This time he wore a straw stetson style, which looked cute with his Western style clothing, complete with red bandanna.
And Rachel also coordinated wearing a similar straw boater as they attended a party in West Hollywood.
The stylish duo were spotted shopping in Beverly Hills last month wearing cute woolly beanie hats.
But Skyler's wardrobe of headgear appears to be never-ending.
The toddler recently celebrated his first birthday, and no doubt stylish Mom Rachel threw a suitable over-the-top party.
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