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 listed by date.

9.5
50 Votes

The Samaritan (ch. 4)

Story by Robert Smith

18 Jan 2022 1208 Readers comments 17 Min Read

Justin gets into an emergency situation and sees Gabriel at work first for real.

Topics: Muscle, Bondage, Cop, College, Sex, Boots, Fucking

7.3
17 Votes

My Cowboy Boot on his Crotch

Story by Paul François

12 Jan 2022 1296 Readers comments 4 Min Read

Ted and Jed are two city guys who enjoy sex enhanced by cowboy boots. Their fun has an impact on Facebook, and a visit in the country turns out pretty wild.

Topics: Leather, Feet, Outdoor, Boots, Fucking

9.2
65 Votes

Shoe repair man

Story by Rex

10 Oct 2021 2607 Readers comments 7 Min Read

Visited a shoe shop to have my boots repaired….ended up licking boots and getting fucked.

Topics: Anal Sex, Leather, Feet, True Story, Boots

9.2
64 Votes

Retro Muscle Daddy Bottoms for his Boy

Story by ManScent

30 Sep 2021 7209 Readers comments 13 Min Read

Steve was thick and juicy in all the best ways a man could be, the proportions on his body had both Men and Women attracted to him, and in the 70's, that was okay.

Topics: First Time, College, Incest, Underwear, Dad & Son, Smells, Socks, Big Ass, Pain, Kissing, Boots, Fucking

8.7
48 Votes

His Boots

Story by Benjie's Stepdad

9 Sep 2021 2163 Readers comments 5 Min Read

He turns and I am flashed. His cock is hard. Ramrod steel hard. His fist is gripped tightly around his length. And seems to be growing stiffer as he presents himself wholly to me. (This is a story outside of the Benjie's Stepdad World.)

Topics: Anal Sex, Bathroom, Cruising, Boots

9.2
126 Votes

My cousin's boots

Story by Rex

27 Jun 2021 4561 Readers comments 6 Min Read

My cousin returned home from Vietnam my last year of junior high. I use to watch him like a hawk when I was a kid. I always enjoyed being around him. He took me fishing, squirrel hunting and helped my dad a great deal on our tobacco farm. Owen came home around Easter and stayed with us and worked on the farm.

Topics: Anal Sex, Rimming, Feet, Cousin, Oral & Blowjobs, Boots, Fucking

7.8
18 Votes

Fucking and Breeding in Bogota

Story by Paul François

25 Apr 2021 1185 Readers comments 5 Min Read

Meet Jeff, 46, born with leather boots on, and a peachy ass begging for attention. Follow him to Tom’s Place, a club where men can be Top or Bottom, in the attire they chose.

Topics: Latin Men, Anal Sex, Leather, Breeding, Boots, Fucking

9.2
40 Votes

Renting my first apartment (ch. 2)

Story by Rex

29 Jan 2021 2238 Readers comments 3 Min Read

After landing my first job I moved into a new apartment. Landlord and his nephew definitely made me feel right at home. Uncle Evan enjoyed feet, rimming and fucking me as I sucked his nephew Spencer.

Topics: Anal Sex, Rimming, Threesome, Feet, Oral & Blowjobs, Socks, Landlord, Boots

9.7
110 Votes

Put Me in Coach, I'm Ready to Play (ch. 6)

Story by LittleBuddy

27 Sep 2020 7725 Readers comments 26 Min Read

And then an older guy walked in, wearing a leather cap, and a leather harness across his chest with a pair of black leather boots and a black jock. He looked to be about 50 and was built like a brick shithouse. Muscled. Big thick muscular legs. Round shoulders. Huge guns. He looked powerful, like someone's hot dad. Or boss. Looking at him, I knew I was ready for another cock.

Topics: Muscle, Straight Men, Leather, Group Sex, Daddy, Bareback, Bathhouse & Saunas, Sex, Married, Boots, Fucking

7.5
19 Votes

On my knees to lick your boots

Story by Paul François

21 Sep 2020 2184 Readers comments 4 Min Read

Harry buys harvest boots because they make him feel hot and trigger a hard-on. He’s in for a surprise when he first puts them on in public.

Topics: Leather, Rubber, Boots

8.9
37 Votes

Boots (ch. 17)

Story by Luke

22 Apr 2019 1375 Readers comments 3 Min Read

I fucked Bill for the third time. I took it up half a notch and pounded his well stretched arse into oblivion. Beside my effort Ted fucked Dillon with all his might, it was comical to watch but he gave it everything he had.

Topics: Anal Sex, Group Sex, Relationship, Master & Slave, Boots

9.0
33 Votes

Boots (ch. 16)

Story by Luke

20 Apr 2019 1178 Readers comments 10 Min Read

With our short break out of the way and fully refreshed, I finally stripped to match the nakedness of the others. I'm nowhere as muscled as Dillon but I was without a doubt the man in the room.

Topics: Anal Sex, Dildo, Group Sex, First Time, Alpha Male, Master & Slave, Boots

8.7
26 Votes

Boots (ch. 15)

Story by Luke

19 Apr 2019 991 Readers comments 8 Min Read

Six weeks later we were sitting in the kitchen when the doorbell rang. My home was barely recognisable. Dillon had moved in permanently a fortnight after the night his world shifted. He rearranged everything to suit his cleaning and cooking style. I didn't care, I wasn't going to be looking after any of the domestic stuff. The place had always been clean, now it was spotless.

Topics: Anal Sex, Group Sex, First Time, Relationship, Oral & Blowjobs, Master & Slave, Boots

8.7
28 Votes

Boots (ch. 14)

Story by Luke

18 Apr 2019 1029 Readers comments 5 Min Read

"Facts", he repeated. "I just want to understand what being with you will be like. Never been a pure sub, don't know if I have what it takes"

Topics: Relationship, Master & Slave, Boots

9.0
36 Votes

Boots (ch. 13)

Story by Luke

16 Apr 2019 1138 Readers comments 5 Min Read

I struggled out of slumber the next morn physically confused. I was in my own space but fully aroused, Dillon had been mouth working my cock over for some time, it seemed. As I regained composure I was surprised at how close I was.

Topics: Anal Sex, Relationship, Oral & Blowjobs, Master & Slave, Boots

8.9
32 Votes

Boots (ch. 12)

Story by Luke

14 Apr 2019 1137 Readers comments 7 Min Read

As I dried he stepped back in and started lathering up. I dumped my towel and made for the bed. I was looking forward to an afternoon nap. Five minutes later I was joined by a steamy warm fuck boy, it was nice. Facing me I kissed him deeply, passionately and repeatedly. He kissed me back but there was, lack?

Topics: Relationship, Master & Slave, Boots

8.5
29 Votes

Boots (ch. 11)

Story by Luke

13 Apr 2019 1368 Readers comments 8 Min Read

At two past the hour I arrived at the truck, dumping a drink laden ice box and general outing stuff in the back. Pleasingly he was already in place with a beach towel and sun lotion beside him. He was right about the gym, he still looked fully pumped. I was seriously impressed.

Topics: Voyeurism, Humiliation, Gym, Master & Slave, Trucker, Boots

8.8
25 Votes

Boots (ch. 10)

Story by Luke

11 Apr 2019 1291 Readers comments 5 Min Read

When chat had waned to a natural break, I nudged him with my leg as I spread myself preparing for the next round. He clued on quick and settled in between my knees, he sucked me down to my root cleaning my cock from the first bout. His mouth didn't take long to generate a steel like response. When I was sufficiently hard I took hold of each side of his chest and lifted him forward.

Topics: Anal Sex, Relationship, Oral & Blowjobs, Master & Slave, Boots

8.4
28 Votes

Boots (ch. 9)

Story by Luke

10 Apr 2019 1153 Readers comments 9 Min Read

"With sex. Sometimes you'll get a red raw, stretched arsehole, a painfully sore throat and maybe even chewed tits", I stopped to consider other possibilities. "I'm doing my best to think of anything else, oh, maybe 'blue balls' when you can't figure out how to cum".

