I gonna take a shot
Cutest Jack-
"Your Folks Stop at Ennis" too cute like he really couldnt wait for Ennis to talk to him

At the bar when his hat is on his head and he's talking to Ennis a mile a minute he looked so adorable and young and innocent but not as innocent as we think

Doing his rodeo dance and trippin while showing off for Ennis
The morning after the FNIT when he ask Ennis will see him for supper and Ennis gives Jack "the look" he seemed to worry that maybe the night they had would push Ennis away for good but who could turn down that face not me

Sexist
The look he gives Ennis during the tussle in the FNIT right when he takes that jacket off he knows what he wants and he's letting Ennis know and apparently how he wants it

Anytime Jack is leaning on anything

When he climed on top of Ennis in the SNIT and went for it as the Missy Elliot Keisha Cole song says "Damn thats hot"

The other look he gives Ennis during the Reunion kiss OMG
