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First Time

First time sex stories relate to virgins losing their cherry. They are typically stories of teenagers making love for the first time, and the excitement and buzz that comes from that initial experimentation. Another favorite theme in this section are young men or women, losing their virginity to an older woman (the 'milf' syndrome) or older man - the more experienced partner educating their younger partner in the art of sex.

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Tricked Again

I hated Halloween, but things changed for me.

First of all, I want to tell you that I hated Halloween!  I hated it when I was younger, and I still did at the time all of this took place.  It wasn't always that way, but one year, when I was twelve, some badass teenagers beat me up and took the bag of goodies I had gathered after several hours of going from door to door in my neighborhood. I can still remember the biggest of the...Read On

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Janice's Italian Job Part 2

Janice and Natalie get closer as Jance explores her lesbian feelings.

As they continued riding in the gondola, Natalie took Janice's hand and placed it on her breast, placing her hand on top of Janice's and squeezing. When Janice squeezed on her own, Natalie let out a soft moan. The gondola had circled back to where it had picked them up, and they exited the boat. They made the walk back to the car holding hands and drove back to the villa. Once there, they...Read On

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Neat N' Naked: Dakota

Nude maid and client fuck their way to love.

Kit spent most of his time alone. He was a bit of a slob and was feeling very lonely. He was looking for someone to spend time with who would help him clean his house. About a week ago he heard a rumor about this service. He didn't believe the rumors but figured he'd at least call the number he was given to find out a little more about it. He picked up his phone and began dialing . . . "Neat...Read On

12

Geeky Buns

Geeky girl turns from ugly duckling into sex goddess

In high school, she acquired the nickname of Geeky Buns. Virtually everyone considered her a total geek, but that did not stop the guys and some girls from checking out her buns. Guys would say, "Damn, she is a total fucking geek, but she has a great ass." Yet none of them ever hit on her.   Later, after high school, she landed a job in a large real estate title company. One day in...Read On

24

Amtrak

Married man learns to suck cock

I traveled the Amtrak line between Raleigh and Charlotte several times a week. I work in Raleigh but need to visit our Charlotte office on a regular basis. Sometimes it is necessary for me to stay overnight in Charlotte. You often see the same people traveling on Amtrak. One distinguished-looking gentleman was a regular that I had struck up a conversation with on many trips. Like me, he was...Read On

12

Two Men Kissing

I saw them across the river but never expected what came after

It all began when I saw two men kissing across the river. They weren’t subtle about it. The younger of the two, or at least he looked younger from a distance, was practically fastened to his companion. His hand caressed the other man’s bare, hairy chest as they shared a long, lingering kiss. By the end, the young man’s hand was massaging the front of his companion’s shorts. The older man...Read On

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Sophie's First Penis

I was 18 years old and finally losing my virginity – to the biggest cock I'd ever seen.

My hands clutched the headboard. My eyes were half-closed but I still remember my pale knuckles as I squeezed tight. I was on Jim’s bed, on all fours. It was the first time I had ever been on all fours with a man. My bottom in the air, cheeks splayed, open and exposed. Jim’s penis was buried inside me – all the way inside me. It had taken some time and persistence, but we had finally...Read On

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Losing Virginity to a BBC, My First Sexual Experience

I lost my Virginity at the age of 21 to a BBC and this story is about the session

Whenever some one asks me about a sexual encounter that I remember the most, I have only one story to tell and that's my first experience. Though I have had more sex after that, this one remains as a classical encounter for me and I am pretty sure that I won't forget it till my death. I'm not overrating the story but I still, I repeat, I still remember each and every second of that three...Read On

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My First Time Was With an Escort

This story is true. I promise. How can you tell? Because it contains humiliating details. I was 22 and a chronic virgin. A mixture of being somewhat timid and overtly religious until that point had prevented me from advancing far with the opposite sex. Of course, being religious didn’t mean I had been a good boy the whole time. I had had my fair share of sexting with strangers I had met...Read On

28

Catholic School Girls

The new girl at my school is a little different.

