The Classic Archive Collection I · File 021/071

Classic Sissy Assignment Series

Assignment 21 Down and
Dirty

Mistress is in a horny mood and wants to see some naughty sissy-nub rubbing. Pictures are good; video will be better.

Sequence 21 of 71
Format Rough Toy Session
Status Ready to Begin
Original Assignment · No. 021
Classic Sissy Assignment 21 — Down and Dirty

For soft girls, femboys, crossdressers, and feminine dreamers

Down and Dirty
Assignment

Your twenty-first file from the Classic Archive moves through lingerie, deep oral play, spanking, penetration, and a documented finish in one direct rough-play sequence.

01
First Direction

Dress Down for the Session

  • By now you should have pretty girly panties and thigh-high stockings.
  • Strip down bare-ass naked, then slip on some sexy, skimpy panties and silky stockings.
02
Second Direction

Get Your Favorite Toy

  • Take out your favorite dildo.
  • Get on the floor on your knees.
03
Third Direction

Take It Hard and Deep

  • Mistress is in the mood for rough play.
  • I want to see you on your knees, sucking that fake cock hard and deep down your throat.
Fig. 01
Rough oral-play reference
Session reference · Begin on your knees
04
Fourth Direction

Add the Spanking

  • Maybe My sissy sluts need some inspiration to make them deep-throat their toy cock.
  • Don’t stop sucking. With your free hand, reach around and give that sissy ass a few good smacks.
05
Fifth Direction

Leave the Marks

  • This is no time to be a pussy. Smack that ass hard!
  • I want to see those cheeks get red and show handprints.
06
Sixth Direction

Ask for More

  • Is that sissy clit getting hard from the cock thrusting down your throat and your ass getting a good spanking?
  • Maybe you need more done to that ass than just spanking.
07
Seventh Direction

Switch to Penetration

  • Stop sucking and spanking, then jerk those panties down to your knees.
  • Use your toy, shove it inside your sissy asshole, and start fucking.
Fig. 02
Penetration-stage rough-play reference
Session reference · Move into the second phase
08
Eighth Direction

Take No Mercy

  • You get no mercy from this session.
  • I want that toy pounding your girly hole until you are whining and begging.
09
Final Direction

Finish in Your Hand

  • While you are banging your man cunt, grab your sissy nub in your hand and start stroking.
  • Pump that sissy clit hard and fast, and don’t stop until you are spewing your jizz all over your hand.

Once you have cum, stop fucking your ass and lick the sperm from your hand. Send your Mistress pictures or video of your rough play! ✨

File 021 · Pictures or Video Required
Next Classic File

Your twenty-second assignment is waiting.

Continue the archive one file at a time and carry your rough-play discipline into the next classic assignment.

Open Assignment 22
Subscribe
Notify of
guest
1 Comment
Oldest
Newest Most Voted
Dave
Guest
Dave
7 months ago

I can’t stop thinking about BBC
My back friend i think about him all the time now I crave him but I can’t

1
0
Would love your thoughts, please comment.x
()
x