Okayyy

Any variation of okay or yes with added letters such as okaaay, ookay, okkayy/yesss yyyess yeees, etc. is either a passive-aggressive indirect way of saying you don't like/agree with something, you don't care about something, or you're enthusiastic. Other times, extra letters mean: ok and?

This person may struggle to be direct because they fear being responsible for others' emotions, disappointment, vulnerability, and confrontation. Avoid fighting fire with fire and acting insecure. To encourage directness, if you're confused, say, "I don't know what okay with extra letters means. Please, be direct." Regardless of whether you like what they say after, remain honest about how their answer makes you feel while staying calm. Over time, it may encourage them to be calm and open in return.
This person may struggle to be direct, fear vulnerability and confrontation. Avoid fighting fire with fire and acting insecure. To encourage directness, if you're confused, say, "I don't know what okay with extra letters means. Please, be direct." Regardless of whether you like what they say after, remain honest about how their answer makes you feel while staying calm. Over time, it may encourage them to be calm and honest in return.

Person A: I'm being transparent with you.
Person B: Okayyy
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Person A: Do you agree?
Person B: Yesss
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Person A: I went to the beach.
Person B: Okayyy (when they mean to ask for more such as, did you enjoy it?/what happened when you went?)
Person A: You know what, you're right. That party seems like fun. Let's go!
Person B: Okayyy/Yesss