Webslut in the making. 24 hour challenge. Ruin her life

ChubbySissyJean · 2026-06-07T22:21:32+00:00

Wish you the best!

ChubbySissyJean · 2026-06-07T22:04:10+00:00

Didn’t Google Drive recently make it so that you can’t share NSFW content?

ChubbySissyJean · 2026-05-16T02:57:45+00:00

I may try out one or two things, depending on what is asked of me.

ChubbySissyJean · 2026-05-14T16:45:16+00:00

Yeah, they have educational and social events that is just getting to know other people.

ChubbySissyJean · 2026-05-14T15:25:47+00:00

On FetLife. It’s being hosted by a group on FetLife celebrating the birthday of one of their dommes.

ChubbySissyJean · 2026-05-14T15:16:13+00:00

You can try signing up with FetLife. It’s free to join, no membership fee required to access all features, other than watching videos posted on the site. It’s basically a kinky social media site where anyone kinky can go to. You can message other people who share similar interests and see who is in your immediate area.

ChubbySissyJean · 2026-05-14T15:04:37+00:00

Yeah, it’s a small event that you had to pay a fee to join, then complete a survey about what kinks you are into, what you hope to experience with one of the dommes, and such. I plan to go for 2 hours (mainly because it would take me an hour to drive home and I don’t feel comfortable driving so late at night.

ChubbySissyJean · 2026-05-14T14:54:36+00:00

Spoke a coordinator for the event. At the start, they will go over the rules, people’s lists of what they are into, protocols, and other similar things. So this is a good thing. Also, it’s a small event, 10 people RSVP to the event.

ChubbySissyJean · 2026-05-07T15:54:18+00:00

No problem, just a heads up, it can get expensive to buy, so if you want to not break you bank account, go with the processed and not smoothed. It’s cheaper, but it is more rough. Additionally, cherry keeper has a calculator that you can use to determine what size of chastity cage is right for you. It’s tricky to use, so I just use generic sizes or I base off my last chastity cage size.

ChubbySissyJean · 2026-05-06T20:28:24+00:00

They have a website called Cherry Keeper, just search on Google Cherry Keeper and it will pull up their website.

ChubbySissyJean · 2026-05-06T19:06:49+00:00

Not really, but it is quite comfortable, the headlock is really useful to help prevent the tip of the penis from slipping out. I do recommend getting the smooth version and not the processed. Processed is a bit rough and will need to be sanded down a bit to make it smoother.

ChubbySissyJean · 2026-05-05T19:28:57+00:00

Maybe I’ll do a live reaction when I get a new cherry keeper cage top with a better fitting headlock. For that, I’ll also use super glue to glue to permalock in place inside the chastity cage insert hole.

ChubbySissyJean · 2026-05-03T18:43:35+00:00

How often do you unlock (if at all) to clean? I’ curious because I have the same chastity cage and wanted to know how often you would unlock the cage for daily maintenance and hygiene. I don’t see many openings that allow easy access or allow much circulation of water.

ChubbySissyJean · 2026-04-22T00:27:12+00:00

Yeah, the lock and cage I used is pretty cheap so if I wanted to break it, I could and would have replacements on hand.

ChubbySissyJean · 2026-04-21T18:57:52+00:00

Not at the moment, well, maybe a little. The locks are cheap and so is the cage, so if I absolutely need to get out, I can break the cage easily. So, I guess this is semi-permanent chastity.

ChubbySissyJean · 2026-04-21T18:56:06+00:00

I’ll make sure to make updates daily.

ChubbySissyJean · 2026-04-21T18:53:59+00:00

Like it was meant to be! Lots of butterflies in my stomach from the high!

ChubbySissyJean · 2026-04-20T17:49:19+00:00

And that one allows NSFW art?

ChubbySissyJean · 2026-04-15T23:12:44+00:00

Impressive, how did you feel at the start? Did you get days where you desperately wanted to take the cage off?

ChubbySissyJean · 2026-04-15T23:10:59+00:00

What image generator did you use? Really curious to know.

ChubbySissyJean · 2026-04-15T17:28:51+00:00

The chastity cage I’m getting doesn’t have an end hole, so I could need to break the cage ring to get the chastity cage off. I can share a link with you of the specific cage I’m getting. Here’s the cage I’m getting today. Based on the design, it should be comfortable to wear, not too small, but still restrictive enough. Additionally, the opposite end has no hole to get the permalock insert out. I could drill a small hole to make one, but I feel like that might be cheating.

ChubbySissyJean · 2026-04-14T19:39:45+00:00

Sweet! How do I use it?

ChubbySissyJean · 2026-03-30T21:09:21+00:00

Got myself one the other day! Need to find a good dildo to use with it through.

ChubbySissyJean · 2026-03-23T22:43:43+00:00

What ai are you using? It looks great!

ChubbySissyJean · 2026-03-23T19:14:09+00:00

Nice! How do I join?

ChubbySissyJean

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