Choosing an outfit for a first date can feel surprisingly stressful. You want to look attractive and confident, but you also want to feel comfortable and stay true to your personal style. The right outfit does not have to be expensive or complicated. When you understand what to wear on a first date guys, you can put together a simple look that suits the occasion and helps you feel more confident. Dress According to the Date Location The first thing to consider is where you are going. Your outfit should match the setting rather than looking completely out of place. A casual coffee date may call for jeans and a clean shirt, while a nice restaurant might be better suited to trousers and a smart button-down shirt. If you are going for a walk or an outdoor activity, comfortable clothing and suitable shoes may be more appropriate. Think about the overall atmosphere of the date before choosing your outfit.