For this tease you will need:
This tease features a pantie of the day system. If you would like to contribute, I think it would be neat to post pictures of sissies who had an exact match.
So here is the game.
You will be put in chastity for 24 days.
During those 24 days you will be earning points.
When you are a good sissy, you will get nice points.
When you are a bad sissy, you will get naughty points.
At the end of the 24 days, if you have enough nice points, and didn’t get too many naughty points, you might just get to cum.
Fun Right!
What’s that you ask?
How many points do you need to cum?
You don’t seriously expect me to answer that do you?
I want you to push yourself to be the best sissy you can be!
Not doing the bare minimum just to get your orgasm.
Attitude is an important part of being a nice sissy.
You could, of course, peek ahead.
But we both know it's more fun—don’t ruin the surprise.
So, there are a few ways you can earn nice points.
These include daily tasks, weekly tasks, and a bonus each day for wearing the right panties.
I hope you have a good collection of panties, sissy.
Sometimes you may be able to earn extra points by going above and beyond.
Naughty points are earned when you break rules, or go an entire day without doing your sissy task, or wearing your panties.
Be careful, if you get too many naughty points, you might ruin your chance at an orgasm, even if you earn a million nice points!
You will need a way to keep track of your points, and your progress with ongoing tasks.
First, this is a chastity tease.
You are to stay locked in chastity except for hygiene purposes.
Second, you will be expected to do at least one sissy thing a day.
For the purposes of this tease, that will include: wearing at least panties for the full day, and completing either a weekly, or daily task.
If you won’t have time to do a task, wear panties.
If you are uncomfortable wearing panties in a given situation, make sure you do a task.
Of course nice sissies make sure to do as much as they can every day!
Here is a list of ways to earn naughty points.
I would suggest copying it down.
You may also be subject to random inspections.
Failing them will earn you naughty points.
Your first day will start tomorrow morning.
When you wake up, you will go into the shower and shave your body smooth.
After you have dried off, you will lock yourself in chastity, kneel down, naked on the floor, and load this tease.
Don’t move forward until you are: clean, naked, smooth, kneeling, and locked in chastity.
Welcome.
I hope you are naked, kneeling, smooth, and in chastity.
If you can't follow simple instructions like that, then I think you deserve a naughty point.
First off,
Let's pick you out some nice panties.
Every day you wear panties from the time you wake up, until the morning of the next day, you get 3 nice points.
Each day will also have bonuses for things like wearing panties of a specific color or style. If you are able to match the bonus, then you may collect additional points.
Today’s Bonus is:
Pink panties (1 nice point)
Go ahead and put on your panties.
Surely you wouldn’t skip panties on your first day, would you?
You also get to know what the bonuses for tomorrow are.
That way, if you don’t have something to match, you have a chance to go out and get a new pair if you want.
Tomorrow’s Bonuses are:
Black panties (1 nice point)
Sheer panties (2 nice points)
Because I’m being so nice, I think it's only fair that you get a new rule as well.
From now on, when you find out what the bonuses are, you must select the underwear you intend to wear tomorrow and set them out somewhere visible in your room.
A desk, a nightstand, on top of the pillow after you have made your bed.
Find a place, and neatly set them out, as a reminder of what a panty wearing sissy you are.
If at some point you go out and buy new panties, you can replace them, but there should be visible panties in your room at all times.
You can opt out, but it will mean earning your first naughty point.
Choose a pair of panties, and set them out before continuing.
Next we have your daily task.
Today's task is to remove any male underwear from your drawer and replace it with all the panties you own. (10 nice points)
For your weekly task you have a blind choice. Do you prefer planning, or chance?
Before you continue, in your head choose planning or chance.
Planning (40 nice points):
Get a sheet of paper or open a document.
You are going to make a plugging schedule for yourself.
You should have a small, medium, and a large plug.
By the end of this tease, to collect the points for this challenge, you must have worn each plug during every hour of a 24 hour clock.
(e.g. wearing the small plug from 00:00-08:00 on the first day, 16:00-00:00 on the second day, and 08:00-16:00 on a third day, would complete the requirements for the small plug.)
You can do it all at once and get it out of the way, or you can do a little bit each day.
