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The Melancholy of Haruhi Suzumiya - Haruhi sleeping with Mikuru during Endless Eight VIII (the last one)
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Moar:
Koizumi's suggestion to Kyon in Endless Eight II 2/3: “And who is gonna be doing this?” / “Who else could play that role other than you?”
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Koizumi's suggestion to Kyon in Endless Eight II 1/3: “What if someone were to grab Miss Suzumiya from behind, and then they whisper "I love you" right into her ear?”
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