Below you can find the complete collection of stories by Prettyboy.
5 Jul 2025 comments
Jack is turned on by his pretty bitch's ass in leather. He enjoys rubbing and licking his bitch's tight blue leather ass. His precum drips on to the blue leather and Jack gets so hard pull down the shorts and fucks his bitch
22 Jun 2025 comments
Billy is 33 years old and dreams about fucking pretty. blond boys. He meets Ricky at gay bar and fulfills his dream by fucking this pretty boy with a gorgeous ass.
17 Jun 2025 comments
Jimmy is a 22 year old pretty boy wearing white leather jeans. pale pink socks that show off his white Keds.. He meets John a. leather bar who can't wait to fuck this lovely boy/girl
7 Jun 2025 comments
Jackie loves her Keds and hi top pink Chucks. She lives with Jim and wears pink leather shorts that are a turn on for Jim. They enjoy some hot sex together enjoying the pink shorts and boots
31 May 2025 comments
Jack has always been turned on my boots and leather and is attracted to men wearing them. He goes. to leather bar where he meets Jim who initiates Jack into gay sex.
26 May 2025 comments
Jimmy begins each day using his pretty boots to get off by sucking them and fucking himself with his boot. John loves to watch Jimmy having fun and get hard watching him so he needs fuck Jimmy in his pretty boots.
25 May 2025 comments
Jack likes to top and bottom. Today he looks to bottom in his Alexsandro Vasini red boots with 60mm heels. He meets leather man, Joe who tops Jack in his motorcycle boots
21 May 2025 comments
Jack likes to top and bottom. When he tops he wears his high black laced Docs. Jimmy is a submissive twink that likes being fucked by a man in high black boots.
18 May 2025 comments
Jimmy is turned on by white leather. He loves wearing white leather jeans and boots. His partner John loves fucking Jimmy who is wearing white leather shorts with zippered ass.
16 May 2025 comments
After a hot fuck in his pretty white Nike boots with pink swoosh, Jimmy hooks up with John wearing his gorgeous brown cowboy boots for some more fucking.
Advertisement - Please visit our sponsor!
14 May 2025 comments
Jimmy loves his pair of hi top white Nikes with the pink swoosh. They are perfect for a bottom bitch. John like fucking a femboys and is turned on by Jimmy in his pretty boots.
28 Apr 2025 comments
Jackie loves wearing boots with high heels. He meets Jeff who is looking to fuck a femboy and and gets hard seeing Jackie in his knee high white patent leather boots with 3" heels. They have some hot booted sex.
17 Apr 2025 comments
Jackie gets off licking a leather boot before his top fucks him. He meets Jess who is wearing gorgeous black boots and is turned on by Jackie's shiny pink cowboy boots. They have hot sex in their boots.
4 Apr 2025 comments
Jackie is a cute twink who loves wearing pink. He is wearing new pair of pink leather Nike hi tops with white laces, girly white socks and silver anklets. He goes on line to find a top who will enjoy fucking a bitch wearing pink leather boots
23 Mar 2025 comments
Justin a mature man lives with a pretty blond. boy Jason. The story describe how they spend their day and their hot sex life.
20 Mar 2025 comments
Jackie is wearing her pink Keds is looking for an older man to fuck him. He meets Justin, a gorgeous man in his late 30's wearing white leather jeans and hi top AF!s
13 Mar 2025 comments
Pink has just bought a pair of pink leather hi top Nikes and feels so hot on them. She can't wait for Rick to get home so he can fuck his femboy in her pretty pink boots
10 Mar 2025 comments
After having hot sex, Tom and Jackie spend weekends together. In the morning they start with Tom licking the soles of Jackie Keds while Jackie blows him. Later in shower Tom pees on Jackie's pretty ass who loves the taste of Tom's urine when she sucks his dick
8 Mar 2025 comments
A few months ago Tom saw a pretty boy wearing white Keds. Ever since he dreams of fucking a femboy wearing Keds. He meets Jackie wearing her Keds and he realizes his dream.
1 Mar 2025 comments
Jackie, a crossdressing bitch, has a new pair of Mary Janes and is looking for a guy wearing high black boots to fuck her. Jeff is turned on my Jackie wearing Mary Janes so they hook up for a hot fuck.
Advertisement - Please visit our sponsor!
16 Feb 2025 comments
Jake and Jim love wearing tight leather jeans. The feel of tight leather around their crotch and ass makes them hard as well as looking a boy's ass wrapped in tight black leather. The leather stimulates some hot sex for these twinks
14 Feb 2025 comments
Jeff has a fetish for boots, particularly white boots on femboys. Jackie is turned on by Jeff and his denim cowboy boots so they satisfy the their fetish with some booted fucking.
4 Feb 2025 comments
Jackie likes Only Maker website which features guys in women's boots with high heels. He is wearing a pair of knee high white patent leather laced boots which attracts Jim. Jim enjoys fucking Jackie in his knee high black Docs
28 Jan 2025 comments
Jackie, wearing new knee high red platform boots with 5" heels, is looking for a top. He meets Jimmy wearing knee black Docs who is turned on my Jackie's gorgeous red boots. They have great fuck in their wearing their boots
20 Jan 2025 comments
Jackie and Tommy wearing their Keds meet Johnny who is turned on by these cute bitches and their Keds. They hook for some hot sex with their sneaks.
12 Jan 2025 comments
Jackie and Tommy are Keds bitches and are living together. They just got a pair of Keds with silver glitter for Jackie to wear so Tommy can fuck her in these gorgeous new sneaks
4 Jan 2025 comments
Jackie is a Keds bitch who usually bottoms for a guy wearing leather and high boots. He want to hook up with another Keds bitch so he can really enjoy his fetish.
28 Dec 2024 comments
Jacques owns a boot shop that caters to gays. He blows a new customer, Freddy, in the change room and hooks up later to fuck this virgin twink.
21 Dec 2024 comments
Frank is Tommy's Daddy. He was once bisexual but now turned on by pretty femboys, like Tommy. Tommy is a Keds bitch with several pairs in different colours that match his nails.
19 Dec 2024 comments
Tommy has become true Keds bitch with a closet full of Keds in different colours. He meets Frank who is turned on by seeing Tommy in his cute sneaks which leads to some hot sex.