Chance (40 nice points):
For the next 7 days you are going to roll to see how you will be plugged that day.
Once you have rolled, if you can’t complete the task then you forfeit all the points for this task.
Size:
1 - No plug
2 - Small, halve the hours
3 - Small
4 - Small, double the hours
5 - Medium
6 - Large
Time:
1 - 2 hours
2 - 4 hours
3 - 6 hours
4 - 8 hours
5 - 10 hours
6 - 12 hours
That's it for today.
Tomorrow morning, strip down to just your panties, and kneel on the floor before checking this tease.
Day 2
Welcome back sissy.
Take a moment to add up your points.
Nice points from yesterday:
Wore panties all day: 3 pts
Wore pink panties: 1 pt.
Made a pantie drawer: 5 pts.
Now have your panties been set out since yesterday?
If you didn't accept a naughty point to opt out then give each cheek 20 hard spanks.
Rules are meant to be followed!
Consider this a warning, in the future, you miss your chance to earn bonus points, if your panties are hidden away.
Put your panties on, and roll for your plug if you chose chance.
The bonuses for tomorrow are:
Wear white panties (1 pt)
Wear a thong or g-string (2 pts)
Now go choose your panties for tomorrow and set them out in your special pantie place like a good sissy.
Your task for today is another blind choice.
In your head choose body or mind then continue.
Body (5 nice points)
Take a sharpie and write 'sissy clit' above your cage. If you have baby powder, sprinkling some onto the writing can help stop the ink from bleeding.
Every time you use the bathroom today, you must look at the writing in the mirror and say to yourself: "I am a sissy, and I have a sissy clit."
Bonus option: Body
Instead of a sharpie, use a self tanning cream and a q-tip to write the words. Watch a TV show as the cream sinks in, taking care not to smudge.
Wash off the excess cream, and enjoy watching it get darker and darker for the next few hours.
This isn't permanent, but it will take a few days and some determined scrubbing to go away.
If you pick this option, you may collect a nice point for every day it is still readable. Touch ups are permitted.
Mind (5 nice points)
Wearing only a bra and panties, spend half an hour: listening to a sissy hypno.
Bonus option: Mind
Instead, paint your finger nails bright red. Print off a sudoku puzzle.
You may not remove the polish until you have completed the sudoku puzzle.
You may not work on the puzzle while you are in your house.
Collect 10 points for finishing the puzzle, and an additional 5 if someone notices your nails.
That's it for today sissy.
See you tomorrow, kneeling, wearing nothing but panties.
Day 3
3 days in.
Been in chastity long enough to notice, but not long enough to be used to it.
Do you have morning wood?
Is my little sissy's clitty trying to get out?
Poor baby.
But a nice sissy would never complain about something like that.
A nice sissy might even say "Thank you for keeping my clitty locked up"
Well?
Did you say it out loud?
Be honest.
If you did, then good girl. I am awarding you 5 nice points for being such a sweet and polite sissy.
If you didn't, then I'm disappointed in you. I tell you how to be a good sissy, and you choose to ignore it?
I'm giving you 1 naughty point, and I think we should do something to help remind you that you are a sissy.
I want you to rub toothpaste on your asshole 4 times today. Each time you apply it, say out loud:
"I need to be a sweet and polite sissy at all times"
Now, back to your morning routine.
Switch into your new panties and update your points.
The bonuses for tomorrow are:
Wear panties with a heart or flower design. (1pt)
Wear granny panties. (2pt)
Today's task is to write a letter to Santa, describing one of your dirty sissy fantasies.
Go ahead, tell him what you REALLY want for Christmas.
You get 2 points for writing the letter, and 3 points for posting it online.
When I see you tomorrow, you better be clean, smooth, on your knees, and wearing your panties!
Day 4
Good morning.
I hope you've been a good listener because it's time for a surprise inspection.
When you last left I asked you to be wearing just panties, to be clean, smooth and kneeling, so I will ask you:
Give yourself a naughty point for every time you answered 'no.'
Now tally up your points and put on your new panties.
Bonuses for tomorrow:
Wear purple panties (1 pt.)
