2023 "Locktober" - Chastity, Buttplug and Diaper Training
Without a keyholder, I haven't been too consistent with my chastity training. In an ideal world, I'd be locked on October 1, with the hope of being released at the end of the month. But, we are not in an ideal world.
Instead of being locked the whole month of October, I will instead be using the month to work my way up to longer chastity periods. My longest time locked is around 4 days, and my longest time without orgasm is maybe 6 days. By the end of the month, I will be locked for (a minimum) of one full week.
The bigger goal is to achieve a sissygasm and/or milk myself. I will locked my cock in chastity on the last Sunday of October (10/28). I will remain locked for one week. At the end of that week (sunday 11/5), I will fuck my self with a dildo each night until I cum from anal stimulation only. Of course, the cage will remain LOCKED on my dig until I successfully cum from anal only.
I will have 4 full weeks of training. At which point (10/28), my full week (or longer) in chastity and my sissygasm challenge will commence.
By the end of this training, I will be used to having FULL BALLS and a LOOSE ASS, just like a good sissy should ;)
Obviously the longer term objective is to find a keyholder and play partner :)
Chastity Training:
I will locked myself in chastity every Sunday
Use chaster app and key hard to get to to enforce training!
If I am in chastity, I will be leaking. I must wear a pad (of my choice) with panties during the day and an overnight pad to bed. A diaper is fine, too.
I will start changing pads in public starting that 3rd week. This means not only do I need to change in public, but I will need to keep pads with me. If I don't complete required changes, I must be diapered the next day from when I leave the house until I soak it.
Each week I will add one day, starting with 3 days. This means one full week by 10/28.
Removal is allowed at the end of the night on the last day.
Must go out on the night chastity is removed, or add another day. Orgasm is allowed THE FOLLOWING MORNING with ASS PLUGGED.
Cage may be removed for gym, dr, date with someone I know.
Cage may not be removed for hinge or similar date.
Removal to clean allowed every 48 hours, except if removal the next morning. Punishment if I cum when removed - NO removal for cleaning next week. Plan diaper wear carefully.
Cage size: 1 = nub; 2 = small
Buttplug Training:
If my cock is locked in chastity, my ass will be plugged for sleep. Every other night is ok for thr first few weeks.
I have a lot of buttplugs. Each day I have to wear a different one, and toss any ones I don’t plan to wear again.
My ass must be plugged for the same amount of hours as the date of the month, ie 10/9 is 9 hours plugged. Yes, that means plugged all day starting oct 24th. (October - sleep counts. November - hours only count while awake, and once up for the day - after midnight counts towards previous day if still awake).
If I do not wear plug for the required hours, I will remain plugged for the full next day.
Plug size is at your discretion for the start, but must stay the same or increase throughout the week.
On unlock night, I must sleep with a large plug, unless I successfully get off when I go out!
Morning after I unlocked, I can cum WITH DILDO IN MY ASS, PREFERABLY FUCKING IT.
Diaper Training:
Only wet or messy diapers can be changed or removed.
Diaper change must wait at least one hour of wet. 1/2 hr if messy (1hr if I mess again, 2hrs if a 3rd time)
Be consistent fiber supplement.
Wear at least once per week
Complete 12pk of Abena challange
All diapers must be wet before chaning.
Overnight diapers must be messy before change. If they are too wet, you can add booster or second layer.
1st Week (10/1-10/4):
USE CHASTER APP
Cage size: rand(1,2)
4 minutes of vibrator use per night
12hr Diaper
2nd Week (10/8-10/12):
Cage size: rand(1,2)
3 minutes of vibrator use per night.
24hr Diaper. Take 1L enema and go for hike before morning diaper change.
3rd Week (10/15-10/20):
Cage size: Nano
2 minutes of vibrator use per night
Start public pad change: once per day this week.
Diaper up Sunday night with boosted abena.
Open new pack of abena's for monday's diaper change, and you will remain in a boosted abena 24/7 until all 12 are used (4 MAXIMUM ALLOWED PER DAY).
3 changes per day, max. One day only, a 4th change is allowed.
Hollow plug after Tuesday AM change until Wednesday AM change.
At least one public (wet) diaper change.
4th Week (10/22-10/28):
Cage size: Small
1 minutes of vibrator use per night
Public Pad changes: twice per day this week.
Orgasm allowed only on Sunday (10/29) AM. Time allowed to try to cum rand(2,5) minutes. Timer starts when I touch my cock. I can watch porn, fuck my ass, etc first. Must jerk off riding large dildo WITH WET DIAPER OVER HEAD. If I don't cum, LOCK BACK UP IMMEDIATELY.
10/28 - Sleep plugged and diapered.
Allowed to not wear a plug until I lock back up, IF I cum!
48hr Diaper - Start sunday night, end tuesday night with double diaper movie night, hollow plug, locked pants.
Go out one night this week with well lubed, large plug that doesn't stay in well.
5th Week (10/29-11/5+)
This week is emphasizing diaper and humiliation.
Cage size: NANO (!!)
NO vibrator time. Pleasure is now from anal play only, SISSY.
Must fuck ass with dildo for 5 minutes every night. If I feel like I have to cum, STOP.
Go on at least one date plugged and locked.
Sunday 11/5 I will add (1) rand(2,6) or (2) rand (3,5) days to chastity lock up. 5 FULL minutes of anal per day. After additional lock up, I can fuck my ass for 15 minutes every night and can use vibrator for *ONE* minute to try to cum. If I can't cum, I must stay locked. Period.
Every other 15 minute ass fucking, cover head in used diaper.
I must wear a boosted diaper to bed EVERY night until I sissygasm.
Insert rand(1,3) glycerin after removing morning diaper. Diaper for the day rand(1,5) - 1&2&4 means diaper, 3 means no, 5 means double diaper. Change allowed after its wet. Must hold suppository for rand(1,4) hours.
After morning diaper change, draw rand(1,10). 3, 8 means hollow plug!! Fingers crossed you get a diaper today!
Sleep plugged every night. Hours plugged only count during the day. Medium and large plugs only.
7th Week (11/12 - 11/23 ):
Locked until thanksgiving
Cage Size: Small
Sissygasm allowed at will.
11/26 onwards:
LOCKED UP!
Other fun ideas:
Bananas?
Try marshmallow as laxative?! if so, do before dinner, who knows what results will be.
I will go out and talk to a girl and tell her above my chastity - at least twice!
Make large glycerin suppositories by melting a bunch of smaller ones and using fingers of latex glove to mold them
Wear plug and nice panties, no diaper, treat myself to nice dinner.
Sleep with large plug, don’t use bathroom in AM, 1 glycerin to spice things up, large plug all day, take oral dulcolax a few hours before dinner, then load ass up with suppositories for dinner.