The rain was coming down steady from a sky the lightest shade of gray. It didn’t seem miserable, but fresh. The first true spring rain to come to the area. The air was warmer than it had been over the long cold winter, and it was the first day that gave you hope that spring was really here. As the breeze flowed in, I looked out the window and felt my gaze settle on her.    She was...Read On

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Recommended Read

Eric's Secret

A discovery about a school bully leads to a steamy first time for Terry

I shook like a leaf as I hid in a stand of thick bushes. Eric Cross walked slowly across the playground in front of me, his dark eyes darting about. He was dressed, as always seemed to be the case, in tattered jeans and a t-shirt for some metal band. He was not someone I wanted to meet when I was alone. The guy had at least one conviction for assault that I knew of and probably some minors...Read On

To Lachlan With Love

Alex realises a hidden desire on a business trip.

A recent business trip to Australia caused me to redefine my definition of pride. Before the trip, I always took pride in my work, my achievements and my ability to focus on my targets and goals. I knew what I needed, what was needed of me and I acted to the best of my ability to fulfil those needs. When one lives life on those terms it becomes very simple.  The Australian trip started as...Read On

11

Lean In

A woman has sex for the first time, in the body she's dreamed of.

You keep teasing me under these stars. You lean in ever so close; I can feel your breath mix with mine, your lips invade the bubble around mine. And then you back away, and I can see the sky, but your eyes are burned into my thoughts, a soft hazel I can just barely make out. You’re the girl of my dreams, and this is the scene of my dreams. I want you to pinch me. I want you to reassure me...Read On

9

Gipsy

Young man opens door to unexpected lesson

So long ago, but the memory remains strong. As it should, no one ever forgets their first sexual experience, whether it be with shame, disappointment or pure joy, it fixes itself into the memory bank. After many decades, I still classify that time as a mix of all three, with perhaps the addition of shock and surprise. Summer, and I had a long break before starting university, where, I...Read On

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Tim Always Wanted To Fuck Amy, But Never Had The Chance And Her Mother, Well, She Had A Great Body

Tim went round to see his friend, Amy one day. Amy knew he was coming, but she said she had just popped down to the shops and wouldn't be long, about fifteen minutes, she said. When he arrived, Amy's mum answered the door. Today being a warm day, she had a very short skirt on and a top with her tits bursting to get out. Tim had always admired Mrs Stevens' sexy body and wondered what she...Read On

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Meeting Connie Pt 1

Told that she was a slut, Tony only found an angel.

It was a time of disenchantment and cold despair. A time of failure and much ridicule. A time of longing and much nervousness. A time of shock.  A time of ultimate joy. But fortunately, it was a time long ago. The year was 1953, and all the above emotions amalgamated in my mixed-up eighteen-going-on-nineteen-year-old mind.  National Service brought me a two-year stint in the RAF as LAC...Read On

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At The Pool – Kaylie’s First Time

My Daughter Set Me Up

Ever since my wife left us, I’ve spoiled my daughter Kimberly, “Kim”. Not that she wasn’t already spoiled before, as she was an only child. But I just found it more and more difficult to say no to anything that she asked for, for anything that she wanted to do, or anything that she did. So when she announced that she, or rather I, would be hosting a pool party and sleepover at our house for...Read On

17

Fiery Tongue

A young woman discovers her true nature.

It was early morning; the rays of the sun had already touched the awakening desert when she came out of nowhere. Or so it seemed. One moment I was feeding the chickens and when I looked up, she sat there proudly on a mustang horse. With the sun behind her, I had to shift my position to see who she was. My focus immediately went to her left knee-high moccasin in the stirrup and her naked...Read On

12

Fun Starts With Nudity On The Beach

First time nudity on the beach leads to other things.

A while back, I booked a break in the sun without our kids. It was only four nights — but Julie and I desperately needed time together.  It was a reasonably priced deal to Maspalomas in the Canary Isles and we arrived at our hotel in late-morning and quickly showered and dressed for the beach.  The twenty minutes' walk to the vast and quiet beach was well worth it. The sand was smooth...Read On

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Steamy (Part 2)

The night of my first time (Part 2)

My heart was still racing; it had been one hell of a day! I’d been having a rough time, but my flatmate Sarah had decided to try and cheer me up, an effort that had involved a fair amount of alcohol and what I assumed to be innocent flirting. However, it hadn’t been so innocent after all, as Sarah had joined me in the shower and we had just made each other cum. She moved towards the door,...Read On

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Off The Mountain - Chpt 1

Virgin goddess and her first time with her dark and dominant lover.

