First Time Porn Stories
Page 447

High School Girlfriend

We knew each other since Junior High. Shelley lived about 5 blocks away. I was fond of her the first time I saw her and it grew into obsession by High School. I finally got the courage to ask her to a movie when I was a Sophomore.
She accepted and our first date was really awkward. I couldn't believe she agreed to do it again the next weekend.
After about three Saturday night dates we became more comfortable with each other. We eventually became comfortable sitting and talking. We spent more and more time with each other and our affection grew into puppy love.
She lived in an upscale neighb... Continue»
Posted by bufffreak 3 years ago  |  Categories: First Time, Masturbation  |  Views: 1638  |  
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CFNM When My Sister Makes Dinner

“Maybe it will be good,” Sandy teases. She grabs my erection. “We won’t know unless we try. ” She begins stroking me seriously.

“Okay… okay,” I tell her as I grasp myself and begin pumping. My s****r looks down and giggles as she turns to the table and grabs her plate. She positions it in front of me, looks at my pumping hand then up at me with a very dirty grin.

We've been into this special sort of arrangement for the past two weekends – our parents go off to work on the new vacation house and Sandy and I remain at home because 'we have school work and a lot of things to do'. As it turn... Continue»
Posted by philalex 2 months ago  |  Categories: First Time, Masturbation, Voyeur  |  Views: 6523  |  
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My First Time

My First Time

‘Can you help me, oh please help me’, she begged. There she was standing at the kitchen door dripping wet, her T-shirt clinging to her small, firm breasts, nipples hard and pointed. She was Georgie, the object of my every waking lustful moment asking ME for help. I couldn’t believe it. It was 1975 and all summer I had watched her from my bedroom window as she lay in her garden tanning herself whenever the weather allowed, wanking myself DRY thinking about her luscious body and what I would do to her, given the opportunity. I was a pretty shy and inexperience... Continue»
Posted by battleship 3 years ago  |  Categories: First Time, Mature, Taboo  |  Views: 4587  |  
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First black T-girl

I’ve been wondering what to write about lately. I’ve received a request to write about me and my s****r, but that is a road I might have trouble going down. Today I was thinking about my bi-sexual stripper girlfriend from the past, who loved bringing home other strippers (mostly lesbians) for some hot threesomes. However, today I shall write about my first Transgender experience.

I had responded to an ad placed by a self described hot black female that was in the local singles section of a free weekly paper. My thoughts were really “WTF”, as I expected no response but became surprised when... Continue»
Posted by mahuluvr 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 864  |  
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The Wedding Conception


The Wedding Conception

by Mon

The following story is true.

My story happened almost three years ago this month. My name
is Lisa and my husbands name is Bob. I'm considered to be
attractive and have always taken good care of myself. I'm proud to
say my husbands friends have always told him they were envious of
him to have me. Most men find my pretty face attractive, but my
large breasts (34d), flat stomach, and especially my firm bottom and
muscular thighs get the most attention, although I have to admit
I've never really dressed to show them off. I'm not really old
f... Continue»
Posted by mumulover 1 year ago  |  Categories: Fetish, First Time, Hardcore  |  Views: 3112  |  
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My Virginty taken by MOM and DAD

I was in a f****y that I thought was really boring and we went to church every

single Sunday! We never missed it and to tell the truth, I was bored as hell with it

and didn't like going at all! Everybody seemed fake to me and I was always day

dreaming when we went. We had one alter boy that was pretty cute and I would

stare at him during mass and I would think about what it would be like to fuck the

guy sometimes! I was a virgin though but always fantasized about sex. I had

never been with a boy before except for playing doctor with my older b*****r

and all we
... Continue»
Posted by TampaHouseWives 1 year ago  |  Categories: Fetish, First Time, Taboo  |  Views: 6630  |  
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hermione's gift

Hermione had been stayed at the Burrow for the week before term started on her last year at Hogwarts. She was Head Girl this year and as a celebration, Ron and Ginny had invited her to stay with them until school started. Hermione was so excited and proud of herself that she Ginny had thought of a joke of a present to give Hermione for her becoming Head Girl.

