First Time

Forbidden Encounters

Posted by: seekerfine Age: 60 Posted on: 22 Feb 2025 6 comments
10 likes 21 views Category: First Time Tags: first time, hot wife, big cock, cuckhold, female orgasm, fucking in front of husband, fantasy come true

Jamie is a stunning woman, with long brown hair, piercing blue eyes, and a body that could make any man's head turn. She is married, but that didn't stop her from exploring her desires with Dave. He was a well-endowed blond, standing at five feet 8 inches tall, and he knew how to make her moan loudly and her...
I remember the first time I saw you, Dave. It was at that little pub, the one with the sticky floors and the bartender who always poured a heavy drink. You were sitting at the bar, your blond hair catching the light just so, and I couldn't help but notice the way your eyes lingered on me. When you moved my hand und... » Read more
My First Real Kiss

Posted by: HotFuff Age: 14 Posted on: 18 Feb 2025 6 comments
9 likes 110 views Category: First Time Tags: Kiss, kissing, first kiss, French kiss

It's Valentines Day, and it's reminding me of one of my first sexual encounters with a female.

I remember my first real kiss, 💋 8th grade, I was walking to a friend's house. A girl my age, maybe a year older, was walking just ahead of me. She ... » Read more
My First Kiss

Posted by: Samantha22 Age: 14 at the time Posted on: 16 Feb 2025 13 comments
21 likes 27 views Category: First Time Tags: First kiss, make out, first base, first nipple suck, wet pussy

From never even thinking about kissing a guy to making out all in one night.

I was spending the night with my friend Mila when I was 14. In the late afternoon, her mom took us to this really nice outdoor shopping mall near where we live and we were left to wander. We weren’t going to get ... » Read more
One Time... I Wished that I Had Pushed For More

Posted by: agoodtime1 Posted on: 13 Feb 2025 6 comments
12 likes 24 views Category: First Time Tags: bestfriends, firsttime, best friend fantasty, masturbation, cum tasting fantasy

I missed opportunity to "taste" my best friend, or could I have ruined our friendship?

Couple of years ago, I moved and my best friend decided to help me moving all the crap from the old apartment to the new apartment... after we finished sometimes around midnight assembling the bed, we decid... » Read more
My First Masturbation

Posted by: Isabellee Age: 14 then Posted on: 05 Feb 2025 18 comments
44 likes 58 views Category: First Time Tags: masturbation, first orgasm story, first time masturbating, first female orgasm, first time a girl cums

The story of the first time I touched myself

When I was 14, nobody taught me about sex in school or at home. So when the idea of boys and girls became interesting to me, my understanding of sex was pretty limited – I thought it was just for making babies. But as time went by, my body started to feel stran... » Read more
First Time Wife Swapping Turns Bi.

Posted by: like2watch1576 Age: 19 at the time Posted on: 04 Feb 2025 9 comments
12 likes 37 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
My First Time Masturbating

Posted by: Pumpthatshit Age: 14 at the time Posted on: 30 Jan 2025 13 comments
18 likes 46 views Category: First Time Tags: first time, kelly bundy, 90s girls, married with children fantasy, brenda walsh fantasy

This is the true story of the first time that I jerked myself off and got a massive, unexpected orgasm. The story is set in 1990, and I was 14 at the time. So this is pre-internet age.

I had been holding out till that day. The other boys in my year where all jerking themselves stupid, and couldn’t stop ta... » Read more
Linda

Posted by: grandpajames Age: 21 Posted on: 28 Jan 2025 5 comments
9 likes 18 views Category: First Time Tags: Wank orgasm, hairy cunt, first fuck, spunk, fingering, heavy petting, losing virginity, losing virginity late

This is an account of the events leading up to me losing my virginity at the quite late age of 21.

