First Time Porn Stories
Page 469

A Secret I couldn't keep

The thing was, she was young. Very young. Certainly legal, but still, I really should have been ashamed of myself. I was a thirty-two year old man! It started out so simply though. She sent me a picture because I wrote something silly like, if a picture is worth a thousand words than a thousand words must be worth a picture.

It was almost cliche, the dorm room nude. Bad lighting, bitten lip, interesting angles. There is a very immediate and contemporary intimacy about it, something both forbidden and accessible. Innocent and slutty.

She is short, tiny actually. Waist insanely small, hi... Continue»
Posted by alphaddc07 3 years ago  |  Categories: Fetish, First Time  |  
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Sissy tasks

Your First Sissy Assignment

This is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.

Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a whole shop dedicated to women’s underwear – bras, panties, suspenders/garters, slips, camisol... Continue»
Posted by hunknextdoor 2 years ago  |  Categories: Anal, First Time, Hardcore  |  
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The Plan backfired to my pleasure

After a while regular sex can be a tad boring and for myself personally I need new impetus and daring-do to stimulate myself, hence my leaving off certain articles of underwear, leaving a curtain drawn, door ajar, indecently exposing myself in an impulsive act of bravado, or just letting a man touch me indecently and giving a blow-job to a stranger, have all the elements of something different or excitement that drives my libido to new heights.
I prowl chat rooms looking for sex with men and in the days before the Internet, I would phone older men and talk dirty, while masturbating on the pho... Continue»
Posted by MarieL 5 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
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My Favorite Joyride

Though I am now engaged to my girlfriend of two years, I’ve always had bisexual feelings; ever since high school where I remember getting erections during wrestling matches, and fantasizing about males when I masturbated.
Growing up in rural Virginia, I did not want to fall victim to the homophobic attitudes of the majority of my peers, so I kept my bisexuality secret – even my girlfriends never found my stashes of gay porn and homemade anal toys hidden in my bedroom.
I had a crush on a particular friend of mine named Josh, who was my teammate on the wrestling team. For his senior year... Continue»
Posted by bliss_abyss52 3 years ago  |  Categories: First Time, Gay Male  |  
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First Black Cock,...Sequel

I stepped around the corner to the kitchen and saw her on her knees in front of him, her jeans were unfastened and pulled down to her thighs along with her panties and she was slowly and deliberately stroking his cock while bobbing her head up and down as his cock was sliding in and out of her mouth. Her red nails looked so sexy with her fingers wrapped around his black cock.
She was moaning a pleasurable sigh each time she slid his cock into her wet mouth. She would stop sucking long enough to catch her breath and was alternating between whimpering and mumbling "oh yeah" or "so nice", all ... Continue»
Posted by discreetoneok 2 years ago  |  Categories: First Time, Interracial Sex, Voyeur  |  
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First time with a MILF

Hi i am romeo (name changed) 24 yrs of age,, delhi -ncr and this is the story of a real incident that happened with me a while ago.

So first of, i am an athlete i love playing outdoor games and all sorts of adventure sports so you can imagine how fit my body is. And my cock is neither too big nor too small i.E, 7 inches.As soon as i hit my twenties i started having this insatiable crave for aunties and mature ladies. Although i’ve had many girlfriends, no offense but a teenager or young girl seldom provides what a mature lady can.

Anyway here we go..


It all started when i first saw ... Continue»
Posted by hcdude 1 year ago  |  Categories: First Time, Hardcore, Mature  |  
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Deep throat Made Easy

Deep throat Made Easy -reposted fro menext


Here for the first time ever are simple and explicit instructions on how to deep throat a penis. Position is important; you'll want to in position where you can extend and straighten your neck by slightly tilting your head back. This helps line up your throat with your mouth allowing the penis to slide in deep. The best position for beginners is with the receiver lying on his back with the giver lying on the stomach along side. You can prop yourself up on your elbows.

The penis must be THOROUGHLY LUBRICATED! I can't stress this enough. An... Continue»
Posted by bigdaddycoolzz 11 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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My First Time


I can't remember my first time. I guess I have blocked it out. I know you wanna know why, so I will tell you. I was m*****ed by my uncle. When that started I cannot tell you either. I only remember a few parts of it.

