The purpose of this study was to assess the factors motivating the selection of the types of dresses teachers wear to school in the Adukrom community of the Okere District of the Eastern Region of Ghana. Specifically, the study identified the types of attires a teacher wears to school in the Adukrom community; examined the motivating factors for selecting their work attire; investigated stakeholders’ views about a teachers’ work attire; and proffered ways to ensure modesty in teachers work attire in Adukrom community. Quantitative research approach with descriptive survey design was adopted for the study. Simple random and purposive sampling techniques were used to select two hundred and forty-eight (248) from three categories of respondents from whom data was collected using questionnaires. Data was described with frequencies, means, and percentages. The results revealed that, male teachers in the community generally wore long or short-sleeved shirts and trousers (with or without tie) (80%) to school while female teachers usually wore knee-length skirts with long or short sleeve top (74.5%) to school. The factor that affect their clothing choice is Clothes that boost their confidence with (mean = 2.84). Therefore, the government should provide teachers with clothing allowances to ensure that they put on appropriate clothes while going to work.