For soft girls, femboys, crossdressers, and feminine dreamers
Imaginary Playmates
Assignment
Is My poor little sissy bitch lonely? Lucky for you, your Mistress is feeling generous today and has the solution: imaginary playmates. You really should record this so I can see how well you play with others.
01
First Direction
Gather Two Favorite Toys
- You will need two of your favorite dildos.
- If you don’t have two, your Mistress is very disappointed in you and you will have to get another one immediately.
- You will also need to write Me an email of apology for not being a good enough sissy girl to have more than one dildo.
02
Second Direction
Dress for the Play Date
- Once you have both dildos and you are in your bedroom ready to play, strip out of your clothes.
- Find a sexy pair of pink or white panties to wear—the ones that make you feel prettiest.
03
Third Direction
Add Your Lipstick
- Feeling pretty, are we, sissy girl? Then let’s add to the effect.
- Put on a heavy coat of your favorite shade of lipstick.
- After seeing how pretty you look in the mirror, it’s time to begin your play date.
04
Fourth Direction
Prepare the Second Toy
- Since I am feeling generous today, I will allow My sissy fuck sluts to use lube on the dildo they will be using on their tight sissy assholes.
- Lube that dildo now.
05
Fifth Direction
Meet Playmate Number One
- Get on your knees facing the bed.
- Hold the unlubed toy on the bed as if it were a man sitting there waiting to be sucked.
- Presto! You have imaginary playmate number one.
06
Sixth Direction
Begin the Roleplay
- You are a horny little sissy cum slut and you can’t wait to get that fake dick in your wet mouth.
- Use your tongue to lick up and down the shaft of your imaginary playmate’s hard cock before taking it deep in your mouth and sucking like the sissy slut you are.
Fig. 01

07
Seventh Direction
Keep Performing
- Do a good job of sucking that cock and you will be able to imagine hearing your playmate moan and tell you how good you are at giving a blowjob.
08
Eighth Direction
Add Playmate Number Two
- Suck that fake dick deep and hard, holding it with one hand.
- With the other hand, take the lubed-up dildo and slide it deep into your sissy man cunt.
- Voilà! Imaginary playmate number two is pumping your sissy ass from behind while lucky sissy girl gets throat-fucked.
09
Ninth Direction
Make the Playmates Work Together
- Make sure that playmate two is fucking your sissy ass hard and deep.
- Keep sucking playmate one because he is getting so close to feeding you the cock milk you are so hungry for.
Fig. 02

10
Tenth Direction
Finish the Scene
- Leave playmate two in your sissy asshole and stop sucking playmate one.
- Use a hand to jack off your sissy clit and shoot your load all over the cock of playmate one.
- Now put the cum-covered dildo back in the right position.
11
Eleventh Direction
Clean Playmate One
- Now playmate one has shot his load for you, and you need to suck and lick every bit of that jizz off his cock and your hand.
- Keep playmate two buried in your hot little sissy ass.
- Don’t stop until you have licked that dildo clean!
12
Final Direction
Send the Recording
- Send your Mistress the recording of your imaginary-playmate fun time.
- If you didn’t record, make sure to take pictures of the dildo in your ass and of you sucking and licking the cum off the other.
- You are such a naughty little sissy fuck whore!
Now get started, sissy. I can’t wait to see how well you can obey and strip for Me! ✨
File 014 · Recording Requested

Okay, today, I woke up, and when I went to get a shower up. There’s a dildo stuck to the wall. I didn’t even think about it and started sucking on it Putting it in my boy pussy it was kind of messy and hurt at first, but oh my God, it felt so good. I didn’T wanna stop, My clitty start dripping out of my cage. All I can think about is taking another shower.
I’m a dripping mess.