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16

Our first holiday without parents - Day 3

Giovanni finds Tiffany having a midnight swim

"What are you doing up?" "I couldn't sleep so I thought I'd join you for a swim. Thought you could teach me butterfly stroke.." "I can't really do that, it's pretty hard." I was lying, I just didn't want to give him reason for physical contact. He swam over to the opposite end of the pool and kicked off the side to start his freestyle. I had to laugh, he wasn't the best swimmer. ...Read On

16

First Nude guy

my first time nude guy

The first time I saw a guy nude was at a sleepover, at my best friend Zoe’s house, six of us from the same class were staying the weekend at my mates house on a sleepover. I was 15 and although I had seen nude guys on the net I had never seen one in the flesh. It was Saturday night and we were trying to think of something to do, we had spent Friday night watching DVD’s...Read On

16

The House Sitter Chapter 1

Sometimes a want ad gets you more than you advertised for

Karen and Dave looked over the ad, "House/Dog Sitter wanted, must be mature, experienced, reliable house/pet sitter living in the greater Portland area. Must be flexible, excellent references. Pay commensurate with experience.” “I think we need more details, hun,” Dave said sipping his coffee. “We can add more if we don’t get any responses, dear.” “Okay, so when do you want to start it?” ...Read On

84

The Sitters

Beth talks Sara into experiencing something new with the neighbor...

It started while sitting on the living room couch. Sara—our babysitter, Beth—her friend, and me. I was back from my evening out, my wife was out of town, and the kids were downstairs, sound asleep. Sara lives next door with her parents and has been a family friend and our sitter for quite a while. Being summer, she was home from college after finishing her freshman year and had invited Beth...Read On

32

Apologize

Sometimes just saying sorry isn't enough

My name is Kate; I am twenty-four years old and work in a local bank. After completing my studies, I moved to the city and for the first few months, I lived here alone. Jason is my neighbor's son. His mother owns a company and spends a lot of time away from home conducting business tours. Whenever she is out of town, Jason, who is younger than I am, moves in with me and I take care of him. To...Read On

25

Strip Search (Instructional Training)

Officer Xiong presents me with a virgin

My new role as Xiong’s slut suited me perfectly. He fucked me whenever he wanted in whatever position he pleased. I could ready myself for him physically as soon as I heard his footsteps. He had an insatiable sexual appetite and I had an endless need for him to penetrate me with his cock. I never imagined myself “needing” sex, but I certainly needed it from him daily. One day things...Read On

15

An Older Woman

A guy remembers his first time with an older woman

It was a hot July and I was working at my father's restaurant. Since it was seasonal, the staff only worked there from May until September. I started working there when I was ten years old, but now that I was eighteen, I was promoted to a more responsible position. The restaurant had a cellar where we stored all the foodstuffs, a main floor that could accommodate 180 people, and an upstairs...Read On

15

Their First Time

She hadn’t seen him since graduation. They had started dating in December, but it had been long distance the entire time. She flew down to see him from Michigan. The Texas heat was already getting to her when she stepped off the plane. She walked into the lobby and looked around for him. She didn’t see him, so she headed out to the front. She caught a glimpse of a cowboy hat, but thought,...Read On

15

Summer Of Firsts - Chapter 2

My slutty origin story

My neighbor and I walked to and from school every day for weeks with the exception of the days I had track and field practice. He was a bit of a nerd but very sweet. The more I got to know him the more attractive he became. I found myself thinking about him while I masturbated. My fantasy of him was heightened by seeing him doing yard work with his shirt off. He was thin and cut and, as...Read On

15

Party Favor

Young man has special encounter at graduation party.

