49 Votes
Becoming a Top
Carl is has turned 40 and knows that he is totally gay and wants to top. He meets Ricky, age 22, and they connect so Carl can top this beautiful bottom boy.
Topics: Anal Sex, Daddy, Age Difference, Boots, Sneakers
GayDemon's Stories: On this page you can find erotic fiction where you can read about men wearing or worshiping men in leather boots listed by date.
Carl is has turned 40 and knows that he is totally gay and wants to top. He meets Ricky, age 22, and they connect so Carl can top this beautiful bottom boy.
Topics: Anal Sex, Daddy, Age Difference, Boots, Sneakers
Jimmy is a femme boy with a fetish for boots and sneaks. He meets a gorgeous black guy, Joel, and they hook up for some hot sex.
Topics: Big Dick, Leather, Interracial, BBC, Femboy, Boots, Fucking
Joe hooks up with a couple of horny scaffolders.
Topics: Threesome, Boots, Uniforms, Fucking
Jed and Jimmy are living together and enjoying wonderful sex. Jimmy likes to start the day riding his dildo so his pussy is ready for Jed to enjoy with his hard cock.
Topics: Asian Men, Leather, Interracial, Boots, Fucking
In this chapter I continue to collect unsuspecting straight uniformed military men for my dungeon and my personal use. There is a plan afoot to make some real money selling these men into slavery in Saudi Arabia to faggot sheiks who will turn them into their slaves, but will only purchase straight military studs.
Topics: Piss, Straight Men, Bondage, Feet, Military, Sleeping, Drunk, Boots, Fucking
Jed has thing for the smooth, shaved body of Asian boys and wants to top one wearing his knee high Doc Martens. He and Jimmy connect and enjoy some hot sex.
Topics: Asian Men, Leather, Interracial, Boots, Fucking
Freddy is enjoying using the toe of his cowboy boot as a dildo while thinking of Jay and his boots. Jay texts Freddy that he is coming over wearing a new pair of boots that Freddy can lick.
Topics: Anal Sex, Rimming, Cowboy, Femboy, Boots
Joe has to work late, but gets more than overtime for his trouble.
Topics: Threesome, Boots, Uniforms, Fucking
Freddy has had thing for cowboy boots since he was young. He seeks out a cowboy with boots to fulfil his fantasies.
Topics: Anal Sex, Rimming, Boots
Bounty-hunter Buck Foster bites off more than he can chew when he pits himself against a rogue Marine.
Topics: Piss, Rough Sex, Cowboy, Historical, Marine, Boots
The Colonel realizes that the military policeman fucked his ass that Friday night after finding reminates of cum sticking to his turds the next morning. He wants that dick up his ass again, no matter what he has to do to get it. But he gets a little more than he bargained for as he becomes slave to this Marine Master.
Topics: Piss, Anal Sex, Bondage, Feet, Oral & Blowjobs, Master & Slave, Rape, Discipline, Violence, Boots
Carter teaches Joe how to be a power bottom
Topics: Power Bottom, Sex, Boots, Sneakers, Fucking
Jim is looking at pic he took of Jerry's hole with his cum on it and decides to connect again with his white bitch
Topics: Anal Sex, Rimming, Interracial, BBC, Boots, Sneakers
Pinky is into fashion and likes coordinating pink clothing and shoes with other colours. Pink also is a signal that he is queer and is looking to hookup. He meets Rick who is also into fashion and they end up connecting.
Topics: Anal Sex, Rimming, Leather, Boots
Marine Corps MP Staff Sergeant Collins in charge of the MP Station at Marine Air Base is called upon for find Colonel Conroy an Air Force Colonel on temporary duty to the Marine Base and bring him home to his wife, but Sgt. Collins decides to sample the Colonel's drunk ass before he delivers him to his wife
Topics: Anal Sex, Bondage, Humiliation, Feet, Military, Sleeping, Oral & Blowjobs, Drunk, Boots, Fucking
Joe hooks up with Matt, the skinhead who fucked him in Carter's garage
Topics: Fisting, Boots, Skinhead
Joe goes back to the garage and takes part in a gangbang.
Topics: Anal Sex, Gangbang, Blue Collar, Mechanic, Boots, Fucking
Bored with casual encounters after a break-up, Joe stumbles into a place where his unspoken and unexplored fantasies become real.
Topics: Piss, Anal Sex, Boots
Jackie is a bottom boy who loves wearing his St. Laurent Jonny boots with 3" heels. Rod eyes Jackie and his boots. Intrigued by Jackie, his leather jeans and boots Rod decides to hit on Jackie.
Topics: Anal Sex, Crossdressing, Rimming, Leather, Boots
Freddy is a pretty leather boy looking for leather man to top him. He meets Dillon at a leather bar who provides what Freddy needs.
Topics: Anal Sex, Rimming, Leather, Boots
Sheldon's evolution to being gay is described and how many different factors led him seeking his first gay sexual encounter.
Topics: Dildo, First Time, Oral & Blowjobs, Boots
Two young motorcycle cops bully their ex high school victim. Boot worship, whips, humiliation and cum.
Topics: Bondage, Leather, Humiliation, Punishment, Cop, Bullies, Boots
Max has a tight jeans fetish and is turned on by men wearing construction boots. Comes along a supposedly straight Harry.
Topics: Construction Worker, Sex, Boots
The knee-high riding boot fetish of a virgin teenager boy gets him a penetrating initiation to gay sex from a wild instructor.
Topics: First Time, Twink, Boots
Jimmie Wright is up for the job of foreman on the loading docks. The thing that stands between him and his promotion is this whiny preppy mulatto named Gorham. Jimmie has a plan to get Gorham right in the head by making him his bitch, forcing him to use his tongue to suck his dick and to lick his boots clean.
Topics: Black Men, Feet, Verbal, Oral & Blowjobs, Boss, Blue Collar, Boots
A Canadian winter night can be damn cold, but things get hot when a lumberjack is visited by a Mounted Police. Both have a fantasy to realize.
Topics: Leather, Domination, Boots
Billy takes His slave to a diner and they talk about their pasts. Then He brings it to a country western store to buy boots and He makes the slave service the two guys who work there. Lots of humiliating action.
Topics: Rough Sex, Humiliation, Oral & Blowjobs, Master & Slave, Spit, Boots
Sometimes a trip to store turns into hot sex in a dark alley
Topics: Leather, Daddy, Oral & Blowjobs, Smoking, Cigar, Boots, Mature Men
A first pair of rubber boots can lead to a strong fetish and a string of hot manly experiences.
Topics: Outdoor, Rubber, Boots
Sylvester grabbed his underwear from Randy and held them to his face, making sure that tan mark was right next to his nostril. Sylvester inspected the tan mark and surprised Randy by sticking his thick tongue out, and licking the tan mark right in front of Randy's eyes.
Topics: Piss, Big Dick, Daddy, Incest, Grandpa, Underwear, Smells, Big Ass, Raunchy, Boots