Yes, I am one that needs to know the details. Even though it is hard to listen, I do my best to keep it clinical and ask questions. I feel that removes any of the secrecy and glamour from the event.
So I will repeat back and ask a question, such as "From what I understand the initial penetration was without protection. Can you tell me what made you think of using protection? Why didn't you take protection as you knew that you were meeting?", "If you assumed she had protection then must have assumed she had a busier sex life than just you?", "So to be clear, you didn't ask about STD's but assumed she had an active sex life? Huh, if you feel she sleeps around, why wouldn't you protect yourself from the other married and single men? Don't you think that is a bit gross?", "Okay, since you did not ask about STD's, have you ever seen any cold sores on her lips? I am assuming since you exposed me and your family to STDs, you also thought about oral herpes?" "No, well, since you work together, I am assuming you will tell me if she has a break out on her lips in the next few months?"
The list goes on and on. I think he sees it in a much different light. What was a first "fun, secretive, and exciting" now just seems immature and disgusting to him.
Also, what helps is that I told him that he had to "throw me a bone" and tell me what wasn't great. I will admit it helps to hear that she had a fat roll and he expected her to be in better shape, she had shaved and was all stubbly down there, and also that she was way too short, so it was strange. Now obviously, none of those stopped him, but at least he realized this wasn't "fantasy sex" where everything and the COW were perfect.
We got it all on the table right away, which I am thankful for, as it is does soften with time. And I haven't asked a question about that in a month, so that is progress! Even when I typed it out today, I laughed at my oral herpes question and WS looking for it on her lips, whereas, I am sure I would have been crying a few months ago.