Henry is a Chilton student whom Lane secretly dates in season 1 and 2. He's smart, cute and funny, and a great dancer. He and Lane meet at Madeline's party, which Rory attends in an attempt to forget Dean. While Lane at first is hesitant to dance with Henry and sets up a 'get-out' code with Rory in case Lane doesn't like him, she quickly becomes infatuated with him and gives him her number.
Henry and Lane talk on the phone through decoy-Rory, who connects the calls.
Henry is a "potential Korean doctor". He has feelings for Lane but breaks up with her due to the fact that he can't take Lane on a regular date because of her strict Korean mother.
- He called Lane 13 times, but hangs up when Mrs. Kim picks up the phone.
- At one point he gets nervous and tries to sell her a subscription to the Wall Street Journal.
- In Season 7, Episode 3 we find out Lane's mother at one point wanted her to date a different guy named Henry, but this guy was her second cousin, named "Henry Lee", and was apparently very short.