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I personally don't think those items you've chosen go together. Flip-flops and a belt with a huge buckle? With that top? No. Save your money and just wear what you're comfortable with. And lose the limo, it's kinda tacky.
 
Oh yea, I went to the Cheesecake Factory in Cambridge and I thought it was horrible. It took 3 hours to get a Hamburger and it was like 11:00 before we got our food, and it wasn't very good.


+1 on that, Cheesecake Factory on a first date is like going to Disneyland on a first date, while it can be fun, it's just not the right atmosphere (or it depends I mean I sure could have lots of fun on a date to disneyland) but I feel that CF is more of a "tourist can't find local place to eat so will go with big expensive chain" restaurant.

You should do your homework, find a nice place that's smaller but very very good, ask around and get recommendations likely from people who are older than you with good taste (seeing that you don't have a license yet your friends may not be the best people to find recommendations but maybe ask them too). That's just a suggestion, finding cool new restaurants I never knew of are always fun at least for me. But if you like the CF atmosphere, then that's fine, just a suggestion.
 
Sandles?! Just about the un-coolest thing you can wear, at least here in the UK.

Flip-flops...
Hehe. I think Killyp is right. Dress is a bit different from the UK then. Can't speak for MA teens, but in CA? Kids, teens, and adults-- a ton of folks just wear flip-flops. And no, not just when it's warm and sunny. :p
 
Hehe. I think Killyp is right. Dress is a bit different from the UK then. Can't speak for MA teens, but in CA? Kids, teens, and adults-- a ton of folks just wear flip-flops. And no, not just when it's warm and sunny. :p

Same in CT if you are "preppy" so i assume they do the same 1 mile north of me in Mass
 
I don't like that belt at all. I think big belt buckles are like that are stupid.

Wow..........ewwww, add that to the list of things I don't like. So that's: Shirt with big horse, belt, and glasses.

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And really, who's to say this girl isn't very nice? She happens to be a cheerleader who's into fashion, and while I'm sure you get images of some bitch in your head, maybe she isn't really so bad at all.


Also, everyone here is saying "If she's this hard to impress, then she's not worth it", but honestly, if you're around 15-16 years old (no license, so I'm assuming so) and you really like a girl, wouldn't you put some effort into looking nice for a first date? I would, and if you wouldn't put thought into how you look then maybe you're not worth the effort. ;) Nobody said she required this much effort to be impressed. He only said HE was putting in this much effort. Maybe she's far easier to please than this, but the bit of extra thought is good.

But I still say that if you want to look casual, don't try so hard to do so. She has seen you at school and has agreed to go out with you. Other than trying to look better than you do when you go to school, there isn't much you can do.
 
Sandles?! Just about the un-coolest thing you can wear, at least here in the UK.

Sandals in the US are the utmost "preppy" thing you can where are a guy. Unless they are from Walmart or something, or if you are going to the pool or beach. Clothe sandals with leather straps. At least I try and stay away.

Id try and stay away from being "preppy" like your date will be. Get like some nice dark pants, and a where that shirt/shirts that guy is wearing in the post somewhere above mine.
 
Is it just me or is this kid just trying to impress us with how much money he supposedly has or how hot the chick he's supposedly dating is? :eek:

My girlfriend and I have never really been on a date. At least, we don't call them dates. We just hang out. It's about being together and occasionally doing something fun. It's about having a really good friend that you can mess around with :p

And while I think the both of us dress nice, we never dress pretentiously, and we took a limo to PROM, but not to lunch or a mall. We take the subway or a taxi or one of our drivers take us (this is not contradictory, having a driver in China is very very common, and pretty inexpensive).

If you're for real, and this girl is too, and you're serious about what you're planning...

then you're an enormous tool. Seriously. :rolleyes:

Find a girl who won't judge you for how much of a fashionista you are or how much money you have. If you go out with this girl, then you're doing it for purely superficial reasons, and I'm sorry, but that makes you an idiot. When you're older, you can look for NSA tail and casual relationships, but right now, you're in way over your head.

I say this because like mentioned before, I'm assuming you can't drive and/or aren't out of highschool yet.

Grow up, man.
 
Maybe I didn't make everything clear enough...

I've known the girl for two years. She's genuine. Not the type to brush someone off for superficial reasons. When I said she was the typical cheerleader, I didn't mean a superficial ditz; I meant a girly girl. Pop music, blonde hair, Abercrombie, etc.

I'm not worried about her judging me, because we've been friends for a while. I just want to dress nicely; she's seen how I dress... and she still asked me out.

I probably phrased the original post incorrectly. I don't want to impress her. I only want to look nice for her, and for myself. These are clothes I own, I feel comfortable in them... I just need advice on whether or not they go together.

And for the people making comments on the limo... there's no way my parents would go out of their way and pay for a limo just for a single date. IT'S FREE. The limo company is owned by my dad's best friend.

I'm by no means attempting to show off (the previous reply mentioned something about that). It probably seems like that... I probably should have just sent the images of the clothes without the pricing and such. I only posted the thread for advice, really.
 
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