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Eighteen Stories

eighteen

Autumn Showers

My daughter brings home an unexpected guest.

Predictably the train was late. The arrivals board said there was a thirty-minute delay, but I knew British Rail well enough not to trust that. I wasn’t going to stand outside on a wet November afternoon, so I crossed the approach road and walked to the posh little Italian coffee shop nearby. I texted Helen and told her to meet me there. I was looking forward to seeing my daughter. This would be the first time since I dro...

Boarding School For Boys

Eighteen-year-old boys find out about sex and become life-long friends with benefits

A peculiarity of life in Britain is sending sons and daughters to private Boarding Schools from a comparatively young age. This separation is generally portrayed as good because it promotes self-reliance and independence, builds character, and provides exemplary education. But, for most, this is nonsense. It is just farming the inconveniences of parenting off to someone else. I was raised, educated, and disciplined by a s...

Fake Agent

Lisa gets fucked in the arse for the first time at a hardcore casting.

Some years ago, when my daughter Helen was in her second term at university, she arranged for a few friends to come over for a weekend clubbing. One of the girls, Lisa, called to say she would arrive late - considerably after the others were going out - so I arranged to collect her from the station and drop her off in town. At the appointed time, I waited at the station. Lisa's train was on time, and though I'd never met...

The Girlfriend Experience Ch. 02

Lindsay adjusts to her new life in the brothel.

“That's my girl!” Riley, a four-year veteran of the LPIN scene, motioned toward an attractive, slender brunette, and bounced on her toes while introducing Lindsay to her real-life girlfriend and in-house roommate, Sahara. "We do everything together.” “Riley and I have been inseparable since grade school,” Sahara explained, “and I’ve always had to protect her because she’s so fucking generous, and people like to take advan...

Another Story About My Cute First Girlfriend And Some Wishful Thinking

How I imagined things would go if June had said yes to a certain older man

This is another story about my first girlfriend, the beautiful June. Those that have read my story about that amazing day we spent at the famous ‘Tavern’ in Yorkshire, will remember what happened, regarding June’s unexpected encounter with a much, much older man. This is a purely fictional account of what I imagined would have happened, if June had said yes and agreed to Steve’s suggestion that afternoon. Below, is additi...

A True Story About My First Proper Girlfriend And An Unexpected Encounter

An unexpected encounter with a much older man and my eighteen year old girlfriend

This is another true story about my first ever girlfriend June. Those of you I have shared her folder of photos with will know how beautiful she was at the time, and will have seen the dress and heels that play a strong part in this story. The events I write about here are perhaps my first tentative steps in cuckolding, even though I had never heard of the word at the time. I now feel it was what happened that lovely hot...

P-Town

Teenage boy has a happy adventure in P-Town

A blue Datsun stopped. I ran up, carrying my small travel bag. I looked in the open window and saw a blond long-haired guy. “Headed out towards the Cape?” he asked. “Yeah.” “Hop in.” Great! I’d been waiting at the side of the highway for over an hour. “Where are you going?” he asked. He looked friendly. “Provincetown.” “Aha. You’re in luck. I’m going there.” “Great!” I was truly glad. I’d be at my journey’s end shortly! “...

The Early Steps Of An Odd Couple, Part 3

Further adventures of cross-dressing boy and girl as their female and male alter egos take charge

Louisa and her mother Judy lived four streets from my Mum Cathy and me. She and I went to the same school but only met for the first time during our final year. We hit it off straight away and soon realized that we both had gender dysphoria—Louisa was a boyish girl while I was a girlish boy. We became best friends and supported each other through many trials and tribulations. Outwith school, we began meeting at Louisa’s h...

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Michael & Kayla - Part 6

Two eighteen year old students begin a journey of sexy discovery.

Knowing that she was about to give Michael his first-ever blow job absolutely exhilarated Kayla. Once again, it elicited a strong sense of naughtiness knowing that she had beaten all the girls who liked him as much as she did. She won. She presented herself as an ideal sexual mate and was being rewarded with a thick, smooth penis to be only hers. Finally, Michael told Kayla what he wanted her to do. He instructed her to p...

Rebecca's Ruin - Riding High - Part 1

Overconfident girl is obsessed with good looking neighbour.

Where did it all begin, my road to ruin? What was the first step on the path that has since led me into a career that has no place on a nice girl’s curriculum vitae? My grandmother has a number of sayings. Two of them seem to sum up my situation perfectly: ‘Curiosity killed the cat’ and ‘Pride comes before a fall’. I was both incurably curious and unjustifiably proud that bright summer morning as I climbed out of bed. Bar...

Michael & Kayla - Part 5

Two eighteen year old students begin a journey of sexy discovery.

"And now"—as Kayla spoke, she grabbed hold of Michael's boxers from either side of the waistband—"it's time to take care of you." Before the underwear came off, she wanted to tease him a little and also work to drive him mad. "And let me tell you," she continued, "you deserve it after that. Don't you think?" Michael reached up and rubbed the back of his head. "Uh...I guess." The muscles in his raised arm were flexing beau...

Faking Leukemia Ch.01

She emotionally blackmails her classmate

Five years ago Thirteen-year-old Priya was in chemistry class. The mousy Indian girl was very socially awkward and no one wanted to help her, mostly because the girl was the only non-white student in the class. But she did just fine on her own, even though the task was hard. Her father graduated from All India Institute of Medical Sciences, the best medical school in India. He immigrated to the US and started his practice...

Michael & Kayla - Part 4

Two eighteen year old students begin a journey of sexy discovery.

A virgin!?! "How is that possible?" Kayla asked the stud sitting in front of her. "Have you looked in the mirror?" She was bewildered. "I, uh, I don't know," Michael said, practically in a whisper. His eyes were glued to Kayla's bare pussy, and he just couldn't seem to look away. Kayla looked down to see a full hard-on poking desperately up against Michael's thin shorts. Surely, the garment was being stretched to the abso...

Routine Adjustment

My wife invited my teenage niece to visit for the summer. Fuck me.

Am I a bad person for cheating on my wife? I guess it depends on your perspective. Maybe if I tell you the story, you’ll have a little sympathy for this simple blue-collar guy. Some of you may even be a little jealous. My wife, Margaret, and I have been married for eighteen years. That’s long enough for all social taboos to break down within a marriage, which means if you have to fart, you fart. It also means trading roma...

Fuck Toy

I hate her, and hate sex, is always amazing

I pushed the button and it glowed. The elevator doors closed and I felt it go up. Floor: 2, 3, 4, 8, 9, 10, 12, 13. Stopped. The black shiny metal doors opened in unison. I gripped my gym bag waiting. I walked out of the elevator and walked down the halls to my apartment. I grabbed the keys out of my pocket and fiddled with the lock on the door. “That’s weird,” I thought to myself. I turned the key the opposite way and re...