Peter and the neighbors fight over a trophy. Meanwhile, Meg takes a job as a pancake house waitress by posing as an unwed teenage mother and using Stewie as her crack-addicted baby.
!Tropes included in "Love Thy Trophy" include (YMMV goes ''[[YMMV/FamilyGuyS2E5LoveThyTrophy Here.]]'')
* CharacterDevelopment[=/=]EstablishingCharacterMoment: According to a "making of ''FamilyGuy''" special on DVD, SethMacFarlane cites this episode as the one that solidified Quagmire's "heartless sex maniac" persona (more specifically, the scene where he sleeps with the social worker and, after she asked him what he does for a living, he asks her, "Why are you still here?"). Later episodes (such as "Fore Father" and "Jerome is the New Black") expand on why Quagmire is a heartless sex maniac (in "Fore Father," it was because his large-chested mom [who was recently abandoned by her husband] breastfed him as a child, and in "Jerome is the New Black," it was because the one woman he truly loved [Cheryl Tiegs] left him).
* InnocentInnuendo:
--> '''Diane Simmons''': Welcome to the 83rd annual Quahog Harvest Festival Parade. Are you as excited as I am, Tom? \\
'''Tom Tucker''': Are you kidding, Diane? I've got wood!... and clipped onto it is a list of this year's float entries.
* JerkassBall: Meg gets this pretty hard, using Stewie as a faux crack-addict baby to try and get a Prada purse (though she does end up giving it up so Stewie can be returned).