Persephone could hear his thunderous roaring traveling from far down the dark stone abyss into which she had fled. The small goddess excitedly flung herself onto the floor, laden with plush pillows and silk blankets. Her heart protruding into her throat in such a way that made it difficult to swallow. As the aura of evil drew closer, she clutched the blankets and held her breath. What would...Read On

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The First Time a Second Time

After I left for college in the fall of 1987. Jeff, Steve and I stayed in touch as best we could. But as is the case, especially when you're of different ages, it can get tough to do so sometimes. The following summer of 1988, I was working a lot to save money for school and also started to date my future wife. Because of these two situations, my social circle narrowed a bit and Steve and...Read On

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First Time I Jerked Off Another Guy

He just laid there motionless

It was the summer of 1987, I was eighteen. It was  just after my senior year in high school. Even though I was getting ready to go away for school, I hung around the block in the neighborhood with the kids I grew up with. The two boys that I hung around the most were both a year younger at seventeen. I was stronger and bigger physically than either of them and sort of the leader of our...Read On

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Discovering Chelsea

A friend becomes a lover

Chelsea sat at the table sipping her drink and quietly watching the activity in the bar. As the music blared and the other girls were up dancing and mingling, she sat alone as usual and kept an eye on her friends. She was too shy to try and mix with the guys in the bar. They never approached her or even seem to notice her, especially when her friends were around. While they were all slim...Read On

14

Abbey And The Library Lover

“Hardcore humping?” “More like tender intercourse.”

“You're not a fool. You can sit down, if you'd like.” “I'm not keeping you from working on your story?” At a wooden table in the otherwise empty Mystery section of the campus library, Abbey pulled out a chair next to her. “Are you a writer, too?” “Aspiring.” He sat and faced her, keeping his voice low. “I have started a bunch of them, but I haven't finished any.” “What are they about?” ...Read On

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Tales From The Loft: The Hunters

Our couple goes hunting but ends up with a different prey

“And so, I decided not to wear a bra to Brooke’s birthday party. I didn’t know she was going to have a water balloon fight. I was just hoping to get Tommy Marston’s attention.” Mel rubbed her breasts as the night air breezed past us. I kept sneaking looks at her while trying not to crash the car, being that it was a beautifully restored 1967 Mercury Cougar (351 Windsor, naturally), and...Read On

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First time exploring my bi side

Author explores his homoerotic fantasies for the first time

It was about to happen. My mind raced, my pulse quickened, and my hand trembled slightly as I reached to ring the doorbell of the two-story townhouse. The years of fantasizing and imagined encounters were about to end… Since college, I had fantasized about sex with another man. Although I dated (and had sex with) women exclusively through my 30’s, I always had that lingering desire to...Read On

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Home Improvement

She didn't have a lot of experience screwing things in

“Excuse me, sir, do you work here?” I was in my local big-box hardware store; more specifically the door lock section. I was thinking about changing to a keypad lock for one of my rental properties when a sweet, feminine voice asked me that question. I turned to see a thin, cute little red-head holding several different locks. She was probably no more than five-two, with soft blue eyes, a...Read On

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First MFF threesome, Ibiza Nude Beach

First MFF threesome, Ibiza Nude Beach

 Our first adventure took us to Ibiza and honestly, what would be a better place to fulfill our fantasies than not far away from home. Adventures actually started already back at home, where me and my wife Birgit tried out Tinder. Who hasn’t heard about Tinder before? It is a dating app where you can decide based on the other user’s photos and description whether you would like to meet with...Read On

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Young Desire Chapter 01

Sue's parents surprise her and her boyfriend with a week at a swinger resort...

“Hola mis amigos. Mucho gusto,” the small Mexican bus driver said to us as we approached him from the airport entrance.  The heat was the first thing you noticed as soon as you walk out the door, feeling like you had walked into an open oven.  He was short and slightly overweight but quick with a well-practiced smile.  His ball cap matched the logo on the bus we were walking toward.  I...Read On