First Time Porn Stories
Page 2

My first abuse and humiliation

I can't see, my nipples are on fire and my throbbing cock is being teasingly stroked, all's well.

I don't get to cum without my partner and due to an extremely busy week with no physical contact I'm extremely pent up, my balls are full and my mind has been utter filth for the last 4 days. In our time apart I am permitted, no, encouraged to touch myself, edge, tease, but never cum. That is her semen, her orgasm and her property between my legs, but she always likes to have her fun before I get my release.
I answered the door in just a dressing gown, she kisses me and smiles, quirking an eye... Continue»
Posted by damage_case 1 day ago  |  Categories: BDSM, Fetish, First Time  |  
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Wife's Sexting Gangbang

My wife had a longtime friend of hers’ that was roughly 10-15 years older than her, but they were always close. They were always there for each other, even though they were separated by state lines and then some. She’d come stay with us when my wife needed her and vice versa. One day my wife, Jessica’s phone rang with her friends’ ringtone and I half listened to the conversation. Her friends’ daughter was getting married and she needed help with the rehearsal the weekend before the wedding. I knew she wasn’t going to say no. She told me I was going to have to hold down the fort and that she wa... Continue»
Posted by WereIT 1 day ago  |  Categories: First Time, Group Sex, Voyeur  |  
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Cuckold Teen 2

As I started to cum, Tasha opened her mouth and pearl white sticky cum streamed from my rock hard cock into her mouth, there was a heavy load and it started to trickle out the corners of her mouth. "Hold my cum in your open mouth" as I again grabbed my phone and opened the camera, a few photos then video, ensuring that Stuart was in no doubt how hard she had been face fucked, her mascara had ran down her cheeks and this little cum bucket had a mouthful of my cum in her mouth "swallow my cum you little slut and tell your pathetic boyfriend hoe it tastes" I commanded, Tasha gulped my cum and eve... Continue»
Posted by lovelong 1 day ago  |  Categories: First Time, Group Sex, Taboo  |  

Early Morning Encounter With Transwoman

Was walking back from town early in the morning, was stranded in the outskirts of the city which is distant from my own home in one of the suburbs. I had left the warmth of the house of my friend in the city, and ventured out into the early morning, 1:00 or 2:00 o clock, it was cold, but not as cold as it could have been, the clouds in the sky made sure of that, and for that i was happy, despite the occasional light to medium downpour.

I had been texting a Lady friend, a woman, asking her to let me in and stay and in exchange i would eat her pussy, she agreed and was horny however she was ... Continue»
Posted by trueblue934 1 day ago  |  Categories: First Time, Masturbation, Shemales  |  

The Sissy Trainer Part 2 – Taking A Virgin

Ken raising my dress higher to have a better view of “loosening me up” and told me to rest my heels over the other end of the couch. As he fingered my butthole, his hard cock continued to slap against the side of my body as he wiggled and shook his finger. The more I thought about Ken finally ramming his cock in my tight butthole the harder I clinched. “Lisa, I need you to relax some, take a deep breath” “Ken” I asked “Is it going to hurt much?” “You are super tight, but I brought lots of lube…I think you’ll be fine.” “Thank you” I whispered. Ken pulled out his finger. “You know this is not go... Continue»
Posted by MatureBrownMan 1 day ago  |  Categories: Anal, First Time, Gay Male  |  

a story about me and not my s****r

My life is a bad start, already at the age of 6 I i was in c***d homes because of a difficult f****y situation. Until I was 13 I have lived in five different boarding schools and in foster care. While during the time I lived in the foster home, my guardian to arrange was that I could live at home, only then my mother died.

Janet, 20 years older than me (not my s****r, because we can’t talk about i****t), Janet, decided to take care of me and take me into her f****y. She was married and had a son by four at the time. Her husband was an international truck driver and was often days, sometimes... Continue»
Posted by Vertel 3 days ago  |  Categories: First Time, Masturbation, Taboo  |  
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waking up after the night out!

i was away with my mates on a night out and it was a going to be a mental one as it was a my friends stag-do. we had gone to Soho London and we were stopping over. we were hitting the town and we were going to pull what we could as when the cats away!!
my wife said just be safe and don't catch out with a smile on here face knowing what i am like.

so we were out and the drinks were flowing all the lads were still together but as the night went on it was just 2 of us sat in this bar pissed waiting to go back to the hotel cos as we were the old ones and we were knackered. a couple of lads ca... Continue»
Posted by naughtydarksecret 3 days ago  |  Categories: Anal, First Time, Interracial Sex  |  

My sexual Awakening.

