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When it’s over
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When you feel a sense of obligation to continue the friendship versus actually wanting to continue it.
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When only one of you is making the effort to maintain the friendship. That’s one of the first signs.
When you and the other person have changed so much you realize one day you don’t know anything about them.
When you dread seeing them and feel like shit afterwards
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When each interaction leaves you feeling drained, guilty, or irritable.
You feel obligated to listen to them and spend time with them.
You’re looking forward to being alone or with someone else after interacting with them.