Ashley has always been good at bossing her younger brother Ben around, so she had no trouble informing him that he would have to stand up on her side for the wedding ceremony even though he is a guy. She's letting him go to Peter's bachelor party, though, so don't feel too sorry for him. The truth is, Ben and Ashley have always been friends. Always. Even when they had arguments about who got the remote, or who got to ride shotgun. Ashley may act like Ben's second mom, but she is fiercely proud of him. She was proud of him when he served for two years in the inner-city public school system of Baltimore for Teach for America. She was proud of him when he graduated with his Master of Arts in Teaching from Johns Hopkins University. She was proud of him when he married his college sweetheart Anna at the Augustana College chapel in 2012. She is proud of him now as he teaches U.S. history to high school students in Chicago. She will always be proud to be Ben's sister.