One month, Two weeks and a day in chastity

Day 3

So as I said in my earlier post here...My girlfriend and keyholder has decided to keep me in my CB6000 until at least my birthday a whole month and and a half away and so as this is the place to post journals I've decided to keep one here. So for my first post a little more about me my girlfriend and how I got into chastity.

I first started wearing a chastity device during a particular confusing period of my life a few years ago. I had been unceremoniously dumped out of my previous relationship for not paying my girlfriend due attention and this was mostly due to realising that I was sexually attracted to both men and women. I went into a hate spiral during this period because I just didn't fit my somewhat limited mind picture of what a bisexual man was like nor did I want to.

Under these circumstances some people turn to all kinds of support, gambling, burying themselves in work, alcohol, drugs, I ended up choosing the endorphins generated by sexual release and as I didn't have a sexual partner I both started looking for one night stands and started masturbating to porn. Now I do want to be clear in this, I've never thought that masturbation itself as intrinsically a bad thing it is after all just an expression of the human sexual function. Unfortunately I got into a habit where rather than dealing with my insecurities both personal and professional I was masturbating. More worryingly I was requiring more and more hardcore material to be satisfied and the satisfaction was getting worse.

Now if you look at porn on the internet for long enough you'll come across everything (insert pun here ) and after a while I stumbled across female chastity belts first and after a couple of surprisingly hot stories I stumbled across male chastity belts. I read through a dozen pages and being on particularly masochistic streak found a UK seller of the CB range and before I knew it I had ordered a CB2000

I was thrilled when it arrived and went through all the typical newbie problems of fitting it and using the right lube and whether I should be shave (I chose close cropping because no amount of trapped hairs is worse than the itching of stubble there for me). At first I only wore it during the day but eventually I got the guts to wear it for a night and then two nights. Is tarted leaving the only key at work or at my parents house so I couldn't get to it and unlock myself but I was still only wearing it for a few days at a time.

Regardless of this it helped enormously. The energy that had been diverted into pleasuring myself I started to use instead at work, this along with the lack of distractions earned me my first promotion in a year and a half. My confidence began to increase and as I wasn't looking at people on purely sexual terms to avoid a trapped erection so I drifted back into the dating world and this time as I couldn't get a quick fuck I started looking for relationships.

This lead to my first boyfriend and although that didn't last long (three fun filled months we're still friends) and I finally came to terms with my sexuality. I carried on dating only using the cb between relationships until I through the power of the internet I met my current girlfriend.

Now unfortunately we live a few hundred miles apart and due to various circumstances are not likely to live closer any time soon, however we talk to each other daily we both play games on-line together and we see each other as as often as we can. Between a our first visits I brought a cb6000 not out of any prediction that our relationship wouldn't go anywhere simply because I had found the weaknesses in the CB2000s design and had some money to splurge.

I didn't think anything of trying to explain this to my girlfriend until we were chatting one day and somehow we got into kinks. She completely opened up to me about being a subby switch and wanting to be dommed by me and shared her various passions. But I couldn't bring myself to tell her about it. I felt really guilty about this for a couple of weeks until I finally just blurted out do you know what a chastity belt is? yes folks I was that eloquent...

This lead to another long discussion where she found that I'm as big a switch as she is(although mostly dommy) and she loved that even more once she found out. At her wonderful hands I've worn the belt for nearly a month continuously (only removing twice for some very quick cleaning and I was locked in the cb200 while it was being cleaned) and thanks to her I'm currently locked in my cb6000 until my birthday on June 17th.

That in a nutshell is how I got to where I am now as far as chastity is concerned, I'm not going to say discovering chastity belts was the most important thing in my life because its clichd and inaccurate. But it has made in impact in my life and a surprisingly positive one.

I'll write again soon

 

Thanks very much slave john I'm glad you enjoyed it and hope everyone else enjoys it too

 

Day 7

I've been thoroughly buried in work and so I haven't had time to update this journal until now. What with being locked in my cb as well its been some what of a trying hard week for me. This is mostly due to my normal chastity regime being pretty lax, I tended to wear it for a few hours a day mostly from waking up to going to bed, so the first week of an extended period of 24/7 involves getting used to wearing it all the time and of course having to get used to sleeping in it.

I actually have no tips for this, it took me four nights this time before I managed to sleep for a reasonable amount of time. Even so and the fact that I'm posting this early on a Saturday morning when I would normally be sleeping in should give you a clue as to what woke me up.

I've always found that working in a cb is pretty much the same as working without one, for any newcomers to wearing a cb I can tell you know you'll be amazed at how often people don't stare at your groin. Unfortunately or possibly fortunately for me getting aroused in a cb at work is much more uncomfortable so I spend all my time working.

