Sex Stories First Time

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  First Light

  Posted by: marylouwho Age: 21 Posted on: 11 Dec 2025 3 comments
  6 likes 9 views Category: Sex Stories First Time Tags: losing virginity, first sex, married sex, religious sexual devotion, making love

  Losing my virginity as a good Mormon girl

  
  For twenty-one years, I kept myself pure—not just for him, not just for the Church, but for this moment. I never thought the man I’d marry would come into my life at college, but then Daniel walked into Elder’s Quorum with that soft smile and eyes that... » Read more
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  My Journey Part 4, The First Trip To Greece As A Woman

  Posted by: Jennifer27 Age: 27 Posted on: 07 Dec 2025 6 comments
  8 likes 6 views Category: Sex Stories First Time Tags: Stranger, passion, Greek god, erotic

  That Greek god was not letting me get away. 

  
  I went to Greece last year. I’ve always wanted to go and taking a nice solo trip when the opportunity came was a no-brainer.   I love Greece and I love the beaches and water. One day I went to the beach and decided I was going to wear my new b... » Read more
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  The Sitters

  Posted by: randy987321 Age: 35ish Posted on: 04 Dec 2025 4 comments
  12 likes 11 views Category: Sex Stories First Time Tags: first-time, girl next door, babysitter

  A based-on-real-people fantasy

  
  It started while sitting on the living room couch. Sara—our babysitter, Beth—her friend, and me. I was back from my evening out, my wife was out of town, and the kids were downstairs, sound asleep. Sara lives next door with her parents and has been a family friend and ... » Read more
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  My Journey Pt. 3

  Posted by: Jennifer27 Age: 27 Posted on: 29 Nov 2025 2 comments
  6 likes 9 views Category: Sex Stories First Time Tags: Friends, anal, sex

  Sex with my friend 

  
  Throughout this journey I find that first time experiences can be amazing and not. Robert is a friend of mine from my hometown we’ve been friends for years and when I came out as trans he kept silent as I told the group of friends. One day Robert came over to my house as I was hom... » Read more
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  Sarah Wanted More

  Posted by: secretlife Age: 22 Posted on: 26 Nov 2025 1 comments
  5 likes 22 views Category: Sex Stories First Time Tags: friend with benefits, sex, mutual, cum, fucking

  Sarah wanted more

  
  After my previous story (fun with Sarah), our friendship took on a whole new meaning.   We began to meet up, purely to give each other an orgasm. Body massages, blow jobs, fingering all became weekly occurrences for us.     After a few weeks of this, one night thi... » Read more
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  My First Touch - Unexpected!

  Posted by: letshavefunbw Age: 19 at the time Posted on: 05 Nov 2025 3 comments
  5 likes 25 views Category: Sex Stories First Time Tags: married fun

  This is the first of a number of true stories about my fun with a married woman at work.

  
  This is my first story, so please don't judge me. I was working at a big box store and was 19 at the time. I loved to masturbate, but I had never touched a girl's pussy before.   There was a woman who ... » Read more
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  My Journey Pt 2

  Posted by: Jennifer27 Age: 27 Posted on: 27 Oct 2025 8 comments
  11 likes 15 views Category: Sex Stories First Time Tags: First anal and orgasm, salad tossing, eating ass

  My journey story continued. 

  
  My journey pt 2    As I slept Kurt decided he would take a shower.  I heard the water running and just laid there thinking about the experience I just had. In thinking I thought about the oral sex that I gave him. Because it was my first time I worried that... » Read more
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  My Journey

  Posted by: Jennifer27 Age: 27 Posted on: 24 Oct 2025 6 comments
  13 likes 9 views Category: Sex Stories First Time Tags: First sex with man, first time, trans

  My journey from straight man to transgender 

  
  So as promised. Here’s my story.  I was a straight white male growing up. Loved women and never saw my life as it is today.  One day in college my girlfriend told me straight that I had feminine feature. I had very little body hair. So, for fun, ... » Read more
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  Sex With Boyfriend

  Posted by: Lilarosy Age: 20 Posted on: 28 Sep 2025 2 comments
  3 likes 26 views Category: Sex Stories First Time Tags: Sex, creampie

  Sex with boyfriend 

  
  After the fight with other girl. I called my boyfriend to have sex . I directly tell him I want sex and he agreed.  We meet that night at his house. He was ready with condom but I tell him I wanted raw sex and I have taken the pill. So release the whole load inside me.  ... » Read more
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  Final Night Love

  Posted by: MasterDebater Age: 21 Posted on: 12 Sep 2025 4 comments
  4 likes 19 views Category: Sex Stories First Time Tags: Sex, Unrequited love, first time, uni sex

  My last night at University with my first love.

