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Search Results: what to wear on a date outfit

What is the best outfit to wear to a first coffee date?

I plan on wearing dark blue levi's, a carhart button up short sleeve blue plaid shirt w/ grey undershirt, and nice brown leather boots. Is this a good outfit?
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First date outfit ideas, which should I wear?

Since my ex cheated on me last month I finally decided to try giving someone a chance and an old friend of mine asked me out for tomorrow and I'm trying to figure out what to wear. I Have a very cute slash sexy way I...
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Since my ex cheated on me last month I finally decided to try giving someone a chance and an old friend of mine asked me out for tomorrow and I'm trying to figure out what to wear. I Show More
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Better outfit for second date?

Which outfit you think is better to wear on a second date? No hate comments please.
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Can I wear this outfit to a date in summer?

Ok, I have an air conditioned car, and we are going to a restaurant which I'm sure has A/C. I love the look, but can I pull it off in this summer weather?
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How does this outfit look to wear on a casual online (first) date?

I want to bike to the dinner date (casual), but this is my new biking outfit. What would you think if I showed up wearing this?
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At what point in dating/relationships can you start dressing casually?

So I know that people typically dress-up for first dates (a lot of people seem to go all out for this), if for no other reason than the assumption that the other person is going to do so, and it would be awkward if one...
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Was she playing hard to get?

TL;DR: Girl was attracted to me. Girl was giving mixed signals throughout the entire situation. ---------------------------------------------- This girl and I are between acquaintances and good friends at my school club....
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Was she using me for attention or interested?

This girl and I are between acquaintances and good friends at my school club. Since she's a board member I would ask her questions occasionally about upcoming events. Any further conversations between her were always...
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You are on a date with me which outfit would you choose to wear from the following?

You are on a romantic evening out with me. I have booked our favorite place to eat by the harbour. Which outfit out of the following would you choose to wear.
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You are on a romantic evening out with me. I have booked our favorite place to eat by the harbour. Which outfit out of the following would you choose to wear. Show More
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Would this be a good outfit to wear on a first date?

THis jacket A plain white v neck shirt and light blue skinny jeans. Could I wear this on a date? And unrelated but how could I clean these shoes. Only wore like once or twice? Also attached my a selfie so you know...
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Do you think this jacket is ugly and would this be a bad first date outfit?

It is faux leather, I don't know about the zippers. I also don’t know if it would look cringe on me I was thinking of wearing a white t shirt like I am in this picture underneath the jacket combining it with these white...
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What It Feels Like To Be An Ugly Girl

I've noticed that there have been a lot of posts lately about the problems that attractive girls and/or handsome guys face, so I felt the need to make one about ugly girl problems. We live in a lookist society so...
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What outfit do you wear on a first date to a bar?

Its not really a date persay. We've been talking online and we want to meet up and hangout bc we have a lot in common and want to see where things are going to go with us. Its more of a whatever happens happens thing. We...
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Girls, Can you help me with an outfit for dinner and a play?

Hi ladies. I need some help. I've been crossdressing (male-to-female) for a year or so. I took a little break, but now I'm back. I'm 5'7", 148 lbs. with an pretty athletic, trim body. I love getting out dressed, and...
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Guys girls wearing contacts to contact aginst there natural couloring cute or?

Would you date a girl who likes to wear contacts to match her her outfits or?
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I have a dinner date tomorrow night! advice?

I’ve got a date at corner bakery at this outside mall type place. I haven’t met him in person yet and I’m super nervous! I just can’t figure out what to wear. And he’s really hot.. any first date advice? I haven’t been...
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Guys, what the hell are we? Are we friends? Are we more? Its too weird please answer?

So this guy and I have been friends for a few years now. We started off as friends then he started to become sexually attracted to me (according to his words). But he says we're friends and blah blah or that im like his...
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What should I wear?

I'm going on a date on Friday and I have no idea what to wear for the date , I do have dressed but they are more like summer and kind if casual dress not date dress. My mom told me to dress up not like a mom going to a...
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