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Marissa spent her first week at her new job convinced of her superiority. It wasn’t that she thought all the women prancing around in short skirts and almost non-existent tops were bad people, but clearly they were just there for window dressing.

Do you have your invitation?

Public Sex: Nobody will mind. In fact, they might just help out in your training! Win/Win!

Bent over at the waist: definitely a well used position. This trainer sure knows what she’s doing.

Three? That’s it? Some sissy trainers simply have no idea how the real world works. Three a day – maybe.

Some jobs are definitely worth sucking around for… um, I meant sticking around for.

Accept your place in the modern world.

Oh dear: another bimbo secretary. Pretty soon there won’t be any competent assistants anywhere!

Lock that embarrassing clitty away! You’re ruining what is otherwise a super cute outfit!

The three struggling women make for a striking contrast:blonde Riley Reyes in casual top, shorts and sneakers; exotic Lola Pearl in a black top and skirt; and redheaded Alexis Taylor in a long black sleeveless gown. Enticed by the writhing of his captives

Quite the entrepreneur!

- How about this skirt? Is it short enuf??? XOXO My first test subject was my neighbour, Jenny, and the moment I saw this message from her, is when I decided to move into further stages of research and development.

I should never have thought of these consequences before I let her milk me.

I had noticed my secretary was dressed more provocatively than usual today. When she came into my office and closed the door I discovered she was going to be more than a little provocative.

The new supervisor did not suffer fools lightly. She also did not kick balls lightly or whip asses lightly. Things around the office were changing fast.

My secretary found out about my chastity sentence from my wife. My wife gave her a key on the condition that I am only edged and then locked back up. Work has become much more challenging.

Just because you are wearing a humblr is no excuse for not having your face in my ass yet.Maybe some extra motivation will help.For every second it takes you to get your face in place, Amy will apply a stroke of her quirt while you service my ass with

Once your wife convinced you to lock the chastity tube, she told you she had always preferred women to you.You would have been OK with that without being locked in chastity.Now your penis is in constant pain as you watch and wish only to be allowed to

Follow me on BDSMLR and DeviantArt to see the stuff to filthy for tumblr!

mysoftprincess: this skirt is a little short, master my snapchat ♡ my photosets♡ please don’t remove my caption!

SUMMER BREEZESummer heat is hard on those wearing chastity cages simply because women wear so much less.She looks good, right?But that is not enough to satisfy my cruel Mistress.She wants me to come dry the sweat from her neck and ears by blowing on it.Oh

Madame has gone to Europe for a month.I am the first of her guests to take charge of you for a few days.Interesting the way she left you tied. I would never have thought of that.I am going to remove your gag and you shall tell me all about the things

Whatever idiot thought process made him forget to bring the car around to pick her up will soon be regretted.Not by her. She will be pleased to have the extra motivation to be severe.Sometimes even the cruelest of women can use a little something to bring

My wife told me she had found out about my affair with my secretary.She gave me a choice…• Chastity cage• DivorceHer family had all the money. I worked for their company.Humiliated, I chose Chastity.When I got to the office I learned she had also

See the guy right behind me looking at the LG display?He was the math teacher who gave me such bad grades in high school. I don’t think he has recognized me yet.I want you to brush up against him then act like you are getting faint.Ask him to help you

You need to leave?Well let’s see what we can do about that.I need to see if the rumors are true, so you should just start by pulling down your trousers.Well well. The most famous cock cage in town.If you don’t mind, and I am sure you don’t, go ahead

I understand you liked it when you were my boss.You made me wear short skirts, high heels and stockings.But since your wife caught you moaning my name while pulling your pud in the shower, she tells me she has you locked in a spiked chastity tube.She

Your wife saw an ad for this Fembot.You will have to work overtime for the rest of the year to pay for it.On the other hand, your wife appreciates not having to spend so much of her time teasing and denying you.Especially since her Femdom Club has had

Just double checking your Tumblr to see what I have missed.Stockings - check.Heels – check.Short skirt – check.Mean and cruel – OK.Chastity cage – yep!Wet and ready for you to get home – absolutely!

minuszig: pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption. Jesus fucking Christ

pasteldollyy: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

tricias-captions: “Stop complaining, Michael. Of course all the guys are checking out your legs. That’s why you wear a short skirt. Did you catch the package on that dude back at the corner by the way? Bet you’d love to get your lips around

wanndare: short skirt / long socks Feat. R. Do not remove caption

pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

evelyn-rae: itsybitsysissy: horny2inchdick: juliannacaptions: Wearing short skirts and high heels are required? Suck cock and get paid for it? Sounds like the perfect job to me. Where do I get this job? 💝💝💝💝 Original Sissy Captions

pastellittlex:My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

wanndare: short skirt / long socks Feat. R. Do not remove caption

pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

minuszig: pastellittlex: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption. Jesus fucking Christ

pasteldollyy: My garter straps always show from underneath my short skirts :( Get my premium snap and other content! Don’t delete caption.

wanndare: short skirt / long socks Feat. R. Do not remove caption

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