Prettyboy

Here you can find all stories written by Prettyboy. Please leave a comment and rate the stories to show your appreciation.


8.0
16 Votes

Chuck Buddies (ch. 3)

15 Feb 2024 757 readers comments 3 Min Read

Paul has finally left his wife so he can be with Jack. Paul knew he had to leave when he was thinking of Jack's ass when he was having sex with his wife. Paul and Jack have wonderful fuck together.

Topics: Anal Sex, Romance, Oral & Blowjobs, Coming of Age, Sneakers

8.3
26 Votes

Chuck Buddies (ch. 2)

13 Feb 2024 1164 readers comments 3 Min Read

Jack has come out and is meeting up with guys online. His friend from high school, Paul contacts Jack and wants to explore gay sex while still living with his girl friend

Topics: Anal Sex, Coming Out, Oral & Blowjobs, Sneakers

8.3
43 Votes

Chuck Buddies

12 Feb 2024 2338 readers comments 3 Min Read

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.

Topics: Anal Sex, First Time, Friends, Oral & Blowjobs, Sneakers

8.6
4 Votes

Pretty in Pink (ch. 2)

9 Feb 2024 328 readers comments 5 Min Read

Pinky is now living with Rick and enjoys a morning fuck with him to start the day.

Topics: Anal Sex, Boots, Sneakers

9.2
10 Votes

Boys in Boots

5 Feb 2024 619 readers comments 4 Min Read

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.

Topics: Anal Sex, Rimming, Age Difference, Boots

7.5
4 Votes

I Love Ass (ch. 2)

3 Feb 2024 370 readers comments 3 Min Read

Jimmy has been Joel's bitch for several months now. Joel is wearing knee high black laced boots ready dominate Jimmy.

Topics: Anal Sex, Rimming, Boots

8.0
4 Votes

Loving my high heels (ch. 2)

25 Jan 2024 170 readers comments 4 Min Read

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.

Topics: Anal Sex, Rimming, Boots

7.6
9 Votes

Keds Bitch

15 Jan 2024 461 readers comments 4 Min Read

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.

Topics: Anal Sex, Rimming, Boots

8.6
13 Votes

Becoming a boot bitch

8 Jan 2024 614 readers comments 5 Min Read

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.

Topics: Anal Sex, Oral & Blowjobs, Boots

8.3
15 Votes

Daddy and his Ballet Boy

5 Jan 2024 2287 readers comments 5 Min Read

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.

Topics: Anal Sex, Daddy, Twink, Age Difference, Boots

7.5
12 Votes

I Love Ass

4 Jan 2024 1594 readers comments 4 Min Read

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

Topics: Anal Sex, Rimming, Twink, Boots

7.4
18 Votes

Bottom Boy Services Blond

30 Dec 2023 1061 readers comments 4 Min Read

Kenny, a bottom femboy, seeking a leather man to top him connects with Jeff, a gorgeous blond guy.

Topics: Anal Sex, Rimming, Leather, Femboy, Boots

7.2
16 Votes

Boots and Leather

26 Dec 2023 1059 readers comments 6 Min Read

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.

Topics: Anal Sex, Rimming, Leather, Boots

8.0
41 Votes

Becoming a Top

24 Dec 2023 2347 readers comments 5 Min Read

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.

Topics: Anal Sex, Daddy, Age Difference, Boots, Sneakers

7.5
16 Votes

Femme Boy enjoys BBC

23 Dec 2023 2370 readers comments 5 Min Read

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.

Topics: Big Dick, Leather, Interracial, BBC, Femboy, Boots, Fucking

9.3
5 Votes

My Asian Dream Boy (ch. 2)

19 Dec 2023 676 readers comments 5 Min Read

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.

Topics: Asian Men, Leather, Interracial, Boots, Fucking

8.5
13 Votes

My Asian Dream Boy

17 Dec 2023 1075 readers comments 5 Min Read

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.

Topics: Asian Men, Leather, Interracial, Boots, Fucking

9.1
6 Votes

Cowboy boot fetish (ch. 2)

16 Dec 2023 538 readers comments 4 Min Read

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.

Topics: Anal Sex, Rimming, Cowboy, Femboy, Boots

8.3
21 Votes

Cowboy boot fetish

14 Dec 2023 962 readers comments 4 Min Read

Freddy has had thing for cowboy boots since he was young. He seeks out a cowboy with boots to fulfil his fantasies.

Topics: Anal Sex, Rimming, Boots

8.5
13 Votes

Hunger for BBC (ch. 2)

7 Dec 2023 2060 readers comments 4 Min Read

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

Topics: Anal Sex, Rimming, Interracial, BBC, Boots, Sneakers

9.3
9 Votes

Pretty in Pink

3 Dec 2023 569 readers comments 4 Min Read

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.

Topics: Anal Sex, Rimming, Leather, Boots

8.5
25 Votes

Hunger for BBC

1 Dec 2023 3082 readers comments 3 Min Read

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.

Topics: Anal Sex, Rimming, Leather, Interracial, BBC

8.9
10 Votes

Loving my high heels

18 Nov 2023 576 readers comments 3 Min Read

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.

Topics: Anal Sex, Crossdressing, Rimming, Leather, Boots

8.2
18 Votes

The Taste of Leather

16 Nov 2023 840 readers comments 3 Min Read

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.

Topics: Anal Sex, Rimming, Leather, Boots

8.7
14 Votes

My First Time (ch. 2)

17 Aug 2023 1319 readers comments 4 Min Read

Sheldon's evolution to being gay is described and how many different factors led him seeking his first gay sexual encounter.

Topics: Dildo, First Time, Oral & Blowjobs, Boots

8.7
51 Votes

My First Time

11 Aug 2023 2797 readers comments 4 Min Read

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

Topics: Anal Sex, First Time, Oral & Blowjobs, Sex, Sneakers