Most men understand the concept of being feminized. Male chastity men almost expect to have it done to them and the secret is that many male chastity men what to be feminized. The standard choice is to make your man wear fem style clothing. One of the most effective and humiliating things is to dress him up fem for the beach. He might not like it but he will get used to it. Some male chastity men enjoy the attention when they go fem.
Here is a photo of a koalaswim.com Link: mens swimwear fem design. You should go to the site and check out the male to female transformation designs. Total male pussy look. The male vagina is the ultimate in fem for male chastity men.