My wife is shy and even though her breasts are very large she still is because of them. They do get lots of looks for her but she feels it is too much and thinks they are more 'freaky-like' than beautiful.
So I arranged for her to chat with a stranger one night (see picture) online and show him her boobs and she loved it and felt good afterwards. She actually ended up showing many more people that night including 2 couples and 1 woman but most of them men were good with her. We'll be planning to do that again soon but in the meantime wanted to also try todp as the next step in our quest to make her comfortable showing her body and just for some plain old amusement.