Gay Yes Sir Stories

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Yes Sir - Lecturer and Student

by boxerj on Oct 11, 2017
Gay Male

My names Joe and I'm a student at university that always thought I was straight. I've had sex with several women and even had serious long term relationships, so I never thought that I was interested in men at all. I didn't think there was anything different about me. I was always a keen masturbator, sometimes spending whole evenings wanking myself off. It...

Yes Sir Ch. 02

by boxerj on Nov 21, 2017
Gay Male

It had been nearly a week since my last meeting with my teacher, Mr Davis. And when I say meeting I mean when I walked into his office, was blackmailed into pulling down my trousers and underwear, bending over a table and letting him masturbate and cum all over my ass. You know, the usual. My experience with Mr Davis had opened my eyes to my sexual desires....

Sir, Yes Sir!

by Emily_sweetness on May 11, 2020
Gay Male

I just want to start by saying I haven't had much experience writing erotica and this is just a way for me to deal with my lust without actually masturbating. On that note, please feel free to offer criticism and ways to improve but I beseech you to do so gently. And yes, I agree, I'm writing this disclaimer to absolve myself of all cardinal sins of erotic w...

Leather Sir Pt. 09

by LthrBndBy on Jun 8, 2020
Gay Male

Note: As we head rapidly towards the end of our story, I hope you've enjoyed this story. I have really enjoyed writing it. —————————————— We get up and have to quickly pack our luggage as we have to fly back home. I was planning on helping, but Sir had other ideas. He lets me free from my ropes as I rush to the bathroom to take a much needed piss. I l...

Leather Sir Pt. 02

by LthrBndBy on Jun 1, 2020
Gay Male

This story continues right from Part 1. You don't really need to read it, but it wouldn't hurt. ___________________________ As I'm ferociously tugging at my cock, I suddenly hear his voice in my head, "only I tell you when you get to cum". I drop my cock, it stands straight up, leaking a small drop of precum, begging to be touched, begging to cum again....

Leather Sir Pt. 05

by LthrBndBy on Jun 1, 2020
Gay Male

I slowly open my eyes. I can feel his breath on my neck and I have to piss like no one's business. I slowly slip out of the bed and walk to the bathroom. When I finish, I walk back into the bedroom and he's still snoring. I gently walk out to the kitchen and start the coffee. I also dig out some eggs from the fridge and whip up some omelets and toast for u...

Leather Sir Pt. 04

by LthrBndBy on Jun 1, 2020
Gay Male

I get up and walk towards the door, he follows quickly with his leather gloves resting on my hips. "Okay boy. Let's change. I don't want to get the leather covered in cooking stuff. Put on one of your T-shirts' and jeans. Meet me in the kitchen." He leaves the room and I quickly change into the clothes I bought. I put the leather clothes on the table nea...

Leather Sir Pt. 03

by LthrBndBy on Jun 1, 2020
Gay Male

I woke up on Sunday, refreshed, well rested, and hornier than I felt in a long time. I got out of bed and walked to the kitchen for some much needed coffee. I very quickly remembered the plug still in my ass. I smile and walk into the bathroom instead. Figured I would take it out, clean it, do my morning bathroom activities, and then put it back in. Whil...

Leather Sir Pt. 07

by LthrBndBy on Jun 8, 2020
Gay Male

I wake the next morning when he gets up from the bed, he goes into the bathroom and when he returns, I'm sitting up in the bed. He picks up the phone and dials room service for us. When breakfast arrives, "go get that boy." I walk to the door after putting on basketball shorts, and open the door. I forget completely that I'm still wearing a leather colla...

Leather Sir Pt. 06

by LthrBndBy on Jun 9, 2020
Gay Male

I arrive at home and walk into my apartment. I realize that I don't have the butt plug, which sucks, but he's closer now and I can probably go there tomorrow if I want to. I fall into my bed, feeling a mix of emotions. I've really been enjoying our time together, but am I really ready to up and move with him to Madison, or stay here and lose him? My job i...