Stories by Prettyboy

How I'll Realized My Yin

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.

7.3 (5) 117 Reads 3 Min

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.

8.0 (18) 1132 Reads 4 Min

Pretty Boys

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

6.4 (16) 1230 Reads 3 Min

Pretty Boots (ch. 4)

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

9.3 (2) 151 Reads 2 Min

My Cowboy Boot as a Dildo

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

9.5 (3) 363 Reads 4 Min

Leathered Ass (ch. 2)

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

7.6 (4) 338 Reads 3 Min

Dreaming of a Twink's Pretty Butt

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.

7.7 (12) 1667 Reads 5 Min

Pretty in Pale Pink

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

8.3 (15) 1364 Reads 5 Min

Pretty in Pink (ch. 5)

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

9.2 (4) 355 Reads 4 Min

First Time

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.

7.8 (14) 1503 Reads 4 Min

Pretty Boots (ch. 3)

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.

9.6 (3) 173 Reads 4 Min

Loving my high heels (ch. 5)

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

8.2 (4) 186 Reads 3 Min

My high Black Leather Docs

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.

8.6 (4) 309 Reads 4 Min

White Leather Bitch

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.

8.7 (7) 391 Reads 4 Min

Pretty Boots (ch. 2)

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.

8.5 (5) 190 Reads 3 Min

Pretty Boots

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.

8.2 (12) 571 Reads 4 Min

Loving my high heels (ch. 4)

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.

9.7 (4) 325 Reads 4 Min

I'm a boot licking bitch

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.

8.9 (3) 377 Reads 4 Min

Pretty in Pink (ch. 4)

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

8.5 (9) 798 Reads 5 Min

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.

7.8 (14) 2937 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) 456 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

8.9 (5) 540 Reads 4 Min

Keds Bitch (ch. 15)

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

9.3 (2) 438 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.

9.8 (6) 277 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.

8.8 (8) 684 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

7.3 (11) 816 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.

9.1 (10) 526 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

8.9 (7) 341 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) 532 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) 219 Reads 3 Min