  
  I wrote in a previous story about Rosie and my love for her during my Uni years. We met on our first day and were virtually inseparable through the next 3 years. The problem was her fiancé at home, and whilst we had the occasional dalliance, she remained ou... » Read more
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  Real Secret Sex Encounter with My Mother In-law

  Posted by: MominlawJoh Age: 44 Posted on: 05 Aug 2025 10 comments
  16 likes 340 views Category: Sex Stories First Time Tags: Mom, mother, in-law, GILF, MILF, Taboo, Real, Non-fiction, family

  This is a real account of my encounter with my mother in-law when I was just 23 years old and she was 48. 

  
  I am now 44 years old and have been with my wife for about 23 years, 17 of which we have been married. She is very close with her mom and so was I after living at my in-laws house while attending coll... » Read more
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  Family Affair Part !!

  Posted by: ChristinaMorecum Age: 22 Posted on: 01 Jul 2025 7 comments
  16 likes 86 views Category: Sex Stories First Time Tags: baby oil, wet pussy, massage, female come eating, female orgasm

  After the bathroom incident - what happened a few months on

  
  Couple of months after the bath room incident, I was alone and I was laying on the sofa. She came in and straddled me, she leaned forward and whispered in my ear, I was so wet when I masturbated after seeing you in the bath. I replied good girl, did yo... » Read more
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  Losing My Virginity

  Posted by: Mikecrotch Age: 44 Posted on: 18 Jun 2025 5 comments
  7 likes 61 views Category: Sex Stories First Time Tags: sex, first time, losing virginity, blowjob, cunnilingus, big perfect tits

  Blonde, blue eyed coworker

  
  I was late to losing my virginity. I guess it had to do with being shy, a little overweight (or so I thought, looking back at pics from that era, I WISH I were that size!) and my insecurity with my uncut dick. I guess I didn't know how a girl might take that... I had a gf in high ... » Read more
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  Biker Women Fetish

  Posted by: Leatherguy11 Age: 35 Posted on: 12 Apr 2025 6 comments
  6 likes 138 views Category: Sex Stories First Time Tags: Motorbike, motorcycle, leather, biker

  1st pillion ride with a biker woman

  
  I'm a 35 year old male who has a massive fetish for biker women. I get really horny at the thoughts of getting onto the back of a motorbike behind a woman especially if shes wearing leather! My 1st time riding pillion with a leather clad biker woman was when I was ab... » Read more
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  Seducing my Older Brothers Fiance? And Succeeding.

  Posted by: RogueRider Age: 41 Posted on: 14 Feb 2025 4 comments
  4 likes 250 views Category: Sex Stories First Time Tags: Affair, cheating, unprotected sex, betrayal, temptation, older women , young man, fiances younger brother, older brothers fiance, no condom, no birth control

  Fantasy turned reality. How I seduced my older brothers fiancé and lost my virginity to her in the most forbidden way. True story.

  
  It started as an innocent crush on my older brother’s long time girlfriend we had known each other for years. Back in those days 7 years apart was a big age gap. But I ... » Read more
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  Melanie - Part 1

  Posted by: Blabby Age: Me: 17 then Her: 15 then Posted on: 03 Jan 2025 10 comments
  9 likes 201 views Category: Sex Stories First Time Tags: virgin sex, squirting oral, cum, bj, pussy eating, cubicle sex, swimming pool jet, zesty

  This is the first story in a series of all of my sexual encounters I had from my teenage years up to now. This story starts with my very first time having sex with a girl. 

   

  I have divided the story into chapters. If you want to read about my first blow job, see Chapter 2: “Head ...
  Chapter One: Background and Build-up   In the country where I live, everyone starts school at 7 years of age. If they’re academically gifted, they can progress to the grammar school which, if you can manage to keep your grades up, will lead directly into university, if you choose to study. If you decid... » Read more