Hermione was sitting on Ginny's bead reading the 13 page pamphlet Head Boy and Girl called Maintaining Order and Administering Discipline at Hogwarts School of Witchcraft and Wizardryfor the second time already when she dropped a... Continue»
Posted by pleasureseeker420 4 years ago  |  Categories: First Time, Lesbian Sex, Masturbation  |  Views: 1179  |  
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Young and Willing - Part Two

Young and Willing – Part Two

The shower brought me back to life. As I reflected on all that just happened, I was anxious to find out what would be next. I didn’t have to wait very long. As I was toweling off, I heard the bedroom door open, and Harry walked over and leaned against the open bathroom door, watching me. He came over behind me, took the towel and began to dry off my back. Then he threw the towel into the corner, and told me to bend over and put my hands on the edge of the bathtub.

He knelt down in front of my damp, clean ass, and immediately spread my cheeks... Continue»
Posted by billy69boy 4 years ago  |  Categories: Fetish, First Time, Gay Male  |  Views: 1431  |  
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helpful steps****r

Recently after my parents went their separate ways,I decided to stay with Audrey, my mother because the way she was treated by dad. well mother, a very attractive auburn hair, blue eyes and a athletic body found a man that treats her like a queen and the best part is now I have a step s****r Jill, who when in high school was jockey apprentice and rode in some events I remember looking at her in those riding tights and jerking off in the shower, well she went on to college and almost made the Olympic team. I was on the HS swim team and being my senior year I'd spend my spare time by doing my ... Continue»
Posted by kinkosex 1 year ago  |  Categories: First Time, Taboo  |  Views: 9035  |  
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Life with Aunt and Uncle p 14 - 16

Part 14

Josh found his fingers slid easily into his Aunt's soppying grown up sex. The slippery heat was enough to make him tear his eyes away from his s****r being impaled for a moment at least. He had four fingers in his Aunt, buried to his thumb inside the hot opening between his her legs. The way she was pushing back at him he figured it wasn't hurting her so he kept pumping his fingers in and out a little as his eyes were drawn back to his s****r as she began to scream. He was a bit worried about her, when they had sex last night it wasn't painful but then again he was less than half th... Continue»
Posted by VictorL4fun 2 years ago  |  Categories: First Time, Group Sex, Taboo  |  Views: 2650  |  
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Teen finger love

I was eighteen and my girlfriend, a petite, 5ft brunette with glasses and a pretty smile was fifteen. It was a warm August day (I know, wow!) and I was sat with her in the back garden of her f****y home. I took off my shirt to cool down and so did she, just wearing her little bra. I could see her pert tits and the outline of her nipples through the material. By this point our lively conversations died down as we spent more time checking each other out than talking.

As the sun got higher in the sky the temperature increased and I began to wish I had worn shorts instead of jeans. My girlfrie... Continue»
Posted by sexymarty 1 year ago  |  Categories: First Time, Taboo  |  Views: 2084  |  
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My first blow job from a guy

This was many years ago, I remember it like it was yesterday. It was a winter evening and I was around 17 or so, my friend, who was around 19 or 20, got a new car. I begged him to drive it and he smirked. We cruised around and I kept bugging him to drive. We drove into a housing development that was under construction, I thought AT LAST he's going to let me drive. He stopped on a dead end and looked at me. He said, "I'll let you drive if you let me suck your cock." I was FLOORED. Hadn't ever thought of that before. I laughed and he said "seriously, let me suck your cock and you can drive". The... Continue»
Posted by Masshole 2 years ago  |  Categories: First Time, Gay Male, Taboo  |  Views: 2046  |  
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I let her try a BBC now she can't stop

Sexy in Seattle. It was about end of November 2010 when I allowed her the first opportunity to have a taste of her first BBC. She hooked up with a Craigslist encounter and I was able to be in the room and record their sex. As excited as she was she was very nervous. She downed a couple of drinks and pretty soon he was there at the hotel room door. He came in and he was shorter than expected but had a very nice hard body and after a few drinks and some short conversation they began to kiss and touch each other. Pretty soon off came the clothes. My wife was so excited to lay her eyes on her firs... Continue»
Posted by prettylilfeet 1 year ago  |  Categories: First Time, Interracial Sex, Taboo  |  Views: 4280  |  
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I hate shopping

No I fucking detest it, I was already wondering why on earth I had agreed to take Stevie shopping before I’d even picked her up. As she walked up towards my car, she reminded me why, high heels, tied up checked blouse and cut down denim shorts…think Daisy Duke…fuck me she looked hot.

