Straight To Gay Stories

361,514 results
Orientation
Length
Source
Infinite Scroll

Reversing Rolls

by MyCuteCherry on Sep 16, 2017
Transsexuals & Crossdressers

"Wakey wakey sleepy-head." I hear as I wipe the sleep from my eyes. "Did you sleep well honey?" "Yes thanks Sophie. I always sleep well when it's by your side." "Aww. I do too. We should be getting along. It's 8am, and we have a meeting to attend to." Like a puppet on strings, jumping to Sophie's command, I promptly swung my legs out of bed - I know how...

Prisoner in his Harem Ch. 03

by RubiaLaFaye on Sep 12, 2017
Romance

In part 1 and 2 of this story we come to know Sheikh Fouad who rules a traditional 1001 nights meet Silicon Valley Emirate between the sea and the desert. He discovers a bombplot against his children and those of other dignitaries. The bomb is handed to the assassin by a Western woman who teaches at the local university and is known for her fierce equal righ...

Jack's First Time

by bi_cpl_with_crossdresser on Jul 13, 2020
Transgender & Crossdressers

There were no secrets between Jack and Marcy, hell when you have been married to the same person for almost 24 years and together for even longer there was no need. Marcy had professed to Jack well before they were even a couple that she was bi and soon after they were dating Jack confessed he was a Crossdresser, a few years later he also said he thought h...

Angel's Work Ch. 06

by slutbunny on Sep 12, 2017
Group Sex

I hadn't been to work for a while. It was not a problem, I had plenty of money saved. The firm were very good about keeping some of the more persistent clients happy. It is flattering to know that were one of my guys would just ask for me, they now need two or three girls to get the same kick. They loved it at the office as the money goes up if there is more...

A Surprise at the Door

by susurrus on Sep 12, 2017
Fetish

I was so damn glad to be home. Work had sucked all fucking week long, and I was looking forward to a weekend of not really doing much of anything. If the wife pulled out her "to do" list, I'd simply refuse and deal with whatever repercussions I had to. At the moment, my sole plan was to get inside, put on some comfortable clothes, grab a beer and take root i...

Tiny John Pt. 03: Cheating Meagan

by JessieOye on Aug 21, 2018
Fetish

***Trigger warning for rape and violent themes in this story.*** Near the end of my 'relationship' with Meagan, I thought I was on top of the world. Summer was here. School was relatively close to being over. I had a girlfriend who seemed to be really into sex, even though we weren't really given many chances to act on it. And best of all, she knew how to...

Letter from Willesden Chasm

by justincbenedict on Oct 8, 2019
BDSM

Dear Shoeblossom I have a difficult time standing in the corner for long periods after a whipping. Ingrid requires that I stand on my tip toes, and that of course is impossible for more than eight or nine minutes. Ingrid will sit at the end of the parlor, reading her "Mirabella" magazine and every now and then she gazes over to see if I am up on my toes....

Modern Day Pen Pals

by blackstallion21 on Sep 3, 2017
Erotic Couplings

Ever fall in love with someone's personality before you've fully met them? Of course you have in the Internet Day and Age. It takes a mere nothing now days to accidently IM someone and trip and fall into a relationship. Or a mere nothing to get onto an internet dating site, and with just a photo of who you think you are talking to, and a cunning corresponden...

Using Evy

by salvatore31 on Sep 14, 2017
Mature

Using Evy is a true, but an exaggerated narrative. I am hopeful that you will decide to comment on my work. It is the only way I am able to improve my writing. Especially grammar. Thanks in advance. Evy and I met at a large teaching hospital in Colorado. We are both registered nurses. She wanted to date me and so asked me out numerous times. I was reluctan...

Street Hustler Tamed and Trained Ch. 05

by profperverse on Dec 3, 2018
BDSM

BBB had called me the day before and given me a time to report to him. He told me he'd have a surprise for me when I arrived. He didn't go any further with an explanation and I knew better than to ask. When I arrived at his house I entered as normal and went to the bedroom where I would undress and put on my collar and leash. I did this quickly as I wanted...