Wear cheeky panties or boy shorts (2 pts)
Another blind choice sissy.
Now, would you rather things stay the same, or would you rather something new?
Stay the same:
If you want things to stay the same, we can start with your panties.
If you keep the same panties on, day after day, then you can collect full bonus points in addition to two extra points for each day you keep your current panties.
It’s up to you how long you keep this up, but once you stop, you can’t keep collecting points.
Something New:
Well if you want something new, we can change up your morning routine. Every day you may now earn an additional nice point.
When you are about to read your morning instructions, take off your dirty panties and put them in your mouth.
Keep them there until you are finished reading your instructions for the day.
Day 5
Hello, my sweet little sissy.
Did you sleep well?
Quickly tally up your points, I want to get started.
I'm in the mood to spread some holiday cheer.
But first, let's set out your undies for tomorrow:
Christmas printed panties (5pts)
Do you like candy canes sissy?
Of course you do.
Sissies like you like anything they can put in their mouth and suck.
When you are ready to do your task, go get a candy cane and unwrap it. Now take off any underwear you are wearing and for the duration of this task you may also remove any plugs.
We don't want anything in the way.
In the way of what?
Well, you are going for a 30 min walk.
And while you are walking you are going to have a candy cane held in-between those clenched sissy cheeks.
After you have walked for 15 minutes, subtly remove the candy cane, and suck it as you walk home.
(12pts)
That's all for today. Don't clean up for at least an hour.
Sissies should get used to having stick cheeks.
Good morning again.
How's your little clitty feeling?
I wonder how long it takes for the cage to feel like it's a part of you?
Have you ever found out?
Would you like to?
Your bonuses for tomorrow:
Wear pink panties (1pt)
Wear high waist granny panties (2pts)
I hope you're in a holiday mood.
I think it’s time we did some decorating!
Oh no, not your house or a tree, I’m talking about you.
Now… what else can we do to make you even more adorably festive?
I know! Let’s make a video!
You are going to set up your dildo so that you can crouch down and fuck yourself with it.
Now you are going to put your panties in your mouth so that your tongue is on the crotch and fuck yourself to the tune of a Christmas carol. (10pts)
What you do with the video is up to you.
But wouldn't it be interesting to keep it in a secret place, and come back to it some time from now and watch it.
What would your future self think of the little show you put on?
Kneel down and imagine what it would feel like to post it online, watch it spread, and know that it would always be out there.
Make sure you have a good sleep tonight.
You've had a big day.
Well, here we are.
The last day of your full week.
Have you been good so far?
Bonuses for tomorrow:
Wear white panties (1pt)
Wear lacey panties (2pts)
Once again you are pretty in pink (if you were able to follow the bonuses).
In fact, you are so sissy, that your pants might be struggling to cover the waistband of your pink panties.
Does anyone you know, know how you like to wear panties?
Don't worry, I'm not going to force you to out yourself.
But I would like you to spend the day with an extra reminder of what a sissy you are.
Your first choice: Spend the day wearing a bra and stockings.
If you are worried about the straps showing, cover them with as many layers of sweater as you wish.
But you will get to feel the tug of the straps, or maybe even a bit of pinching, if you were a silly sissy who didn't buy a bra that fits properly.
(5pts)
Your second choice: Go around the day with extra sensitive nipples.
First use an ice cube to make sure they are sticking out.
Next, use your nastiest nipple clamps or clothes pegs to pinch them.
10 mins on, then take them off, rub your nipples, and put them on again for the next 10 mins.
Repeat this at least 4 times today, at least an hour apart.
(5pts)
Look at you.
You've completed your first week.
Tally up your points, and change into your new panties.
Look at you, looking all innocent in white.
The picture of a nice innocent sissy.
Tomorrow's Bonuses:
Wear red panties (1 pt)
Wear panties that have a bow on them (2 pts)
There's something special about a white Christmas, don't you think?
But the weather doesn't always cooperate.
But we can fix that.
You are going to be a special helper making sure people everywhere get the chance to enjoy a white Christmas.
Over the next week you are going to be collecting loads of cum.
Your options include:
- Posting pictures of yourself asking for cum tributes.