So three hours later the novelty was wearing off, despite the admiring and jealous looks of many guys around the town I was bored shitless, Stevie was after a ball gown, but after about 10 shops I’d had enough. We were walking down through the third town when we bumped into one of my best mates and his wife.

... Continue»
Posted by carlox20 3 years ago  |  Categories: First Time, Lesbian Sex, Mature  |  Views: 1938  |  
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The Bisexual Neighbours

She looked hot, I watched them often from my bedroom window which overlooked their pool. She had longe blonde hair, an amzing bikini body, great breasts, a tight arse & I could only imagine what her pussy looked like. Her boyfiend was a triathlete, he was tall & very toned, not overly muscular but had nice definition, his hair was dark & he was tanned, which was a nice contract 2 her fairer skin, he often walked around the pool in just speedos with what looked like a permanent erection & being around her almost naked, who could blame him. I could often hear their moans of passion at night whe... Continue»
Posted by keen2trybi 3 years ago  |  Categories: Anal, First Time, Group Sex  |  Views: 1395  |  
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Forbidden Sex on Public Transport

I had a mail from a guy who is fanatical about women being sexually assaulted on public transport. He wondered if it happened, and had it happened to me and if so pleaded with me to tell, so I know he will be stroking as I write, because it has, and yours truly indulged this pervert, as he relieved himself on my nude warm flesh, in public and with my help.
I travelled every day by tube to my first job after graduating. I was in my early twenties and soon fell into a routine that saw me rise and leave, get to the station and stand at the same point and stand in the carriage at the same point, ... Continue»
Posted by MarieL 3 years ago  |  Categories: Fetish, First Time  |  Views: 2208  |  
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Paul's Granny

This is a true story told to me by Paul, a swinger friend of ours. Paul is a good guy and I had the honor of fucking his granny recently. Granny Mary confirmed the truth of this story. Please enjoy!
Granny Mary is a real pistol of a woman. She had had my mother when she was only fifteen, the result of an encounter with a couple of married stranger men in her neighborhood. Granny had had several husband who died and left her pretty well set up. Every summer I would go visit her and stay for a couple of months to give my mom a break. Granny lived on a good size ranch with horses. She has lo... Continue»
Posted by zimabean 2 years ago  |  Categories: First Time, Hardcore, Mature  |  Views: 5440  |  
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T W I N S

Alicia wrapped the robe around her lithe nude body and padded down the thick carpeted hall to
her eighteen year old twin b*****r Alexander's room. She knocked on the door, and without
waiting for an answer, opened it and went inside, finding Alex lying on his bed reading his history
book, and only looking up when his s****r asked, "Ready for our good night kisses?" "Where are
the folks," he asked, while placing the book mark on page 273? "They're downstairs watching the
news, something about the President having sex with another intern!!!" "A man after my own
heart," cracked Alex, "but t... Continue»
Posted by eremiti 1 year ago  |  Categories: First Time, Group Sex, Taboo  |  Views: 2568  |  
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The Peeping Cuckold

An attractive 42-year-old mom treats herself by giving a bj to a classmate of her son. Dad and son watch from the shadows. Without realizing it the shapely mom fulfilled the fantasy of all four, which included her own.

Older attractive women are always hot topics for teenage boys, and Gary Darnell and his friends were certainly not exceptions. That the hot bodies were mothers, even their own, didn’t matter, if anything, it only served to fuel their fires of fantasy. Ever seen her naked? Seen her pussy? Does she trim it? Would you fuck her if she would let you? When the boys got toget... Continue»
Posted by magas911 6 months ago  |  Categories: First Time, Mature, Voyeur  |  Views: 1871  |  
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First Time Bi

Wife Swap Gone Bad

I wanted my wife to swing and I got more than I bargained for. Much of this story is true.

My beautiful wife Sandy (32) and I (34) moved to the Northeast so I could get the promotion with my company. She is a cute, very hot looking brunette 5''7" with a 36dd-24-36 figure and a cute turned up nose. I am an average looking guy, 6'0" with a medium build. She is very conservative when it comes to sex (at least she used to be) and likes sex only in a "romantic" environment, (she was virgin when we married). Even then she prefers the missionary position and though we have t... Continue»
Posted by licucksocker 7 months ago  |  Categories: First Time, Gay Male, Interracial Sex  |  Views: 6479  |  
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