I don't know if you can actually call it m*****ation, because my uncle is only a few years older then me. So, maybe the rules to m*****ation states that the m*****or MUST be an adult. I don't know.

All I know is that what happened with him and then with 3 of my cousins has shaped my life in a way that might not have been had he never touched me,

Or, maybe ... Continue»
Posted by ROBERT1217 5 years ago  |  Categories: Anal, First Time, Gay Male  |  
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fucking an older man

So there i was, at the pub with my friends. The quite one of the group, hiding this sexually frustrated slut waiting for a good fucking.

My friends go outside for a smoke, when I notice this, tall middle aged guy wonder over, pint in hand. I'd seen him staring lustfully at my huge tits from a few metres away.

He leans in, i feel his warm breath on my neck as he whispers ''What i wouldn't do to you''. My pussy tingles with excitement at the thought of being fucked by this guy. His strong Irish accent is a huge turn on, and the fact that we're rubbing against each other in a packed pub ma... Continue»
Posted by xbbwbabex 5 years ago  |  Categories: First Time  |  
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One way to spend a sunday

It's the first time you've ever dared to exit your small apartment dressed up like a girl, but after chatting with numerous people and becoming convinced that you were not only passable as a girl but mistaken for a girl until your pants came down only gave you more confidence to not only go outside dressed up, but meet a fan of yours from your online videos and pictures. After trading a few messages and finding out how close by he was, you jumped at the chance to meet him. Entering the small coffee shop that was your meeting spot, you quickly spotted him reading a book quietly in a far off cor... Continue»
Posted by Trapstalker 5 years ago  |  Categories: Anal, Fetish, First Time  |  
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Lifegaurd

I’m a guy late forties fairly fit for my age, and like to swim regularly at the local swimming baths, that’s where I meet, a hot early twenty year old girl, she is a lifeguard there and she is very friendly and extremely hot, she is an American girl from T===Ss, her accent is so hot.
Anyway we often chatted and I noticed she often come up to me to chat when I’m in my swimming shorts, and I’m sure she flirted with her eyes and body, I’m older guy but do get the odd look from younger ladies sometimes, which is a real turn on for me.
Then one day after my swim we were talking, and she was reall... Continue»
Posted by ROSSO555 3 years ago  |  Categories: First Time, Hardcore  |  
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That phrase: 'beat your meat' still get

My First French Kiss, or A Boy and his Redhead
Erotic True-Fiction by Outsfguy
03-08-2013


(dedicated to my good friends and mentors, CigarDad4Dad, and Lovearub. Each continue to inspire me everyday, and in every way.)

That phrase that boys will say to one another: 'beat your meat' still gets me rock hard every time I hear it, and there's good reason why.

Summers when I was young we took a f****y trip to Arizona. My dad had friends in Demming, NM who relocated to a small town in Arkansas, so the break between my eighth and ninth grades, we took a... Continue»
Posted by outsfguy 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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Srducing A Straight Male (Part 2)

Joe actually showed up! I was wearing a small, tight, blue bathing suit. He's 2 years older than me, strong, hot kind of guy! I invited him in, and opened a six pack while he changed. I didn't bother to take a peek because I knew I'd fuck the cum out of him in a bit...

He came back in a red speedo (Its like he was begging me to fuck him!) He started talking about life and how his pool buisness was going. This went on for a while till I asked him if he had a girlfriend. He quickly said no, and told me that he honestly didn't understand them...he was on a "break"

He asked me the same thing... Continue»
Posted by Ace217 2 years ago  |  Categories: Anal, First Time, Gay Male  |  
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webcam sex

The first introduction I had of dildos was by my husband. He started with one that vibrated but still resembled a penis. I had an orgasm unlike any I'd ever experienced before. This he recognized and soon had me worked up to some that were huge , cock-like, non-vibrating dildos and would make me cum so hard I'd squirt. One night when I was feeling horny, I tried awakening him with a slow, sensual blow job. He did get hard but after a few minutes excused himself and left the bedroom. I thought maybe he went to brush his teeth and after several minutes he called for me to come to... Continue»
Posted by marialouise 6 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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The First Time From Me

