A Good and Faithful Servant. Tag Teaming Tiffany into Submission.

Mistress J was going to have a special guest (the Landlord) over for afternoon refreshments. Her servant for the day was going to be slut Tiffany, who flew into town just to serve Mistress J and the Landlord.

As Mistress J was completing her outfit, the slut, being a good employee, arrived 10 minutes early, quietly entered through the servants quarters, and went upstairs to get into her maid’s uniform. Mistress J did a quick inspection to make sure slut was presentable for her quest, and did any necessary adjustments to her ensemble.

Before Tiffany was allowed downstairs, Mistress J collared her with a basic hard metal collar that locked. This collar was a gift from a previous visitor and Mistress J thought the basic collar suited Tiffany and would look especially attractive against the ruffles of her frilly latex maid uniform.

Tiffany knows when she is collared, she must obey everyone in Mistress J’s house. Including her cat Reggie. Reggie demanded food and pettings and he received them.

As they waited for the guest to arrive, Tiffany was instructed to prepare the refreshments and make sure the house was tidy. She ran around with a duster, doing any last minute touches.

The landlord arrived, Tiffany took his coat and led him into the living room, where she supplied the refreshments while the two important people talked. 

While Tiffany is a willing maid, she’s not a very talented one. She dropped a tray of cookies, and while trying to clean them up, she stepped in them, making the mess worse. Mistress J was very embarrassed.

The Landlord was mad! How dare she treat Mistress J’s house so poorly. He ordered her upstairs for punishment. Tiffany was scared. She knows punishment is severe when she upsets these two, but realized, as a servant she has no choice to obey her betters.

Mistress J put the slut behind the glory hole board and told her she’d have to pleasure anything that stuck itself through it. Tiffany had to write degrading words on her side of the wall. Then, the landlord and Mistress J took turns sticking their cocks through the hole for her to pleasure. Her mouth looked so cute open and ready for the next object to slide down her throat.

Tiffany, on her knees and obedient, sucked cock like a champ. Slurping, swirling and occasionally chocking, she pleasured each cock that appeared. Finally, the bitch was ordered to press her little but against the hole. Mistress J fingered her pussy for a while, then they went into the playroom.

Tiffany had to suck the Landlords cock some more. Then, when finished, she had to suck it again. In fact, Tiffany was on a cock sucking marathon and sucked his cock probably for at least 35 minutes. Yes, the Landlord can last a long time! 

Landlord put Tiffany on the spanking

What is Miss J doing to Tiffany?!?

bench. Which is a very fun tool for three people. Mistress J used the Hitachi wand on her pussy, while Tiffany continued to please the Landlord. When her pussy got good and wet, the dynamic duo decided to tag team the little slut and took turns fucking her.

Mistress J went first, ensuring that tight little pussy was fully stretched and open for her guest. She added lots of lube to make her cunney was dripping. Then, she invited the Landlord to pound her while spread across the bench. He pounded her so hard the bitch was sliding back and forth on the bench. They were both panting hard and moaning. Mistress J took pictures.

Tiffany begged for mercy so her pussy could rest. She’s not used to being pounded so hard. The Landlord slipped his dick out, pulled off the rubber and stuck his cock back in her mouth. Mistress J sat on a small chair, placed her head on Tiffany’s flanked and  milked her while she pleasured daddy. Tiffany came on a towel on the floor and still could not stop doing her job.

Mistress pulled her off the bench and had her kneel on the floor by her red sofa facing the dresser. She couldn’t see Mistress J, but the Landlord could. As Tiffany continued to suck him, he watched Mistress pleasure herself to climax. Tiffany could hear her, but not look. The site of Mistress enjoying herself made the Landlord explode all over Tiffany’s face and open mouth. The dirty whore liked it. She licked him clean and licked every bit of cum off her face. 

Tiffany was wiped out from nearly two hours off sucking and fucking. But a good servant aims to please. And she was very pleased with what the Landlord aimed at her!

The complete set of the Tiffany Tales are here:








Intrigued? Contact me.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.


23 thoughts on “A Good and Faithful Servant. Tag Teaming Tiffany into Submission.

  1. Thank you Mistress for helping me to please and apologize to my landlord. While the day was extremely long and tiring I know I deserved it as I am your submissive sissy maid.

    I hope the landlord was fully satisfied with my efforts and does not charge me with any late fees…

    • Tiffany absolutely love the maid outfit. If you were cleaning my house I would put you in 6” heals to test your balance. High heals would help you clean the top of the curtains also!

    • I was satisfied with your work and dedication to your Mistress. You followed most of the directions and were eager to serve. Such a wonderful sub slut maid
      No extra fees as of now but I’m looking forward to next time rent is due

    • Tiffany you are a luck sissy. If I was your Dom I would make you ware that uniform and a pair of high heals all day doing yard work and cleaning in the green house on a hot and humid summer day.

      Not much room for air drying when you are warring a nice latex outfit and stockings. Your face would make a great before and after picture. Makeup done to start the day and a sweaty mess at the end of the day!

  2. Perfect day. Tiffany is a lucky Sissy Sub to have a Mistress like you to guide and train her. The only coaching comment I see is a lack of restraint around her heals and mouth.

    I prefer to have and see my Sissy Maids in locking high heals with a gag in their mouth when it is not in use.

  3. That was one fun afternoon. Glad Mistress could get your house cleaned alittle(before the cookie accident) and have some fun in the process.
    The gloryhole is fun. I’ll have to try that again. Can’t wait to see who’s rent is due next

  4. Such a great scene. I am a big fan of your level of detail from the collar to the outfit just perfect. Can’t wait to see Tiffany in a more revealing outfit with some taller heels. Maybe with a remote control plug.

  5. Sexy maid outfit. If you were late with my rent I would make you cut the grass outside after you dusted the house and then make you put on some high heals to take the dog for a walk around the block. Sam typically likes to get out for a few miles each day on his walks.

    Give the neighbor something to look at and whistle at Slut.

    • Slutty dog walks sound good. I have had good luck with parking garages for public play. Most are quiet on weekends especially near offices and have plenty of stairs to climb up and down to practice heal walking.

      Just read Tiffany first post and can’t believe how slutty she is now!!!

  6. Love the French maid look it is beautiful and submissive. Next time Tiffany is late you should adjust her list of house duties Landloard and make her pen a few lines in a journal to keep track of all of the surfaces she cleaned. You can also hid the key to her collar and make her clean until she finds it.

  7. Would love to see Tiffany on her hands and knees as you lead her around the house. Submission play that includes human pet power exchange is a great scene. Add a butt plug with a tale for some better pictures

  8. Not a made task but a fun one: when she is dressed up and in HIGH heals put her on a treadmill and make her walk for a preset distance or time. You can set up a chair or camera behind her ass to judge her technique as she walks in the heals… hips should sway, toes should point and legs cross over.

Leave a Reply

Your email address will not be published. Required fields are marked *