Amelia Robinson found me in the small guest bedroom in the attic. Smiling, she said, “I didn’t think anyone, but me watched that show” “Nobody did. That’s why it got canceled,” I replied from the bed where I was lying watching a comedy rerun on TV. She nodded with a cute frown and said, “It had its funny moments.” “Let me guess,” I said, “You like Wayne’s World , too.” “As...Read On

Comp Entry

Escaping Reality

Opposites attract in this story of a chance encounter on a country road

Connor McLander pranced five steps to his right, paused a half measure, looked left, right, left, and then dropped to one knee with a fist resting playfully under his chin. Just like he’d rehearsed. In his periphery, he saw his bandmates had dropped precisely in sync, just as the roaring crescendo of the band ceased and the lights swung out to the crowd. The brief silence was overtaken by...Read On

64

Two Teen Lesbian Virgins and a Vibrator

I don’t suppose I’m the only girl whose first sexual experience (other than solo masturbation) was with a member of the same sex. It’s obvious that when you’re having your first stirrings of sexual feelings, even if they are only directed at your favourite pop singer, it’s much easier to talk about them with a friend who is going through the same emotional turmoil. And is it any wonder...Read On

63
Editor's Pick

Father Moss

Elisabeth gives a dashing young priest the gift of her innocence

“What we did last night…” the boy ventured, compulsively thinking of sex as he watched his older temptress ease the cork out of a bottle of Merlot, “it…it wasn’t the first time for me.” Elisabeth turned and looked at him, eyebrow raised. “Is that so?” The boy nodded quickly, averting her gaze. She poured a glass for herself and one for him. “Anyone I know?” she inquired with a hint...Read On

47
Audio version available

First and best time ever!

My first time with Mark and Launa, my first time ever!

It happened when I was 18 and used to babysit for a young couple Mark and Launa. I'd been their babysitter since I was 15 and lived a few doors away. My mother recommended me for the job, little did she know! Mark and Launa were both 25 and had a baby boy. They were a really cool couple. Mark was very good looking with piercing blue eyes and the sexiest smile I'd ever seen. I always got...Read On

40

My Sister’s Girlfriend - Part 2

I must have slept well into the middle of the morning before I awoke to find sunlight flooding my room. It took me a while to wonder whether everything that happened last night was just a dream, but I eventually concluded that it had actually happened. I got dressed quickly and hurried downstairs for some breakfast. When I got to the kitchen, I found Kelly sat alone at the kitchen...Read On

39

Englishman in New York

The entire security office will be watching me ravage you.

I watched the people as they walked through Times Square. I followed his instructions to the letter. I am wearing a black bolero sweater silk blouse, grey, his favorite colour and I am minus my 36-C bra (per his request), a size 8 black pencil skirt that falls just below my calf and had a back split up to my mid-thigh (sans panties again another request), black stockings and 3-inch open...Read On

39

first time shared

Husband and Friend Have Their Way

I once told the story about the time my husband and I were out in the city and met his friend Ralph for drinks. We were hitting it pretty good and I was getting pretty drunk. Somehow the conversation turned to who was a good kisser and my husband suggested that I show Ralph just how good I was. I started to make out with him at the bar. Mind you, I had never done something like this before...Read On

38

Sexual Awakenings (Chapter Nine)

A 21 year old female house sitter awakens a virgin 16 year old boy's sexual pleasure!

Chapter Nine: Sisters Are Doing It For Themselves....? A voice gently woke me not long after I had fallen asleep, as it called out to me "Are you awake?" as I opened my eyes to discover Amanda, Julia's best friend who had come over to see her after a break-up with her boyfriend stood next to the bed looking down upon me. The door was open ajar behind her, as she gently sat down upon the...Read On

38

Sexual Awakenings (Chapter Fifteen)

A 21 year old female house sitter awakens a virgin 16 year old boy's sexual pleasure!

Chapter Fifteen: The First Time .... As that day progressed, from awakening in the bed after a night's sleep with two beautiful girls laying next to me, to the shower and licking Julia's pussy out, as Amanda sucked my cock and licked up every drop of cum I could give her. The rest of that day seemed slow moving, as the two girls informed me they were going into town for a while to do a bit...Read On

37

Virgin Boy Helps Neighbor's Wife

My wife’s sexual appetite is as voracious as ever.   During the course of our marriage, we’ve experimented with a variety of sexual positions, sex games and even group sex.   We’ve invited those with vast sexual experience to join us, and we’ve learned quite a bit from doing so.   The one thing we haven’t shared is someone with no sexual experience.   We discussed this very issue...Read On

31

Rob's Birthday Surprise

A video birthday surprise for my man

Hey babe- I’m so sorry I can’t be there for your birthday, but I know you understand. I’ll miss you and be thinking about you. In fact, I’ve been planning for your special day for a couple of weeks. And when you open my laptop, which I left in my lingerie drawer, you’ll see. I know you’ll be surprised at first, but I hope you’ll enjoy watching it as much as Lake and I enjoyed making it....Read On

30

That One Special Night

Mark and Sara experience their first time together.

