Why else would you guys be together for so long? What time does he go to bed at night? It is a very college-y thing to stay up all hours of the night. If he is still out and about all night, you have to wonder when he is going to decide to grow up and be an adult one day. When will he decide that he needs to go to bed at a reasonable time for work the next day?
What time does he get up in the morning? Let's face it, if he is getting up whenever he wants in the morning then he probably doesn't have a stable job and that isn't good. If he is getting up early, he has a nice job with a stable income to go to every day. That's the adult thing to do, right? Does he party a lot? Is he one that races to a party no matter what is going on or no matter how much you want to see him? All things in moderation I say. Partying is no longer a priority when you have adult responsibilities. How often does he drink a week? Is he taking down drinks like there is no tomorrow or is he pretty good on staying level headed throughout the week?
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How often does he see his friends? Having friends is a great thing, but when he sees his friends just as much as he sees you it gets a little out of hand. Not to say that you don't want to see his friends or hang out with them, but you don't want to see them all of the time and I honestly don't blame you.
How does he treat you in front of his friends? Is he really great to you, or is he really awkward? How he treats you in front of his friends is really important because it gives you another look into his personality. His friends are important to him, so if he treats you poorly it is pretty immature. Who does he live with?
There are quite a few options he could be living with, but some are more adulty than others.
Does he have a lot of inside jokes?
Is he living with his parents and not worrying about rent whatsoever? Is he living in a bachelor pad with a roommate? Is he living with you? Or is he living on his own? Does he have trouble with authority? If he is constantly bucking up against the rules, that is an issue. Not to say that you have to nod your head and agree to absolutely everything, but you have to go with the flow sometimes.
Rules are put in place for a reason, and constantly bucking up against them is tiresome. How does he treat his parents?
It's a good indication of how he's going to treat you based off of how he treats his parents. If he is really disrespectful to them, chances are he is going to be really disrespectful to you eventually when he is really comfortable with you as well. That is no bueno. How does he treat your parents?
Is he openly mean to them, or is he pretty respectful? If he isn't so nice to them, then you really have to wonder what his issue is. Like them or not, those are your parents and they deserve some respect. It's not very nice to do that to you and put you in that position. How does he treat his siblings? Siblings can be tough because, of course, they grew up fighting about petty things. But as adults they should be getting along at this point.
Does he pay his bills on time? Bills are part of being an adult; you have to pay them. You can choose to pay them on time, or you can choose to pay them super late, which is not a good thing. Would you say he is on top of his expenses or is he just way off on his bill paying?
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Does he buy things he can't afford? Is he always showing up with something stupid that he doesn't need whatsoever, but it makes you nervous because it is just draining his bank account and you know it? He doesn't seem too bothered by it, but he insists that he will pay it off "later. Does he take your fights seriously? Does he take the time to seriously consider what happened, or does he just brush them off and continue doing what he was doing before?
Does he antagonize you to get you more upset, or does he try to make the argument into a discussion? Are you his number one? Does he go out of his way to make you feel special on the regular, or does he have a list of things, like his friends and video games, that come before you? It's bad enough if his job comes before you, but a stupid video game?
No way, not cool. Nip that one in the bud really quickly. Does he sleep a lot during the day? Is he one that needs a nap on the regular during the day, or does he just power through?
Napping is fine and all on occasion, but when he is sleeping the day away it becomes a real issue. He needs to man up and be an adult. There's a lot to get done! Does he fall asleep during meetings? Okay, there is no excuse for this one. No matter how tired you are, you have to stay awake during work. You need to be ready to work when you are at the office. Does he have a short attention span? Does he actually pay attention to what is going on around him, or does he tune it out because he can't pay attention long enough?
It's a real bummer if you are trying to communicate something to him and he can't still long enough to listen to you. Does he travel a lot? The thing here is why is he traveling? Is he going because he has a responsibility to go, or is he going just to get away on his own all of the time?
Is he going because work sends him, or is he going with his buddies to party? Does he like traveling with you, or does he just get out of the house and go?
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Does he ask you for money often? Now and then is okay, but all of the time is really not alright. What is doing with all of his money? You work hard for your money, so why should you lend it to him all of the time? If he is taking all of that money from you, he should pay it back because it is only fair. Does he have dreams and ambitions? It's one thing to be confused about your dreams and ambitions when you are in high school or college, but when you are an adult you really have to buckle down and figure out the direction you are going in.