First Time Porn Stories
Page 486

My first Crossdresser - Part One

When she walked in to the restaurant I knew I was in trouble.

It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.

Convincing she was not, a crossdresser without question. But pretty, really pretty. And the way she walked, shit, I was getting hard just watching her. She wore a tight bla... Continue»
Posted by abend 5 years ago  |  Categories: Fetish, First Time, Shemales  |  
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The night we went fishing

It was the middle of summer after a long week of working we decided to spend the afternoon at her s****rs house fishing, she had a pond not too far from her house. we were joined by her s****r, her husband and their two sons, we spent the whole afternoon and into the night fishing catching mostly frogs which the boys enjoyed playing with. It was starting to get late and the boys needed to be in bed so they left leaving me and my wife who were still trying to fish but not catching anything.

After a few minutes I noticed my wife no longer fishing but sitting on the hood of the car, her shirt ... Continue»
Posted by 2krups 4 years ago  |  Categories: First Time  |  
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my first time., part 1

It was the summer of 1998, my older s****r had just got married and the reception was just getting started, there was about 90 or so guests milling around between the house and the marque in the back garden, and i was trying to find a quiet moment to myself so i could have a cigarette without my f****y finding out that i smoke.

As i squeezed my way through the overcrowded kitchen, i bump into my new b*****r in-law, and his housemate who is renting the attic room in there house. I say my hello's and try to squeeze past them so i can get to the front door where i know i can have my cigarette,... Continue»
Posted by longnthick2001 4 years ago  |  Categories: First Time  |  
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First Gay Time With Older Man And Bondage

I was still a virgin and wanted to have sex for a long time.
Since i was bi-sexual i would love to have sex with a man or/and a woman.

I started to search for contact with people online. After a few days i came in contact with a man. He was really nice to me and told me he was gay so i would love to do it with me.
I was very scared because i was finally about to get my chance to do it for the ifrst time.
We picked a date that i would meet him. I would drive to him with a train and then he would pick me up with his car to take me to his home.

The day i was going to meet him i wondered ... Continue»
Posted by TSRMA 4 years ago  |  Categories: BDSM, First Time, Gay Male  |  
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"DP by two BBC Transsexuals"

I met Layla through a local phoenix dating ad,we first called each other a few times trying to get to know each other,Layla was a beautiful black transsexual,her picture on her ad caught my attention,her beauty and the thought that she was a tranny really had me wanting her so bad,I told her about my fantasy of being fucked by a tranny,I had this fantasy for years,she then said she would love to make my fantasy become a reality,she asked me if I ever been fucked before I said no but I have fingered my ass before,then she said bet you`re tight can you handle 10 1/2" of she-meat,I said idk but ... Continue»
Posted by beaverchaser 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Birthday Spankings from Mike

Well, where to start. I have been getting birthday spankings for the past ten years from a wonderful f****y friend, Mike Wellby who lives just down the road. My Mom has asked him to give me my birthday spankings every year and every time I get more and more excited to see him come to the house, knowing that I will soon be over his knee feeling his stinging hand on my bare bottom. This year would be different though because this year I turned eighteen and Mike hinted to the fact that since I was a big girl now I should get big girl spankings. I asked my mom what this could mean but she onl... Continue»
Posted by spankingjenny 2 years ago  |  Categories: BDSM, First Time, Mature  |  
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swapping the wife

I would like to tell you of something that happened many years ago, hoping you will enjoy it as much as I did.
Let me set the scene I was working for a security company and had heard of a female guard, who was an easy lay and was any ones for a few drinks, I had also heard she was fantastic in bed, as I bought her home one night from a site I asked her out for a drink, excepting I dropped her off and told her I would pick her up in about 1½ finishing off I shot home and got ready picking Michelle up dead on time, as we drove to the pub we chatted arriving at the pub I got our drinks and sat... Continue»
Posted by rodma 1 year ago  |  Categories: First Time, Masturbation, Voyeur  |  
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The Towel Girl's Punishment by Lubrican

Introduction:
Set in an imaginary country, this is the story of a young girl who is punished for theft by being sent to the community baths to be a towel girl. She soon learns she has to provide something other than just towels.


