Possible Clues:

• The little brother will boast at his skill with a horse
• Loudmouth Simpson's without Josh - good
• Swank -- crazy rag bag, right?
• One who boasts loudly
• perhaps the skill of female support would not be so modest around a horse
• Horn tooter?
• Boastful type
• I boast highbrow subject introduced by appropriate presenter
• Dress up with good skill and one can boast
• Show off brother with a horse on craft