First Time Porn Stories
Page 2

Stud turned Gay PT2

Andrew woke up with a start. No! No! It could not have happened, his conscious mind told him. He did not just get fucked by another man. But even as his thoughts sought to deny it, he felt a stab of pain in his ass and knew it was true. He threw the covers aside and stared at the huge wet spot beneath his ass. His incomprehension lasted only seconds and then he became aware of the slow dribble oozing from his asshole – he was lying in a pool of Marcus's cum, cum that had originally been dumped deep in him. My god it looked like there was a gallon of it on the bed. And all of that had been in h... Continue»
Posted by 425olds 1 day ago  |  Categories: First Time, Hardcore, Interracial Sex  |  
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My first time with my s****r, Monica

Monica is my younger s****r, That was about 5 years ago. We don’t see on many things and we disagreed a lot back then, but I’ve always felt like I’ve felt sexual feelings towards her, since her body was starting to develop. I used to get feverish every time I saw her in swimming clothes, I even masturbated a few times fantasizing about her.

She was about 1.55m tall, and her breasts were a mildly developed B cup, and she was more of a goddess for a girl that young back then, as she is now. She always wore extremely short/loose clothes at home.

It was the summer holiday and our parents... Continue»
Posted by sonny8023 1 day ago  |  Categories: First Time, Hardcore, Taboo  |  
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Stud turned Gay

Andrew walked home from the party. No, he didn’t really walked, he stumbled and staggered, legs held as wide apart as he could, nursing an asshole that only a few hours earlier had been the virgin bud of a true stud, and was now gaping obscenely. Even as he walked he felt it throb and pulse… and he felt the warm liquid leaking down along his inner thighs – liquid that could only be Thomas’s cum. His mind kept going back to the party – a party to which he had been specially invited and to which, he now realized, he never should have gone.

Andrew had come to New York for college. At 18, the b... Continue»
Posted by 425olds 1 day ago  |  Categories: First Time, Gay Male, Interracial Sex  |  
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Now or Never

This is the first story I've posted online anywhere, so I would appreciate your feedback. As it's my first time too, please be gentle!

She looked innocent enough, Kaitlyn thought as she made big round eyes at herself in the little mirror on the car visor, pouting her lower lip ever so slightly. She pinched her cheeks and the rosy glow added to the illusion, a carefully crafted one. She had paid an enormous sum for the shiny locks she was sporting. It took more than three hours in the chair to transform her long hair from dark brown to believable shades of golde... Continue»
Posted by candiapal 1 day ago  |  Categories: First Time, Masturbation, Taboo  |  
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Fucked by 2 of my Sons Army friends.

Well I'm Sara a recently single woman whose husband left her for his Sectetary, I'm 43 5'9 very long legs, a nice slim body and 40D
Breasts, my Hubby left me for a short fat thing no more to be said. But I don't care as I was one very happy woman my Son Mike called who is a member of our military he's coming home for a few days leave, he wants to bring a couple of his friends I told him no problem as there is plenty of room.
A few days after he called he called again and told me he and his two friends were only 30 minutes away I was so excited I had not seen him for 9 month, tell the tr... Continue»
Posted by 2BBC4wife 1 day ago  |  Categories: First Time, Group Sex, Interracial Sex  |  


The Moonlight

I crouched low in the bushes at the edge of the clearing looking out through the leaves at the grassy expanse before me. The clearing was only about 100 paces wide and it wouldn't take me long to sprint across that open space. But I would be clearly visible in the moonlight which streamed down from above, illuminating the clearing and making the forest on either side pitch black.

It was more of a break in the forest than a clearing. A strip devoid of trees and shrubs than ran for miles, straight as an arrow, splitting the deeply wooded forest. I wondered briefly what had ca... Continue»
Posted by victoria_zecret 1 day ago  |  Categories: First Time, Hardcore  |  
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My Mom Made Me Fuck My s****r

Mom caught me masturbating one night after I went to bed. She had thrown that door open with such a start that I froze with my cock in my hand, just as if I were a deer caught in headlights. I couldn't do anything.

Then Mom said, "Stop masturbating and fuck your s****r." I didn't move so she said, "Do it now. Get your ass out of that bed, get in her bed, and fuck her. NOW!"

