First Time Gloryhole Stories

351,036 results
Orientation
Length
Source
Infinite Scroll

Sugar Daddy

by DeYaKen on Sep 18, 2017
Romance

Author's Note This story was inspired by an ad placed on a "No Strings Attached Sex"website. I contemplated dividing it into chapters, since it is quite long. I hope those who read it, enjoy it. I am indebted to BrownSugar82 and Juicy Starchild for their editing which has made my story more readable. * It was three thirty on Friday afternoon, and I was co...

Raincoating Ch. 01

by OzEliot on Sep 26, 2017
Exhibitionist & Voyeur

(FOREWORD: This is a long one, with a kind of slow build-up. Immediate gratification seekers might want to move on. This is a story with some tension, characters, and hopefully, a payoff. 25,000 words over two parts. Comments are welcome, but mutual respect is required. Thanks for reading). Things began to heat up as we were kissing. The collision of our...

A Seducer at Sixty Ch. 02

by touchmate on Sep 13, 2017
First Time

This story is a continuation of my earlier story with the same title. When I wrote that story, I didn't plan on a series. But,enthused by the response and feedback, I have now written this chapter-2. So, kindly treat the first one as chapter-1. Please read that first, if you have not read it. * We continued our torrid affair for the next couple of days...d...

Hot Blonde Student Gets a DP

by Boxlicker101 on Sep 12, 2017
Toys & Masturbation

NOTE: This is the fourth story in this series about the hot blonde high school student and her sexual fun with the assistant dean of students. The three previous stories are described in the first three paragraphs. * For Jenna Peterson, her senior year in high school was the best one of all, thanks mostly to Brian Hanson, the assistant dean of students. Th...

Frat House Slut Ch. 02

by Jay142 on Jul 16, 2019
Group Sex

During the month long winter break, Julie decided she wanted to forget about school, relax and try not to think about how sexually active she had become. Before last semester, she had only had sex with her high school sweetheart, Dan. However, last semester she really let loose and had sex with eight different guys, including seven in one night in the party...

The Perfect Mistress

by walterio on Sep 13, 2017
Erotic Couplings

INTRODUCTION Rita Thomas had just left my condo after another several hours of great sex. There were two things wrong with our affair. The first was that she worked for me and the second was that she was married. However there was several things right with our relationship. She was absolutely a dynamo in the sack; a great fuck who gave wonderful head and al...

Making a Baby

by 1FootGuy on Sep 17, 2017
Loving Wives

I was pretty messed up when I got back from Viet Nam. I never got in the paddies like grunts and army but, as the loadmaster aboard an Air Force C-130 Hercules, I took out a lot of dead and wounded in my cargo bay. It really screws your head on sideways to see firsthand the damage war takes on all aspects of a human being: soul and body. I got out in late 19...

After Dinner Threesome

by tantricjim on Nov 4, 2019
Group Sex

Connie pulled into the reception area of her favorite hotel. It was located in a small town on the outskirts of a larger city. She had been on the road for two days and had high expectations for her two-night stay. She was a businesswoman who travelled to the near by city on a monthly basis. Normally she flew in on an early morning flight for head office me...

Vivian Laaning Ch. 51

by Bodington on Sep 9, 2019
Novels and Novellas

When the fourth round of the 'Can You Take Five' sex contest at the TLR started, Vivian was scheduled to compete in the first semi final match. So this time she did not have the advantage of witnessing a prior match of the round to help formulate a winning strategy. Her opponent was Connie Snyder, whom as a result of prior introduction by Kristina Vargas, Vi...

Emperor Jack #02

by DrSqueaky on Sep 19, 2017
Sci-Fi & Fantasy

My dick was hard just from watching the show. Shana was playing the part of a football cheerleader, and doing it very well. She kicked her white boots her white boots higher than her head; her red hair spun like a tornado as she twirled. Her tight white shorts accented her tight ass, her little white vest called attention to the blue shirt tied just below he...