I purchased this for my nephew, who is almost 5 and fond of using BIG boy cups like the grown ups. (His parents have similar Starbucks cups and my 11 year old daughter has her own Batman version of this product.) His Superman cup has held up well, and apparently survived the occasional mischief visited upon it by his 18 month old sister and a wood floor. If it's turned on it's side when full, it will leak a little bit around the straw hole, slowly. Aside from this obvious consequence of physics, it doesn't leak as long as the lid's on properly. He likes that it keeps his drinks cold, and BPA-free means his parents are comfortable giving him warm beverages in it too. (My daughter was delighted to discover that these work with hot chocolate almost as well as iced drinks.)The pictures seem likely to last, since it's printed on the outside of the INNER liner. There's no paint on the outside to accidentally scrub off!