Bimbo Boss Stories

43,503 results
Orientation
Length
Source
Infinite Scroll

The Soldier's Wife

by TRYTSTYN on Dec 31, 2018
Loving Wives

The Soldier's Wife. Just a quick flash story for fun. This is a new attempt at writing for me in a different style told from the point of view of the wife. A poor, defenseless, soldier's wife who is being blackmailed into sex at the office. All the usual restrictions apply. Copyright 2018 all rights reserved to me. No sex in this one as usual I don't do sex...

Who Wanna Be a Bimbo

by mattpantyhose on Jun 17, 2019
Miscellaneous

This story is based on a game “Who Wanna Be a Bimbo” created by Dahakma; it can by found on TF Games. The game, despite its simplicity, is really absorbing and entertaining. It turns out, it can be inspiring as well. I have already published all of the episodes on Literotica, so you can read it all there as well.What's next? Nick, a young office worker Tiff...

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Bobby Helps an Old Lady

by Bakeboss on Sep 17, 2017
Mature

My first year of college had been far tougher that had anticipated and now that I was home for the summer I wanted nothing more than rest and recreation. You know the song, 'You Can't Always Get What You Want,' well it must be true, at least for me. At breakfast on my first day of 'R&R' my mom tells me she has volunteered me to help our neighbor Mrs. Keller...

Better Safe than Sorry

by Shavvy3100 on Sep 17, 2017
BDSM

My wife and I were getting ready for our annual get together with our friends. I really looked forward to these weekends as we're all swingers. I mean, I love my wife no doubt about that and the sex between us is absolutely great, but... a little fun on the side never did anyone harm. And it's not like we're having sex that often. Once every two weeks if she...

Collapse

by Moot on Jun 3, 2019
Fetish

Jessica Johnson was a very slutty journalist, working for one of the biggest news companies in the world. 'Daily National News (DNN)' were a news company that broadcasted on TV and newspaper all over the world. In order to be a journalist at the company, you must be very qualified and be good on TV as they would be representing the company to the rest of the...

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So You Want to be a Bimbo - Week 01

by modernromeo24 on Jul 6, 2020
Fetish

Introduction So you've decided to take your first step to become the best version of yourself. No, this isn't a self-help book. It's more of a guide to your own sexual awakening. If you follow these steps, you will feel happier and more confident. And, of course, you will be turning heads when you walk down the street. Being a bimbo is not just changing ho...

Waking Holly

by Sissyhalo on Sep 16, 2017
Transsexuals & Crossdressers

It's been about a month since I told Holt, Holly the truth and moved her into my house. I never expected the side effects of what I did to her to be her to be her becoming a whole other person. I know it sounded like that's the point but the point is that you changed them, bent them, broke them and made them worse. And I fucking hated Holt, I really fuckin...

The Bathtub

by hydrangealawrence on Oct 8, 2019
Loving Wives

THE BATHTUB I take off my robe, put my hair in a sloppy bun, and step into the warm bath. The water covers me. Spring is finally here, all the windows in the house are open, and somewhere there's a barbecue. I relax into the tub and listen to the birds. I survey my naked body through the water. Some wrinkles, a little cellulite, but overall the years have...

Cockland Island Pt. 03

by Sissyhalo1 on Dec 23, 2019
Transgender & Crossdressers

I think my dreams that night were pleasant. I was kind of still just transforming back then. But when I woke up, I remember the feeling of my butt plug in my ass was pleasing and that my caged cock was perfectly sissy cute and I was good with that. It was kinda a trip to look in the mirror and see it all. And walking with the plug, sitting with the plug....

What About Your Wife? Pt. 03

by FlirtandTease on May 4, 2020
Loving Wives

(In part 1 Kelli was recruited to be a swimsuit model for their company at a convention. In Part 2 she began fucking clients to make sales and was promoted to be her husband's boss. Today is her first day at work.) Monday morning came and Kelli put on a sharp blue jacket paired with a mini-skirt. A pair of great heels completed the package. She looked like...