First let me credit http://newlychasted.tumblr.com/ for these two images.
This is the Bon4M chastity device. I can tell you it is top of line and designed for long time wear. Everyone knows that male orgasm control/denial is the cornerstone to a successful Female Led Relationship and when you are ready to get serious about pursuing the lifestyle, this is one of two devices I can heartily recommend based on our firsthand experience. Although pricey, it is well worth the investment. Made of 100% stainless steel, your boy will appreciate the comfort. Note how a rubber band or hair tie is used to secure the lock in case he is self conscious about the lock clanging on the steel.
The Bon series of chastity devices can be purchased here. http://newlychasted.tumblr.com/