Gay Boots Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about men wearing or worshiping men in leather boots.

I Love Fucking Femboys

By Prettyboy 26 Jul 2024

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.

7.3 (22) 5711 4 Min Comments

Boys and their tall Riding Boots

By Prettyboy 21 Jul 2024

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.

8.6 (38) 1836 4 Min Comments

Keds Bitch (ch. 6)

By Prettyboy 14 Jul 2024

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.

7.5 (10) 771 3 Min Comments

Keds Bitch (ch. 5)

By Prettyboy 16 Jun 2024

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

7.0 (10) 615 4 Min Comments

Crossdressing Boot Bitch

By Prettyboy 13 Jun 2024

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.

7.5 (17) 1240 3 Min Comments

Hot Ass (ch. 2)

By Prettyboy 3 Jun 2024

Jackie is wearing his pink Keds and white leather shorts with a zippered ass looking for a top. He meets Bob wearing gorgeous patent leather cowboy boots who is turned on by Jackie's white leather ass which he rubs and slaps while he fucks Jackie.

7.5 (11) 628 4 Min Comments

Boys in Boots (ch. 4)

By Prettyboy 26 May 2024

Jack is Carl's bottom bitch. However, he meets a beautiful boy his age, Curt, and is so turned on that he has top Curt wearing his new denim cowboy boots.

8.3 (13) 711 5 Min Comments

What Porn Scenes Turn Me ON

By Prettyboy 20 May 2024

Jack describes scenes from porn that turn him on. They serve to inspire great sex with his pretty bitch boy who loves wearing his pretty new high white Chucks while being fucked.

8.9 (16) 1141 5 Min Comments

Boys in Boots (ch. 3)

By Prettyboy 18 May 2024

Carl has bought a pair of Docs, Jadon HI polished boots. He feels do dominant in these boots that has to fuck his pretty bitch boy, Jack, who is wearing black leather jeans tucked into white cowboy boots. His jeans have zippered ass that Carl enjoys slapping the black leather while he fucks Jack

7.5 (10) 770 4 Min Comments

Keds Bitch (ch. 4)

By Prettyboy 6 May 2024

Keds has just released "gender neutral" sneaks that is perfect for queers who love Keds. Jimmy gets a pair blush can't wait to show them to his partner Dirk can't wait to fuck Jimmy in this cute new sneaks.

6.8 (8) 578 3 Min Comments

Loving Ass of Pretty Femme Boys

By Prettyboy 30 Apr 2024

Bill writes and gives talks on love and relationship. As he signs his book he likes to hit on young pretty femme boys which often leads to a hot fuck. Jimmy is turned on by Bill and his gorgeous cowboy boots.

7.9 (15) 1847 3 Min Comments

Black Boots and White Boots

By Prettyboy 12 Apr 2024

I am Terry. I like to top and bottom depending on how I feel. When I top I wear knee high black riding boots that shine and when I bottom I wear beautiful white cowboy boots.

7.7 (11) 644 5 Min Comments

Realizing I'm a Bottom Bitch

By Prettyboy 11 Apr 2024

It took several years before I knew I was gay and realized my true identity. Some guys know when they are a boy they are gay. Mine was journey from a fetish for boots till I wanted to have sex with boys. Now I can't get fucked enough as a bottom bitch

7.6 (9) 2467 6 Min Comments

Keds Bitch (ch. 3)

By Prettyboy 9 Apr 2024

Jimmy is so excited. He just received a pair of pink Keds what he ordered. Dirk, his Daddy, can't wait to fuck Jimmy in his sneaks while he wears his calf high black harness boots.

7.2 (7) 670 4 Min Comments

Boys in Boots (ch. 2)

By Prettyboy 7 Apr 2024

Carl takes Jack shopping for a new pair of boots. A new pair of gorgeous cowboy boots leads to a hot fuck

7.8 (11) 964 4 Min Comments

A carpenter's commission releases the bully & beta-pig (ch. 3)

By Humiliation junky 6 Apr 2024

Chapter 3 sets the scene to more extreme humiliation and degradation in Chapter 4. We learn how Jon lures Paul back for more. They learn a bit more about each other, and Paul learns how to properly clean a man's boots and what it means go be a dirty little piss-pig...

9.8 (36) 4991 18 Min Comments

A carpenter's commission releases the bully & beta-pig (ch. 2)

By Humiliation junky 5 Apr 2024

There will be nine chapters charting the journey of two men, alpha-male and beta-boi, as they discover how mean and dirty they really are. This story involves, humiliation, scat, piss, boot worship and pipe smoking. If these things are not for you please do move on. This is the first story that I have published. It covers my own personal interest in humiliation, submission and an obsession with pipe smoking men. I welcome constructive ...

