Why is he flirting with me when he looked at me as a sister his whole life?

[xxJuliexx]

I have two questions. One- this guy dated my cousin, he's 8 years older than me, I am 20 and he is 28. He was always rude to me and very mean to me growing up. He dated my cousin who is also 8 years older than me too and he dated her from the age of 14 to 16 years old, and he always seemed obsessed with her but he hasn't talked about her in the recent years, but he treated me like a sister I guess. He was really mean to me though when I was a child and even into my teenhood and adulthood. All of a sudden he is flirting with me now and it's gross. He is very smiley, doing that "playful" flirting, ugh! I don't get why if he looked at me as a sister and was mean to me, he is all of sudden taking a liking to me? That is creepy and weird to me.

 

Question 2- There is this "crew" of guys who are in their 30's. I have always been the type that liked hanging around older people. So I know they are all douchebags, but I do like Sammy's house parties cause they don't pressure me into drinking, or do anything, they are funny, but they aren't the best people, but I do like to go to their parties cause I know I won't be pressured into doing anything. Well they were always kinda reserved with me, all of a sudden they are nicer to me, and the one guy I like gives me puzzled looks all the time, and he kept talking about me to my dad in a good way. But I noticed that this crew is nicer to me and talks about me, but I don't know if there are things being said about me though? I don't know. A lot of the guys look at me puzzled all the time and I don't get it, haha. So what could that mean too? Any opinions welcomed, I am very confused about both of these questions.

[GorillaTheater]

No big mystery on Q#1: he's started to see you as a woman instead of the kid in braces and pig tails. But if you're not interested, then you're not interested.

 

Same dynamic may hold true as far as Q#2, but I'm not sure I understand the picture you're painting.