When I Was In High School, I Had Thought Of It All... Being Smart, Cool, Calm, And Nice With The Best Of Respect. But Then Came That Time I Wanted To Lose My V-Pass. *Virginity*

I Was A Freshman Around At The Time, And I Had My Sights On This One Girl. It Was At A Football Game, I Made Out With Her And She Had A Thing To Do It With Me....So That Night Will Never Change Forever.... So October Comes, And She Gives Me This Note Saying We Are Going To Have That Moment Alone.... And It Happened After School Alone Alright LOL It Was Me, Her, My b*****r And His GF. And After The Minutes Passed By... Continue»
Posted by ReikoMak 5 years ago  |  Categories: Fetish, First Time, Taboo  |  
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My only gay experience (true story) Part 1

WHen I was younger, both in this life and in my marriage, I traveled for training and conferences quite a bit.

Even though I had a young wife, I had always had some fantasies unfulfilled from before marriage. One of them was being with a man. Add that to a non-BJing wife...

So, I was in a hotel bar after an early evening watching porn in the hotel room. I had made up my mind that I was getting laid. It was that whole different area code rule in effect.

I had struck up a conversation with a hot older blonde woman and was having a blast. However, after an hour or so of work, she wa... Continue»
Posted by kpdenomo 4 years ago  |  Categories: First Time, Gay Male  |  
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My 1st gay experience (on Omegle)

I thought i would share this time i had 3 months ago on omegle.

I was very horny one day. I woke up with a boner. Since i sl**p nude, i woke up turned over and felt very uncomfortable. I rolled back over and saw him standing upright. I stroked my cock for a bit. Started gettin horny, so i put in a porno dvd i had. I kept stroking until i came all over myself! I got up showered. I was still horny.

I got on Omegle hoping to find a girl ready and willing. I kept tryin. After a hour, of gettin nothing but guys i was gona giv up. I found a hot milfy mom on omegle. Havin my cock on cam, i had ... Continue»
Posted by Jdawg20 4 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Exposed by wife to her female cousin...

I was in the shower in the en suit bathroom with the radio on a bit loader than usual with the door open as i was home alone, i was facing the wall with the water running over my face so i had my eyes closed, my girlfriend came home eariy from work but....... she brought home her cousin Gemma, they must of heard the load music coming from the bedroom so they investigated and both ending up seeing me turn round naked with my small cock and shrivelled cock in view... my girlfriend laughed as her cousin now has seen my small cock and had proof that it was small, my girlfriend Sarah told me she ha... Continue»
Posted by ilovemysmallcock 4 years ago  |  Categories: First Time, Hardcore, Voyeur  |  
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shes the boss

This story is 100% true well as true as I can remember. This year I celebrated 40 years of marriage. I am 60 and she is young 68. We met on a mini cruise from UK to Europe. I say cruise but it was just overnight boat trip to Denmark a day there and overnight trip back. I worked in a factory and it was a works trip there. There was about 40 of us going. I was 17 and just started work there. She was 24 didn't work in factory but her mum did. I hadn't had much luck with girls and was very inexperienced, she on other hand had 2 c***dren one age 8 and one aged 5. She had got pregnant when she wa... Continue»
Posted by tvtv11uk 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Rebecca in trouble (part 9)

Rebecca started to squirm around on the bed as his hands began to move around, moving towards her breasts. She tried to move back, but was only successful in pushing back onto the hard cock. Her bound hands limited her actions. "No, don't," she begged as the fingers moved up to her breasts, running up under them, hefting them in the palm of his hands. "OOWW," feeling the tacks pushing into her breast flesh, the weight of her heavy breasts pushing down on them. "OOOHH," his hands squeezing them from the bottom, tiny tacks on the fingers pushing into her flesh. The fingers moved slowly over her ... Continue»
Posted by Headmaster-Michael 1 year ago  |  Categories: BDSM, First Time, Hardcore  |  
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