Cum In Pants Stories

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Juan's New Job

by MattChancellor on Aug 30, 2017
Erotic Couplings

Juan had a good first week. Fresh out of college - not even graduated yet, technically - he'd landed a job at the second largest consulting firm in his home city. It paid $45,000 a year, with benefits. Juan had never made more than $12 an hour. The work was great. His manager threw a few clients his way on day one, and Juan seemed to really click with them...

Shoe Salesman

by Swamp Rebel on Sep 26, 2017
Fetish

I am woman in her mid-fifties. Two years ago, my husband died, leaving me alone but fortunately fairly well off financially. It seems as if men have always found me attractive and I've always kept myself in good shape. Although my body isn't as tight as it once was, I weigh only ten pounds more now than when I graduated from college. Since about 6 months aft...

Jim and I are Vacation Sluts

by captaindave1 on Jan 6, 2020
Loving Wives

Jim and I live in New England and over the past ten or so years have taken the opportunity to indulge in quick trips to Florida two or three times each year. Sometimes we stay for the week but these have become, typically three day get a-ways that take very little advance planning and we can be on the beach with minimal stress. The first time we took such...

Daniel and Carrie's Adventures Ch. 04

by shakenmartini55 on Sep 16, 2017
Group Sex

Ch. 4 The Mysterious Proposition Daniel and Carrie awoke with a slow tender fuck. They took their time making sure that each was completely satisfied and drained. Daniel loved how velvety smooth Carrie's pussy was after the waxing at the salon. He wondered to himself if Estelle provided the same service to men clients. The idea was provocative and he'd have...

Public Display of Affection

by Blessed on Sep 16, 2017
Erotic Couplings

Julia weaved her fingers through Will's as they made their way through the park. The warm noon sun was filtered out by the soft swaying leaves of the tall oak trees that lined the path they were strolling through. Squirrels scampered up the trees to play on the branches as the couple walked by. Birds of all kinds sang and called to one another. It was the pe...

Truth or Fantasy 08: Golfing Gurl

by 1sfshermale on Sep 24, 2019
Transgender & Crossdressers

We were on the 12th fairway and again, I had out driven my playing companions by about 15 yards. We were playing from the same tees. I was, for the first time ever, playing golf as a woman. Wearing a short black skirt and wind jacket. The morning clouds finally broke and the sun decided to stay out. The sun was warm. I took off my wind jacket to reveal by y...

Confession and Absolution

by kknightsf on Sep 16, 2017
BDSM

Christine left the hotel and went to her car. It was not yet dawn but she could feel the upcoming change between night and day. She got into her car, opened her purse, and removed her cell phone. She didn't bother to check it but just dropped in between her thighs. She started her car and sat for a moment, thinking about the nights events. She couldn't belie...

A New City Ch. 01

by Heartbloodblack on Sep 16, 2017
Transsexuals & Crossdressers

I stepped on to bus 55, paid my fair, and walked to the first empty seat on the bus. Smoothing my white and pink floral blouse, then my matching knee length skirt. I looked around the bus, nobody interesting. The bus was mostly the same as any other bus someone might ride to work or to school. It had a set of yellow rails with blue hand straps that you mig...

The Convention

by AskMeFirst on Sep 13, 2017
Toys & Masturbation

I close the door to the cab and walk to the double doors leading to the hotel lobby. I choose this hotel primarily because it is far enough away from the convention so that I can prepare for each days presentations without much interruption. I go through the doors and turn towards the elevators when I hear a voice calling my name. She walks towards me and...

Submission with a Surprise Pt. 01

by MadWisco on Jul 13, 2020
Transgender & Crossdressers

Brian stood nervously in the living room of his apartment. The past month had been leading up to this moment and he was suddenly struck with how he had no idea what to expect. He had been lonely and looking for something new when he stumbled upon a chat website meant to connect people, match their desires and needs. He had almost instantly connected with a...