Sara Underwood Stories

4,544 results
Orientation
Length
Source
Infinite Scroll

A Little Fun between Friends

by mikethomas1179 on Sep 17, 2017
Group Sex

Sara, the Maid of Honor is helping her best friend, Carrie get ready for her wedding. It is small wedding in Aruba with just a few friends attending. It's just 4 people. Sara, Carrie, James, the Groom and the best man Jamal. It is fabulous Resort for a beach wedding at sundown. Its around noon the girls are in Sara's room waiting for the hair and makeup lad...

Back in the Day

by True North on Sep 14, 2017
Group Sex

"Your attention, please... Flight 713 to Montreal and Chicago has been delayed due to severe thunderstorms in the area. Your estimated departure time will be a further three hours from now." So announced the public address system at the airport. Sara sighed and checked her watch. Great, she thought, that'd put her in a strange city in the middle of the nigh...

The Surrender of Sara

by livinglarge69 on Sep 17, 2017
Loving Wives

It was with great anticipation that I packed my luggage for the trip to California where I was going to attend a work related school in the San Francisco Bay area. While I was interested in the school, I was really looking forward to seeing Alan and Sara again. Alan had just married Sara a few months before Charlotte and I moved to the Pacific Northwest and...

Sara & Laura Ch. 06 - Game Night

by wowser1 on Aug 26, 2019
Transgender & Crossdressers

Sara stared at the wall, totally, completely still. Her stomach was over-full with butterflies from the evening's preparation, spent trying on every pair of socks, every skirt, every t-shirt and blouse that she owned, trying to alchemize the perfect outfit for the occasion. 'Game Night'. The oddly-named biweekly sex party hosted by Jessie underneath her ad...

Sara's Protector

by CuteSlaveLisa on May 15, 2019
Sci-Fi & Fantasy

Sara A work of fiction *** Is Sara's imaginary friend real or has she, as she fears, gone mad. *** As always, the fictional (and possibly imaginary) sexual activity described is between fictional characters who are at least eighteen fictional years of age. Really, I would imagine. *** MONDAY, APRIL 2 Thinking back Sara had figured that she just had l...

The Countess Ch. 11

by pbon44 on Sep 23, 2019
Erotic Couplings

While each story in this series can stand on its own, I would like to explain who the characters are and how they met. John Paul Rogers is a film editor, scriptwriter, Producer and now Director. Sara Jane Solsbery/Countess of Redding is a London Barrister/Attorney. The two met on an island in the Caribbean when they were on Vacation. (Dreaming in the Shower)...

A Traditional Swim Ch. 12

by HStoner on Sep 19, 2017
Exhibitionist & Voyeur

This story is part of a series. Chapters 1 through 11 will provide context. Hopefully, however, this story may also be enjoyed as a stand-alone work. ***** Even people who have a wonderful situation and need do nothing often feel the need to be doing something. So it was with Chris after a few months on the island with her sister and me. Chris told us that...

Kerry and Sara Go to the Movies

by powerpanties on Sep 16, 2017
Fetish

Sara leaned forward. "So, are you doing anything after class?" she asked. "I hadn't thought about it," said Kerry. She sat in the desk in front of Sara. Sara was a strawberry blonde, five feet and seven inches tall in her socks. Kerry was a brunette, half an inch taller than Sara. Both were built like athletes, yet they were feminine enough to turn heads....

Dee's Panties Obsession Ch. 05

by storyfella on Jan 8, 2019
Fetish

The two women didn't see each other the next morning, Sara had already left for work before her Niece awoke. Dee had a later start than usual today so took the opportunity to have a lay-in. The down side to this was that she would be working later. Dee felt very unsettled all day. She still struggled with the ethics of falling for her own Aunty. Her mind ce...

Dee's Panties Obsession Ch. 04

by storyfella on Feb 6, 2018
Fetish

I'd like to dedicate this story to Fiona, whoever you may be. Thanks for the encouragement. ***** As Sara dressed for work the next day she reached for some clean panties from the draw and paused. Closing the draw she pulled Dee's dirty knickers from under the pillow where she had left them the night before, deciding she would wear them instead. Feeling ve...