I jumped out of my bed naked and walked past her on my way to my s****r's bedroom. I opened the door, walked across the floor, and climbed in with her. She was not asl**p and she had heard what Mom had said.

I wh... Continue»
Posted by money8023 1 day ago  |  Categories: First Time, Hardcore, Taboo  |  
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Some good times

I remember it like it was yesterday I was a premed student doing some volunteer work at a senior home it was the most fun I had in a long time in comparison of the grueling hours I have been putting into get my mD it was great to have a break and do something for others for a change. Now Miranda my fiance has he positive points but for the most part she has been very overbearing lately and needless to say she had been withholding sex for quite awhile main reason is there has been an ongoing feud about the wedding date she wants it as soon as possible and I am just like many red bl**ded America... Continue»
Posted by CurtisRupp87 1 day ago  |  Categories: First Time, Mature, Taboo  |  
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First time as a girl

I have been dressing a bit since I was a teen but my first time dressing for a man was something. I had found him online, 40 years older than myself and talked quite a bit online. He had never been with a girl like me before but was quite interested. He bought me cloths he thought would be appropriate (love it when a man choses my cloths!) and invited me over.

At first we just sat on his couch, drinking a bit of wine and discussing life. After perhaps 30 minutes he asked me if I was interested in playing. He told me my cloths were waiting for me in the bathroom. He had bought me nice black l... Continue»
Posted by kat4daddy 1 day ago  |  Categories: Shemales, First Time  |  
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A car ride with Mommy

Jean, his mother's younger s****r, arrived at the house bright and early on Saturday morning.

"Hi squirt," she said. Rick didn't resent the slam it was a nickname she had given him when he was born. At the time, she was six and thought the name was cute. They had always been closer than most nephews and aunts, with a typical little girl thought process she felt it was her duty to help take care of him. "Hi Jean," his mother and he said in unison. "What's up?" his mother added.

"Don't you two remember, you promised to help me take some furniture out to the storage shed at Mom and Dad's fa... Continue»
Posted by iamsuperman007 1 day ago  |  Categories: First Time, Hardcore, Taboo  |  

You wanted to Suck a Cock Gay PT1

Although I was a happily married straight guy, with a nice car and a good job I spent far too many hours looking at pornography on the internet. I don’t know why but I was always attracted to the BDSM type of websites and would download image after image of people helplessly tied up in various different types of bondage.

One night, while surfing the net I stumbled across a Female Domination site that dealt with ‘f***ed’ feminization. Instantly I was hooked. The idea of a respectable, straight male being f***ed into female attire and made to perform sexually with another male turned me on mo... Continue»
Posted by 425olds 1 day ago  |  Categories: Fetish, First Time, Gay Male  |  

Make mommy cum

One day, goofing around on the internet, I came upon a list of things men love and women hate. First thing on the list: professional wrestling. I'll leave it to you to judge the accuracy of the observation, but it did give rise to this story.

This was initially conceived of as a multi-chapter tale, but I liked the way it ended and decided, for the moment, to stick with it as written. Let me know what you think. End here? Add Pamela? Her friends? Milla and William? Somebody else? Something else? I tried to leave it open for additional chapters.

As always, all story characters engaged in ... Continue»
Posted by iamsuperman007 1 day ago  |  Categories: First Time, Hardcore, Taboo  |  
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Oralna opklada

Obozavam da oralno zadovoljavam zene jer sam godinama shvatio da ih tako najviše mogu izludeti, a to je fenomenalan osećaj. nemoje me shvatiti pogrešno, volim ja i normalan seks, ali ima nešto u lizanju u čemu neizmerno uzivam.
Godinama sam mislio da to svi muskarci stalno rade zenama, dok mi jedna bivša devojka nije rekla da veliki broj muskaraca to ili izbegava da radi ili radi na brzinu i preko volje ...i da ja spadam u retke koji to vole i uzivaju da rade, a i da to radim bolje od većine.
To me je još više naložilo i počeo sam da čitam i istrazujem o oralnom zadovoljavanju zena i vremenom ... Continue»
Posted by sex_under_masks 1 day ago  |  Categories: Fetish, First Time, Taboo  |  

