1- I love this simple striped tee from Carters. Looks really sharp with a nice pair of denim shorts. I try to find some pieces with more shape to them. A lot of boys' shorts are very loose through the leg and that shape is not always the most flattering and fashionable. I do think they are great for playing in - so it's all about balance.
2- Rainy Summers call for some fun colors. I love this Boden tee. I have been shying away from Boden recently as nothing was really speaking to me. This shirt does in a big way. I love them with these Gap knit pants. Colorful chucks give it a fun finish. I try to find knits with more shape- around the ankle to be precise. You are better off getting something that is not wide leg when it comes to knit pants to give it a current feel.
3- This Gap tee is pretty cute. They have some great tees over there. I liked these seersucker Carters shorts and some sneakers. Sock tip. H&M and Zara both have ankle socks for summer. Try to get these instead of wearing regular socks with lower shoes. Nothing kills the look like tall socks.
Happy Summer!