Chuck Buddies (ch. 5)
By Prettyboy 27 Aug 2024
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
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.
The Drunk Colonel (ch. 7)
By Marine Rope Stud 27 Aug 2024
Former Marine Corps Sergeant O'Connor is now a slave to his son Sean and housed in the dungeon for the time being. Sergeant Collins starts to build his Marine sperm farm after purchasing a small defunt dairy farm in the Carolina mountains. He already has three or maybe four Marines to bring to the farm and is planning on adding to that number very soon.
Chuck Buddies (ch. 4)
By Prettyboy 23 Aug 2024
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
The Drunk Colonel (ch. 6)
By Marine Rope Stud 22 Aug 2024
Former Marine Sgt. O'Connor is captured by Sgt. Collins and is given to his son Corporal Sean O'Connor as a present to be made into his slave. And back at the dungeon, the Air Force Major is locked in a jail cell with Air Force Colonel Conroy who is working over the Major's studly body, taking whatever he wants from his bound victim, as plans are being made to create a Marine sperm farm.
Keds Bitch (ch. 7)
By Prettyboy 14 Aug 2024
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.
The Drunk Colonel (ch. 5)
By Marine Rope Stud 10 Aug 2024
The Air Force Major is turned into a Daddy slave by the young Marine Corporal Sean O'Connor, and Sgt. Collins continues to collect military prey for his dungeon.
Leathered Ass
By Prettyboy 6 Aug 2024
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
By Prettyboy 28 Jul 2024
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
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.
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.
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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.
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
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.
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.
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.
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.
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
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.
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.
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.
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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
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.
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
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...
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 ...
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 ...
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
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
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.
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
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.
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.
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.
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.
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.