Eva part2

Continued from here:

She gasped suddenly as my fingers worked there way down her shorts, slowly I worked my fingers over the top of her panties.
They felt like lace or maybe satin, but my fingers felt the undeniable heat beneath them more than anything else.
Her body wriggled against my hand, pushing herself against me as teaser her slowly through the soft material.
All the time her neck and head extended upwards so that I could plant soft kisses there teasing her slowly, and making her heart rate increase with every passing second.
After a ... Continue»
Posted by follarte 2 days ago  |  Categories: Anal, First Time, Hardcore  |  

Start of my FWB

Parveen was a girl I didn't know until about until I came to university even though we were both from the same country previously. When I first saw her I thought she was slightly cute but nothing more than that. We joined the same group in university and became closer friends. Since we also did the same degree, we found time to help each other with work. While our friendship grew, we became more open about our lives and in particular our sexual lives. She would tell me what turns her on and what she likes and I would do the same. This was when I first started fantasizing about her because I re... Continue»
Posted by philipsandco 2 days ago  |  Categories: First Time  |  
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Life changing first anal as a sissy slave

This is about my first time as a submissive sissy with another crossdresser. This was also was also my first anal with a real cock...which happened to be 8+ inches long, thick and as I figured out later also on viagra.
At that time I was cross dressing occasionally wearing stockings and knickers. I had only sucked cock twice
and although I had played with toys I never had a real cock in me., it was something that was scary to me but at the same time I was craving it.
So one night I was online talking to another crossdresser, we chatted for ages and the conversation was getting more and m... Continue»
Posted by lidacd1 2 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Dunkin Donuts Girl - Sarah Part 1

I’ve always been a big fan of Dunkin Donuts and ogling the hot young chicks there when getting coffee and food. For years I’ve also been chatting up the girls while looking at those cute asses poured into tight jeans and seeking glimpses of meaty camel toes.

Most of them know it and welcome it and will chat with you and even flirt a little bit. Of course there are some old hags you do have to put up with. One of my favorites over the last year was a really cute girl names Sarah. She is on the shorter side, about 5’2” with what looked like some very sweet little b cups and a fantas... Continue»
Posted by dnaperf 2 days ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Sex with my mother

Sex with my mother

It was getting into autumn and the nights were getting colder but my room always remains the hottest somehow. I was feeling the heat a bit so i went downstairs to turn the heating off and my mom came out of her room to tell me that its cold in her room and she didnt want the heating turned off, but i told her "im turning the heating off and if you want i will sl**p in your room then".

My mom has a big king-size bed and heavy covers, Yet she is always feeling cold for some reason. I jumped into the bed while she went to get herself a drink, and god the quilts were he... Continue»
Posted by sonny8023 2 days ago  |  Categories: Mature, First Time, Taboo  |  

Dominated by a shemale over omegle

Stranger: i come in, dressed in a mid knee skirt, tight tube top with my d's poppingout
Stranger: grab you by the shirt and telll you to take me to you room
Stranger: i close the door and tell you to strip
Stranger: long blode hair drapped down my chest
You: *starts to strip, with a silly dance*
Stranger: i give you a pair of panties
Stranger: put htese on
You: *i try to look confused, but you can see it on my bugle that i like it*
You: ''yes mistress'' i say
Stranger: now sit on the bed
Stranger: i walk over leavingmy heels by the door
You: *sits down on the bed*
Stranger: i star... Continue»
Posted by admadma 2 days ago  |  Categories: First Time, Shemales  |  

On the train

I jump on the train back home as every Friday night. It's quite empty, in my carriage there must be less than 5 people.The seat next to me is empty as the one in front of me.
After a few stations the train gets even more empty. I have a look around and I am alone in the carriage. Very well, I am pretty tired and I can fall asl**p.

I am woken up by the sudden stop of the train. I notice a man on the platform, tall, brown skin, clean shaved face. He wears a black old t-shirt and a pair of blue shorts. He jumps on the train and I hear the door of my carriage opening, he walks along the corridor... Continue»
Posted by kolt16 2 days ago  |  Categories: First Time, Gay Male  |  
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