There are lots of reasons a man might decide to enter into chastity, many do it as full relinquishment of control and the ultimate sacrifice to their Mistress, to feel that they are still serving their Mistress at a distance, to torture oneself for lack of a Mistress, to challenge oneself or learn some self control, and even as a cure for masturbation addiction!
Whatever your reasons there are a few things to take into consideration before deciding to go into short term or long term chastity, and while there are a few forums out there most of the info is fragmented and it's easy to miss out on vital bits.
I have held many subs in chastity, both male and female, over the last 16 years and being fully involved in the journey with them I have picked up a few useful bits of information about being in chastity along the way, so I have put together some essential info on getting into it and everything you need to consider from health & hygiene, finding the best fitting device, maintenance, and engaging in a key holding service with me.
So before deciding to commit to chastity there are a few key points to take into consideration.
*In terms of health, studies have shown that regular ejaculation can decrease the risk of developing prostate cancer, so it is important to have a bit of knowledge about your family medical history, if prostate cancer has a history in your family then chastity without release for no more than a couple of weeks at a time would probably be sensible, and not for extended periods either. The health risks need to be remembered when deciding about the amount of time/frequency of release you want to achieve in chastity.
*Whilst it is easy to urinate and wash when wearing a chastity device, it is likely that you will experience some rubbing and chafing of the device on your testicles or penis, this discomfort can be relieved with the regular application of water based lube, morning afternoon and night, so you should factor this possibility into your daily schedule and make preparations for carrying lube on you at all times.
*Finding the right chastity device for you could be a costly initial investment, no cocks are the same and there is no one size fits all, so while many men in chastity may recommend a particular product for fit and comfort it may not always be suitable for you. As chastity devices are quite "intimate" items not all companies will accept returns, so you may end up wasting a bit of money on a couple of useless devices before you find the right fit.
*Whilst it may seem more psychologically exciting to wear a heavy steel device and feel totally under control, there are some practical implications to consider. A heavy bulky device is going to make itself known, to you and potentially to the outside world. Imagine your life wearing this device before you go for it , you wear really tight pants at the office, you clunk it on the corner of your desk, you man spread your legs while on public transport, you wear very baggy shorts a lot, consider the areas where such a large heavy device might get you into trouble, especially if your keys are going to be held by a third party! You've also got to try and get some sleep with that thing hanging there! You may eventually decide to consider investing in different devices for different occasions.
*Make provisions for emergencies! If you're in long distance chastity to someone and the keys to your device are 100 miles away, what happens if you start to feel unwell and need to call an ambulance? Are you trying to hide this device from someone in the family? Would you be mortified if the paramedics saw it? If you are not in close regular contact with your key holder you need to make sure you have a way out of your device in an emergency, even if that means stashing bolt cutters in the house somewhere. You shouldn't use them unless you absolutely have to obviously! Don't break the trust in your chastity contract (assuming that's you're arrangement) by pulling a cheeky one!
*If even with a fairly small device you are concerned that it is still showing, you might have to consider "tucking" your junk between your legs slightly. You could do this with a piece of duct tape, attached to the underside of the device passing between your legs towards the back and stuck down to a bum cheek, not the most comfortable for long term daily wear, especially if you've got a hairy ass! Otherwise you are going to need some tight fitting underwear to hold the device close to your body. A lot of chastity subs enjoy the added element of being further emasculated by being made to wear ladies underwear, a nice tight thong will definitely hold your junk in place! If ladies underwear is not doing it for you or too much of a risk, then consider buying a mans thong or some speedo type pants instead.
How to choose the best device.
You're going to need to get really up close and personal with your junk for this one, you're going to have to push yourself to make 'observations' about size and shape without being critical or fantastical about it! If you judge yourself too harshly or are too generous with your observations, then you're going to end up forking out money for devices you can't use, so for once in your life you will need to be objective about your genitals!
Are you a shower or a grower? Measure your penis length and circumference, you will still get erections while you wear the device, wake up with morning glory etc. you will just be restricted, squished and uncomfortable, so make a note of the difference in size between hard and flaccid and look for a shaft piece that allows for that. Inspect your testicles, is your scrotum easy to hold in the palm of your hand or are the testicles tucked up too high? Perhaps they hang really low and you have a very stretched scrotum. Perhaps you have huge swollen or chunky balls that you need two hands to wrap around the whole lot properly, any one or all of these size and shape factors could affect if a device will be comfortable or not, so make sure you know what you are working with. If you have large chunky balls that make a bulge in your pants already then it's not a good idea to get the largest chunkiest cage to sit on top of them, you're just asking for trouble.
After that you need to understand how most devices fit together so you can better understand the space the device provides once assembled.
Although there is a large variety of device designs out there the most common structure found is this: