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6
sashaholden
online

My Gap Year - Part Three

All I wanted during my gap year was to hang out with my stepdad

Chapter Ten - Cal visits Anabella He quickly phoned Ridge’s “Bold and the Beautiful” . “Is Anabella working this afternoon?” He asked the receptionist. “How does 4 pm sound?” Came her reply “That’s fine,” said Cal. “An hour booking would be ideal,” he confirmed. “An hour it is then,” replied the receptionist before promptly hanging up. Cal buzzed at the door,...Read On

13

Everything's Negotiable, Ch. 3

Alex's step-dad comes for a surprise visit.

The phone call came before I was even awake. I answered the phone, eyes closed and without thinking. "Yes, Simon?" "Who's Simon?" "David," I said, sitting up in bed. "Hey, sorry. I thought-- never mind." My step-dad calls at least once a week to chat. As a kid I'd never gotten along with him. I'd never called him Dad even though he'd been exactly that since I was in kindergarten, and...Read On

4

The Summer of 78. The Conclusion

A bold step is taken.

That evening as I lay in bed I recalled the mind blowing sex I had with Robin. My cock responded to the mental image of the stunning teenager stretched out across the gas tank of my Harley with her short skirt pushed up to her waist. As I stroked myself I recalled how she moaned my name when I pushed my hard cock into her tight opening. As I shot my load onto my stomach I wondered if we have...Read On

42

Helping Vanessa Enjoy Making Love

Vanessa isn't happy in her marriage and goes home to her stepfather.

Vanessa White and her husband Earl had gotten married about six months ago. She was a virgin when she and her husband were married. Earl had hoped that his young wife would start to enjoy sexual intercourse more. He didn’t like that she would lay like a cold fish in the bedroom. He wanted to have his wife be more playful and like to have sex. This didn’t seem to be in the cards. She was...Read On

16

Step by Step - 3 - Beach Bodies

Newly-deflowered stepsister thinks the 'old her' isn't sexy enough for her first proper lover

As late Sunday night became early Monday morning, silence descended throughout the cottage but for a long time I couldn’t sleep. Instead, I lay awake in the darkness with images of every romantic movie I had ever seen rushing through my mind, along with even more memories of all Jake and I had done since we had arrived. I still couldn’t really believe it; all those things I had watched...Read On

10

I Got Caught and Then I Got Spanked!

A young man gets more than he bargained for when he's caught pleasuring himself.

Let me start with a little background before we get to the incident. I grew up in a family of mostly women that believes in strict domestic discipline for children which includes spankings. My younger sister and I lived alone with our Mother and were spanked often growing up when we misbehaved. It was always bare bottom and over the knee with either a hand, slipper, hairbrush or a...Read On

9
sashaholden
online

My Gap Year Part Two

All I wanted during my gap year was to hang out with my stepdad

Chapter Four – Moving on in Santa Barbara Things continued to worsen for me on the boyfriend front back in Santa Barbara. Michael’s possessiveness started to overpower me, his constant calling saying, "Where are you now?" His relentless texting, "I love you, I miss you, I need you, can’t wait to see you." Persistent questions such as, "who was that you were with just then? Who...Read On

26
Editor's Pick

Strength

Crystal blue eyes. The type that on another girl could look dramatic or vulnerable. Even soul piercing. But squinted by a smile too small for her boxy face and caked with a thick rim of black makeup, she appeared exactly how she really was: trying too hard. “Just this once.” Giggling, Blake’s blonde girlfriend rounded the desk countertop. Craned her neck to look up at him as she pulled...Read On

9

Leon's Halloween

Despite it being Halloween night Leon wasn't too happy. His plans of a attending the Halloween party put on by some friends were ruined when his wife was called into work. It was one of the small annoyances at being married to Doctor who was on call. The outside of their house had been decorated with lights, giant spider webs, gravestones and eerie figures. A soundtrack of scary organ...Read On

18

Step by Step - 2 - Sexual Shenanigans

Amy wakes in her stepbrothers bed, her innocence gone and their parents due in a few hours' time

“Amy… Amy… “ Jake’s soft voice coming from behind my head gradually penetrated my dreams and brought me slowly to my rather befuddled senses. The sun was streaming brightly through the gaps in the curtain. It was morning. But where was I? What was Jake doing in bed with me? Had I overslept! “Amy... we’d better get up!” It took a moment or two for my memory to return and for...Read On

8

Nightlight

Was he truly upset by what he saw, or did he really like it?

