Would it be awkward to message a woman and tell her that I miss her 5 AM DMs?

[FruDawg1]

[Rory_Lewis]

It kind of depends on the relationship you already have and how responsive she normally is with you. If she isn't normally very responsive or flirty I would say that it could come across a bit awkward. But if that's not the case then she could see it as though you just really like to talk to her! Hope this helps :)

[FruDawg1]

I’ve sent her messages that were funny that were not meant to be funny and she occasionally sends me random messages saying that I’m her best support and that I crack her up

[random_girl95]

If you are texting at that time and it's 5 am and to message her that you miss her it's gonna be ok. However just sending a message out of the blue saying you missed her it's weird yes.

[Kaneki05]

Yup. Women don't really like that unless if there already into you so unless your 100% sure she likes you then no to that and even then it can just turn them off.

[Anonymous]

Why not stand outside her window lifting a boom box in the air playing her favourite song real loud instead.

[Sour-rose]

HEEEEEELLLL NO.