As Mark and Sara approached her room silently, they knew what was to come. Their first time was going to occur, now on this frigid February night. Neither of them could hide their excitement. Mark, in his briefs and robe and Sara, in sweatpants and a tank-top, had snuck away from the pyjama party taking place downstairs in her house unable to help themselves. As they entered her room and...Read On

24

naïveté

Discovery of Myself

Growing up in a private school, I never had the opportunities that other kids have. I never had the temptation for things that were naughty because none of that was going on around me. And if it was, it was hidden very well. People never seem to believe me when I tell them I was a very sheltered child. If they do believe me, they don’t know to what extent. I had maybe three boyfriends in...Read On

23

The Geography Fieldtrip - Part Two

After the morning's fingering, what does Lauren have in store for Ian?

After four hours of traveling, the group of geography students had arrived at the coast. Ms McCarthy parked the minibus in a car park which sat delicately upon a limestone cliff. Small, hardy shrubs clung to the sandy cliff, eroded by the many years of sea spray and harsh winds. A flock of seagulls flew confidently in the breeze. Ian stepped out of the bus, stooping his head so that he...Read On

23

Katya

Stepdaughter seduces her stepfather after her mother dies.

"Good morning, daddy," she said with just a trace of her Ukrainian accent. "I really wish you wouldn't call me that," said her stepfather, "at least not the way you do." "What do you mean, daddy?" Her voice softer yet, like dripping honey, sexy, inviting, subtle in its meaning. "You're flirting again, Kate, and it's not right for you to do that. You have to stop. I can only take so...Read On

23

Lady's Choice

We all remember our first time. It’s an important, if sometimes cringe-worthy, milestone on the road to adulthood. Our minds replay the scenes again and again, as if from an old, favorite film. Here is my story. The busy luncheonette adjoining the main concourse didn’t look too toxic. I dropped my duffle bag and slid onto a stool at the counter without anyone so much as looking at me. I...Read On

23

The Adventures of Molly -Skinny Dippin'

A young girl's first sexual encounter

The old mill pond had been our summer meeting place for years. The mill had been closed for years now, but the pond was still there. It made a great place to hang out and swim. There was a big oak tree next to the water. We would tie a rope to the limb and swing out over the water and drop in. Next to the tree was a large rock. It was perfect for diving off or just laying on to get some sun. ...Read On

23

Jerk Pt. 2

His nemesis' Mom is back to smooth things over, but he's pushing for more this time

( Naturally, you should read "Jerk" before reading this part 2. It picks up exactly where that story left off ) Tim closed the door and turned to see her already pulling off her top, releasing her gorgeous tits. “Same deal as before?” Part of him wanted to accept the deal immediately, but he hesitated as he walked toward the couch, trying to summon up the courage to ask for more. She...Read On

14

Nate and Ariana Chapter 2

Ariana continues her education of Nate, giving him his first anal experience

Nate loved his job at Ariana’s. OK, it wasn’t really the job it was Ariana and the “perks” she provided. Ever since he walked into the wrong place two months ago, Nate had lost his virginity to Ariana, and happily submitted to her teaching him about sex. Ariana was a sex fiend and was ready to go at any time. She quit wearing panties to work, leaving her pussy available at any time....Read On

14

Candy Stroker, part 1

A girl learns a lot on the job.

Candy Stroker When I was 17, several things happened to me. I got my license, I got my first real boyfriend, my boobs went through a big growth spurt—and I got a job as a candy striper. A few weeks before my 17th birthday, I’d gone shopping and gotten new bras. I remember it was hard to decide whether to get a 34A like I’d been doing for a while or to go to a 34B. I got the B on the...Read On