Anal w/ Chastity Game

Chastity with some anal play.

This game should be done only if you have chastity.

  • You want to be relatively shaved in the pubic area. Extra points if you make a girly design like a line or a heart.
  • You will need a Chasity device. Put it on now and keep it on until the game says you can take it off.
  • You will not be cumming very often if you cannot cum from anal. If you cant cum from anal then this makes perfect practice.
  • You may use any toys you want to warm up but only a 6+ inch dildo will count towards your task. Use a penis shaped dildo!
  • You may massage your prostate with a vibrator or your finger. So please enjoy and comment, I would love to hear feedback. Thank you! <3



Details

  • Cum?
    • You man not cum tonight slut! (10%) ==> go to step "Did you enjoy?"
    • You may not cum, also daddy looks like he wants another round. (10%) ==> go to step "Position"
    • You may not cum, but eat all precum that came out. (10%) ==> go to step "Did you enjoy?"
    • You may not cum, also mistress wants to practice a lil more. You can fuck yourself for half the time but the other half watch cum from anal porn. (10%) ==> go to step "Did you enjoy?"
    • You may have an anal orgasm, but cannot play until tomorrow. (8%) ==> go to step "Did you enjoy?"
    • You may have an anal orgasm, but you have to replay the game if you do. (8%) ==> go to step "Did you enjoy?"
    • You may have an anal orgasm, and can only play again after work tomorrow. (8%) ==> go to step "Did you enjoy?"
    • You may have an anal orgasm, and can stop immediately after. (8%) ==> go to step "Did you enjoy?"
    • If this is your first roll, re-roll. otherwise you may cum from anal, but you have to lick up your cum. If you can't cum from anal, release yourself from chastity and can cum tomorrow anyway you like. (5%) ==> go to step "Did you enjoy?"
  • Did you enjoy? (End of the game)
    • Great job sissy, if you loved it or have suggestions please email me at "seductivefox1@gmail.com". If your a extra good sissy take a picture of your locked clitty and send it to me. (10%) ==> go to step "Did you enjoy?"
  • Pregaming (Start of the game)
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Watch 5 min of sissy porn (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Watch 10 min of sissy porn (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Massage your prostate for 5 min before fucking. (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Drink a beer or take two shots! (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Drink a beer or take two shots! When your done watch 5 minutes of sissy porn or sissy hypno. (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Drink a beer or take two shots! When your done watch 10 minutes of sissy porn or sissy hypno. (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Your panties have to be either a thong or backless panties. Watch 5 minutes of sissy porn or sissy hypno while giving your dildo a blowjob for 5 minutes. (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties need to be on. Watch 5 minutes of sissy porn/hypno while giving your dildo a blowjob and massaging your prostate for 5 minutes. (10%) ==> go to step "Speed and Style"
    • You need to be naked with your toes painted! (10%) ==> go to step "Speed and Style"
    • Toes painted, Bra and Panties for you. Your panties have to be either a thong or backless panties. (10%) ==> go to step "Speed and Style"
  • Position
    • Lets warm-up some more babe. You'll need it. Take your finger/vibrator and fuck yourself at (40bpm) for 2 min. (10%) ==> go to step "Position"
    • Cowgirl or Kneeling. (10%) ==> go to step "Cum?"
    • Squatting with your knees up. (10%) ==> go to step "Cum?"
    • Missionary. (10%) ==> go to step "Cum?"
    • Prone on your belly (10%) ==> go to step "Cum?"
    • Bend over Bed or Table (10%) ==> go to step "Cum?"
    • Lean against a wall or a piece of furniture. (10%) ==> go to step "Cum?"
    • Leg over your head with your clitty aimed at your head. (10%) ==> go to step "Cum?"
    • Standing, Bent Over. (10%) ==> go to step "Cum?"
    • Doggy Style, Watch pegging porn for 5 minutes then get fucked. (10%) ==> go to step "Cum?"
  • Speed and Style
    • You lucky slut, you get to skip today. Guess he ran out of his blue chew. (10%) ==> go to step "Cum?"
    • Stimulate your prostate with a vibrator or finger for 10 min (10%) ==> go to step "Humiliation"
    • Slow Speed (40 bpm), but first give your dildo a blowjob for 5 min. (10%) ==> go to step "Humiliation"
    • Slow Speed (50 bpm), but first give your dildo a blowjob for 5 min. (10%) ==> go to step "Humiliation"
    • Normal Speed (60bpm), but first insert your buttplug for 8 min while playing with your locked clitty with a vibrator or finger. (10%) ==> go to step "Humiliation"
    • Normal Speed (70bpm), but first insert your buttplug for 8 min while playing with your locked clitty with a vibrator or finger. (10%) ==> go to step "Humiliation"
    • Fast Speed (90bpm) (10%) ==> go to step "Humiliation"
    • Fast Speed (110bpm) (10%) ==> go to step "Humiliation"
    • Fast Speed (110bpm), but every 1 minute fuck yourself as fast as you can until you can't take it anymore. Then instantly ass to mouth. Hope your clean slut. (10%) ==> go to step "Humiliation"
    • Normal Speed (60bpm) for half the time and then Fast Speed (110bpm) for the next half. (10%) ==> go to step "Humiliation"
  • Humiliation
    • Just moan for daddy. Enjoy getting fucked. (10%) ==> go to step "Position"
    • Watch guy on shemale porn on the next step, copy her noises. (10%) ==> go to step "Position"
    • Moan and thank daddy for fucking you every minute. (10%) ==> go to step "Position"
    • Watch pegging porn on the next step. (10%) ==> go to step "Position"
    • Moan and thank mistress for her stap-on once a minute. (10%) ==> go to step "Position"
    • Go ass to mouth after your fucking for 5 min to clean him off. (10%) ==> go to step "Position"
    • If you can cum at the end, re-roll and thank mistress for keeping you in chastity longer every minute. (10%) ==> go to step "Position"
    • Thank master for his amazing cock once a minute, otherwise stay completely quiet. (10%) ==> go to step "Position"
    • Spank your ass 50 times total while you do position. Tell daddy that your sorry and that you will be a good girl from now on, every minute. (10%) ==> go to step "Position"
    • During the last 5 minutes of your fucking attempt to take 150 full strokes in and out. If you succeed you can reroll the "cum" step "2" times. If you fail you must not cum, no matter what. (10%) ==> go to step "Position"
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Target audience(s)

Trans Sissy Man

Objects

 (some are optional)
Chastity, Dildo, Vibrator, Buttplug, Panties, Bra

Author

AlikaTraining

I make creative and innovative training for the Beginner to Intermediate sissy. If you want a more direct training please email me at "seductivefox1@gmail.com". Trust me you won't be disappointed.


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