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They have slept in the same bed before, but they have never actually slept together.

After Lily came back to NYC after her split with Marshall she lived in a dumpy apartment. One night she needed a place to stay after there was a problem with the apartment and asked Barney if she could stay with him. They fell asleep watching late night T.V. The next day Barney brought a woman over to stay the night and the next morning Lily came in and the girl thought that Lily was Barney's wife. Barney came up with a plan to get Lily to pretend to be his significant other so she could kick the girls out in the morning. Because his apartment was a typical bachelor pad, they had to pack up the movies of his and bought pillows and other brick-a-brack to make it more believable that a woman lived there.

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Q: When did Lily and Barney sleep together on How I Met Your Mother?
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