I meant to include this in the box so here are how all the clues fit:
Clue #1-I am older then you- I WAS THE OLDEST IN THIS GE
Clue #2-over the hills and through the woods-ALL I CAN THINK OF IS THE PA TURNPIKE AND THE HILLS AND WOODS
Clue #3-Mommy's favorite football player went to College in a State adjacent to yours-ROD WOODSON IS MY FAVORITE STEELERS PLAYER AND HE WENT TO PURDUE IN INDIANA
Clue #4-Naked Cowboy in NYC-HE IS FROM OHIO
Clue #5-You have a sibling or siblings...or maybe you want a sibling can't remember what Mommy said now Sowwy-I WAS SO EXCITED TO SHOP FOR IZZY, JACK, MR. POOPS, PEARL AND MILO
Clue #6-My SB's Mommy likes to drink the same things my Mommy does -TEA AND COFFEE I LOVE BOTH
Clue #7-Basket-IN A THREAD YOU MENTIONED A TOY BASKET FOR IZZY