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Day 3 As I mentioned in my earlier post... My girlfriend, who holds the key, has decided to keep me inside my CB6000 until at least my birthday, which is a…

member_d098196da8 28 Aug 2026 #1

Day 3 As I mentioned in my earlier post… My girlfriend, who holds the key, has decided to keep me inside my CB6000 until at least my birthday, which is a month and a half away. Since this is the place for journals, I’ve chosen to maintain one here. So, for my first entry, let me share a bit more about myself, my girlfriend, and how I entered chastity.

I began wearing a device during a somewhat confusing phase of life several years ago. My previous relationship ended abruptly because I hadn’t given my partner enough attention, largely due to realizing that I am attracted to both men and women. During this time, I fell into a spiral of frustration because I didn’t quite fit the limited mental image people had of a bisexual man, nor did I particularly want to.

Under these circumstances, while others seek support through gambling, work, alcohol, or drugs, I turned toward the endorphins from sexual release. Without a partner, I started seeking one-night stands and masturbating to porn. To be clear, I never viewed masturbation itself as inherently bad; it is simply an expression of human sexuality. Unfortunately, however, it became a habit used to avoid dealing with personal and professional insecurities. More worryingly, I needed increasingly hardcore material for satisfaction, yet the quality of that satisfaction was declining.

If you browse internet porn long enough, you’ll see everything (insert pun here:) ) and eventually I stumbled upon female chastity belts first. After reading a couple of surprisingly spicy stories, I found male versions. I scrolled through pages of options and, riding a masochistic streak, located a UK seller for the CB range. Before long, I had ordered a CB2000.

I was thrilled when it arrived and faced all the typical newbie hurdles: fitting it properly, using the right lube, and deciding whether to shave (I opted for close cropping because trapped hairs itch more than stubble does). Initially, I only wore it during the day but eventually worked up the courage to sleep in it. For a while, my keyholder left her keys at work or with her parents, preventing me from unlocking myself, so I was wearing it for just a few days at a time.

Despite this intermittent wear, it helped enormously. The energy previously spent on pleasuring myself started being directed toward my job. Combined with fewer distractions, this earned me my first promotion in eighteen months. My confidence grew, and since I wasn’t viewing potential partners purely through the lens of sexual availability to avoid trapped erections, I drifted back into dating, looking for relationships rather than quick encounters.

This led to my first boyfriend. Although that relationship didn’t last long (three fun-filled months; we remain friends), it helped me accept my sexuality further on. I continued dating while using the CB between partners until I met my current girlfriend online.

Although we live a few hundred miles apart and likely won’t move closer anytime soon, we talk daily, play games together, and see each other whenever possible. Between our first visits, I brought home a CB6000. This wasn’t because I doubted the relationship’s future, but rather because I had identified weaknesses in my previous CB2000 design and had some extra cash to spend.

I hadn’t thought much of explaining this dynamic to her until we were chatting one day and drifted into kinks. She opened up about being a subby switch who enjoys being dominated by me, sharing her passions. However, I hesitated to tell her the truth for weeks, feeling guilty until finally blurting out, “Do you know what a chastity belt is?” Yes, that was my eloquence…

This sparked another long discussion where she discovered I am also quite the switch (mostly dommy), which she loved even more upon learning. Under her direction, I’ve worn the belt continuously for nearly a month (removing it only twice for quick cleaning; I remained locked in the CB200 during those times). Thanks to her influence, I am currently secured in my CB6000 until my birthday on June 17th.

That is essentially how I arrived at this point regarding chastity. I won’t claim discovering these belts was the most important event of my life because that sounds clichéd and inaccurate. However, it has made a surprisingly positive impact.

I will write again soon.

member_9f52c4d748 29 Aug 2026 #2

dilliom, nice post... welcome to the community. I hope you find journal writing as rewarding as I do! slave john

member_d098196da8 1 Sept 2026 #3

> chastityslavejohn said: > dilliom, > very nice post...welcome to the community. i hope that you find journal writing as rewarding as i do! > slave john > Click to expand... Thanks very much, slave John. I'm glad you enjoyed it and hope everyone else does too.

