Submissive Boss Stories

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Orientation
Length
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Infinite Scroll

How I Came to be Submissive

by SfMM on Mar 13, 2018
First Time

You can't believe the situation that find you find yourself in. What position is that you ask? Well currently you are bent over on all fours with a ball gag in your mouth while a fuck machine drills a dildo about the same size as your 8 inch cock into your ass stimulating your prostate. Now no doubt some of you might be thinking why would a man want to be...

My Cellulite Mistress

by FantasizeAndRealize on Aug 14, 2018
Fetish

I am 26 year old, 135lbs 5'8", decent looking, a hard working guy with my life in order. At work I am assertive and ambitious but in my personal life I am very submissive and get off sexually on humiliation. This does not mean that I am not horny. I think about sex all the time! At the time I did not have a girlfriend, so I would hit the dive bars on a regu...

Jennifer's Audition Ch. 01

by DavidAurian on Dec 4, 2017
BDSM

This report is being submitted to Mrs. Haines for distribution to members of the Circle upon completion of the Entry Audition for Jennifer Carter. Jennifer has been known to the Circle for over four years. Initial contact (as with most others) was made by David after Jennifer posted several comments on his stories. She was drawn to the BDSM stories, in par...

My First Crossdressing Ad

by NerdySissyHippie on Dec 8, 2017
Transsexuals & Crossdressers

Growing up, I had always been a weird, lanky nerdy with long hair and a quiet demeanor. Even when I signed up to play sports in middle school, I was never what anyone would consider to be masculine and preferred hanging out and talking with my female friends than getting rough and dirty with the other boys. That's not to say I was particular effeminate eithe...

A Perfect Fit Pt. 01

by umami on Dec 23, 2017
BDSM

Please note: This story is not intended to be a realistic portrayal of psychiatric best practices, so if you are a patient or mental health professional, please reconsider the angry comments that this is irresponsible, inaccurate, etc. This is an erotic fantasy story to entertain and I hope you will enjoy it. Thanks for reading. ***** The young man slumps...

Family Business Pt. 01

by BloodyIdiot on Oct 15, 2017
BDSM

Author's Note. As with previous stories, this one may also have evidence of poor grammar or syntax but finding an editor is harder than I thought. Part 2 will follow in a few days. The plot is based on a real story but obviously, names and locations have been changed. * I opened the fourth beer of the night and clicked to go to the next page. It was alrea...

Conventions in Cuckolding

by AmethystMare on Dec 3, 2017
Fetish

This is a short work of erotic fiction containing furry, or anthropomorphic, characters, which are animals that either demonstrate human intelligence or walk on two legs, for the purposes of these tales. It is a thriving and growing fandom in which creators are prevalent in art and writing especially. ***** The crimson dragon sighed and ran his paw back ov...

Blowjob's for Master

by SerenityKMoon on Sep 15, 2017
BDSM

"Shut up!!" "Kitten, watch your mouth, Little Girl." "No!! I won't and you can't make me!!" "I think we've established before, that I can." "Psh! Whatever!!" "Alright then, I guess it's time to remind you." With that, her Master grabbed her arm firmly, pulling her through the long hallway to the bedroom. It was time. Time to finally present to his...

Mastering Submission Ch. 15

by sdbnnc on Sep 15, 2017
BDSM

In the manner of Gregory Maguire, who provided us with a version of the childhood standard The Wizard of Oz through the eyes of the "wicked" witch, I have re-written my favorite BDSM story, Both Master and Slave, written by Martin Sharpe (published in 2001 by Silver Moon Books in Great Britain), from the point of view of the submissive, rather than the Maste...

My "Uncle" Caught Me in Pantyhose! Pt. 05

by JHouston on Sep 12, 2017
Transsexuals & Crossdressers

After our escape from the bar, we paused for a while to catch our breath. Then, we walked on the streets looking at the windows on the little shops. I loved to watch my reflection. Except for my lipstick, most of my makeup was still on, even after sucking Roberto's monster cock. I put on more lipstick,... and there,... perfect! I looked fucking hot! My sh...