WMG / All Grown Up!

The Rachel Tommy dated is in fact Rachel Berry.
Wouldn't be too farfetched, considering that she's Jewish and she was never given a proper last name (or established beyond being Tommy's girlfriend) in AGU. Given how caring she is, it's possible that from "All Broken Up" to "Pilot" she Took a Level in Jerkass. This would imply that Rugrats and Glee take place in the same universe — going by this, "This World is Something New to Me" suddenly starts making more sense.