Deudorix caliginosa, the Dark Brown Playboy, is a butterfly in the Lycaenidae family. It is found in Côte d'Ivoire, Ghana, southern Nigeria, Cameroon, Bioko, Sao Tome & Principe (Sao Tome), the Republic of Congo, Uganda, western Kenya, north-western Tanzania, Malawi, Zambia, Mozambique and eastern Zimbabwe. The butterfly's habitat is forest. Adults have been recorded feeding from flowers on bushes and both sexes mud-puddle.