Star Trek: The Next Generation - Season 2 Episode 10 -

Ens. Wesley Crusher suffers from the pangs of first love when the Enterprise is tasked to transport a young woman, Salia, back to her home where she is to become the leader of her people. Traveling with her is her guardian and teacher, Anya, who is more that just a bit overprotective. Wesley very much wants to be with her - and her likewise with him - but there are few opportunities and Anya continually interferes. Guinan and others provide him with advice. When Salia reveals her true self to him, he re-evaluates his feelings.