First Time Is Best Time

Thanks for sexygirl76, harleencandie and Slipperywhenwet_ for helping me to edit the story!! This is my first story. Feel free to give feedback. More stories to cum… Will extend this story sometime later… Write if you liked any part specifically… or if you have any specific fantasy/fetish… I’ll make sure I’ll include it in the

Kissing Cousins?

If there was one thing my family was good at, it was not talking about things.My cousin Tawny was in her 18th year and a Senior in high school. Her mom, my aunt Ginny was a full blooded Cherokee who had married my Dad’s younger brother, Joe. Aunt Ginny was gorgeous, and Tawny had taken

Guilty Pleasures Ch. 07

Welcome to my latest series, mashing up a few more tropes. This series turned out to be a crazy ride, so get ready for something that ends quite unlike it begins.One thing you can be sure of, even though this is Literotica, and this story could easy veer off into… THERE, it does not in

A Dignified Mom

All characters in this story are at least 18 years of age.A Dignified MomAt twenty-two, it looked like Mike Hoff had the world in the palm of his hand. He was 6′ tall and 200 pounds of solid muscle. Mike was movie star handsome and had been dating the same beautiful girl for three years.

Lost Virginity and Boy Did It Hurt

My name is Natalie and this is the story of how I lost my virginity. I can best describe it as great pleasure followed by great pain. I was a virgin up until my second year in college when I had just turned 20. I hadn’t even dated much, and when I did go out

1976 A Summer of Loving My Mother Pt. 30

Section 30As I sat in front of my sister, stroking my rock-hard erection while she taunted me with the sight of her own masturbation, my mind was in overdrive. I was desperate to push my turgid member inside her, as desperate as I’d been to push it inside my mother. Surely, if I could do

A Female Sailing Instructor

I’ve written a couple stories on here, and met quite a few people on-line. Some of the most interesting stories and conversations are about real life experiences. I have decided to tell about a few of my own. Of course the names are changed to protect the guilty, but the story is true about how

The Jocasta Complex Pt. 02

WARNING: This story contains explicit sexual language and activity, including rough sex. If such material offends you, please move on to a different story. There is something for everyone on Literotica’s website.Please note that this is the SECOND part of this FIVE part story.~~~~~The Jocasta Complex – Part 2Mothers and sons succumb to their mutual

Graduate Summer Fun

My name is Jason and I had just graduated from the university I had been attending. I was back home with my parents for a few weeks before I started my new career on the West Coast. I was going to catch a couple of weeks relaxation before the big move.On the first Saturday back

Bethany's Bikini Clinic

“Hello – I – I’d like – I’m uh, supposed to make an appointment there,” stammered a male voice at the other end of the phone.Bethany knew from the shaken voice what she was to ask next.”What’s the case number?” she asked.”C seven one sixty four X.”Bethany smiled to herself. “What day do you want

Yuletide Miracles Ch. 03

Pam’s first born gently smiled and said “Hi, my name is Hikaru.””And this little girl’s name is Christie.” I said, pointing at Melody’s pride an joy, sitting beside her sister.The precocious child crawled over her Japanese sibling to say hello.””Hi. Believe it or not, Hikaru and I are sisters.””Half-sisters.” Pam Elliston corrected.”Half-sisters?” my daughter asked

As Directed

I arrived at your place at 7:30 am as instructed. When I got to the door, I saw a note, which I opened, and it read “come in quietly, as I am still asleep, on the chair in the hall you are to place all your clothes and put on only what you find in

Take My Virginity

When something seems to be too good to be true, then walk around it and look at it from all directions. Poke it. There’s a good chance that something is rotten somewhere and you’re about to fall in it up to your neck.However, if you can spot the catch, there is an excellent chance that

Handsome Ch. 09

Chapter 9Back to SchoolThe remainder of my summer seemed to fly by, and before I knew it, my mother was buying me what amounted to a new fall wardrobe to accommodate my growth spurt.Unbeknownst to me, two girls soon to be in my class were scheming to make me their boyfriend. Only well after we

Oz Beach Boy in Prisoner Role Play

NOTES: This story features my recurring character Matt (a muscular, well-hung, sex addicted 26-year-old male exhibitionist) further exploring his submissive side with a 52-year-old female dominatrix. This is a consensual BDSM story featuring CFNM, military-prisoner-themed role-play, humiliation, verbal ridicule, constraint, mild electrical torture, whipping, ball-busting, spanking, and butt-play. It is decidedly “rougher” than my other

The Collins Family Ch. 02

Lisa looked at her father across the breakfast table and returned his smile uncertainly. She considered his request quite calmly, surprisingly so she thought, given the nature of that request. After her initial shock, the idea of inserting a finger into her brother’s anus to help him ejaculate the maximum possible amount of semen into

Grandpa's Guide to Women Pt. 10

Your response to Grandpa’s Guide to Girls was so flattering that it motivated me to write this sequel. You voted your approval and made very kind comments about the story of Grandpa Frank helping young Ben woo his first girlfriend.You need to know why I placed this sequel in the “first-time” category. Ben is not

Me, You, My Wife, and Yours Pt. 06

Helen had brought a laundry bag full of crap and had thrown it in the back seat.She began, feverishly, readying herself in the car. Twisting around and pulling items out of the bag, she dressed into the stunning and slutty white lingerie ensemble she had worn earlier.Seeing how quickly she put on panties, fishnets, high

Aunt Valerie is Drunk

Disclaimer: This story and all characters are fiction. All characters are over 18.Aunt Valerie asked me to babysit her kids last Friday night. Uncle Jim was out of town, and she was going out with some women she works with. Since I go to school in the town where she lives, it wasn’t a problem.

Erica's Daddy Tells Her the Truth

It was late the following afternoon, and Erica had slept all day. She lay on her bed now, dozing and thinking about what had happened to her the night before.At Mr Parker’s private detective agency.After he had fucked her pussy and ejaculated inside her, she had knelt down in front of him and sucked his