| Achievement | How to unlock
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| A Magical Night | Went to senior prom.
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| Awesome | Ended the game with Kam as your boyfriend.
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| Beach Episode | Went on a very educational field trip.
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| Caring | Ended the game with Pran as your boyfriend.
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| Complimentary | Ended the game with Bae as your boyfriend.
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| Customer Service | Got a side conversation with Cala, Romeo, Trent, Kam, or Adrian.
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| Decisive | Ended the game with Everett as your boyfriend.
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| Employee Of The Year | Got a congrats letter from a part-time job manager at the end of the game.
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| Friend-Lynn | Became friends with Nurse Lynn.
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| Genuine(?) | Ended the game with Shiloh as your boyfriend.
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| Graduation | Made it all the way to the end of the game.
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| I've Arrived! | Started your first file.
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| Jellybean And Button | Became friends with Alicia.
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| Jerk Squad | Ended the game being just friends with all six main guys.
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| Journaling | Became friends with Trent.
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| Just Friends | Befriended a main guy, Kam, or Adrian and ended the game without him as your boyfriend.
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| Let's Get Personal | Talked to all six guys during the first group meeting.
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| Lucky Ladies | Became friends with Cala.
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| Make Room | Sat with a guy during lunch.
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| Marvelous! | Became friends with Romeo.
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| Meaningful | Ended the game with Jeremy as your boyfriend.
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| Nutcracker | Convinced one of the main guys to be your official boyfriend.
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| Oso | Became friends with Missy.
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| Persistence | Ended the game with Lucas as your boyfriend.
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| Pillow Talk | Got one of the pajama events.
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| Ready To Mingle | Got a right to date conversation with a main guy.
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| Round Two | Had the first meeting of the second year.
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| School Life | Got a side conversation with Alicia, Missy, or Nurse Lynn.
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| Signature Look | Wore an optional accessory.
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| Simple | Ended the game with Nate as your boyfriend.
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| Stunning Reputation | Had max Reputation with a Clique at the end of the game.
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| Suck It, Missy | Became prom queen.
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| The Champion | Made it to the end of the game with the Guy List filled.
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| The Love Boat | Went on a tunnel of love date.
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| Understanding | Ended the game with Adrian as your boyfriend.
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| Working Gal | Watched a part-time job event.
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