was ashamed

[Anonymous]

Hi,
Would you please tell me which is correct or natural?
1-1. He was ashamed to ask her out.
1-2. He was ashamed of asking her out.
2-1. He was ashamed of having behaved like that the previous day.
2-2. He was ashamed of behaving like that the previous day.
Thanks in advance.
Have a good day.

[Rusty]

1-1. He was ashamed to ask her out. (OK. This means that he didn't ask her because he was ashamed).
1-2. He was ashamed of asking her out. (OK. This means that he asked her, but that he was ashamed afterwards).
2-1. He was ashamed of having behaved like that the previous day. (OK).
2-2. He was ashamed of behaving like that the previous day. (OK).