Chuck Buddies
12 Feb 2024 comments
Paul and Jack are good friends in high school. They both love wearing high top Converse sneaks. They start to experiment with sex and Paul fucks Jack for the first time.
Below you can find the complete collection of stories by Prettyboy.
12 Feb 2024 comments
Paul and Jack are good friends in high school. They both love wearing high top Converse sneaks. They start to experiment with sex and Paul fucks Jack for the first time.
9 Feb 2024 comments
Pinky is now living with Rick and enjoys a morning fuck with him to start the day.
5 Feb 2024 comments
Carl is turned on my boys wearing high boots tucked into tight jeans. He finds Jack at a leather bar wearing jeans tucked into beautiful cowboy boots. Carl tells Jack about his collection of boots so they head to his place for hot booted sex.
3 Feb 2024 comments
Jimmy has been Joel's bitch for several months now. Joel is wearing knee high black laced boots ready dominate Jimmy.
25 Jan 2024 comments
Jackie has just gotten a new pair of boots with 3" heels. Wearing them he puts on leather jeans with zippered as and heads for a leather bar where he meets Jake. Their boots and leather stimulate some hot sex.
15 Jan 2024 comments
Jimmy feels so hot wearing his Keds with faded denim shorts. He works in a shoe store that caters to gay men and meets Dirk who buys a pair of high top pink Converse which leads to some fun sex.
8 Jan 2024 comments
Since Jack was boy he had a thing for boots. He first sex is with Mark in college who wear beautiful cowboy boots that leads to Jackie becoming a botton boot bitch.
5 Jan 2024 comments
Joe is 40 years old and love fucking pretty boys. He is living with Ricky who goes to dancing school. They have sex three different times in one day.
4 Jan 2024 comments
I love ass, particularly the smooth ass of a Twink. I find a Twink with a beautiful ass that I enjoy with my mouth and cock
30 Dec 2023 comments
Kenny, a bottom femboy, seeking a leather man to top him connects with Jeff, a gorgeous blond guy.
26 Dec 2023 comments
Since Ben was kid, he has been turned on by boots and leather. He finds a Jake, a leather man, who can top Ben and enjoy great sex with boots and leather.
24 Dec 2023 comments
Carl is has turned 40 and knows that he is totally gay and wants to top. He meets Ricky, age 22, and they connect so Carl can top this beautiful bottom boy.
23 Dec 2023 comments
Jimmy is a femme boy with a fetish for boots and sneaks. He meets a gorgeous black guy, Joel, and they hook up for some hot sex.
19 Dec 2023 comments
Jed and Jimmy are living together and enjoying wonderful sex. Jimmy likes to start the day riding his dildo so his pussy is ready for Jed to enjoy with his hard cock.
17 Dec 2023 comments
Jed has thing for the smooth, shaved body of Asian boys and wants to top one wearing his knee high Doc Martens. He and Jimmy connect and enjoy some hot sex.
16 Dec 2023 comments
Freddy is enjoying using the toe of his cowboy boot as a dildo while thinking of Jay and his boots. Jay texts Freddy that he is coming over wearing a new pair of boots that Freddy can lick.
14 Dec 2023 comments
Freddy has had thing for cowboy boots since he was young. He seeks out a cowboy with boots to fulfil his fantasies.
7 Dec 2023 comments
Jim is looking at pic he took of Jerry's hole with his cum on it and decides to connect again with his white bitch
3 Dec 2023 comments
Pinky is into fashion and likes coordinating pink clothing and shoes with other colours. Pink also is a signal that he is queer and is looking to hookup. He meets Rick who is also into fashion and they end up connecting.
1 Dec 2023 comments
Jerry is bottom bitch boy who is looking to hook up with a black man and enjoy his BBC. He meets Jim in a leather bar who meets his needs.
18 Nov 2023 comments
Jackie is a bottom boy who loves wearing his St. Laurent Jonny boots with 3" heels. Rod eyes Jackie and his boots. Intrigued by Jackie, his leather jeans and boots Rod decides to hit on Jackie.
16 Nov 2023 comments
Freddy is a pretty leather boy looking for leather man to top him. He meets Dillon at a leather bar who provides what Freddy needs.
17 Aug 2023 comments
Sheldon's evolution to being gay is described and how many different factors led him seeking his first gay sexual encounter.
11 Aug 2023 comments
Sheldon is married but lately is turned on by gay porn and playing with his hole. He meets Hank who helps Sheldon find his identity as a bottom bitch boy