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'm a boot licking bitch

By Prettyboy 17 Apr 2025

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.

6.1 (5) 595 4 Min Comments

Master's Butler

By ButlerPeter 16 Apr 2025

Introduction to Master and His loyal butler Peter and the other member's of Master's household, including His favourite slave and His toys and description of their daily rituals and sexual and domestic service.

9.4 (17) 3550 12 Min Comments

Pretty in Pink (ch. 4)

By Prettyboy 4 Apr 2025

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

7.3 (11) 936 5 Min Comments

Daddy and his blond boy

By Prettyboy 23 Mar 2025

Justin a mature man lives with a pretty blond. boy Jason. The story describe how they spend their day and their hot sex life.

7.4 (18) 3293 7 Min Comments

Fuck me in my Mary Janes

By Prettyboy 1 Mar 2025

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.

7.7 (11) 808 4 Min Comments

Major Fleming and Sergeant O'Connor: A Sequel (ch. 4)

By Marine Rope Stud 17 Feb 2025

Sergeant Collins, after his surgery and months of searching, finds Major Fielding and Sergeant O'Connor at their cabin in the Northwest and takes over, punishing both and holding them captive.

9.6 (11) 1593 15 Min Comments

Leather Boys Club

By Prettyboy 16 Feb 2025

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

6.6 (14) 1186 4 Min Comments

K9 Training

By Bruce Silver 15 Feb 2025

During a 10 year High School reunion, two old wrestling teammates meet again to reminisce and catch up. As the night goes on Brett realizes that his suppressed sexual desires are finally coming out after all these years and Santiago is ready to pounce on them.

9.6 (77) 9525 22 Min Comments

I love pretty boys in white boots

By Prettyboy 14 Feb 2025

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.

8.2 (14) 575 4 Min Comments

Major Fleming and Sergeant O'Connor: A Sequel (ch. 2)

By Marine Rope Stud 6 Feb 2025

Sergeant O'Connor takes over and shows Major Fielding who the Boss is now. Anything can happen now that the field is wide open. Watch for the unsuspected lurking on the horizon.

9.3 (18) 1402 16 Min Comments

Crossdressing Boot Bitch (ch. 2)

By Prettyboy 4 Feb 2025

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

7.4 (9) 492 4 Min Comments

Major Fleming and Sergeant O'Connor: A Sequel

By Marine Rope Stud 2 Feb 2025

Major Fleming and Sergeant O'Connor take up residence at a Northwest Air Force Base and purchase a slightly remote log cabin after escaping from the Dairy Farm and the demented Sergeant Collins to discover a change in their evolving relationship.

9.1 (28) 1732 15 Min Comments

Fuck me in my high red boots

By Prettyboy 28 Jan 2025

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

7.0 (7) 589 3 Min Comments

The Drunk Colonel (ch. 13)

By Marine Rope Stud 22 Jan 2025

Air Force Major Fielding and his big horse cock become the sole property of Sgt. Collins and begins his new life as Collins personal property. Sgt. Scott O'Connor is replaced as number one at the Dairy Farm and is danger of becoming just another a milk stud. Anything can happen now.

9.1 (19) 1662 11 Min Comments

Keds Bitch (ch. 13)

By Prettyboy 20 Jan 2025

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.

5.8 (6) 256 3 Min Comments

Risk and Restraint (ch. 3)

By Topofthehill 6 Jan 2025

Adam discovers intense pleasure in a dominant-submissive encounter with James, embracing a journey of raw passion and deep surrender, ultimately finding himself enthralled and transformed by the experience.

9.7 (92) 4214 23 Min Comments

My Boot Shop

By Prettyboy 28 Dec 2024

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.

7.4 (24) 1332 4 Min Comments

Keds Bitch (ch. 10)

By Prettyboy 21 Dec 2024

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.

6.1 (5) 414 4 Min Comments

Keds Bitch (ch. 9)

By Prettyboy 19 Dec 2024

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.

6.5 (5) 299 3 Min Comments

My Boot is like a Cunt

By Prettyboy 17 Dec 2024

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

8.6 (8) 639 3 Min Comments

Being a Boot Bitch

By Prettyboy 10 Dec 2024

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

8.4 (13) 901 3 Min Comments

Dressing up to seduce him

By Paul François 8 Dec 2024

Two high school students will soon graduate. They are secretly attracted to each other, until one of them enters a horseback competition. From the stables to the picnic table, the tone is set for a hot encounter.

8.3 (46) 2912 5 Min Comments

Two Bitches and Their Boss

By Prettyboy 2 Dec 2024

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

8.3 (10) 2214 5 Min Comments

Fucked in my new knee high laced boots

By Prettyboy 1 Dec 2024

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.

7.4 (10) 407 4 Min Comments

I am a Hot Bitch

By Prettyboy 11 Nov 2024

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 (17) 999 4 Min Comments

Building My Own Porn Site

By Prettyboy 12 Oct 2024

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.

6.3 (14) 1284 3 Min Comments

Keds Bitch (ch. 8)

By Prettyboy 1 Oct 2024

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

4.9 (5) 451 5 Min Comments

The Drunk Colonel (ch. 12)

By Marine Rope Stud 27 Sep 2024

Sheriff Preacher Caulfield becomes Sergeants Collins slave. Corporal Sean O'Connor, is purchased by an Arab Prince and Sergeant O'Connor and Collins go on another shopping trip for Marines.

9.8 (28) 3021 16 Min Comments

My Life as a Pretty Bitch (ch. 2)

By Prettyboy 24 Sep 2024

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

7.8 (7) 986 3 Min Comments

My Life as a Pretty Bitch

By Prettyboy 23 Sep 2024

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

8.5 (13) 1617 5 Min Comments

The Drunk Colonel (ch. 11)

By Marine Rope Stud 22 Sep 2024

Sergeant Collins and Sergeant O'Connor go hunting for new Marine meat and capture two hot Marines. Sheriff Preacher Caulfield comes calling at the farm. Business is booming and an Arab Sheik makes inquires.

9.5 (22) 2595 19 Min Comments

The Drunk Colonel (ch. 10)

By Marine Rope Stud 18 Sep 2024

Sergeant Collins and Sergeant O'Connor take Corporal O'Connor prisoner and make him part of the cum herd. The two Sergeants travel to Camp Lejeune and capture two new Marines for the farm. Sperm samples go out to prospective customers and the farm is in full production mode.

9.4 (22) 2495 16 Min Comments

Chuck Buddies (ch. 6)

By Prettyboy 17 Sep 2024

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.

8.1 (5) 313 3 Min Comments

The Drunk Colonel (ch. 9)

By Marine Rope Stud 13 Sep 2024

All four military captives are transported to the Dairy Farm, and the milking process begins. Corporal O'Connor becomes a problem. Sergeant O'Connor is the favorite of Sergeant Collins and a romance begins.

9.3 (25) 2648 16 Min Comments

Rubber Pleasures on the Horizon

By Paul François 29 Aug 2024

Boots send a message about being more grounded, about taking steps to actualize your aspirations. Terrence discovers very soon the power and the fucking fun of rubber boots.

8.6 (11) 1040 6 Min Comments