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Red Flags:
Gratuitous use of curse words on a first date - if one slips out, that's fine (everyone's human) but I wanna know that if I take him home to meet my parents he's not going to drop the f-bomb in front of mom and dad!
Not even offering to pay. I'm a modern woman, I can pay my own way, but at least offer.
Sloppy dress... I get the trends and stuff, but if he looks dirty, it's definitely a no-go.
Talks more about work, school or TV shows more than hobbies, books, or movies. I'm not looking for someone that can pontificate for hours about heavy French Rennaissance literature, but watching TV for 100% of his free time instead of reading a book/fostering a hobby/even going out to the theater to see a play or a movie is definitely a red flag. And if he talks about work or school way too much, I get the feeling that there's no time in his life for me.
Brags about drinking skills. Laaaaaame.
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