Keds Bitch (ch. 13)
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.
Prettyboy
Below you can find the complete collection of stories by Prettyboy.
Keds Bitch (ch. 12)
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
Keds Bitch (ch. 11)
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.
My Boot Shop
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.
Keds Bitch (ch. 10)
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.
Keds Bitch (ch. 9)
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.
My Boot is like a Cunt
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
Being a Boot Bitch
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
Two Bitches and Their Boss
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
Fucked in my new knee high laced boots
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.
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I am a Hot Bitch
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
Building My Own Porn Site
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.
Keds Club (ch. 2)
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
Keds Bitch (ch. 8)
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
My Life as a Pretty Bitch (ch. 2)
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
My Life as a Pretty Bitch
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
Chuck Buddies (ch. 6)
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.
Chuck Buddies (ch. 5)
27 Aug 2024 comments
Jack likes to be called Jackie now and has a new pair of hi top black Chucks with 3" white heels. Her Daddy got hard when he saw his gurl in high heels which led to some hot sex
Chuck Buddies (ch. 4)
23 Aug 2024 comments
Paul has come out and is living with Jack. They love having sex in their Chucks and decide to buy new white hit tops. Paul gets a pair of hi top white platform Chucks and Jack gets the regular white hit tops. They can't wait to get back to have some sex in their new white boots
Keds Bitch (ch. 7)
14 Aug 2024 comments
Jerry loves topping pretty blond boys. He hooks up with Jimmy online who looks so cute in his Keds. Jimmy wears his Keds while Jerry tops him in his patent leather shorty cowboy boots.
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Leathered Ass
6 Aug 2024 comments
Jackie is turned on my wearing tight leather jeans and shorts. He meets Dave who is turned on seeing Jackie in his pink leather shorts. They hook up with Dave riding Jackie in his black patent leather cowboy boots.
Call Me a Fuckin Fruit
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.
I Love Fucking Femboys
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.
Boys and their tall Riding Boots
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.
Keds Bitch (ch. 6)
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.
My High Top Pink Chucks
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
Loving my high heels (ch. 3)
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.
Keds Club
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
Keds Bitch (ch. 5)
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
Crossdressing Boot Bitch
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.