Hi! Let me introduce myself. My name is Rory and I’m eighteen. My brother is Derek and he’s seventeen. Actually, I’m almost two years older because he just turned seventeen a couple of months ago, and I’ll be nineteen in less than two months. I was nine and Derek eight when our father was killed in a car crash. They said he was drunk, and I can believe it. He was drunk a lot of times....Read On

25

The Widow Next Door

A grieving widow is the start to this coming of age taboo story.

The street I lived on could have been anywhere in America. Lush trees lined it and cars were often parked below them instead of in the driveways. Most of the time, the driveways had been turned into basketball courts or used as parking for bicycles. My family’s house was at the end of the street. It had a neighbor on one side and, on the other, what we used to call a forest but it was in fact...Read On

40

Step by Step - 1 - Amy's Awakening

Problems with the business mean stepbrother and sister must start the family holiday alone

“...Sultans of Swing by Dire Straits...” “Right!” I replied, grinning at Jake’s self satisfied expression.”Let’s see how good you are with this...” It was a perfect Saturday morning and we were playing ‘Name that Tune’ as my stepbrother Jake drove the two of us northwards through the Yorkshire countryside in our mother’s car on our way to the seaside cottage Mum and Dad had rented for...Read On

23

Hold On to Your Panties

If he can't have her one way, he'll try another.

After that slap across the face, I figured that was the last of my flings with my step-mom. I still enjoyed looking at that hot ass of hers and thinking about what might have been. I'd developed a habit of snatching her used panties from the hamper and using them as the catalyst for some great whack off sessions. Sometimes, I'd wear them over my head with the gusset directly over my nose...Read On

20

Allison (Part 3)

I wanted more - much more.

I didn't know how to adjust to what was happening in my marriage. I didn't know what to say, what to do, or how to make things better. I'd been trying for years. And it didn't seem to make a difference. My wife wasn't cheating on me. I knew that. I knew that, for some reason, over time, she'd lost interest in sex. I just didn't know why. I knew it couldn't be me. Before our marriage, I...Read On

22
sashaholden
online

My Gap Year - Part One

All I wanted during my gap year was to hang out with my stepdad

Chapter One – Visiting Cal’s cabin I was picked up by my stepdad after work. We often traveled up to the cabin on weekends. There we could read on the deck, take the boat out in summer and lay by the fire in winter. It was now July, and it was hot. My stepdad and I were still close, although Mom and he had long since separated. I was now 18 and we enjoyed each other’s company. “I need...Read On

21

Asking Him

On prom night, a young woman has one extra special request of her step brother.

I picked another one up and held it up to myself. "What do you think about this one?" "I like it, you'll be stunning in it," he replied, nodding and giving me two thumbs up. "Hey," I sighed, lowering it. "You said something like that about the last five dresses, Marco," I pointed out, strolling towards him. "What would you say if I held a burlap sack up to myself?" "Well, you are...Read On

26

When Your Hormones Go Crazy (Part 6)

I Just Didn't Want To Get Caught...

My step-daughter started bringing friends over regularly just after she turned sixteen. I never had a complaint, being a guy, because I'd get to silently watch these cute girls walk around in short shorts, t-shirts, sometimes leggings, and wearing almost nothing else. I could tell at times some didn't wear bras, and really didn't seem to care. I'm not sure because of my reputation as a cool...Read On

36

Brian Loses His Virginity With His Step Granny

A teenage boy loses his virginity with his step-granny.

My parents were going to my cousin’s wedding and told me I’d be staying with my step granny. My mom didn’t want to leave me alone. She always thinks I’ll just be playing inappropriate things on my computer. She’s terrified to leave me alone. I love to be alone, but it won’t be happening under her watch. My birthday is at the end of the year. I’ll finally be turning seventeen. All my friends...Read On

8

Chula Vista Dreaming (part ten)

"That was detestable, young man. Simply horrid. It's beyond me how you children act nowadays. I'm appalled. I have no idea what to do about it." We were in Mrs. Longtree's small sitting room that was right next to her bedroom. In this old Victorian home there were numerous rooms, including several bedrooms that she rented out, and the combination parlor and dining room where the residents...Read On

22

Take It To The Grave

Pam is caught masturbating by her step-sister and her boyfriend.

