It’s important to be honest, especially with yourself. Have you maybe been cheating and not wearing your cage as much as you should? Maybe you were very naughty, decided to two-finger stroke your dicklette, and ended up emptying your little balls on accident?
If you’re still making mistakes, bending rules, or half-assing chastity--- this would be a good time to stop that behavior and consider your time in chastity and how it works for you.
Up until this point, it’s fair to say that the time so far has been a period of getting used to being caged and not jerking off all night. But by now, you should be falling into a new routine. I bet for those very hard-working sissies who haven’t taken their cage off except to groom, that they would feel entirely out of place and naked without their cute little cage keeping their limp clitty and full balls nice and supported.
This third week of chastity should be much more of a transition from getting used to chastity to embracing everything it holds for you. Maybe you’ve noticed recently how easy it is to start fucking your sissy ass with your dildo, when before you’d have to warm up to it. Or maybe you’ve been wanting to groom yourself more, shaving your chest so it’s as smooth as your limp cocklette and balls… making your chubby boy boobs feel like the real things. In short, physical and mental pleasure aside from your clitty should be your focus this week. Perhaps this week would be a good time to buy a new butt plug, nipple clamps, or a big dildo to really push your hole to its limits or to motivate you to fuck yourself raw even more.
Best of luck to all you chaste sissies, you're doing great so far!
This week’s dice game will vary a little with two games available. One for reward and one for punishment. You will need one six sided die (1/2 dice lol) or a random number generator between 1 and 6. Everyone must roll and carry out the results of a roll three times this week (two pleasurable rolls and one punishment roll). When you decide to carry this game of chance is entirely up to you. You may alter the objectives below to suit your tastes or training. However, if you choose to participate you should do so earnestly and take whatever roll you get.
SissySafe Dice Game for Week 3
Pleasure
Punishment
1. 1 Hour Wear Butt Plug
1. Wear Buttplug for a total of 4 hours or more (If the entire 4 hours are not possible at one time, accumulate time plugged)
2. 200 Strokes/Fucks with Your Dildo
2. Fuck self with unlubricated dildo until limit or 30 minutes (No lube at all)
3. 30 Minutes Non-insertional Anal Play/teasing (fingers or toy to tease and massage rectum)
3. 50 spanks with ruler or other hard item on ass (like your daddy should have done)
4. 1 Hour Browse Porn of Your Choice
4. 30 Minutes browsing bisexual and/or gay porn (afraid it’ll get your clitty hard?)
5. 2 Hours Cage Free (Option to re-roll or go 2 hours uncaged. Cannot be uncaged while using any type of porn or masturbation material. No masturbation whatsoever while unlocked.)
5. 2 Hours with your cage stuffed (Take tissues or cotton swabs and stuff them up the end of your chastity device or put them in before you put it on to make your cage as cramped and tight as possible)
6. Find and Buy or Wishlist New Sex Toy or Chastity Device
6. 3 Rubber band flicks to each testicle and your clitty (use a rubber band and smack each little pathetic ball 3 times then your tiny clitty too)
- Link to Main Locktober 2020 SissySafe Guide -
Wow, already a third of the way into Locktober!
I guess the big question for everyone is:
Have you behaved properly while caged?
It’s important to be honest, especially with yourself. Have you maybe been cheating and not wearing your cage as much as you should? Maybe you were very naughty, decided to two-finger stroke your dicklette, and ended up emptying your little balls on accident?
If you’re still making mistakes, bending rules, or half-assing chastity--- this would be a good time to stop that behavior and consider your time in chastity and how it works for you.
Up until this point, it’s fair to say that the time so far has been a period of getting used to being caged and not jerking off all night. But by now, you should be falling into a new routine. I bet for those very hard-working sissies who haven’t taken their cage off except to groom, that they would feel entirely out of place and naked without their cute little cage keeping their limp clitty and full balls nice and supported.
This third week of chastity should be much more of a transition from getting used to chastity to embracing everything it holds for you. Maybe you’ve noticed recently how easy it is to start fucking your sissy ass with your dildo, when before you’d have to warm up to it. Or maybe you’ve been wanting to groom yourself more, shaving your chest so it’s as smooth as your limp cocklette and balls… making your chubby boy boobs feel like the real things. In short, physical and mental pleasure aside from your clitty should be your focus this week. Perhaps this week would be a good time to buy a new butt plug, nipple clamps, or a big dildo to really push your hole to its limits or to motivate you to fuck yourself raw even more.
Best of luck to all you chaste sissies, you're doing great so far!
This week’s dice game will vary a little with two games available. One for reward and one for punishment. You will need one six sided die (1/2 dice lol) or a random number generator between 1 and 6. Everyone must roll and carry out the results of a roll three times this week (two pleasurable rolls and one punishment roll). When you decide to carry this game of chance is entirely up to you. You may alter the objectives below to suit your tastes or training. However, if you choose to participate you should do so earnestly and take whatever roll you get.
SissySafe Dice Game for Week 3
Pleasure
1. 1 Hour Wear Butt Plug
1. Wear Buttplug for a total of 4 hours or more (If the entire 4 hours are not possible at one time, accumulate time plugged)
2. 200 Strokes/Fucks with Your Dildo
2. Fuck self with unlubricated dildo until limit or 30 minutes (No lube at all)
3. 30 Minutes Non-insertional Anal Play/teasing (fingers or toy to tease and massage rectum)
3. 50 spanks with ruler or other hard item on ass (like your daddy should have done)
4. 1 Hour Browse Porn of Your Choice
4. 30 Minutes browsing bisexual and/or gay porn (afraid it’ll get your clitty hard?)
5. 2 Hours Cage Free (Option to re-roll or go 2 hours uncaged. Cannot be uncaged while using any type of porn or masturbation material. No masturbation whatsoever while unlocked.)
5. 2 Hours with your cage stuffed (Take tissues or cotton swabs and stuff them up the end of your chastity device or put them in before you put it on to make your cage as cramped and tight as possible)
Third Week of Locktober
Monday 12
Tuesday 13
Wednesday 14
Thursday 15
Friday 16
Saturday 17
Sunday 18