member_d098196da8 2 Sept 2026 #4

Day 7 I've been buried in work, so I haven't had time to update this journal until now. Between being locked in my CB and everything else, it's been a rather trying hard week for me. This is mostly because my usual chastity routine has been quite lax; I tended to wear the device for just a few hours each day, typically from waking up until bedtime. So, the first week of this extended 24/7 period involves getting used to wearing it constantly and naturally adjusting to sleeping in it. I actually have no specific tips for this part: it took me four nights this time before I managed to sleep reasonably well. However, the fact that I am posting early on a Saturday morning—when I would normally be sleeping in—should clue you into what woke me up. I've always found working while wearing a CB is much like working without one. For newcomers: don't worry about people staring at your groin; it happens less often than you'd think. Unfortunately (or perhaps fortunately for my productivity), getting aroused in the device while at work is quite uncomfortable, so I just keep working. My worst experience with the CB at work involved the bathrooms. Thankfully, this isn't too big an issue now since we occupy a single floor of an office building ourselves, and our men's room has proper stall toilets rather than urinals. Previously, when we worked in shared managed offices, despite all the professional firms on that floor, the bathroom went from neat to messy by mid-morning quickly. Since I've never been able or brave enough to use a urinal publicly while wearing a CB, I always use the stalls. It helps you appreciate women's complete silence when you lock the door behind you and find the seat covered in someone else's pee! So, if any men are reading this: lift the seat when you pee and put it down afterward! By Wednesday, between my workload and not having more than a few minutes to chat with my girlfriend, I was feeling pretty low. If I had access to the key, there is no doubt in my mind that I would have unlocked myself. But just as I was feeling rotten at work, I got a 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 if 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 give me the key. We are planning to find a device for her when she visits next weekend, so I will no doubt be checking out Mistress Watchful's journal for more information. Next weekend is also my girlfriend's first attempt at milking my prostate! I'm not entirely certain if I should look forward to this, especially since she has been teasing me all week about what she plans to do. I only hope that still holds true as I have my own plans for her later on, so it should be fun. I'll try updating more often and adding more details to my profile. speak to you all soon, Dilliom P.S. I love feedback, so please feel free to send some!

member_d098196da8 4 Sept 2026 #5

day 14, Just a short update today. It's hard to believe it has been 14 days since I last touched my cock, although I have worn the CB for extended periods before; my record was 20 days on two previous occasions when I either had to remove the device because balls slipped between the rings or took it off for cleaning. This time feels quite different with my girlfriend checking in and knowing she holds the key. Speaking of her, she is visiting this weekend, so I spent much of the week cleaning my flat. She has already told me that she intends to milk me to ensure prostate health but wants to do so without me cumming, as she is saving that treat for my birthday. I've never been 'milked' before, so I am a bit nervous about it, but hey, I love my girlfriend even more as she embraces the keyholder role. Especially when she did what she did earlier in the week: deciding to have some fun while I was cleaning, she played with herself on cam and voice while making me clean the bathroom naked over webcam! Well, I've rambled on long enough. I'll write more at the end of the weekend. Dilliom

member_d098196da8 7 Sept 2026 #6

**my first milking** day 16 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 earn some brownie points, I took her bags to the car and even opened the door for her. All of this was noticed when I got inside beside her; Kate grabbed my crotch, feeling the CB through my trousers, and commented on how well-trained my thing had become. We spent much of Saturday doing romantic things: shopping and visiting the city art gallery because the weather was too bad for driving. We ended the evening with a meal I cooked and some fun roleplay (with Kate playing a naughty subby schoolgirl for the night) at my place. Usually wonderful for both of us, but being in the CB made it more frustrating than normal. Kate went all out to put on quite a show for me, leaving me throbbing all night. The next morning, after bringing Kate breakfast in bed, she ordered me to strip and eat her pussy, which I did happily through 3 or 4 of her orgasms. Kate has very squirting orgasms, and I ended up with several squirts over my face when she made me wipe on the pillow (not just the cover sheet, but the actual pillow itself) so it would smell like her pussy. Once that was done, Kate ordered me to stay put while 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, making me kneel and watch her shower—a quite exquisite torture. Finally, Kate finished and unlocked me so we could clean the CB, which took about 10 minutes. Then, as I was putting it back on, she slipped an oversized condom over my cock; it stuck out from the bottom of the cage. As soon as it was locked again, she bent over, started lubing my arse, and began fingering me while telling me how lucky I was to eat her pussy. She worked three fingers into me as I moaned before pressing in a prostate massager (the Aneros one). These devices are evil when you're locked in a CB; they give enough stimulation to keep you aroused but maddeningly not enough to cum. She left it there for a few minutes, occasionally spanking my arse if I moved too much from her satisfaction until after about 10 minutes I began peeing... except it wasn't urine, it was cum. This really was quite different from how I'd ever "cum" before; there was no release of sexual tension at all. It felt more like peeing than cumming. When finished, Kate simply pulled the cum from the tube. Amazingly, she had done this with me locked through it all. All too soon I was driving Kate back to the station, and she headed back to Essex, not before giving my CB a farewell squeeze at the platform. What more can I say about Kate? A girl who moans in delight being submissive one night and acts as the full competent loving domme the next morning. Except that... I love her.

member_dcc82274f0 8 Sept 2026 #7

If Kate wants a CB, then what are you waiting for? I suggest looking somewhere local first if possible, where they can measure her up properly. See where that leads. Could be interesting....