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First Time Stories

Experiencing a sexual encounter for the first time is a rememberable occurrence for everyone. A first time experience doesn't necessarily just stop at losing your virginity during your teenage years, it can also include unlocking a new sexuality, exploring a new interest, or adapting a change in lifestyle like swinging.

Have you ever been curious about being bisexual, gay, or want to feel what it's like to be a crossdresser? Have you ever thought about breaking the sexual normalities and considered sex toys, adding an extra partner to play with in the bedroom, or getting involved in a gang bang? An introduction into a new lifestyle like swinging can fulfil longstanding desires and liberate a relationship.

Share your first time experiences with the rest of the erotic story community by writing your encounter below.

Shy wife loses her inhibitions then her tight pussy

Anonymous
First Time
Our first mfm threesome…

My wife is A very sexy beautiful woman from Vietnam 32 yrs old very sexy tight put together body at 5'4" 110 lbs. We have been married for 11 yrs now and meet in high school . She is very shy around other people she doesn't know . But when we enjoy o...

Trickle Down

Anonymous
First Time
Virgin Bottom…

You’re blindfolded with your back to me as I quietly enter the dimly lit office, sexual tension fills the air, the mood is right as I reach around your torso one hand on each side gripping you tight, you feel the warmth of my breath on the tiny hairs...

The unicorn that got away

Squirting 101…

We were still a fairly new couple having only been dating for about 2 months when this experience happened and we were both really enjoying our new found relationship, sex was amazing. We live in a very beautiful place and I was very excited to st...

First time HotWife

Jack Steele
First Time
Wife fucks her boss.…

My wife recently started a new position at her work. She mentioned in casual passing and said the new job would require travel. Again, it was not a big deal and I didn’t pay too much attention to it as all her coworkers were required to travel. Af...

Negative Nancy

the first and last time she came for a visit…

Nancy was a friend of my fiancé Janine. She was a very attractive woman in her mid-forties. She had a pretty face, she was fit and she had an amazing pair of fake tits. Nancy was always a bit envious of Janine, not that I was the perfect guy, far fro...

The bar-BI-que.

an afternoon I will never forget…

Irene and Scott are a couple who Janine and I had met through mutual friends. We had attended a few annual charity events that they organized but with exception of the odd social event we very rarely saw them. Both me and Janine were invited to a bar...

More than imagined

Ellexx
First Time
Long term young couple trust eachother to swing…

I have been with Jay for 10 years and sex has always been good but temptation has made each of us wanting more. Unsure about what I would like or how I would react I decide to just say fuck it and made us a profile on swinging heaven. Little does jay...

The First Couple I Met

Anonymous
First Time
Double blowjob orgasm...…

The First time I met a couple was like nothing else I had ever experienced. We chatted through Craigslist I believe I was probably about 19 at the time and was pretending to be 25. I talked with the husband mostly, he was nice enough, seemed lik...

My First time

lahsuk
First Time
My first sexual experience/losing my virginity…

I was 18 when I first discovered online websites like swingingheaven and where you can connect with strangers and potentially meet for fun. A little bit about me, I'm 5'7, 110 lbs, slim, ethnically Indian, with an average sized cock. Personality wise...

Morning sex

Woke up to sex…

It was a week day morning I was sleeping and my husband is always rock hard in the morning most morning he wakes up and pulls my pjs off and slides his hard cock in my pussy and fucks me most times I just remain asleep and let him do his thing some...

"I can't believe this is happening": Losing my virginity during a MMF threesome; What I liked, what I loved, what comes next!

Anonymous
First Time
I met a couple here about a week ago. Communication was great, chemistry was super reactive, and they took so many "firsts" from me that I struggled to recount them all.…

Preface: This is a X-Post from my reddit account. I wanted to share this on my SwingersHeaven profile, because for interested parties, the details within help to illustrate the kind of partner I am. Still, if you're just interested in hearing a descr...

The lure to pleasure

Anonymous
First Time
Part 2…

The pleasure begins.. As the guys drove off I mustered courage to approach the couple. Uncertain if they might say no. I stepped closer and found them welcoming as she was hot wet and horney, ready for some more deep action. I grabbed her by her t...

First Time Sex Winnipeg

Married First Threesome…

Hi moved to Winnipeg in July of 2019. I played on side now and then for two years due to husbands poor stamina and barely cums before moving here. I could not sleep so decided to go for a walk when my husband was sleeping at 1am in the morning. I wal...

The lure

Anonymous
First Time
An attempt to spark the perfect outdoor adventure…

It all began one fine summer evening. I came across a craigslist post for a dogging adventure at the Hamilton princess point. The hunt began at 9pm with me encountering the post. Excitedly drove parked at the lot waiting for the adventure to unfold...

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First Time Stranger Fucked Her.

Anonymous
First Time
It was a tight fit.…

After Talking about fantasies and playing games role play and dirty talk, she finally agrees to try a different cock it took some time searching and showing her pictures of different guys on this site large cocks seemed to be further east of AB, we...

First 3sum experience

My first swinging experience, where I learned some things about my sexuality…

I had chatted with Jim and Lucie a few times and exchanged pics. They were attractive - actually, he didn’t interest me overly, but he wasn’t unattractive and she was smoking hot! Also, they seemed interesting and compatible, so eventually we had a...

My best friend girlfriend

Anonymous
First Time
Unreal Experience…

I was moving to Canada from the states and i was having a goodbye party friends were giving me. i went to sleep on the couch later that night after partying at my best friends house! I was sleeping on the couch and felt something in my sleep and when...

My first mature women experience Stepmom

trav3ler
First Time
I grabbed her by the hips and held her pussy and ass next to my face…

I have been thinking about writing this for a while, she was the first mature women in my life Bit of intro into the story, So my parents divorced when I was young. My dad remarried when I was 9 I lived with my dad, as every divorced kid me and my...

You Take My Ass

ManInMidland
First Time
She pegs me for the first time…

You come back into the room wearing the strap on. I am standing at the end of bed as you grab me and kiss me hard, your cock pressing against mine. You reach down and feel me harden, precum seeping from my cock. You push me back on the bed, my cock...