Size Bet Stories

142,710 results
Orientation
Length
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Infinite Scroll

Transformation Ch. 01

by stillconfused on Sep 25, 2017
Transsexuals & Crossdressers

If you are looking for a tale of thought provoking sexuality this may be for you. If you want mindless and indiscrininate sex maybe you should read something else. The characters are fictional, the locations are fictional, and the events are fictional, all that is real is the most important part, the emotion of the fantasy. * Hello my name is Jessup and...

Dick Size Bet

by alexmuntz109 on Apr 28, 2020
Transgender & Crossdressers

It was a Saturday, and I had nothing better to do than lay in my bed in my dorm room, watching TV. Suddenly, I heard a quiet knock at my door, which I initially ignored, until the quiet knocking turned into banging. Lazily, I got off my bed to answer, and was greeted by my friend Sam, who I had been regularly hanging out with since the start of the year....

Stripped by a Swimmer Girl

by cfnmjack on Oct 19, 2020
Exhibitionist & Voyeur

Amy was captain of the university swim team. She was tall, slim, with beautiful dark hair, pale skin, and playful chestnut eyes. I had a major crush on her, but she never seemed to notice me around campus. One day at the start of the summer term, I saw an announcement that the swim team were inviting new trialists to join the team. After some consideration,...

Strap-On Sex, The Tao of

by Balthazar69 on Sep 13, 2017
Anal

Another two weeks of adjusting the nozzle on my firehose and the more restrained I became in my expressions of love for the woman I was so wild about and the more loving she became. She phoned and e-mailed more often, said more loving things and got raunchier. Our late night phone calls and e-mails started with affection, got hotter and hotter, and then the...

The Bet

by uppishcarrot on Sep 12, 2017
Fetish

She was cheating on me, I was sure of it. Although I couldn't prove it, I've had my suspicions for quite some time. Given the fact that we hadn't had sex in months, and the fact that she was always in such a good mood.... why else would she be so happy? She wasn't getting any from me, but she surely was getting some elsewhere. I grew paranoid and overly sel...

Tammy's Panties Ch. 3

by pantyperv on Sep 25, 2017
Fetish

I sat on Tammy's couch completely mortified. Not only had Tammy invited a friend to our little panty game, but it was my girlfriend Maria of all people! How could Tammy do this to me? I thought we had a good thing going, and that it would stay between the two of us. My emotions were ranging from embarrassment to absolute rage! Mostly I just wanted to cry lik...

Bob Vila & Me

by nitengale on Sep 16, 2017
Celebrities & Fan Fiction

Men love tools. It’s no secret. I have friends that go to bars and spend hours trying to catch the eye of those who are there to do the same. For them, a bar is a playground. I have learned that if I want to seek the eye of that unsuspecting man, I head for the local hardware stores. These are places that lure men into them with their vast aisles of tools, e...

Locker Room Speedo Humiliation

by swimfan2 on Sep 11, 2018
Fetish

My name is Simon and I'm a senior in college. I'd say I was a pretty good looking dude - cute, short blonde hair, 6' tall and with a smooth, slim swimmer's build. I've never had any trouble getting girls, but keeping them was often a problem... Since I don't like to change in front of the other guys, I'd arrived early at the locker rooms for the first swim...

Store Browsing

by chuckp7860 on Sep 26, 2017
Fetish

I first found out when I was somewhat young that I loved the way panties looked. Especially on a woman. Their body was just a beautiful shape. The curves, the outline and then you add the tight, thin covering of that body with cotton, satin, nylon or silk and it is especially exciting to me. It didn't take long to find out that to know what different girls...

Three Families Join In Love

by Tidewater323 on Aug 31, 2017
Group Sex

It was a warm summer day when everything was wonderful. Our neighbor and his daughter were coming over to visit me and my son. Then at seven the Pastor and his wife were going to join the four of us for Thursday night dinner. My neighbor, a handsome widower was coming over this afternoon to visit me. I am Betty Green widow of four years with an eighteen ye...