Below you can find the complete collection of stories by Prettyboy.
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.
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
Advertisement - Please visit our sponsor!
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.
17 Dec 2024 comments
Jack has a pair of boots with soft tan leather interior. After wearing them his foot sweats and so the interior leather is warm and wet like a cunt. Smelling his boots he comes inside them. He gets his bitch boy, Jimmy to lick the cum inside of boots while Jack fucks Jimmy
Advertisement - Please visit our sponsor!
10 Dec 2024 comments
Jimmy, a beautiful black femme boy, is Jack's bitch. Jack is wearing a pair of St. Laurent Jonny boots with red leather interior. Jack orders Jimmy to sniff and lick the red leather while he fucks Jimmy who is totally Jack's boot bitch
2 Dec 2024 comments
Jackie is living with Jess now. Jackie has a femboy friend, Jimmy, and invites him over so he can enjoy Jess's 7". Jimmy is spit roasted as he sucks Jackie's cock while being fucked
1 Dec 2024 comments
Jackie has fetish for boots and leather. He just got a new pair of knee high black laced boots and can't wait to have sex with them. He meets Jess who obliges.
11 Nov 2024 comments
Jackie is beautiful 23 year old boy with a fetish for leather and high heeled boots. He meets Guy who enjoys fucking Jackie in his boots and leather
12 Oct 2024 comments
I have collected pics that turn me on. I describe these pics of beautiful boys, their cock and asses and how I would like to service them.
10 Oct 2024 comments
Jimmy has bought a new pair of pink Keds and is excited to show them off to the club. The pretty new sneaks are a real turn for the members the club as Tom fucks Jimmy in his pretty new sneaks
1 Oct 2024 comments
I am Jackie. This is day a in my life as a Keds bitch. I work at the men's clothing store and meet Neil who buys a pair of Nike high top white mid Blazers with the black swoosh and that evening fucks me in them while I am wearing my Keds
24 Sep 2024 comments
Jess is thinking about the sex he had with Jimmy. He can't wait to fuck Jimmy again and asks him over. Jimmy arrives in his white leather shorts and pink Keds and they have great sex together
23 Sep 2024 comments
Jimmy is a gorgeous bitch that loves to bottom wearing knee high boots with high heels. He hooks up with leather man, Jess for some hot sex
17 Sep 2024 comments
Paul is turned by seeing a Twink wearing white Keds so he buys a pair for Jackie who loves them. This leads to some hot sucking and fucking in her new sneaks.