
Just guessing based on their previous interactions. It's kind of hinted subtly that they met and interacted enough in their previous life. Let me see... on Lippe's end in Ch77 where she found out the handkerchief was Rias' she squeezed it, an action that shows there is some emotion/relation there (whether positive or negative, we don't know since it's only 1 panel)...Ch79 she had a flashback when seeing him with a bloody hand and her panicked face (so something must have happened between them, though we don't know if the hand is his or someone else's.. but I'm inclined to believe he died and she found him and was shocked)...Ch81 she had a flashback (it seemed like he was teasing/flirting with her and she got angry) due to Rias teasing her using the exact same words from the past, and she also told him "I'll wipe away your tears for you" which hints that they have at the very least a close friendship in the past or she would not have felt the need to say that. On Rias' end, in the following chapter he mentions wanting to comfort her through leaving his handkerchief, but we know how precious that item is to him (per Hildert). He also seems to get sensitive/annoyed in general when people get too close to her and seems very protective of her/interested in her when they're technically not familiar with each other. Also, overall he has the ML aura LMAO!
You're all too late, cuties! Little Rias has already claimed sizeable spot in Little Lippe's heart a whole lifetime ago.
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