Search Results for: chubby

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  TEENAGE TOUCHING - MORE GAMES

  Posted by: JumpingJack Age: 18+ Posted on: 15 Apr 2026 2 comments
  4 likes 0 views Category: Sex Stories First Time Tags: first time, wanking, sucking, fingering, education, bondage, blackmail

  Following from the previous chapters, to continue the blackmail Rob has arranged for a group of Girl Guides to find Rupert lying almost naked on the ground. Their Leader educates them in masturbating and sucking a boy and how to have sex.

  
  TEENAGE TOUCHING – MORE GAMES This story is a bit darker than th... » Read more
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  TEENAGE TOUCHING - RUPERT?S BACK STORY

  Posted by: JumpingJack Age: 24 Posted on: 15 Apr 2026 0 comments
  2 likes 0 views Category: Seduction Tags: Flirting, teenage, adolescent, nudity, nakedness, embarrassment, virginity, wanking, voyeurism, girls, seduction, small tits, slits, fannies

  Continuing the story of teenage blackmail, this tells the back story of Rupert, who is being blackmailed, and his early sexual experience to date. It tells of the first time he saw a naked girl, a friend of his younger sister, and his first sexual conquests. 

  
  TEENAGE TOUCHING – RUPERT’S BACK ST... » Read more
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  Teenage Touching Chapter 4 - More Games

  Posted by: JumpingJack Age: 18+ Posted on: 13 Apr 2026 0 comments
  3 likes 0 views Category: First Time Tags: tied down, first time, non-consensual, wanking, fucking, FF, MF, watching, incest, sister

  As Rupert is still tied to the ground and blindfolded, a group of Girl Guides finds him and receives a full sexual education.

  
  Teenage Touching Chapter 4 - More Games  This story is a bit darker than the previous one involving some blackmail. All the characters in this story are at least 18 years of age.... » Read more
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  Saving Some Semen For Sue

  Posted by: Jeep Age: Me 26, women early 40s Posted on: 04 Apr 2026 3 comments
  8 likes 0 views Category: Sex Stories Cum Lovers Tags: cunnilingus, big cumshot, hairy pussy, chubby, unfaithful wife

  I fuck boss’’s wife and long-term FWB (separately!) after a going-away party.

  
  After I left Vancouver to enter a post-secondary professional program in the early 80s, I worked for a consultancy firm for a year or so to save money for school. I soon became close with a woman (Sue) who was 15 years old... » Read more
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  Teenage Touching Chapter 3 - Ruperts Back Story

  Posted by: JumpingJack Age: 18 Posted on: 26 Mar 2026 2 comments
  4 likes 0 views Category: First Time Tags: first time, naked, exhibitionism, voyeurism, wanking, flirting, seduction, petite, small tits, big tits

  This tells about Rupert's earliest sexual experiences, from being seen naked wanking in the bath by his little sister's friends, to going to University, losing his virginity and other girls he's shagged.

  
  TEENAGE TOUCHING – RUPERT’S BACK STORY This tells about Rupert’s past sexua... » Read more
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  If You Go Down In The Woods Today

  Posted by: Jeep Age: Me 14 then, her 15 then Posted on: 14 Feb 2026 8 comments
  19 likes 26 views Category: Masturbation Group Co-ed Tags: dry humping, nice tits, big bush, big cumshot, outdoor handjob, aunty, exhibitionist

  Second time I came with another person, first time outdoors

  
  In the summer after I finished grade 9, my parents sent me to spend a week with an aunt and uncle and their daughters, who lived on a forested island off the B.C. coast. I wasn’t at all happy about this; the uncle was a religious maniac and the a... » Read more
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  Snow Day Jackin? And More

  Posted by: Jeep Age: Early to mid-20s at the time Posted on: 02 Feb 2026 3 comments
  4 likes 16 views Category: Masturbation Male Solo Tags: big tits, jackoff inspirations, big cumshots, repeated JO sessions, rear entry, cunnilingus, fellatio

  A heavy snow day paralyzes Vancouver and I have to pound my cock into submission…

  
  I woke up a little earlier than usual. My cock was in a granite-like state and my balls felt really full - I’d had a long edging JO session the night before and fallen asleep before I could blow one of my big, wet loa... » Read more
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  First Time Witnessing Live Sex

  Posted by: jaymac003 Age: 40sih at the time Posted on: 30 Dec 2025 5 comments
  11 likes 34 views Category: Sex Stories In Public Tags: outdoor sex, voyeurism, public masturbation, exhibitionism, cumming in public, nudist camp

  A trip to a nudist camp had some entertainment I hadn't expected!

