Here you can find all stories written by Prettyboy. Please leave a comment and rate the stories to show your appreciation.
Jerry loves a virign and breeding pretty boys. He meets Justin and connects with him so eventually he initiates Justin into gay sex. Justin is bred and becomes a gorgeous bottom bitch that loves cock up his ass.
Topics: Anal Sex, First Time, Twink
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.
Topics: Anal Sex, Oral & Blowjobs, Boots
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
Topics: Anal Sex, Leather, Coming Out, Age Difference, Boots
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.
Topics: Anal Sex, Age Difference, Boots, Sneakers
Carl takes Jack shopping for a new pair of boots. A new pair of gorgeous cowboy boots leads to a hot fuck
Topics: Anal Sex, Leather, Age Difference, Boots
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
Topics: Anal Sex, Interracial, Oral & Blowjobs, Age Difference, Boots
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
Topics: Anal Sex, Interracial, Oral & Blowjobs, Age Difference, Married, Boots
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.
Topics: Anal Sex, Leather, Boots
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
Topics: Anal Sex, Oral & Blowjobs, Age Difference, Boots, Jeans
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.
Topics: Crossdressing, Age Difference, Boots, Sneakers
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.
Topics: Anal Sex, Oral & Blowjobs, Boots, Sneakers
Ricky hooks up with another ballet boy who is Black, Sam. These beautiful ballet boys enjoy a great fuck
Topics: Black Men, Anal Sex, Daddy, Interracial, Sneakers
Paul has finally left his wife so he can be with Jack. Paul knew he had to leave when he was thinking of Jack's ass when he was having sex with his wife. Paul and Jack have wonderful fuck together.
Topics: Anal Sex, Romance, Oral & Blowjobs, Coming of Age, Sneakers
Jack has come out and is meeting up with guys online. His friend from high school, Paul contacts Jack and wants to explore gay sex while still living with his girl friend
Topics: Anal Sex, Coming Out, Oral & Blowjobs, Sneakers
Paul and Jack are good friends in high school. They both love wearing high top Converse sneaks. They start to experiment with sex and Paul fucks Jack for the first time.
Topics: Anal Sex, First Time, Friends, Oral & Blowjobs, Sneakers
Pinky is now living with Rick and enjoys a morning fuck with him to start the day.
Topics: Anal Sex, Boots, Sneakers
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.
Topics: Anal Sex, Rimming, Age Difference, Boots
Jimmy has been Joel's bitch for several months now. Joel is wearing knee high black laced boots ready dominate Jimmy.
Topics: Anal Sex, Rimming, Boots
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.
Topics: Anal Sex, Rimming, Boots
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.
Topics: Anal Sex, Rimming, Boots
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.
Topics: Anal Sex, Oral & Blowjobs, Boots
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.
Topics: Anal Sex, Daddy, Twink, Age Difference, Boots
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
Topics: Anal Sex, Rimming, Twink, Boots
Kenny, a bottom femboy, seeking a leather man to top him connects with Jeff, a gorgeous blond guy.
Topics: Anal Sex, Rimming, Leather, Femboy, Boots
Since Ben was kid, he has been turned on by boots and leather. He finds a Jake, a leather man, who can top Ben and enjoy great sex with boots and leather.
Topics: Anal Sex, Rimming, Leather, Boots
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
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
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