Loni was in trouble and she knew it. Her rebellious nature had finally gotten her in real trouble. She'd taken a necklace out of old Wauna's hut while Wauna was out gathering fruit and she'd gotten caught with it. Now she was being called in front of the village wise men for punishment. Loni stared at the entrance of the cave where the wise men sat each day to s... Continue»
Posted by hjordan614 1 year ago  |  Categories: First Time, Taboo  |  
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My True Love Index

I was 25 years old; just got three months leave from the Marine Corps. I haven't made up my mind if I should go back to my f****y lives or not. That is the reason I went into the Corp, so I would get away from my s****r Sara. Because I had feelings for her that I b*****r should have for their s****r. Although I never told her I had to tell someone, and that person was my dad.

So, there we where I told him I was in love with one of my s****r, one of his daughter; he just looked me. I was ready for him to hit me, swear it me or something, but he didn't do anything. So, I ask him why he wasn't... Continue»
Posted by stif266 11 months ago  |  Categories: First Time, Hardcore, Taboo  |  
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Newport Naval Academy

My dick grew semi-hard even before we got out of the
car.

I knew I wanted to attend the Newport Naval Academy
even before my father set the DeSoto's parking
brake. Beyond the car window, about twenty feet away,
three good-looking boys stood talking. Their tight
white uniforms hugged their lithe teenage bodies rather
provocatively. My parents insisted on a military type
school. I was on my way to becoming a little punk and
strict school discipline would "straighten" me out.
Well, the "out" part was right. If they only knew how
un-straight that school would make me!

It... Continue»
Posted by vdub-guy 9 days ago  |  Categories: First Time, Gay Male, Taboo  |  
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fucked by an older man

This is a true story of how i met up with a guy from craigs list and how he fucked my tight ass.

I met up with him behind my local bank and got into his truck where we drove to a wooded area of my choice. We then walked back a trail for a bit until we came to a clearing next to a small creek. He laid down a blanket and i immediately got on my knees and undid his pants then wrapped my lips around his growing cock. I slobbered and gagged on his cock for a good 10 minutes until he was rock hard and ready for my ass.

I took off my clothes and got on my hands and knees with my ass up in the a... Continue»
Posted by bislutboy 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
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You may have seen this clip, let me tell you

When I got the phone call from Mariel, 'Guess what I found', she said, 'I did not know you lost anything', I replied, 'Miles off Sharon, it's the vid'.
I went cold, after all these years, all the hurt and pain, my job loss and divorce, I was right all along, he was filming us, I knew it deep in my gut, and now I know, the low-life put it on the net, for nothing more than to discredit me further.
I was a privately educated girl, living a sheltered life, still a virgin on the day of my marriage to an older man, naive and some would say submissive, I went to work for my husband at his small bus... Continue»
Posted by MarieL 4 years ago  |  Categories: First Time, Hardcore, Voyeur  |  
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b*****rly lust Part 1

Ben walked past Scott’s bedroom door on his way to the shower, the bedroom door was open just enough for Scott to get the slightest glimpse of his younger b*****r slip past his bedroom door , Scott who was lying on his bed in his tight white Calvin Kline cock hugging briefs was already semi hard the sight of his b*****r’s smooth hairless chest got him harder he began rubbing the form of his cock through his briefs, as his imagination kicked in, Scott could hear the shower running and his mind began to wander, he could imagine his younger b*****r standing under the running warm water as he soap... Continue»
Posted by talesofted 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
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WIFE FUCK AFTER READ A BBC Personal Ad

