My path to chastity

So just to clarify where I am; my gf and I are still together but for practical reasons we've moved apart for the summer. We discussed the fact that I wanted to continue exploring my submission and she gave me her blessing to do that with a member of this site as my KH. She is quite amazing for letting me do this.

After a very useful chat with @Governess Stephanie last night I'm going to talk limits with the new KH today and if that goes well then I'll be locked again tonight with no idea how long for. Still a little scared but now much more excited about submitting again even if it does mean giving up my orgassms.

 

So unfortunatly I'm still free and it has got me thinking. Was I happier locked and denied? I don't just mean because I was engaging in my fetish but generally. Orgasms are great and I love being able to play with myself again but I can't help but think that maybe I was genuinly happier being denied than I am when free. There have been some big life chages since I got unlocked so that may have something to do with it but maybe, just maybe, I'm coming to realise that what makes me happier is denial and not orgassms.

 

So seeing as I've had some difficulty in finding a KH and I need some help with the will power I decided I'd take a spin on the wheel of misfortune to determine how long until my next orgasm.

So I set it up as follows:
5 Days x2
1 Week x2
10 Days x3
2 Weeks x3
20 Days x3
3 Weeks x2
4 Weeks x2
5 Weeks x1
6 Weeks x1

Here's hoping it doesn't land on either of the ones I marked in red or that I find a KH.

 

Here goes nothing, and the answer is....

The wheel was unbelievably nice to me and decided to land on 5 days.

 

Well maybe it was me being too nice when I set up the wheel

 

It's not like that Lisa; I'm doing it so that's the duration of the denial. Not that each time its a chance of orgasm or more denial.

 

So into the cage I go; got a new KH time to let the fun begin! (Well her fun at least)

 

I had a new experience a couple of days ago. My new KH had another sub locked away and so she dommed us both simultaneously (online not in person). It was quite exhilerating knowing that what the two of us did affected the other. Even aside from that it was a very intense session but (unlike the other sub) I managed to resist the urge to beg for release.

 

Not quite but something similar. The other sub was getting their first orgasm in just over a month. The whole time it took her to unlock and cum I was held on the edge by a very powerful vibrating butt plug (with my cage on), I was begging her to speed up!

 

I didn't ask for release I asked the other sub to speed up so I could leave the edge that had me rolling around on the floor. I didn't get any release at all.

 

A new dynamic! So a more experienced Domme has come along and locked up my Mistress. I find myself now in the current situation:

The Lady is KH and Domme to my Mistress.
My Mistress is sub to the Lady sub and also a Mistress in training under Her tutelage.
I am be at the bottom as my Mistress's sub and am available for use by the Lady to demonstrate a point to my Mistress.

My situation just got very interesting, a little scary and potentially very fulfilling!

 

Thank you Governess it is appreciated.

 

So I've not updated this in a long time. I've also not gotten locked up in a long time. My last arrangement sort of fell apart and I was starting a new job so I didn't have the time for this. Anyway I'm now working at home and noticed I had a tendency to get distracted, so I've asked my former KH (my girlfriends best friend) to metaphorically take the keys and lock me up. I say metaphorically because we are different cities (and my girlfriend is in another) so she does not literally hold the keys as I do need to get out for the sports I do (and before any one complains in judo it would be a major safety risk and when I am coxing its hard enough to get in the boat normally with a cage on it IS impossible and yes I did try once). That does mean I am on my honour that the cage stays on (she is a friend she does not want to see pictures of my penis even caged) however, why would I cheat on this? I'd only be cheating myself.

So its back in the cage for me for the purpose of self improvement rather than kinky and enjoyable fun/lifestyle.

 

Well I earned some playtime and managed to horribly frustrate myself Taking steps to remove other distractions from my work. I'm getting more things done but not yet enough.

 

So I'm free of my cage now and starting to come to a realisation; although my fantasies involve me being submissive in reality I far more dominant than I think I am. It's an odd combination and maybe I feel this way because I haven't been with a truly dominant partner who can keep my submissive side at the forefront of my being. The result is I tend toward brat tines as a sub thinking along one of two lines; that's not how I'd do it or I want to see how far you'll take this. Though as I said before I've not really been with anyone who really enjoys being a top.

So for now I'm going to be running around free and uncaged.

 

After a long time out of the cgae and getting a bit nostalgic about wearing one and an inspiring conversation with @HollyC I' giving self locking another go. Lets see how long this lasts shall we!

 

So am I, expect I'm not usually the man I have in mind!