Search Results for: babysitter

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Julia Teaches Me How To Masturbate

Posted by: MaryContrary Age: 20s Posted on: 07 Jul 2025 4 comments
16 likes 13 views Category: Masturbation Female-Female Tags: First time, Lesbian, first time orgasm, first time exploration, first time clit play

My older friend Julia teaches me how to masturbate
Julia has been a good friend for a while. Was 16 and she was 17. We met on the football team, and we hit it off right away. I’m not sure why she liked me, being younger, but we’ve become close. We’ve had dinners at each other’s house several... » Read more
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Babysitter Lessons

Posted by: ClittyJo Posted on: 24 May 2025 7 comments
26 likes 66 views Category: First Time Tags: Oragsm, babysitter, first orgasm, orgasm contractions, female orgams, yanks

First time I gave a real orgasm

My 16 year old babysitter came in to me room and found me awake. 'Can't you sleep, Jo?', she asked as she sat on the bed and gave me a cuddle. 'Sometimes it helps to hold yourself', she said as she guided my hand between my legs. 'Hold me too', she sug... » Read more
Hundreds Strangers Watching

Posted by: MrStranger Age: 20 Posted on: 12 Feb 2025 9 comments
16 likes 131 views Category: Masturbation Male Solo Tags: Webcam, chat room, voyeur, exhibitionism, masturbation show, Mother, babysitter

The idea of being watched turned me on so much that I couldn’t stop thinking about it—until I finally gave in. The thrill, the attention, the buildup… it’s all hotter than I ever imagined. And when I finally let go, with hundreds of eager eyes on me, I know one thing for sure—I’m...
It started as curiosity. In my late teens and early twenties, I found myself drawn to online chat rooms, places where strangers shed their inhibitions as easily as their clothes. The thrill of confessing my deepest, most intimate desires to faceless names on a screen sent a pulse of excitement through me. Just typing o... » Read more
Self-love, And More!

Posted by: AbbyLu Age: 40 Posted on: 26 Nov 2024 10 comments
5 likes 34 views Category: Masturbation Group Female Tags: asian masturbation, lesbian oral, zesty, sample, blue balls, passionate, Jet, Masterbation dad caught son, brother sister, wife shared, Mother, babysitter, mom

Jess loves herself for Abby, who craves the young Asian girl.

After a grueling workout at the gym, Jess wipes the sweat from her brow with the back of her hand, her eyes gleaming in the mirror. She can't wait to get home to shower and admire her sexy, toned body. The thought of her smooth, glistening skin a... » Read more
First Fingering

Posted by: Karissa Age: Old Enough To Know Better Posted on: 30 Jul 2024 20 comments
27 likes 72 views Category: Masturbation Male-Female Tags: Fingering, masturbation, orgasm, Mother, babysitter, mom, Sexual awakening

My First Time Getting Fingered
He was tall, blonde and absolutely gorgeous! He was also a year or two older than me. James had just gotten back after finishing his first year at college, which he had started early. He and his parents had moved in next door a few years prior but I don't think I every really gave... » Read more
Cleaning Up A Few Scattered Memories

Posted by: Wetgirl2 Age: From 16 Posted on: 24 Jun 2024 8 comments
7 likes 40 views Category: Sex Stories General Tags: Babysitter, first time

These are small, random memories from my sex life. I’ll try to be accurate regarding ages, but don’t hold me to it.

Naked Snow Angel. A sleepover at a friend’s home turned into being snowed in for a week. As I think I’ve told you, here, it tends to rain for a mon... » Read more
My Masturbation Journey

Posted by: scout53 Age: 13 then, 70+ now Posted on: 02 May 2024 3 comments
4 likes 68 views Category: Masturbation Stories Tags: mutual masturbation, teaching

Part 2 – Sharing

It wasn't long before I had an opportunity to share my discovery with my next-door neighbor. One afternoon, we were alone in my house, playing in my bedroom (was my mother at the store?). I asked him if he had heard about "jacking off... » Read more
Amanda Pumps Her Breast.

Posted by: latexlover Age: 50 Posted on: 27 Apr 2024 4 comments
5 likes 53 views Category: Sex Stories General Tags: breastpump, breast, pump, nipple, milk, ANR, erotic, lactation, Mother in law

My first babysitting job was at 12, with mom as backup in 1965.

My neighbor Amanda had twins three months ago. She and my mom were going to church together again now that the twins were getting older. Her husband Wally was away a lot in the Navy and I rarely saw him. Amanda needed a babysitter urge... » Read more
Eric Teaching Sister Massages Technique

Posted by: hyena5000 Age: 23 Posted on: 18 Apr 2024 8 comments
13 likes 116 views Category: Sex Stories Group Co-ed Tags: brother, sister, twin, incest masturbation, Watching mutual, Dermatologist, Babysitter

Still living at home with my twin brother Eric, I worked at a local retail store while Eric studied for a diploma in Remedial massage.

Erin, 26, was studying as a P.E. teacher and was working for a female rep basketball team,

My par... » Read more
Girl From The Metra

Posted by: Jessicarabbit88 Age: 35 Posted on: 07 Feb 2024 23 comments
16 likes 57 views Category: Masturbation Female-Female Tags: Lesbian, first-time

Yes, I did call the girl from the Metra.

Her name is Amanda, she is 36, been divorced 4 years, has a 5 year old son and only lives about 4 blocks from my apartment.

We decided to meet up last Saturday night.

Amanda and I had talked or texted several times last week. In thos... » Read more
?Get A Room, You Two!?

Posted by: Jeep Age: Me 24, her 25 Posted on: 18 Jan 2024 7 comments
10 likes 41 views Category: Masturbation Male-Female Tags: mutual masturbation, reach-around handjob, semi-public masturbation, big cum

Woman with whom I’d had a mutual masturbation session when we were 14 and 15, hooks up again with me 10 years after (did Alvin steal the show at Woodstock or what?) at my family’s summer place…

At 14, I’d enjoyed a hot whack-off weekend with a couple of friends (see my earlier story of ... » Read more
The New Doctor

Posted by: Ibme1968 Age: Mature Posted on: 24 Jul 2023 23 comments
29 likes 93 views Category: Sex Stories General Tags: 30 something Doctor, 50 something nurse, single mom, shower play

Sharing a shower to conserve water became very sexual.

I work in the surgery department of a smaller hospital. I am older than most of the nurses that work there. Several of the young doctors and nurses are the same kids that hung out at my house growing up. I have three daughters that are the... » Read more
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Hurricane Watch

Posted by: Iamnaked Age: 17 Posted on: 17 May 2023 7 comments
9 likes 48 views Category: Masturbation Female-Male Tags: She did it just to calm me down. milf, babysitter, exhibitionism, cfnm

Everyone was getting ready incase the storm turned on us.

People who know, know. Hurricanes are watched closely a week or two before they reach Florida so there is plenty of time to get ready. Stocking up supplies. Boarding up windows and taking the garbage cans in. Everyone in my neighborho... » Read more
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Next Door

Posted by: Iamnaked Age: 18 Posted on: 03 May 2023 9 comments
9 likes 49 views Category: Sex Stories General Tags: Thick dick, pervy neighbor, jack off neighbor

I let him catch me nude a few times.

Growing up through middle school and high school I was a crazy exhibitionist. Got in trouble a few times, school ordered counseling. And later court ordered counseling. I had no privacy fence, no fence at all but still laid out on a lounger in the grass in my back yard. M... » Read more
Angela Tells Me About Babysitting.

Posted by: Wetgirl2 Age: She was 16 at the time Posted on: 25 Apr 2023 9 comments
12 likes 57 views Category: Masturbation Female Solo Tags: Babysitting, car, oral

This isn’t my story. I’m still very up and down at the moment since my pregnancy ended, but I’m trying to get back to normal. Relating stories others have told me seems to help.

Angela, like most of us, had her share of babysitting. She tells me she found it “tedious and bori... » Read more
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Pam Liked To Show Me Off

Posted by: Iamnaked Age: 14 at the time Posted on: 10 Feb 2023 7 comments
13 likes 36 views Category: Sex Stories Exhibitionists and Dares Tags: fantasy, nude in the open, beach, ejaculate, dare, public, exposed, exhibitionism, humiliation

Fantasy: Naked walk at a textile only beach.

I later in life realized how fortunate I was to have this pretty seventeen year old misfit of a girl for a babysitter. And how lucky I was that my parents would leave me with her and her mom just next door to my house for weekend long and longer stays.She ... » Read more