This is a true story. My wife, Sakshi, and I are both Indian. Unlike a lot of stories I've read where the husband claims his wife is a knockout beauty, my 5'3" wife is an older woman, still very cute, but with less than perfect body. In her mid-fifties, Sakshi's figure has gotten a bit thicker with age. Her melon-sized tits now sag slightly and her well-rounded ass is a bit too big. She has wide curvy hips and her thighs are fleshy soft. She once joked, "Her body is built for comfort, not speed, when it comes to sex." Don't get me wrong, my wife looks fuck-me lush in a pleasantly plump way. Sa... Continue»
Posted by cuteb0y25 2 years ago  |  Categories: First Time, Interracial Sex, Mature  |  
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Gloryhole tease

This is a true story from around 2005 when i was about 19 or 20. I was quite inexperienced, I'd had a couple of girlfriends but never really had any gay experiences other than fooling around with cousins when i was younger.

I had just started a new job based in the town centre and after work one day I decided to have a look around some shops before catching the bus home. After about half an hour, just as i was about to go home, I decided I needed to have a shit, so headed to the public toilets around the back of McDonalds. I had used these toilets in the past but not since about 1997, and ... Continue»
Posted by woorls 2 months ago  |  Categories: First Time, Gay Male, Voyeur  |  
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b*****r In Laws Whore pt.1

Christie sat on the couch, her eyes barely looking at the scenes before her on the screen. But she didn't lose a stroke as her hand pumped the dildo in and out of her pussy. The guy on the screen held the woman's hair in his hand. She let go of the dildo and snatched the remote. Turning up the volume, she closed her eyes. "Now Bitch, you're gonna do exactly what I tell you to do. Otherwise, your husband will find out just how much of a nasty slut you really are."

Those were the words she loved to hear. That was the key to her climax. Hearing the man talk so f***efully to the young housewife... Continue»
Posted by pornofiend 5 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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This is my story

My story is just this . My boyfriend & I just Love to be Naked most of the time & where ever we can we do it outside in parks & at lakes & the woods . If you look at the rock I am sitting on it tells you the name of the park . But that's not the main story . The maain story is we were in this same park about dusk . My boyfriend always asked me what I would do just if a car would come into the park . At first I said I would hide & get dressed . But that's not what my boyfriend wanted me to say . He always would have me say to him this . I will let them see me & if it was a few guys then I woul... Continue»
Posted by marijane34 4 years ago  |  Categories: First Time, Group Sex  |  
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At the youth club

I was 21 and had just left the army after a bad accident meant me being medically discharged. I decided I would volunteer to work at my old schools youth club. One night we were running an all night disco and I went for a patrol of the school grounds to ensure nothing untoward was happening. One of the girls at the youths asked if she could come with me for some fresh air.

We walked about for a couple of minutes chatting then sat on a wall and continued talking. We went silent for a bit and she asked if I thought she was sexy. I was a bit worried and said I thought she was pretty but maybe ... Continue»
Posted by GeordieSi 4 years ago  |  Categories: First Time, Masturbation  |  
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jensen gets trained

Mrs Victoria Jensen was seemingly like any other middle aged woman living in the suburbs. She had a comfortable life, with a nice house in a safe neighborhood, with a good f****y, that included her husband and two c***dren, both who are off at college. At 46 she was still a very attractive woman, always a little curvier then her petite frame might suggest. She stood at only 5' 3" with dark hair, which like most woman her age, she dyed to maintain her warm auburn glow. She had begun to develop some wrinkles around her eyes, mouth and neck, and although she was less then thrilled with these new ... Continue»
Posted by eyestolove134 3 years ago  |  Categories: First Time, Mature  |  
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Whiskey Road

I felt so bad for my friend Aden. He had just returned from Iraq, serving his country when his wife told him that she had been having an affair with his b*****r Alan. Way to keep it in the fucking f****y Miranda. She also let him know that their two year old daughter was really his niece, their house was now her house, and the car, and half his money. He was fucked.

Poor bastard. I had never seen him this way before. I visited him at his folk's place up in Redwater, the shit hole little town we grew up in. He was like a zombie, his usually short brown hair now long and curly. His skin was p... Continue»
Posted by samfreak 3 years ago  |  Categories: First Time, Gay Male, Hardcore  |  
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