Below you can find the complete collection of stories by Prettyboy.
9 Feb 2026 comments
Teddy runs a nail shop where he does the nails of women and men who are gay. He meets a new customer Dave who gets hard when Teddy does his nails in light blue. They meet later where Dave fucks Teddy who sucks on Dave's blue nails and comes on them
27 Jan 2026 comments
Ricky a femboy likes to look pretty for his partner, Steve and has his nails done by a Teddy. Teddy and Ricky end up being eager bottoms for Steve who fucks them and pisses on their asses in the shower.
11 Jan 2026 comments
Jim loves his cowboy boots and wants to be spit roasted wearing his knee high white boots. He finds two guys online- one to suck and there other to top him. Jim's top is Neil who fucks Jim with his BBC
7 Jan 2026 comments
Jake loves to top his bitch Jeff wearing boots whileJeff wears a skirt and boots with 3" heels. Jake leaves his cum in Jeff with his hole sealed with a jeweled butt plug. He takes the plug out in the morning and pisses on Jeff ass in the shower.
17 Dec 2025 comments
Jake loves seeing his bitch, Jeff in heels. He has bought a pair of Alexandro Vasini white ankle boots with 60mm heels for Jeff. He licks the inside of the boot so it is wet and warm and slides it onto Jeff's foot. He keeps licking the pretty boot while he fucks Jeff.
2 Dec 2025 comments
Jimmy is a gorgeous twink who attracts guys with his hot ass. He wears leather jeans and shorts to feature his butt. He meets Jack in his 30's who knows how to top pretty boys and enjoy their lovely asses.
29 Nov 2025 comments
Jackie has several pair of Nike Cortez sneaks. He can design the color and trim on the Nike website and has a pair in soft pink leather with white swoosh. He meets Tom who can't wait to top Jackie in his pretty sneaks.
27 Oct 2025 comments
Jackie has a fetish for boots and hi top sneaks. She has several pink boots that are a turn on for his partner Jeff. The story describe Jackie's day and the hot sex she has in her pretty pink boots.
5 Oct 2025 comments
Jeff loves seeing Jackie in skirts and has bought one for her in black leather. It looks so hot on Jackie they have sex. They go out shopping and buy a longer blue skirt with flowers with leads to another round of fucking.
26 Sep 2025 comments
Jackie loves wearing her skirt and gets and erection when she puts it on. Jeff, her partner, loves seeing Jackie's lovely ass in in lace panties. On this day Jeff enjoys Jackie in pink laced panties and comes on them
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9 Sep 2025 comments
Jackie got hard the first time she put on white laced panties and came in them. He partner Jeff is turned by Jackie wearing her laced panties and her pretty pink Nike boots. They enjoy sex with the white lace and pink boots and finish with Jeff pissing on Jackie's laced ass.
2 Sep 2025 comments
Jimmy, a black femboy is Jack's bitch. They both have a fetish for boots and leather. Jack fucks Jimmy who lis licking the read leather interior of Jack's St. Laurent Jonny patent leather boots with 3" heels. Then Jimmy fucks Jack because Jack loves seeing Jimmy's BBC penetrate his white ass.
25 Aug 2025 comments
This is about my journey to realizing my yin and all that means in my relationship with women in becoming a lesbian lover. Boots and cute sneaks (eg. Keds) are part of our sex life.
18 Aug 2025 comments
Jackie loves cock in his mouth or up his ass. He lives with Jeff and who llkes Jackie tight shorts and high heels. The story describes a day in Jackie's life and how he gets fucked with a BBC in the afternoon and by Jeff in the morning and at night watching porn.
10 Aug 2025 comments
Bill loves pretty boys- blowing them, eating their asses, rimming them and fucking them. He connects with a pretty boy, Jeff, for some hot sex
26 Jul 2025 comments
Jimmy,a femboy, and his Daddy, John are into boot licking, boot sucking and boot fucking. John sticks a dildo in one of Jimmy's hi top white leather Nike with the pink swoosh and pink trim. John sucks the dildo while Jimmy sucks the toe. Soon John is fucking Jimmy sucking the toe of his pretty boots
17 Jul 2025 comments
Jackie, a twink, likes to fuck himself with his cowboy boot. He meets anther pretty boy who also wears white cowboy boots and they hook up for hot sex in their gorgeous cowboy boots
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
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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.
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