Gay Landlady Spanks Stories

228 results
Orientation
Length
Source
Infinite Scroll

Walking in Daylight Ch. 04

by Danae72 on Sep 14, 2017
Gay Male

I want to thank you all again for the wonderful comments I've received on the previous chapters. I'm pretty sure there will be only one more chapter after this one. Please keep up with the comments, and anything negative, please keep constructive! ~~~~~~~ Every day since his dinner with Pen, Ryan checked the logs as soon as he got to the office, to see if...

Given Away

by sissy11 on Oct 5, 2020
Gay Male

Growing up it was always just me and Daddy. My mother left us when I was an infant and my Father never forgave her. He never forgave women at all, and avoided them as much as possible. Daddy was a religious man, and held many traditional attitudes and the roles of the sexes. He believed that men were superior to women, and that the inherent God-given right...

Hard On the Trail Ch. 02

by ketup on Sep 14, 2017
Gay Male

There he stood, my rapist...could I call him a rapist when I enjoyed it so much? When I had wanted more? Either way, he was the man who had taken my ass in the woods not too long ago. Now here he was, standing in my doorway, asking to be invited in. I stood blinking. I hadn't processed a response to that. As if anticipating my thoughts and fading relucta...

The Harrington School for Boys Ch. 02

by AgentK on Oct 15, 2017
Gay Male

After Aidan delivered his file to the smirking headmaster, he quickly made his way to his room, still blushing in embarrassment. His roommate Graham looked up from the bed where he was reading a book. Aidan suddenly noticed something - the bed. There was only one. "Th-there's only one bed?" Graham smiled slightly as he sat up. "Yeah. It's meant to teach us...

Finally Meeting Ch. 04

by BedtimeRoutine on Jun 5, 2018
Gay Male

"Well, can I?" The stranger urged you. "Great question! Would you like him to touch your cock before I do, boy...?" You toyed with me. I knew what you expected me to say. I quietly shook my head "no". "Ah, well everyone has their breaking points. Go ahead and give him some spanks until he breaks down and begs you to touch his cock..." You chuckle. The m...

Lord Kennith's Kink

by alexcarr on Aug 18, 2017
Gay Male

Jodie wanted me again. She said she cared for this old Lord Kenrith. He paid her lots, not just for the caring, to prevent him from going into an old folk's home but to keep him sweet also, and that meant pleasing him in a certain unique way. "He claims he is too old for sex but likes to get his kicks in other ways." "Other ways" I enquired. "Don't laugh...

Spanking Mode with Danny

by alexcarr on Aug 18, 2017
Gay Male

Peter says:- I adore being spanked if it is especially giving pleasure to my spankee. It stings of course but there is a certain divisor when the hurt can be made pleasurable when you have an experienced spankee like I do in Sir. His real name is Danny but that is how I must address him when he sessions me. And when the hurt becomes intense, a little strok...

My Itch

by Triplebottom on Mar 6, 2018
Gay Male

Lust has a strange way of making people do foolish things. I'm married with two kids but every now and then, I like to have sex with men. This "itch" needs to get scratched once a year. Sometimes it was just a blowjob, other times I'm getting used by two guys like a Thai whore. This year's itch came around spring time just after we relocated our office 30 mi...

First Time Fucked in a Park Ch. 01

by married_but_curious on Dec 24, 2017
Gay Male

I was horny and browsing the Craigslist "casual encounters" section, when this ad caught my eye: Married woman seeks discreet meeting in a local park. I don't quite want to cheat on my husband, but I'd like a guilt free way to spice up a love life that's gone a bit stale. So, I want to talk dirty to you and masturbate you until you cum. That's it. No sex, n...

A Very Dirty Little Sissy 'Girl'

by keptsissy on Aug 31, 2017
Gay Male

I love to please my boyfriend. I masturbate thinking about that. A lot. To hear him when he's in me, on top of me, lost to my tight little hole or my mouth, I love the sound of him, the 'man' noises he makes! But as much as I like to please him, I just like to please men. Do I ever. I've been at it since just after high school. And there is nothing hotter th...