Gay Dress Socks Stories

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Orientation
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Infinite Scroll

Life on the Gay Side Ch. 02

by walterio on Dec 4, 2017
Gay Male

ANNIE LOOKS LIKE AN ANNIE Quincy had been bust all week at work and he looked forward to a relaxing evening and sex with Annie. They had not had sex in a couple of days and Quincy was thinking of that marvelous ass on the drive home. He had no idea what Annie had planned for him that evening. As Quincy was driving home, Annie was getting ready. Annie excit...

Family Offerings Ch. 03

by walterio on May 23, 2018
Gay Male

START OF ANOTHER WEEK On Tuesday morning after Martha left for work Aaron arrived at the house. Now that he had fucked Martha, he would have to figure out have to balance his time between mother and son. He took of his clothes and left them in the family room before heading to Chris' bedroom. Aaron got in bed and slipped under the covers. He felt the slen...

From the Shower to...

by gym_cruiser on Aug 18, 2017
Gay Male

I went to the gym the day that Eric wanted to coordinate that we be there. I went for a swim, but didn't see Eric yet. After 15 minutes of laps back and forth, I got out and changed into basketball shorts and a t-shirt. On my way to the weight room, I heard Eric call my name. I saw him come up to me, dressed in a short sleeved white button-down shirt and bla...

The Tailor's New Shop Boy

by ThomasStevenson on Nov 18, 2019
Gay Male

"Gotta go, this is my stop." Philip fired off a farewell text to his friend as he got up, shoving his thick, hairy, tan feet into his flip flops. He didn't bother adjusting his singlet, which continued its slide down one of his muscular shoulders, slouching halfway down one side of his beefy rugger's physique. A dusting of reddish chest hair made a thin "t"...

Just a Quickie

by Glenda100 on Aug 18, 2017
Gay Male

I was away from home. Work had suddenly sent me to Liverpool (I live in Surrey) so I hurried home, packed a bag and hopped on a plane. I arrived at my hotel, threw my bag in my room and went to the office. I fixed the most pressing problem then left for some dinner, saying I'd be back in a few hours. Back at the hotel I unpacked. I guess I should point out...

Joe The Weatherman's First Time

by sack on Aug 18, 2017
Gay Male

Sharon was in a great mood. As executive director of WTYT, she finally had Joe the Weatherman where she wanted him. Joe you see, was the newest and handsomest member of the WTYT community. Six foot four and 200 pounds, he had a slightly nerdy, clean cut look that was very appealing. Scott, his 19 year old intern, was almost a miniature Joe, about six foot tw...

But I'm Not Gay Sir!

by August74 on Oct 12, 2020
Gay Male

My name is Tommy B. I had just turned 18 and I had a lot to be thankful for. I recently graduated from high school with excellent grades. My family was very supportive and accepted my decision to take a year off from beginning college. I secured a part time job working in a local trucking company processing bills from 6pm to 10pm. The pay was pretty good and...

My First Time

by andreaplays on Aug 18, 2017
Gay Male

I have always like dressing in woman's clothes since being a child. I often would dress up when my parents would leave the house and I would parade around like a woman would. Now that I'm 33 years old and married, I have to wait until my wife leaves to dress up as she wouldn't understand. I often like to dress with the clothing that I like fucking my woman...

Three Men and a Motel

by sack on Sep 14, 2017
Gay Male

The three men rode along in total silence, as if they were going to the dentist. Each could not believe in a matter of minutes they would be doing the unthinkable. Holding another man's cock, taking it in their mouths, and maybe even having their butts stretched by a firm eight incher. It had all began innocently enough. Dan, the oldest of the group at 38,...

Jerry Ch. 04: Team Work

by pappybones95 on Feb 25, 2019
Gay Male

Jerry Ch. 4: Team Work Disclaimer: It should come as no surprise to anyone who has read any of the previous Jerry stories what themes will feature in this one. Gay and Bisexual actions feature strongly. Even those of you who enjoy those aspects may be put off by an incestuous twist or a touch of cross dressing. Also at the risk of spoiling the story, anyone...