  
  There used to be a nudist place about an hour's drive from my home. It was out in the country in farmland. They had a small (unheated!) pool and a hot tub. And a short walk from the main area was a wooded area with grass and a small pond.... » Read more
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  One Last Go

  Posted by: ChillT Age: 19 Posted on: 17 Dec 2025 3 comments
  4 likes 14 views Category: Sex Stories Couples Tags: breakup sex, mutual masturbation, hand job, fingering, college love, sexual chemistry

  Sometimes you're otherwise incompatible with someone with whom you have perfect sexual chemistry. The sex, especially as you know the relationship is otherwise falling by the wayside, is out of this world. I experienced one such summer fling in college. This recounts one of the last times we hooked up.

  
  Jess... » Read more
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  Openly Lactating In My Coworkers Hot Tub

  Posted by: Anonymous Author: Anonymous Age: 24 Posted on: 19 Nov 2025 6 comments
  16 likes 24 views Category: Exhibitionism Tags: breast milk, lactating, exhibition, female orgasm, yanks

  This was Fall in 2024, and I was a few months into being a new mom and I really needed a break and to be around adults. One of my coworkers invited me over for a dinner party and game night and said his new hot tub was available for guests as well. Yes, this is a long story, too.
  The game night started out like any ga... » Read more
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  Random Couple Has Sex On My Kitchen Floor

  Posted by: politetopeek Age: 30 Posted on: 08 Nov 2025 2 comments
  3 likes 27 views Category: Sex Stories Watching Tags: asian male, chubby, rocker, college, watching, cum on stomach, kitchen floor

  College roommate invited a random couple to our apartment and they decided to get freaky in front of us after a few drinks

  
  Watched a couple have sex on my apartments kitchen floor back in college. I shared the apartment with a roommate and he invited a chubby, nerdy asian guy and his white, short rocker chick g... » Read more
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  Random Couple has Sex On My Kitchen Floor

  Posted by: politetopeek Age: 30 Posted on: 19 Sep 2025 3 comments
  4 likes 26 views Category: Sex Stories Watching Tags: asian male, chubby, rocker, college, watching, cum on stomach, kitchen floor

  Random Couple Has Sex on my Kitchen Floor

  
  Watched a couple have sex on my apartments kitchen floor back in college. I shared the apartment with a roommate and he invited a chubby, nerdy asian guy and his white, short rocker chick girlfriend to our apartment for drinks and food. Both seemed to be in their early ... » Read more
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  Julie's Story 3

  Posted by: bruceblack Age: 19 Posted on: 27 Aug 2025 5 comments
  8 likes 30 views Category: Masturbation Female-Female Tags: first blowjob, female/ female masturbation, female orgsasm, yanks, pussies cumming, anal fingering, massage, Incest, pubic hair, swim, mom brazlian

  A continuation of Julie's story as told by her and edited by me. It begins right after she learned how to masturbate from her friend, my sister Jeannie.

  
  That night as soon as I was in bed my hand was inside my pajamas rubbing my pussy. It didn’t take long before I came. Right away it became my favorit... » Read more
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  My First Threesome

  Posted by: farsidejae Age: 26 Posted on: 16 Aug 2025 6 comments
  8 likes 48 views Category: Threesomes and Orgies Tags: first threesome, MMF sex, bisexual, older couple younger lover

  The first time I was with a couple.

  
  Many years ago, I had my first threesome, it was with a couple in their 50s. I was in my mid-20s, a bit chubby with an uncut cock, he was tall and thin, and she was just a bit shorter than me and curvy. We sat down at their kitchen table, had a drink, and chatted for a bit. A... » Read more
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  Claire's Asshole

  Posted by: StrokerAce Age: 27 then Posted on: 12 Jul 2025 7 comments
  13 likes 77 views Category: Sex Stories Anal Tags: Anal, slut, milf, bartender sex, anal sex, butt fucking

  Her ass never said no

  
     Claire was my new bartender at the pub. Unassuming, chubby with short brown hair and big tits we hooked up one fateful night. Sucked, fucked until I came on her face.      Three days later she dropped by for a late night fuck. I had her bent over the couch... » Read more
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  Becoming A Good Girl

  Posted by: Age: 40 and 18 then Posted on: 11 Jul 2025 4 comments
  3 likes 59 views Category: BDSM Tags: BDSM, Daddy, discipline, bondage, spanking

  Alice's journey to becoming Daddy's Good Girl

  
  My name is Alice and I am Daddy's Good Girl.  Here is my story.   I have always been chubby and not very pretty.  In high school, if you aren't anorexic, you are fat and I was always considered a "fat girl".  When ... » Read more