Hey OP here. For those that have given support or made a joke, it's much appreciated. It's really helped to see the brighter side of the situation. For a little more back story; I was in his office originally looking for an envelope and found the underwear in the back of one of his drawers. We discussed it at length, I tried to make sure he felt accepted and not judged. It has helped our relationship more than I could have thought. I always wondered if he was holding something back, it's relieving to have everything out in the open. I did a little research and have found that it is common among men. As for only finding one, he showed me his 'stash' of bras and lingerie that he had hidden in his shed. Hopefully he'll be more open and honest with me about what he likes and what I can do to please him.