This story, like the other ones I write, is either true or based on something in my life that happened. Sometimes it’s impossible to remember exact names and dates of things; just like some of the details. I’ll let the reader decide how much of some of them are true. I’ve been a male slut for most of my life, I have taken a lot of big black cocks (because I love doing that) and did start to be sexually active at a pretty young age. Yes, I did get very good at cross-dressing and loved that part of my life. I did begin to have orgasms – while being fucked – at a younger age and, as in the one st... Continue»
Posted by swat412 4 days ago  |  Categories: Anal, First Time, Gay Male  |  
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A surprise at the party - Part 2

In part one of this story I've told the tale of how I met Tanya. A party at my friend's house, in which we were introduced with no pretext. A few drinks and a slow dance later, We were running up to find a bedroom, like a high school couple in a college party. An hour more went by and we were standing together in the shower after an unusual, yet very pleasurable sexual encounter. She was tall, beautiful, and had soft East-European facial features I just couldn't resist.

As we were standing in that small shower cabin, and I was washing off the soap off of me, she leaned in to kiss my back, w... Continue»
Posted by GalFa 4 days ago  |  Categories: Anal, First Time, Shemales  |  
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A night to remember

I remember it like it was yesterday. It was back in high school one night, I had stayed the night at my girlfriends house. She hadn't been feeling good so she had went to sl**p pretty early. Her mom had been out drinking so it was just me and her at the house. Bored with nothing to do, I figured I'd go down to the kitchen and make myself something to eat and watch some sportscenter. It was around midnight. I'm searching through the kitchen looking for something I can snack on when I heard the front door open. I can hear Amanda's mom stumbling in the hallway coming to the kitchen.
"Alex!" She... Continue»
Posted by Ajdj0403 4 days ago  |  Categories: Anal, Fetish, First Time  |  

Big Mature Farmers Wife at Hay Time

I couldn’t believe what I was seeing on my first day, Mary the farmers wife big colossal tits were hanging down, swaying from side to side in her white bra as she bent over. Mary had told me yesterday to meet her down in the hay field after offering me some work because her husband was in hospital for a hernia operation. It worked in well with my other job as a milkman, delivering bottled milk in the mornings.

As I got closer to the tractor I became a little more excited with seeing her big mature tits on display, only being sixteen I had never seen tit this size and so nearly naked da... Continue»
Posted by nckboy 4 days ago  |  Categories: First Time, Mature, Voyeur  |  
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My best night, and best partner. Part 1

I have had a good run of some great times of sex. I usually have to count the many conquers that make up my little list. But all have to measure up to each other, measuring on the best to the worst. Right now this story is my top fuck. Its not how many I did, or how big things were, its more about the time spent and the build up to it. I am all for call and then fuck, but this one was a nice build up to an amazing night and morning. So here we go.
I met Melissa when I came for a visit to my s****r's house. I knew of her but this was the first time we met, as an adults. Melissa as a young l... Continue»
Posted by aorion255 4 days ago  |  Categories: First Time, Mature  |  

Night on the Dock

Well it was a nice moon lite night out and we had made our way down to the boat dock over looking the bay. We sat and had a few drinks as I was sitting on the top of the steps and you where just on the steps bellow me. You was leaned against my inner thighs as I started to massage your shoulders. Not much was said as I continued to massage them. I would with each massage motion run my hands down your outer arm. As I brought them back up to massage your shoulders I would brush up against your breast. After several minutes of massaging you I started to run my hands over your breast I could feel ... Continue»
Posted by cowboywired 5 days ago  |  Categories: First Time, Mature, Voyeur  |  


