Below you can find the complete collection of stories by Prettyboy.
28 Jul 2024 comments
Jackie is wearing a new pair of pink leather shorts with the hopes of attracting a horny top. Jim is a turned on by Jackie's shorts and enjoys her ass both in the gorgeous pink leather and also in the flesh.
26 Jul 2024 comments
Jerry is bisexual but in the end he prefers a femboy's pussy. He meets Tommy who looks so cute in his white leather shorts and Nike Cortez and they hook up for some hot sex.
21 Jul 2024 comments
Jack and Justin are part of riding club. They are turned on by seeing guys in their tight breeches tucked into knee high black riding boots. They hook up for some hot sex in their tall boots.
14 Jul 2024 comments
Ben is a top who likes fucking twinks. He meets Ricky who is wearing white Keds that turn him on and leads to some fun sex together.
6 Jul 2024 comments
Jimmy is pretty bitch boy who loves wearing his high top pink Chucks with his white denim short shorts and pink tank top. Tom is attracted to Jimmy tops him wearing new Nike high top AF1s
27 Jun 2024 comments
Jackie loves wearing high heels. He just received a pair of high black Chucks with 3" white heels. He meets Tom who is turned on by these Chucks and tops Jackie.
21 Jun 2024 comments
Keds Club is for guys with a fetish for Keds. It has four members. Tom who tops, two bottoms, Jimmy and Jackie, and Dirk who does both. Jackie starts the meeting by asking to have his hot ass rimmed and fucked. Later Derek fucks Jimmy with his gender neutral blush colored Keds
16 Jun 2024 comments
Tom likes to top pretty femboys. He meets Jackie who just bought a pair of red Keds. Tom goes to Jackie's shoe store and buys a new pair of purple cowboy boots. Tom wears his new boots as fucks Jackie in his red Keds
13 Jun 2024 comments
Jackie is a crossdresser and has new pair of women's knee high white patent leather laced boots and is looking for a top. Jackie hooks up with a leather boy, Jeff.
3 Jun 2024 comments
Jackie is wearing his pink Keds and white leather shorts with a zippered ass looking for a top. He meets Bob wearing gorgeous patent leather cowboy boots who is turned on by Jackie's white leather ass which he rubs and slaps while he fucks Jackie.
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26 May 2024 comments
Jack is Carl's bottom bitch. However, he meets a beautiful boy his age, Curt, and is so turned on that he has top Curt wearing his new denim cowboy boots.
20 May 2024 comments
Jack describes scenes from porn that turn him on. They serve to inspire great sex with his pretty bitch boy who loves wearing his pretty new high white Chucks while being fucked.
18 May 2024 comments
Carl has bought a pair of Docs, Jadon HI polished boots. He feels do dominant in these boots that has to fuck his pretty bitch boy, Jack, who is wearing black leather jeans tucked into white cowboy boots. His jeans have zippered ass that Carl enjoys slapping the black leather while he fucks Jack
6 May 2024 comments
Keds has just released "gender neutral" sneaks that is perfect for queers who love Keds. Jimmy gets a pair blush can't wait to show them to his partner Dirk can't wait to fuck Jimmy in this cute new sneaks.
30 Apr 2024 comments
Bill writes and gives talks on love and relationship. As he signs his book he likes to hit on young pretty femme boys which often leads to a hot fuck. Jimmy is turned on by Bill and his gorgeous cowboy boots.
14 Apr 2024 comments
Jerry loves a virign and breeding pretty boys. He meets Justin and connects with him so eventually he initiates Justin into gay sex. Justin is bred and becomes a gorgeous bottom bitch that loves cock up his ass.
12 Apr 2024 comments
I am Terry. I like to top and bottom depending on how I feel. When I top I wear knee high black riding boots that shine and when I bottom I wear beautiful white cowboy boots.
11 Apr 2024 comments
It took several years before I knew I was gay and realized my true identity. Some guys know when they are a boy they are gay. Mine was journey from a fetish for boots till I wanted to have sex with boys. Now I can't get fucked enough as a bottom bitch
9 Apr 2024 comments
Jimmy is so excited. He just received a pair of pink Keds what he ordered. Dirk, his Daddy, can't wait to fuck Jimmy in his sneaks while he wears his calf high black harness boots.
7 Apr 2024 comments
Carl takes Jack shopping for a new pair of boots. A new pair of gorgeous cowboy boots leads to a hot fuck
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31 Mar 2024 comments
Jack bought Bill a pair of high top platform black Chucks so Billy puts them for a hard fuck and to initiate them into their sex life
19 Mar 2024 comments
I am Jack married to my husband, Billy who is black. I am also Billy's Daddy since there is almost a 20 year age difference. I like to top Billy in knee high black boots and be boss to my pretty bitch
15 Mar 2024 comments
Jackie is a 23 years old with a hot, hungry ass. He goes to a park at night for quick fuck but is not satisfied. He meets Jeff at gay bar who spends the night fucking Jackie.
9 Mar 2024 comments
Frank is turned on by seeing pretty boys in tight faded jeans or shorts. He is able to hook up with Eddy who serves as an eager bottom for Frank
2 Mar 2024 comments
Ricky is Carl's bitch boy. Ricky is wearing a pink bra, skirt, and high top pink Chucks waiting for Carl to come home and fuck him. Carl enjoys topping Ricky wearing knee high black laced boots.
25 Feb 2024 comments
Jimmy is a Keds bitch and is now living with Dirk. Dirk and Jimmy have great sex which includes fucking Jimmy with one of his cute sneaks.
23 Feb 2024 comments
Ricky hooks up with another ballet boy who is Black, Sam. These beautiful ballet boys enjoy a great fuck
15 Feb 2024 comments
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.
13 Feb 2024 comments
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
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.