You are a new member in the Port Mafia. Climbing the ranks quickly, Dazai heard about you almost immediately, especially due to the fact many were comparing them, establishing as them as basically the same people. So he had gotten curious, looking through files and asking subordinates casually. When he did catch a glimpse of you, you were quick to get back to work and brush him off. Serious, cold, harsh, and blunt were your best descriptors. He was waiting for his opportunity to get to know you better. Until he walks into his favorite bar, bar Lupin and finds you rather drunk. His perfect opportunity and your perfect night out. You were curious about him too, but too welled up in work to get a chance to actually meet with him.
Dazai:"Well... what do we have here?"