After having a conversation a friend, he told me his struggle of matching up his clothes and mostly his ties. Had a look  into them and passed on a bit of advice, what people don't pay attention to is your clothing item guides you on what to match them with. This could be texture,pattern,stitching or small color detail into it. look at the following items : The Following tie has your common polka dot texture to it very simple to wear with any color,another reason would be because both black and white are your core colors (matches with anything). At this time i gathered ideas on how you could play around with the Green Suit . The shoes match the tie  The same color pocket square but different texture for a bit of edge If you like you can also add a flower pin on top in same black and white colors. or better yet for a bit of that vintage feel , add a brown waist coat with small details of your whole outfit . Also Check how a plain suit can be turned