- Going on cam to cam sites like Omegle.
- Engaging in sexting or online fetish chat.
- If it's safe and you're comfortable, you may also do it in person.
I won't tell you how many loads to collect, but I would recommend that you make a good effort.
Or perhaps you want to spend longer locked up as my kept sissy.
As always, the choice is yours.
Your daily task is to protect your nice white panties.
Roll a dice and put that many ice cubes in your ass.
Make sure to hold them in your mouth for a few seconds first to protect your hole.
If you can't fit them all at once, then fit what you can, and the remaining cubes are to be put in your ass before the end of the day.
Once you're nice and full, use a towel to clean up and pull up your panties.
You are going to go out for a 20 minute walk.
As the ice cubes melt, they will try and leak all over your nice white panties.
Clench your sissy ass, and hold on tight to protect the panties.
Points:
Going for the walk — 5 pts
Having clean panties at the end — 5 pts
I will see you tomorrow.
Before you log in tomorrow, I would like you to maintain your smooth body, and this time, be kneeling with clothespins on your nipples.
Welcome back.
Are you starting to enjoy the routine?
Did you remember to make your body nice and smooth? (If not, add a naughty point)
Add up your points and change into your new panties.
Tomorrow's Bonuses:
Wear beige panties (1 pt)
Wear a bra all day (2 pts)
Wear a matching bra (1 pt)
Today's task is all about making you strain in your cage.
You will get 5 points for each cage straining task you complete.
Each attempted erection can only count for one point, even if it meets multiple conditions.
Once you are as hard as you can get, stand with your hands on your head until it goes down.
That's all for today.
How was yesterday?
Are you frustrated?
Did your little sissy balls ache as they were pulled tight by your naughty little clitty?
If it makes you feel better, I love watching you squirm.
Bonuses for tomorrow:
Wear black panties (1pt)
Wear crotchless or assless panties (3pts)
First, strip down to just your sissy undies.
Next, choose 3 of the following:
Turn to the next page when you have about half an hour, and are ready to start your next task.
Now choose the messiest room in your house/apartment.
You are going to clean it until it sparkles.
You may not change or remove your sissy things until you are finished.
(If you are worried about circulation due to the nipple clamps, you may remove or adjust them periodically. When they are off you must remain in the room kneeling until they are on again.)
Does the room you chose have any windows?
Cleaning those could be interesting.
Have fun.
I will see you tomorrow.
Now choose the messiest room in your house/apartment.
You are going to clean it until it sparkles.
You may not change or remove your sissy things until you are finished.
(If you are worried about circulation due to the nipple clamps, you may remove or adjust them periodically. When they are off you must remain in the room kneeling until they are on again.)
Does the room you chose have any windows?
Cleaning those could be interesting.
Have fun.
I will see you tomorrow.
Welcome back sissy.
Add up your points and change into your new panties.
Let me get a good look.
Bend over, face down ass up.
Show me your sissy ass for a minute.
That's a good girl.
Do you like showing off?
Bonuses for tomorrow:
Wear panties with an animal print. (1pt)
Wear a g-string (3pts)
Another blind pick today for your tasks.
Well, sort of.
If you want to get task points today, you are going to be going out in public with just a little bit of your sissy side showing.
The good news is I will let you choose your level right now.
Of course once you've made your choice there is no changing your mind.
It's either do the task or do nothing and get no points.
So what’s it going to be?
Lvl 1 (5pts):
You are going out for a walk, in daylight, where people may see you, wearing stockings instead of socks.
I know it’s winter, but no boots either.
There should be a small part of your ankle showing off your sissy secret (or not secret—live your life, girl!).
Lvl 2 (10pts):
This one can be any time of day you wish.
But you will be wearing leggings with nothing covering them.
What’s that? Your clitty is sticking out because you’re wearing crotchless panties?
Oh dear… Will you still do it?
Lvl 3 (15pts):
You will be doing the same as Lvl 2, but this must be done during daylight, and you will be finding yourself a jogging or hiking path.
Additionally, there is to be no covering up, turning off to avoid passing people, or any other such nonsense.
Have fun.
And see you tomorrow.
Congratulations, you’ve completed the webtease!