This boy wanted to experience being locked in chastity by a keyholder, meaning not holding the key himself like he had been doing at times.  It’s just not the same when a boy can unlock himself the minute he gets horny.  I often say it’s not really chastity until you’re desperate to get off and you look down at your dick and it really hits you…you’re unable to get off without your keyholder’s permission.  With a good, secure device, there’s absolutely no way around it.

You can see above how big his dick was able to get before it was locked up. You can also see the CB-6000 chastity cage that he had been using, which wasn’t secure enough for me if he wanted me to be his keyholder.  It can be a nice start if you’re new to chastity and self-locking, but in my opinion, it’s not the best for longer term, secure chastity.  The first time he visited, I locked his dick in a more secure Jail House Chastity Device.  This meant that even if he was incredibly desperate to jerk off, it wasn’t as easy as taking a scissors and cutting the plastic pin to free himself.  He could ask my permission knowing his request could be denied, or that I could even extend his chastity sentence just for asking if I felt like it.  That is the power that a chastity keyholder has, right?  <grin>

One thing chastity typically does to a boy, besides making him extremely horny, is it tends to make him a very good boy.  After all, pissing off your keyholder that holds your ability to get off anytime soon is probably the worst thing you can do.  He could even do things to make you even hornier while locked.  The last 3 pics above show a few things that this boy did for me without even being asked to, just to make Sir happy.  What a good boy!  ;-)