I was quite late in losing my virginity and it followed on from my 21st birthday bash, where I met a work colleague of my sister, whose name was Linda, she was 19 years old. We started chatting and eventuall... » Read more
First Time Getting Pegged

Posted by: Only6inches Age: 68 Posted on: 16 Jan 2025 11 comments
10 likes 39 views Category: First Time Tags: Pegging, anal penetration, butthole pleasure, double penetration, strap on, fisting butthole

My first time being pegged was from a hot wife while her husband was in the room with us.

I received a reply to my web page from a guy who said his wife would like to fulfill a fantasy of her pegging an older man. He sent a pic of her showing a delicious butt and her open red pussy. My cock jumped while reading... » Read more
First Time with Brett

Posted by: JD500 Age: 18 Posted on: 08 Jan 2025 9 comments
14 likes 28 views Category: First Time Tags: Gay love, anal, first time, gay exploration, mutual masturbation, jacking

We didn’t know how fun it was going to be

Remembering my first time doing something with a guy I thought back to Brett. Brett was a neighbor who was a good looking guy, but kind of soft. We were friends but didn’t really talk about personal things too much. One day he came over and said that h... » Read more
The Dad Tent

Posted by: Thomasguy1981 Age: 38 Posted on: 07 Jan 2025 17 comments
18 likes 27 views Category: First Time Tags: Dads jackoff, friends mutual masturbation, camping handjob, bi-curious, first male-male mutual

Two dads share a tent on a camping trip and explore more than the great outdoors.

Bryan and I have been friends for a couple of years now. We work in the same company, and our friendship extends to our families. Our kids are close, and our spouses have become friends. We headed into the... » Read more
My First Orgasm

Posted by: Eloquin Age: 42 Posted on: 06 Jan 2025 7 comments
9 likes 47 views Category: First Time Tags: Masturbation, first orgasm, spanking fetish, learning about cum, learning to cum

I had no idea what was happening when I first had an orgasm

I am not even sure how old I was. I was rather immature and sex was something we simply did not talk about at home or school. I think I was 13 when this happened. I had long been obsessed with being naked whenever I could. That m... » Read more
First Time Sucking Cock

Posted by: Jschwa Age: 69 Posted on: 05 Jan 2025 12 comments
17 likes 32 views Category: First Time Tags: cocksucking, cum, cock, first time, blowjob, m/m

This is a fantasy, but how I imagine and hope things would play out the first time that I suck a cock!

It started out like any other Friday evening. After work I headed to my usual hangout to enjoy a few beers. I walked in and ... » Read more
My First Orgasm

Posted by: Age: 16 then Posted on: 03 Jan 2025 15 comments
32 likes 34 views Category: First Time Tags: First cum, female masturbation, female orgasm, clothed orgasm, orgasm in panties

My First Orgasm

I would say I was a bit of a late bloomer when it came to having my first orgasm. Of course, through the peak of puberty, I would watch videos, look up pictures, and picture myself in those scenarios, but I never worked up the courage to actually touch myself with my hands. The most I would do w... » Read more
Happy To Have Moved

Posted by: verytrustedsource Age: Nineteen Posted on: 03 Jan 2025 13 comments
12 likes 50 views Category: First Time Tags: Exhibitionism, flashing, voyeurism, masturbation, intercourse, first time, oral sex, blowjob, cunnalingus, first love, zesty

Rather than being a bad situation, changing schools for my senior year of high school, becomes a wonderful experience.

Chapter 1 It’s been a couple of weeks since we’d moved into our new place, and I was still upset with Mom and Dad. They’d announced on my eighteenth birthday in November... » Read more
Discovered The Detachable Shower Head

Posted by: Horny247 Age: 13 then Posted on: 01 Jan 2025 13 comments
27 likes 46 views Category: First Time Tags: Shower orgasm, showerhead on clit, first time orgasm, pulsating shower head orgasm

Virgin female discovers shower head orgasms

When I was 13 years old or so, I took a shower one night and noticed we had a brand new detachable shower head. I took a shower like normal then I removed the handle and rinsed myself off and when the shower touched my pussy I felt something so good I didn’t wan... » Read more