Stories by Prettyboy

Daddy and his blond boy

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.

7.9 (10) 1850 Reads 7 Min

Keds Bitch (ch. 16)

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

9.6 (5) 222 Reads 5 Min

Pretty in Pink (ch. 3)

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

9.2 (4) 324 Reads 4 Min

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

9.3 (2) 263 Reads 3 Min

Keds Bitch (ch. 14)

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.

9.7 (4) 194 Reads 5 Min

Fuck me in my Mary Janes

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.

8.9 (7) 453 Reads 4 Min

Leather Boys Club

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

7.1 (10) 528 Reads 4 Min

I love pretty boys in white boots

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.

8.9 (9) 392 Reads 4 Min

Crossdressing Boot Bitch (ch. 2)

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

9.7 (5) 246 Reads 4 Min

Fuck me in my high red boots

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

8.9 (5) 441 Reads 3 Min

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.

9.5 (3) 172 Reads 3 Min

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

9.2 (2) 180 Reads 3 Min

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.

9.2 (3) 302 Reads 3 Min

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.

7.5 (21) 1108 Reads 4 Min

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.

8.9 (3) 337 Reads 4 Min

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.

9.5 (3) 215 Reads 3 Min

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

9.4 (6) 397 Reads 3 Min

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

8.7 (10) 612 Reads 3 Min

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

9.1 (8) 1696 Reads 5 Min

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.

8.0 (9) 290 Reads 4 Min

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

6.4 (15) 885 Reads 4 Min

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.

6.5 (12) 1120 Reads 3 Min

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

8.1 (4) 222 Reads 3 Min

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

9.3 (2) 385 Reads 5 Min

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

8.8 (6) 855 Reads 3 Min

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

9.1 (10) 1429 Reads 5 Min

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.

9.7 (4) 252 Reads 3 Min

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

9.6 (4) 299 Reads 4 Min

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

9.7 (4) 309 Reads 3 Min

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.

9.5 (3) 531 Reads 3 Min