Tag Archives: brianna-montana

Winter Camping All-Client Punishing Sleepover

Between Thursday and Saturday night of this week, all clients are required to attend a punishing sleepover. The sleepover is to last a minimum of eight consecutive hours. Required dress for the night includes:

  • Panties
  • Pantyhose
  • Nightgown
  • Bra and Extra-Large Breast Forms
  • Ankle Cuffs, Ankles locked together
  • Wrist Cuffs, wrists locked together
  • Blindfold
  • Earplugs
  • Hood

In addition to the panties in the first bullet, you are free to wear a diaper over them. The panties are not optional. Just know that you are not allowed to get up before the eight hours have elapsed, so wearing a diaper (or two or four) may make the assignment completable without making a mess of your bed.

Speaking of beds, since this is a winter camping punishing sleepover, sleeping in your own bed is not allowed. If you follow in the true spirit of winter camping — outside in a tent — you will be allowed any type of bedding you would like. If you stay inside, you will be sleeping directly on a hard surface floor with your pillow and blankets to keep you company. If carpet it more your style, then you are allotted one thin blanket.

Extra points are available only if you have someone else tuck you in. (They will have to bind you tightly enough so that you cannot get up in the morning until they release you and they will be responsible for taking pictures tat you could not possibly take.)

Sleep tight and ensure the pictures are in the dropbox before Sunday night. No need to make a full post–you can have sweet sissy dreams. In addition to the unmodified pictures, also upload two pictures (in both t and s size) which you think best reflect your situation and a text file with a short description of why your night was the most punishing.

In a Row 2: Alien Invasion

As a followup to the original In a Row assignment, I require this assignment of all clients. In this assignment, you will acts as the president of an alien race of humanoids set on enslaving the earth. You set up a plan where you will have a lingerie shoot showing off your buxom, but oddly colored, human form which every newspaper will want to run and then meet up with others from your invasion at the largest halloween party in the world (where you will all blend right in).

Unfortunately for you, after leaving the lingerie shoot, you follow what you think are a bunch of people dressed as ghosts. Instead of ghosts going to the party, it turns out to be a klan rally and they don’t take kindly to people of color. You are captured and taken prisoner, where they decide the best they can do is to humiliate and torture you.

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All-Client Punishing Sleepover

Between Thursday and Saturday night of this week, all clients are required to attend a punishing sleepover. Required dress for the night includes:

  • Diaper
  • Pantyhose
  • Nightgown
  • Bra and Large Breast Forms
  • Ankle Cuffs, Ankles locked together
  • Wrist Cuffs, wrists locked together
  • Blindfold
  • Earplugs
  • Hood

Sleep tight and ensure the pictures are in the dropbox before Sunday night. No need to make a full post–you can have sweet sissy dreams.

Update: In addition to the unmodified pictures, also upload two pictures (in both t and s size) which you think best reflect your situation. Additionally, upload a text file with a short description of why your night was the most punishing.

“Fantasy” Island Continues

Since sissy billy was unable to finish her series of Fantasy Island posts and complete her return to The Institute, I have decided to give everyone the required opportunity to help her finish. In addition to finishing the four trips that she has left on her own, she will be doing one for each client of The Institute (plus a bonus one from me for each client that responds). And if the clients choose not to respond–do you really want to find out?

All clients below are to email me a title and description of sissy billy’s trip to Fantasy Land by Saturday the 15th.

Client Trip Bonus Trip
Bitch Baby Brianna Montana Salon Day  
Maggie Rae High Roller Double Down
Stacee Skye A Smurfy Centerfold Smurfed All Night Long
pie clown Hometown Cheerleader After the Homecoming Loss
sissy baby jamie Rubber Mannequin  
sissy billy Spa Day  

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