When my step-sister died six months ago I was crushed. I didn’t eat, sleep or drink for days until my husband took me to the hospital. While I was there the resident physician spoke to me about seeing someone about how I felt. When I was discharged a few days later he gave me the number to a woman he thought could help me and I went to see her the following day. After talking about...Read On

11

Ass-cination

If you're perpetually horny, and your brother-in-law is gay, shits bound to happen.

I had been out cleaning the swimming pool most of the morning and the sun was beating down. When I finished my T-shirt was soaked with sweat. I put the tools away and went in the back door and to the laundry room, stripped off my T and had just unbuttoned the top button of my jeans when the doorbell rang. As I approached the door I saw through the side glass panes that it was...Read On

21

Unconscious Arousal

Cautionary tale: If you drink too much, you might miss it.

My stepson awoke to the scent of breakfast - bacon to be exact. He staggered to the kitchen wearing his baggy shorts. I was humming that old Carpenter's song, "Top of the World," as I stood over the cook-top in my flowered, blue, cotton housecoat with my unbrushed, raven locks draped over my shoulders. We were the only ones in the house because my daughter and husband had left earlier to...Read On

33

Daddy's Little Slut: Part 2

Sexy story for you to masturbate to.

Jessica went through picking up the remaining clutter before leaving for her weekend with the girls. The peanut butter put away, she loaded the last spoon and cup in the dishwasher. "I'm outta here, Robbie," she smiled and gave him the obligatory kiss on the cheek. "See you on Monday. Be good." Rob got up and walked her to the door and waved goodbye as she backed out of the garage. He...Read On

19

Too Playful With My Stepsister

Why not get drunk and have sex with your stepsister?

My stepsister Sarah and I were not typical siblings growing up. Our parents got together when we were about five and six years old. Sure we fought, hated each other, screamed.... but, as we got older, at night we loved having someone to hold. It started with a movie night. I was sixteen, she a year older, and we fell asleep on the floor. I woke in the middle of the night to find we...Read On

7

Ally part 5

More crazy antics with my girlfriend’s sex crazed niece

Sleep was intermittent. My nerves kept me on edge all night after cumming in Marie. She is the youngest person in my girlfriend’s family and I may have got her pregnant. That would earn total respect and admiration from Janice and everyone else in the family. Visions of a shotgun wedding entered my mind and except for the fact that I really like Janice, I found that I was not disappointed by...Read On

31

Cassie Is A Naughty Girl

Cassie has three generations of sex in a few days.

I was always wanting to grow up and be like the neighborhood teenage girls in my neighborhood. They were always flirting with all the young guys in the development. One day, they were just kids playing with Barbie dolls and a few summer’s passed and they looked like Barbie dolls. Mary Evans was a Hispanic girl who had a dark complexion with black curly hair and brown eyes. She was tall and...Read On

36

For Her Sake

Sex helps alleviate a stepdaughter's depression.

"What a day," sighed Jay as he switched off the bathroom light after brushing his teeth. He had walked ten miles of the California Canal System today and he was tired. A twenty-year veteran of the California Water Bureau, he knew the best way to inspect the many aqueducts, canals and pumping stations of the water system was to get out and walk them. Walking canals kept the forty eight year...Read On

15

My Mom's Sister, Laura.

A tale of a crossdresser left alone in his Aunt's apartment.

My mom's sister Laura was ten years my senior. She was extremely attractive, blonde and leggy, and featured in many of my moments of self gratification throughout my adolescence. I looked forward to her all too infrequent visits, with eager anticipation. She lived at the other end of the country, so her visits were all too seldom, but then, she'd stay for a week. Her suitcase was always...Read On

6

Jim And Kay: The Twins Deflowering

Cadence and Delany have waited for a year this day, tonight they give me their virginity.

Twins have turned eighteen and as promised Kay and I are to introduce them to womanhood. Buddy and Nancy our swinging neighbors are ready for their daughters to join the adults at swinging parties. Our group has watched the twins mature into luscious women ready to enjoy sex with all of us. Their journey has been a joy to watch as they blossomed. Admittedly we all have fucked them many times...Read On