Gay Dress Stories

3,413 results
Orientation
Length
Source
Infinite Scroll

Don't Be Ashamed

by LoveIsUniversal on Jan 29, 2019
Gay Male

Caleb knocked on the door three times and waited on the front porch. He just didn't know what to say to his girlfriend. He just knew that he should have apologized as soon as she discovered the truth. The eighteen-year-old Thai man had grown silent. He stared at the front door before anyone could even open it. He almost shivered at the possibility of losing...

Rick Needed a Beer, Gets Much More Pt. 11

by Iwanttwo on Aug 12, 2019
Gay Male

This chapter may better fit in the cross dressing category, but I'm keeping it in Gay, as past and future chapters are gay stories. And this chapter does involve some hot gay sex. I recommend you read previous chapters first, if you haven't already, to understand the characters. —————————————————— Tuesday at the office was awkward, to say the least. I avo...

Beautiful Black Dress

by LoveIsUniversal on Dec 30, 2017
Gay Male

Adam thought he would see her again, but it didn't happen at all. From the start of the first period to the end of the sixth, school became more of a chore to sit through now that the breakup was finalized. Adam hoped that Natasha would understand as soon as he confessed, but all she ever gave him was a frown and a cold shoulder. Now, he knew that she tried...

A Day with Daddy Ch. 02

by pjcjb100 on Sep 14, 2017
Gay Male

The email read: "Daddy's little girl has been a naughty little slut, masturbating like that on video. You must be punished for acting like such a little whore. To help you learn your lesson, I have posted your video to Xtube. Come tomorrow at 2 pm so that Daddy can teach you some discipline. I will let the doorman know you are coming. If you behave appropria...

Michael in the Mirror

by cmike on Aug 18, 2017
Gay Male

As James approached the front door he reached absently for the keys in his back jeans pocket, striding up the steps to the door. Without thinking he reached for the door handle, and to his surprise it opened without any need for the key. He paused momentarily. Strange. Even if Michael was at home it was unlikely that he would have left it unlocked. James cu...

The Lure of Cock from the Closet

by jakladd on Oct 15, 2017
Gay Male

It's true. We desire cock. Our wives have no idea what goes on inside of us with this desire to submit...to cock. We hide it from everyone but in our minds it's a runaway train. To touch, feel, pull on, sniff, rub our faces in it, lick it, taste it, suck cock. We've done it before, maybe a short time or a long time ago. The specter of guilt and shame dampens...

Sam, James and the Crimson Dress

by thameswatcher on Jul 15, 2020
Gay Male

Sam and James had been emailing for weeks, building up to this point, they'd met twice before but this could be longer and with more planning. Sam's wife was away on her courses so both knew they wouldn't be disturbed. It was late August and just dusk when the door bell went at 7pm. Sam opened it quickly and James slipped inside, careful that no one saw him....

Straight to Raving Gay Sissy

by Alluring_Crimson_Shifter on Aug 18, 2017
Gay Male

Wayne my best friend said, "Hey Dillon, we are invited to an exclusive party, tonight. You can tell your wife there is another business meeting. There will be business men, and might be some exhibitionist celebrities, and young women." Wayne and myself are upwardly mobile straight men and successful in our careers. Both of us dress well, stay fit, and have...

Horny on Halloween

by ifiknewthen on Sep 25, 2017
Gay Male

Halloween is one of my favorite holidays. I had been waiting for this night all week. well, at least since I finally decided on my costume. After weeks of debate with my boyfriend, I decided I wouldn't be the Luigi to his Mario and I would go as something completely different. I would borrow my sister's low cut Chinese dress and drag up to go as a hot Chines...

Sweet Little Snapshots

by LoveIsUniversal on Sep 12, 2018
Gay Male

Once the truth was out, Naomi fully embraced it. Ken had told her the truth two weeks ago. He had shown her the secret wardrobe that he had possessed. He had everything, ranging from bras and miniskirts to complete feminine dresses. It did shock Naomi for a few moments. But then, she became mesmerized by his preferences in terms of fashion. The twenty-nine-y...