It is never explicitly mentioned but he is in his 30s, I'd say he would have slept with people before though I think his partners had been female. He took a long time to realize why Yunshin's tears at his fathers funeral bothered him to that extent. Also, he had a hard life growing up and he is calculative so he might have dated casually or only slept with people who won't make a big deal out of it or benefited him somehow.

is the top a virgin or has he been with women/men before sleeping with mc?