I think ever since I can remember, I was the hopeless romantic. I would open doors, pull chairs, bring flowers, and offer my assistance if someone needed help. It seems like this art form is dying day by day right in front of our eyes. I can assure you, there is nothing romantic about what transpired in my first encounter that cold January night! I remember it like was yesterday, not in a good or bad way, just as one of the funniest sex stories I will write about of sexual encounters of my life. Hopefully if you guys like this one I will have many more to add to the list! I am a goof ball and ... Continue»
Posted by SANCHO----CLAUS 5 days ago  |  Categories: First Time, Interracial Sex, Sex Humor  |  
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s****r In-law (wife's s****r)

I really can't remember when it started. Somewhere in my 8 years of marriage, though, I had become infatuated with my wife's younger s****r. Twenty seven years old, with an athletic build and wonderful smiling eyes, Ginny was anyone's definition of a knockout. I was captivated by the beautiful shape of her ass, and I found myself stealing glances at it whenever I could. Wrapped in a skirt or barely hidden by a bikini bottom, my eyes were drawn to it like a magnet.

Six months ago, while expecting our third c***d, my wife and I went on vacation to the Delaware shore. On our second weekend t... Continue»
Posted by brianbigdogsmith 5 days ago  |  Categories: First Time, Mature, Taboo  |  
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Ex Skank Continued

Ex Skank's Story Continued

Britt still touching herself staring at my glory with 1 hand and bottle in other wished she had a didlo. V whispered if he can give her 1, I nodded and wondered why he would have 1?  Does he suck it or slide it up his hott tight ass? Curiousity got me wett again! Walking naked back to room handing me porn box of discs, red dildo, and purple dildo unopened. Discs of 3 somes, fat ass chicks, but i put the black guys gang bang a white chick on. V said he likes seeing color contrast then sat next to Britt an lit another joint offering that and her new purple toy! Sh... Continue»
Posted by Vegaskinky1 5 days ago  |  Categories: Fetish, First Time, Group Sex  |  

Old Cum Dump Gets Fucked For First Time.

After my first experience at a glory-hole, I couldn't stop myself from going back for more and more cock-sucking and being sucked off myself. I was now a total addict to this wonderful sexual activity. I was now a cock-sucker and remain so till this day. I have absolutely no idea how many cocks I have sucked, but it must run into thousands. And every one that cum in my mouth I swallowed.
A few months after finding glory-holes I met a guy there who was twenty-nine years old. he was there frequently for cocks and cum as well. We became friendly.
One night I arrived at the toilets and he was w... Continue»
Posted by OldCumDump 5 days ago  |  Categories: First Time, Gay Male  |  
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My Town's Story III

Becky pulled me down to her and kissed my mouth. My eyes remained fixed on the picture of her daughter Debbie. My mind was reeling as I tried to reconcile what had just happened.

Debbie Stewart was the girl at school that I wished I had the nerve to talk to. Like most young guys I had trouble thinking of anything to say when the pretty girl that I jerked off thinking about was standing there. Now I had just fucked her mother!

"Wait a minute! Becky's last name was Robbins! Maybe Debbie was not her daughter!" I thought to myse... Continue»
Posted by mooremike 6 days ago  |  Categories: Anal, First Time, Mature  |  
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All because of Chatroulette

We are good friends with another couple, Colin & Alison. Colin is pretty much the same kind of guy as my hubby. He’s tall and a good laugh and we all like a good drink or two when we are out. In contrast, Alison is a complete and utter prude! So much so that she has put a dampener on many an evening with her strong opinions and her absolute intolerance to any mention of anything sexual. Even the silliest “Carry-On” type of humour, where it’s obvious we are just having a bit of fun is met with tutts and disapproving looks from her. Hubby and I have actually felt sorry for Colin on occa... Continue»
Posted by KittySoftpawz 6 days ago  |  Categories: First Time, Group Sex, Voyeur  |  
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Someone to wipe her tears

Fall in Slovenia, approaching winter. Bleak, rainy weather, typical for season. I was driving towards Cerknica, to a party that was taking place in a hunting lodge, outside of Cerknica. I was vaguely familiar with the place, since I used to party there with my friends some years before. This party was unrelated, my ex-school mates organized it, and I was looking forward to seeing them again. I arrived at the lodge, after following road signs on tarmac road and into forest utility ways.

Parking place next to lodge was full of cars, and people were already drinking and having fun, all engaged... Continue»
Posted by FreeAssService 6 days ago  |  Categories: Anal, First Time, Hardcore  |  
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