"Without a willing partner in the chastity "play" the whole exercise would be sorely lacking. I mean, honestly, where is the fun in solo play?"Those Doms reading this should take note, you can keep a boy locked in chastity much longer if you see him from time to time and require more than simply being locked. There is more responsibility to being a key-holder than simply holding the key. Some people seek out "cyber key-holders," and get their stimulation through web cams or simple lack of access to their "junk," but it's never the same as having a key-holder you see regularly. It's the Dom's job to torment, stimulate, and ramp up the sexual frustration as high as possible. If the Dom allows the locked boy to serve him/her regularly the sky can be the limit. That service doesn't need to be physical. Making the boy keep himself shaved, cut his hair the way you like, do your laundry, clean your house, watch porn, chat with guys on sex sites, or even requiring him to hook up with no release can all be very exciting. The boy is far less likely to cheat and figure out how to get off while in chastity or remove the device without your permission if he knows that you are part of the process.
If you want to go for long term chastity you must keep in mind that occasional prostate milking might be necessary. I'm fortunate in that excess semen comes out when I pee after a while, but the prostate does need to drain itself from time to time. Done correctly, milking isn't the same as an orgasm, everything just kinda globs out. The chastity device doesn't even need to be removed first. This does however temporarily reduce the sexual frustration, which makes building it back up all the better.
Choosing a Device
There are three basic types of chastity devices. All devices have their advantages and disadvantages. At the end of the day the wearer and key-holder have to decide what their chastity goal is.
Chastity Subs develop many systems for keeping their chastity experience as pleasant as possible. Cleanliness and comfort are the biggest issue for wearers of chastity devices. This advice is for wearers of ball-capture devices, as they are what I have the most experience with.
Chastity pairs with several other fetishes very well. Some mundane, relatively speaking, and some extreme. I may explore some of these fetishes in more depth in the future, but for now I'm give an overview and send you to some great resources.