Search Results for: sheltered

First Time Wife Swapping Turns Bi.

Posted by: like2watch1576 Age: 19 at the time Posted on: 04 Feb 2025 9 comments
12 likes 29 views Category: First Time Tags: exhibitionist, old/young, anal, oral, wife swapping, threesomes, glory holes, swinging, first time lesbian story, pussy eating orgasms

My wife Lynn and I got married at 18-yo and to my surprise soon started taking nude photos. Lynn had been raised very conservatively as the daughter of a small town preacher so had been very sheltered and had to dress very conservatively. So it surprised me when not only did she agree to let me take nude pictures of...
Pam & Carl had been swinging for a few years and though they were older than us they were still quite attractive, especially Pam who was around 5-7, 125lbs, 36D-24-35, with jet black hair. But most importantly they were very discreet which was important to us. We'd planned on our first meeting being just for di... » Read more
Growing Up Near A Nude Beach

Posted by: AussieBoner Age: 18 Posted on: 03 Feb 2025 4 comments
9 likes 21 views Category: Outdoors Tags: Gay, Nude beach, Short story, erotic, skinny dipping, nudist beach

Gay guy grew up near a nude beach.

I grew up near a nude beach. This was a huge beach that vanished into the horizon and sea mist. There were massive sand dunes, and lupins growing tall. The cruising foot traffic made tracks along the ridges and dips, and tunnels through the undergrowth. Many ... » Read more
The Real Tent Story

Posted by: Heaven7 Age: 13 then Posted on: 24 Dec 2024 16 comments
22 likes 104 views Category: Masturbation Male-Male Tags: mutual masturbation, ejaculation, first orgasm, zesty

I taught my best friend how to jerk off when we were 13.

Cecil and I grew up across the street from each other and had been best friends since we were little. He grew up in a very strict Christian home and attended a private Christian school, so he was very sheltered. When we were 13 Cecil had heard some ... » Read more
My Return To The Tent

Posted by: Heaven7 Age: 18 Posted on: 11 Nov 2024 9 comments
7 likes 60 views Category: Masturbation Male-Male Tags: guys, masturbation, ejaculation, mutual, zesty

Two friends are sharing stories about their younger days. I decide to tell him about the jerk off buddy I had when we were 18.

I was sitting out on the deck at the beach one night last week drinking bourbon with my friend and telling stories from our sexual past past. We are both in our ... » Read more
Watching Strangers

Posted by: Simoneb Age: 24 Posted on: 21 Jun 2024 14 comments
13 likes 81 views Category: Sex Stories Exhibitionists and Dares Tags: webcam, online, chatroulette, voyeurism, feet

Watching strangers online with a friend

This is something that happened many years ago, and recently came up during a school reunion. I thought I should share the story here because it did wonders for my self-confidence. During my high school years, I had a really good friend named Carla, who... » Read more
Turns Out They Were Real!

Posted by: Jeep Age: Me 66, wife 65 Posted on: 13 Feb 2024 11 comments
23 likes 84 views Category: Sex Stories Anal Tags: mutual masturbation, voyeurism, big tits, hard nipples, anal sex, big cumshots, vaginal scent, facesitting

Wife and I get off together examining neighbour woman at a distance

Last summer, the wife and I were sitting side-by-side on the living room couch, slowly masturbating to on-line porn (big cocks for her, amateur cumshots for me). Suddenly we heard the neighbour’s lawnmower fire up and Teresa (the mother o... » Read more
Mom And Daughter Give Step-Dad A Treat. #1

Posted by: Spurtz Age: 21+ Posted on: 02 Feb 2024 7 comments
14 likes 55 views Category: Sex Stories Fantasy Tags: Family sex, big cock, teen masturbation, huge cumshot, blowjob

Mom was worried that I was still a virgin at 18 and arranged for my step-dad to teach me about sex.

Step-Dad Bill: I married Katie about four years ago. She had a young daughter just starting high school. I wasn’t really looking for a ready-made family but Katie was everything I could possibly want in a l... » Read more
Ahead Of The Times! The Original Grapefruit Blow Job (Fun With Fruit #1)

Posted by: IAMMMD55 Age: 60 Posted on: 02 Dec 2023 10 comments
8 likes 70 views Category: Masturbation Male Solo Tags: Male Masturbation, Homemade Toy, Fruit

Some of you may remember a few years ago there was sort of a thing about the "grapefruit blow job" like it was this earth shattering avant garde new sex technique. You'd (well your girlfriend!) would take a grapefruit cut a hole through it, and would use it like a short stroker on your penis during ora...
OK, maybe it wasn't a big thing but I did see an internet article or two about it on one or two of those kinda sites. Now I'd led a pretty sheltered life when it came to odd sex practices back when I was a single guy, didn't find much need to concern myself with such things once I got married and still don&... » Read more
Dancing In The Dark 2

Posted by: Jeep Age: Me 22, her 27 Posted on: 21 Aug 2023 5 comments
8 likes 33 views Category: Masturbation Male-Female Tags: Mutual masturbation, dry humping, cumming on panties

The initiation of my sexual relationship with Barb (see my earlier stories “Work Trilogy”).

At the time of this story (40+ years ago), the company I worked for always made a big deal of after-work parties and out-of-office events. When I started, I was assigned an unused desk next to Barb. She was f... » Read more
It?s Official - I?m ?disgusting? - Apparently

Posted by: Wetgirl2 Posted on: 11 Jun 2023 18 comments
13 likes 31 views Category: Masturbation Female Solo Tags: Masturbation

It’s always nice to know what people think of me…good or bad….I’ve got broad shoulders and a thick skin. I’m certainly not some woke little precious flower who has to run to her ‘safe space’ is someone says something unpleasant.

I thought I might use this contri... » Read more
Mom and Me After My Date

Posted by: shashtzoh Age: 18 Posted on: 24 Mar 2023 10 comments
18 likes 79 views Category: Masturbation Female-Male Tags: Date, Blue balls, mom, lesson, First time lesbian, little nubs, mom

I'd gone out with my girlfriend and come home with a bad case of blue balls. Mom had help and advice.
"I'm glad you're home on time since we need to get up early in the morning and drive to your grandmothers. It's a long drive and I don't want to get there late," Mom greeted me as I came in the door promptly at 10:15.I ... » Read more
First Time Adventures under the Covers

Posted by: Smokey66 Posted on: 20 Mar 2023 21 comments
26 likes 58 views Category: Masturbation Male-Female Tags: Masturbation, brother-sister, sister-brother, first-time, aunt, voyeur

True Story of a bunch of firsts. Not for you if you dislike sibling exploration.
Back in very early 80's, learning about masturbation and sex was a lot more difficult. I didn't realize it, but I actually led a very sheltered life. My parents didn't talk to me about sex. Friends were full of misinformation. B... » Read more
First Drops of Cum

Posted by: tstranger Age: 13 at that time Posted on: 08 Feb 2023 10 comments
11 likes 66 views Category: Masturbation Male Solo Tags: First Time, cumming, solo, boner, horny, teen, school, P.E, hands-free, horny, male, young, arousal, coming of age, semen

This is the story of the very first drops of cum I produced. It happened many years ago, 1991 to be exact.
I'm not based on the US and my native language is not english, so please forgive my very obvious poor grammar.

For a bit of context about me, I'm from a latinoamerican country that I won't n... » Read more
Penis tricks for her

Posted by: ropopo Age: late 20s Posted on: 06 Jan 2023 5 comments
12 likes 38 views Category: Sex Stories Couples Tags: beach, cock, tits, blowjob, tricks

It was her first time studying a penis.

In my late 20s I spent a week with a couple work friends at an all-inclusive resort in Cancun, where I met a pretty brunette named Keri who was vacationing with a friend. We hit it off, and spent the day hanging out on the beach. She had a fascinating, unique, and sexy body... » Read more
The Sheltered Band Girl Puts on a Show

Posted by: TK400232 Age: 18 at the time Posted on: 18 Dec 2022 13 comments
18 likes 35 views Category: Masturbation Female Solo Tags: High school, trip, marching band, sheltered, strip, tease, panties, finger, masturbate, exhibition, teen

A dare on a senior high school trip let’s the sheltered band girl break out of her shell…for my eyes only
Wow, who would have expected the nerdy band girl to do that in front of me?Ya see, growing up in high school and college I didn’t have the numbers of experiences with girls that a lot of guys did, but the ones I did... » Read more
Penny's Pub

Posted by: Jeep Age: Me 23ish, her 20ish Posted on: 19 Nov 2022 7 comments
8 likes 31 views Category: Masturbation Male-Female Tags: big cumshot, outdoor hand job, plump, babysitter

Work friend has her period, but wants to fool around anyways!
It was a late fall Friday night and a group of us from work were out for a few drinks at a bar near the office. As time passed, people drifted away and the only ones left were myself and a woman named Penny who worked in the same department as me and was a co... » Read more