smell and feel his bushy pubic hair encompassing my lips and nostrils.
I had bits of pubic hair stuck between my teeth which felt very weird, but i was elated with the whole experience and thought i had aquitted myself rather well.
I knew now that this was for me and that i would want do it again and again.
My education however was not yet complete.
We retired to the front room, both of us wi... Continue»
Posted by corrigenda 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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My First Anal Experience

He leans in and kisses me passionately. I feel my pussy moisten and quiver with anticipation, my heart beat speeds up, and I breathe rapidly as his tongue explores my lips. As he caresses my hair and I can feel his warm breath on my lips, his hands groping my breasts as he nibbles on my ears and neck. I truthfully didn’t think I was going to see him again. I feel an overwhelming sense of emotions. I feel his manhood stiffen beneath his coveralls as he rubs his hand between my legs, my pussy juices soaking through my jeans.

He unbuttons my jeans and pulls them off, exposing my wet throbbi... Continue»
Posted by persephonemills 4 years ago  |  Categories: Anal, First Time  |  
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