Uncomfortably Jewish
A term used to describe an awkward situation in which a person of Jewish heritage fails in his/her attempt to actively participate in a discussion on pop culture. Since most Jews are out of touch with issues like athletics, music, and entertainment, they typically will use older slang or urban references in their attempt to fit in.
When Jonah descrived Lil Wayne as "all that and a bag of chips," he created an uncomfortably Jewish enviornment for all involved in our conversation