Topics: Anal Sex, Relationship, Oral & Blowjobs, Master & Slave, Boots

8.7
31 Votes

Boots (ch. 8)

Story by Luke

9 Apr 2019 1477 Readers comments 9 Min Read

I arrived at Dillon's door twenty minutes later. I let myself in to find him reclined on the couch naked and collared. I instantly bulged my jeans taking in his superb form. He sprung to his feet, he was already firm. I walked across the room and engaged in one of the most passionate kisses I had ever given. My head spun.

Topics: Anal Sex, CBT, Rimming, Romance, Oral & Blowjobs, Master & Slave, Boots

8.7
30 Votes

Boots (ch. 7)

Story by Luke

8 Apr 2019 1300 Readers comments 4 Min Read

Within minutes I found myself flat on my back on his bed top, naked and utterly relaxed. I was apparently in exactly the right place. Neither of us had said a word, I liked it that way. He positioned himself to my side and made eye contact. He was asking permission to suck me. I nodded, already painfully hard and dying to get on with it.

Topics: Oral & Blowjobs, Master & Slave, Boots

8.6
32 Votes

Boots (ch. 6)

Story by Luke

6 Apr 2019 1503 Readers comments 7 Min Read

When he was flat on his back I better arranged my knees either side of his chest. I fucked his mouth and throat, taking my time. He'd already brought me most of the journey in my sleep, I wanted to relish what was left. I fucked his face, I treated his mouth like most other pussies I'd had. I didn't abuse him, but I did occasionally pump as deep as I could.

Topics: Spanking, Oral & Blowjobs, Master & Slave, Boots

8.5
29 Votes

Boots (ch. 5)

Story by Luke

4 Apr 2019 1424 Readers comments 4 Min Read

The events of our threesome night moved to an increasingly distant but fun memory. Immediately afterwards I received a quick text from Robyn thanking me for the 'left of centre' session and a few words around 'bye, flying out'.

Topics: Oral & Blowjobs, Master & Slave, Boots

8.6
29 Votes

Boots (ch. 4)

Story by Luke

3 Apr 2019 1618 Readers comments 5 Min Read

As we came back to earth from a no-holds-barred rampant session, I struggled to catch my breath. Robyn had cum three or four times on the way to my desperate and animalistic release. Fuck I needed that more than I thought. I was amazed at how much tension I had been storing. I pounded her like there was no tomorrow. The bed was damp in pussy juice and sweat.

Topics: Masturbation, Humiliation, Bisexual, Oral & Blowjobs, Master & Slave, Boots

8.0
32 Votes

Boots (ch. 3)

Story by Luke

2 Apr 2019 1958 Readers comments 6 Min Read

As I kicked back to watch the wrap up of the weekend's football I reflected on the situation. His clipped head and nude pubes had knocked his confidence around enough for him to be using his fist for relief rather than random hook ups. The phone video of him jacking off, and public collar shaming should seal the deal to keep him servicing me for the next while. I wondered where now?

Topics: Humiliation, Bisexual, Master & Slave, Boots

8.8
33 Votes

Boots (ch. 2)

Story by Luke

31 Mar 2019 2379 Readers comments 6 Min Read

"What the fuck is this?" I pressed as I pointed towards his pubes "I said nothing below the neck". I adjusted my stance to be a little more menacing, "are you trying to be a smart arse?"

Topics: Master & Slave, Boots

8.3
50 Votes

Boots

Story by Luke

29 Mar 2019 4737 Readers comments 7 Min Read

In a world which I find somewhat fixated on categorizing people as this or that, I seem to fall oddly in the middle, at least in some areas. For example, my choice of fuck buddies come from either gender. Physically I don't really care one way or another but mentally if I'm just after getting off I'll choose a male every time. Males get each other that way.

Topics: Anal Sex, Relationship, Oral & Blowjobs, Master & Slave, Boots

7.7
43 Votes

The Punishment

Story by Pat Sizer

23 Feb 2007 13113 Readers comments 6 Min Read

It was another Saturday night and I was on my hands and knees at my Master's feet. Well, worshipping his shiny black leather boots, to be exact. I was not allowed to look up at his face without permission, but I knew exactly how he would look as he stood there..

Topics: Spanking, Punishment, Master & Slave, Boots