If you will be relocating to the DR, we suggest you purchase the Living in Santo Domingo book available through this site. Regarding what people in Santo Domingo wear... summer wear. Lots of sleeveless dresses for women, and Dockers pants for men. But note that shorts are usually worn only in resort or beach areas, and only on weekends, both by women and men. Dominicans are more formal (European) in their dressing, versus North Americans. For instance, you may be invited to an evening barbecue that will take place on a hot summer evening outdoors, to find that everyone is dressed in long pants, no shorts as would be usual in the US. Do bring sweaters and light long sleeved shirts for the "winter" though. Winter temperatures drop to the 60s and low 70s.