9.4 (54) 7202 13 Min Comments

A carpenter's commission releases the bully & beta-pig

By Humiliation junky 4 Apr 2024

There will be nine chapters charting the journey of two men, alpha-male and beta-boi, as they discover how mean and dirty they really are. This story involves, humiliation, scat, piss, boot worship and pipe smoking. If these things are not for you please do move on. This is the first story that I have published. It covers my own personal interest in humiliation, submission and an obsession with pipe smoking men. I welcome constructive ...

9.2 (63) 10689 13 Min Comments

My Hot Interracial Marriage (ch. 2)

By Prettyboy 31 Mar 2024

Jack bought Bill a pair of high top platform black Chucks so Billy puts them for a hard fuck and to initiate them into their sex life

8.0 (9) 1098 4 Min Comments

My Hot Interracial Marriage

By Prettyboy 19 Mar 2024

I am Jack married to my husband, Billy who is black. I am also Billy's Daddy since there is almost a 20 year age difference. I like to top Billy in knee high black boots and be boss to my pretty bitch

7.8 (15) 1726 7 Min Comments

Hot Ass

By Prettyboy 15 Mar 2024

Jackie is a 23 years old with a hot, hungry ass. He goes to a park at night for quick fuck but is not satisfied. He meets Jeff at gay bar who spends the night fucking Jackie.

8.7 (24) 1806 4 Min Comments

Pretty Boys in Jeans

By Prettyboy 9 Mar 2024

Frank is turned on by seeing pretty boys in tight faded jeans or shorts. He is able to hook up with Eddy who serves as an eager bottom for Frank

7.5 (21) 1596 4 Min Comments

Becoming a Top (ch. 2)

By Prettyboy 2 Mar 2024

Ricky is Carl's bitch boy. Ricky is wearing a pink bra, skirt, and high top pink Chucks waiting for Carl to come home and fuck him. Carl enjoys topping Ricky wearing knee high black laced boots.

8.3 (7) 1776 4 Min Comments

Keds Bitch (ch. 2)

By Prettyboy 25 Feb 2024

Jimmy is a Keds bitch and is now living with Dirk. Dirk and Jimmy have great sex which includes fucking Jimmy with one of his cute sneaks.

8.0 (13) 955 5 Min Comments

Pretty in Pink (ch. 2)

By Prettyboy 9 Feb 2024

Pinky is now living with Rick and enjoys a morning fuck with him to start the day.

7.8 (11) 757 5 Min Comments

Boys in Boots

By Prettyboy 5 Feb 2024

Carl is turned on my boys wearing high boots tucked into tight jeans. He finds Jack at a leather bar wearing jeans tucked into beautiful cowboy boots. Carl tells Jack about his collection of boots so they head to his place for hot booted sex.

8.2 (25) 1652 5 Min Comments

I Love Ass (ch. 2)

By Prettyboy 3 Feb 2024

Jimmy has been Joel's bitch for several months now. Joel is wearing knee high black laced boots ready dominate Jimmy.

7.4 (7) 669 3 Min Comments

Loving my high heels (ch. 2)

By Prettyboy 25 Jan 2024

Jackie has just gotten a new pair of boots with 3" heels. Wearing them he puts on leather jeans with zippered as and heads for a leather bar where he meets Jake. Their boots and leather stimulate some hot sex.

8.0 (14) 468 4 Min Comments

Keds Bitch

By Prettyboy 15 Jan 2024

Jimmy feels so hot wearing his Keds with faded denim shorts. He works in a shoe store that caters to gay men and meets Dirk who buys a pair of high top pink Converse which leads to some fun sex.

7.6 (23) 2407 4 Min Comments

Jacque Meets Booted Andre (ch. 3)

By Rowan 12 Jan 2024

Third and final chapter where Jacque, finally booted, meets booted Andre.

8.2 (9) 472 3 Min Comments

Jacque Meets Booted Andre (ch. 2)

By Rowan 11 Jan 2024

Chapter 2 of Jacque's adventures with booted Andre

8.8 (5) 407 3 Min Comments

Jacque Meets Booted Andre

By Rowan 10 Jan 2024

Riding Boot fetishism when a young French stud meets a member of the garde republicane.

9.0 (6) 604 5 Min Comments

Becoming a boot bitch

By Prettyboy 8 Jan 2024

Since Jack was boy he had a thing for boots. He first sex is with Mark in college who wear beautiful cowboy boots that leads to Jackie becoming a botton boot bitch.

8.1 (19) 1088 5 Min Comments

Daddy and his Ballet Boy

By Prettyboy 5 Jan 2024

Joe is 40 years old and love fucking pretty boys. He is living with Ricky who goes to dancing school. They have sex three different times in one day.

8.5 (33) 4839 6 Min Comments

I Love Ass

By Prettyboy 4 Jan 2024

I love ass, particularly the smooth ass of a Twink. I find a Twink with a beautiful ass that I enjoy with my mouth and cock

7.5 (18) 2835 5 Min Comments