Cuppage Plaza, located in the heart of Singapore's Somerset area, is often likened to Tokyo's famous red-light district, Kabukichō, due to its vibrant nightlife scene. The building houses several Japanese-themed KTV lounges on its upper floors, where scantily clad women, often from countries like the Philippines, Thailand, and China, invite patrons into these establishments. These lounges are decorated with Japanese motifs such as sakura flowers and geisha paintings, creating an illusion of a "Little Tokyo." However, the women working there are not Japanese, which can sometimes lead to a disconnect between the intended ambiance and reality.

While the primary service offered in these lounges is hostessing—pouring drinks and engaging in conversation—there are instances where more illicit activities may occur, especially when large sums of money are involved or when participants are heavily intoxicated. The area has faced police raids in the past due to suspected drug-related offenses and other illegal activities, leading to heightened vigilance among those working there.

Cuppage Plaza's reputation as a seedy nightlife spot has attracted both local and international attention, with some viewing it as a microcosm of Japan's nightlife culture in Singapore. Despite its unofficial status as a red-light area, it remains a popular destination for those seeking late-night entertainment, particularly among Japanese businessmen who frequent the building for its unique blend of dining and nightlife options.