400
aspire (link / def / cartoon for ALL of these words)
bleak
ajar
fortuitous
retire / to seek, obtain, or achieve a goal / a guy in an office with his feet up on the desk--he's daydreaming
leak / depressing, discouraging, harsh, emotionally raw / two guys in a boat that has a leak in it
jar / left slightly open (such as a window or door) / row of jars with animal specimens, one lid is slightly open, etc.
fortune for the two of us / good fortune occurring by accident / leak in a boat but there's a treasure in the water beneath the boat