The worse experience I ever with my cb at work was with bathrooms. Thankfully this isn't too much of an issue ow as we have a single floor of an office building or ourselves and the gents consist of proper stalled toilets rather than urinals. However we used to work in managed offices and despite all the firms in the floor we shared being supposedly professional companies which rather rapidly meant that the bathroom went form neat in the morning to messy by mid morning. As I've never been able and never been brave enough to publicly use urinal in a cb I've always used the stall and it helps you appreciate women's complete when you lock the door behind you to find the seat covered in someone else's pee! So if there any unlocked men reading this lift the seat when you pee and put it down when you're done!

By Wednesday what with my workload and having not been able to have more than a few minutes chat with my girlfriend, I was feeling pretty down and if I had access to the key there's no doubt in my mind that I would have unlocked myself. But just as I'm feeling rotten at work a get picture message from my girlfriend showing my key... on a chain nuzzled between her breasts Did I mention how much I adore her?

And as it being the wonderful friend, lover, occasional domme and sexy sub wasn't enough she has also decided that she wants to get a chastity belt of her own and want to give me the key. We're planning on finding a device for her when she visits next weekend So I'll be doubtless checking out Mistress Watchfuls journal for more info.

Next weekend will also be her my girlfriends fist attempt at milking my prostate! I'm not entirely certain if I should be looking forward to this especially s she's been teasing me all week about what she's brought to do this I only hope still I have my own plans for her later on so it should be fun.

I'll try and update more often as well as adding more to my profile.

speak to you all soon

Dilliom

P.S I love feedback so please feel free to send me some!

 

day 14,

Just a short update today, its' hard to believe its been 14 days since I touched my cock although I've been in cb for extended periods before, my record being 20 days in both of those occasions I've either had to remove the device due to balls slipping between the rings or removed it for cleaning.

Its been quite different this time with my girlfriend checking on me and knowing that she has the key. speaking of her she is visiting me this weekend and as such I spent much of the week cleaning my flat. She has told me already that she is going to milk me to ensure prostate helath but that she wants to do so without me cumming as she is saving that treat for my birthday.

I've never been 'milked' before so I'm a bit nervous about it but hey I love my girlfirend even more as she gets into the key holder role. Especially when she does what she did earlier on in the week when decided to have some fun whilst i was cleaning and she played with herself on cam and voice while she made me clean the bathroom naked over webcam!

Well I've rammbled on for long enough I'll write more at the end of the weekend

Dilliom

 

my first milking

day 16

Well what a weekend... maybe it was the two weeks in chastity but I'm sure my girlfriend Kate had never looked prettier when I met her at the station. Hoping to get some brownie points I took her bags to the car and even opened the door for her, all of which was noticed when I got in beside and Kate grabbed my crotch feeling the cb through my trousers and commenting on how his thing had got me well trained.

We spent much of Saturday doing romantic things, we went shopping and to the city art gallery as the weather was too bad for the drive. We ended the evening with a meal I cooked and bit of fun roleplay (with Kate being a naughty subby schoolgirl for the evening) at my place. Normally this wonderful for both of us but with me being in the cb it was more frustrating then normal and Kate went all out to put on one heck of a show for me which left me throbbing all night.

The next morning after bringing Kate breakfast in bed she ordered me to strip out of my clothes and eat her pussy which I did happily for 3 or 4 of her orgasm. Kate has very squirty orgasms and I ended up with several squirts worth over my face when she made me wipe on my pillow (not the cover but the pillow itself) so it would smell of her pussy.

Once this was one Kate ordered me to stay there whilst she pulled a dog leash which she clipped to the lock on my cb she led me to the shower and tied the leash to the laundry basket she made me kneel and and watch her shower which was quite an exquisite torture.

Finally Kate was done and she unlocked me so we could clean the cb which took about 10 minutes but then as I was putting it back on she slipped on an over sized condom which stuck out the bottom of the cage. As soon as it was locked she bent over and started lubing my arse and then began fingering my ass while telling me that a lucky bit I was to eat her pussy she worked 3 fingers into me as I moaned before she pressed a prostate massager (the aneros one).

These devices are evil if your locked in a cb it gave me enough stimulation to be aroused but maddeningly not enough to cum she left it there for a few minutes occasionally spanking my arse if moved too much for her until after about 10 minutes i began peeing...except it wasn't me it was cum. This really was quite different to how I'd ever "cum" before there was no release of sexual tension at all it was more like peeing then cumming. When I was done kate simply pulled the cum from the tube amazingly she had done the with me locked through it all.

All too soon I was driving Kate back to the station and she was on her way back to Essex although not before she had a farewell squeeze on my cb in the station. What more can I say about Kate a girl who is moaning in delight ar being sub one night and the full competent loving domme the next morning except I love her.

 

We're finding one for Kate as we speak. We just want to make sure we get one she is happy with as they cost so much.