Gay Trucker Stories

23,891 results
Orientation
Length
Source
Infinite Scroll

Newlyweds Ch. 02: Second Shock!

by ExperiencedStoryteller on Jan 20, 2020
Loving Wives

Newlyweds Second Shock See, 'Newlyweds First Shock,' 'Newlyweds Second Shock,' etc. to read these Newlywed Shocks in order and to know what lead to this story. She is now 73 years old. Her figure is well preserved even though she never exercised, ate healthily, slept regular hours, or took particular cautions where sex, and social media, the internet, and...

First Fuck of a Beautiful Young TS

by FrankHarris1 on Jan 7, 2020
Transgender & Crossdressers

The gallery opening was not very crowded, so I quickly noticed the slender young woman examining one of the better paintings. She was of the type I find most appealing: small in physique, almost flat chested, with bright gray eyes and soft chestnut, slightly wavy hair below her shoulders. Her skin had a warm glow; her expression was serious, almost grave. Sh...

Online Fantasy Leads to Real

by puzziboi on Jan 20, 2020
Transgender & Crossdressers

Gabrielle McBeth had a good life. She and her husband, Antonio, were 28 years old and had been married for six years. They had an eight year-old son named Aiden Antonio and a five year-old daughter named Ava Gabrielle. Her husband was an industrious fellow who flipped houses for a living earning just over six figures a year. She was able to be a stay-at-home...

Truth or Dare Leads to Cuckolding

by Dark0007 on Jun 9, 2020
Loving Wives

Hello people, I am Jeff. I and my wife had an arrange marriage, in the beginning she acted all interested and in love, but little did I know she was a gold digger. She just married me coz our family was one of the wealthiest families. I'm a 5'7 guy very skinny and not much of facial hair. My wife Karen is a boom shell with figure 36-25-38. She is 5'4 with...

Christine

by Jay876 on Jul 6, 2020
Transgender & Crossdressers

I headed into work, my 14th day of the job I was already growing tiresome of the prospect of more data entry. I am a graduate student, Indian, 21, with a skinny frame. I had just gotten a job in a data analyst company and as a recruit my job was more at the moment just to do with data entry. I found I was doing the same job every single day and it was so bor...

Making a Sissy Jock Pt. 02

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

I stared at Robin's card for an hour sitting in my truck completely freaked out and every time I touched my lips I felt that friction of Robin's cock. I tasted him. I got slammed with the realization I drank his cum and it was inside of me. I sucked cock and drank cum and just like the sissy porn stuff said I liked it. I was beyond freaked in going to th...

Lesbians find a Gay Sperm Donor

by frenchhorn1234 on Sep 28, 2020
Fetish

Jason returned to his apartment the day after his boyfriend had dumped him feeling as worthless as ever. They had been together three years, but ever since they had started discussing the future and possible marriage, Jason felt that Michael had become as distant as ever. He tried to ignore it, but deep down Jason knew that this was coming. Collapsing on hi...

Letters from a Friend in Paris 12

by aamirhydkhan on Oct 19, 2020
Letters & Transcripts

LETTER XII Another break in the narrative: Harry resumes his correspondence with Charlie where he joins Louisa's family at breakfast. As you may well imagine, my dear friend, after the wild excesses I had just experienced, I was ready enough to sink into the arms of Morpheus. So just giving a chuckle over the successful start that I had made as a participa...

Finding Our Real Selves

by Certeis on Mar 14, 2018
Transsexuals & Crossdressers

Both of these protagonists are transgender. I swap the pronouns I use for them halfway through the story so if you suddenly notice that change, it's intentional. All characters 18 cuz I said so etc etc. If you notice weird breaks it's cuz this story was initially written as 7 different individual submissions. *** "Sam? No partner yet?" The 'life skills' t...

My Metaphor

by hyperpress on Dec 24, 2018
Fetish

The audience drops into a continuing story written in first person POV (mostly). The following based on a true story. Given enough time, any question that occurs to the reader shall be answered, eventually. * I woke the next day, showered, put on a comfortable chemise, a microfiber and nylon blend thong and open toed sandals, made some coffee and sat down...