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Search Results: what to wear on a date dress

First crossdressing date?

Need to know what shoes to wear with leggings on my first date with a guy, dressed in female attire. Me and my mom share shoes, I've got wedges, stilettos, flats, sandals, boots. I was thinking birkenstocks, or some bobs...
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Is it okay to wear a hoodie on a first date?

Outdoors, with fall weather that calls for some warmth, but not too much... she's very unpretentious and laidback... and she just wore a jacket that had different decals from places she visited on it, so it wasn't like...
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Is it a Red Flag if you Have Not had a Relationship since High School? A Cautionary Tale of Believing Old Tropes.

Thanks to @Justneedtokno for inspiring the telling of this true story. You can visit her question here: Is it a Red Flag 🚩 if a woman has not been in a real relationship since high school or college? Here is the story...
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Is it okay to wear a dress on the first date?

Some people are asking me to wear normal casuals (like jeans and top) on the first date.. They are saying that dress would look kinda wanna be.. Is that true, should I not wear a dress?
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More Would you rather questions?

Remember you can't add any answers only answers the questions I give you all also non of these aren't sexual questions by the way. Let get ready! 1. Would you rather make a new show for Cartoon Network, or Nickelodeon,...
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Do I leave him?

I (19f) have been dating this guy (23m) for more than 3 months now. He is the whole package. He opens doors for me, takes me out on nice dates, compliments me , shows me off and is loyal. That’s why complaining about him...
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Am I just being paranoid or are they creepy?

The men in my family are so weird and uncomfortable, they would try to fight any guy i date or brought home, and if I'm dressed up they look at me when I'm not looking, like i can see them out of the corner of my eye. And...
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Feel free to take this Superhero, Antihero, Supervillain Survey?

Copy and Paste Survey so that I know who tf you’re referring to. Feel free to base it off your favorites or off their actual abilities. 1. If you could be the child of two? 2. If you could be the sibling of one? 3....
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Girls, Guys, Would you rather date Girl A or Girl B?

Girl A: Shorter, larger breasts, larger butt, sexy, goes partying, makeup all done, dresses provocatively Girl B: Taller, smaller breasts, smaller butt, cute, simple, wears t-shirts, minimal or no makeup, plays sports
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Girl A: Shorter, larger breasts, larger butt, sexy, goes partying, makeup all done, dresses provocatively Girl B: Taller, smaller breasts, smaller butt, cute, simple, wears Show More
Girl A
Girl B
Select gender and age to cast your vote:
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Men, is it prudish for a girl to wear a rashguard and shorts on a first date swim?

Would you be more into her if she dressed in a one-piece?
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I just found my old dress which I wore on first date with my boyfriend, we were 16, so, should I wear it and surprise him or is it a stupid idea?

As you can see it's too tiny for me now, do you think it's cute or just stupid to surprise him by wearing it next time he's over my place?
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Add Opinion 9 51

What should I do?

One day (I was a college student back then) I was out of town, and there I saw a beautiful girl who looked in her teens. She was very skinny, she had light blue eyes, and her long blonde hair was the only thing covering...
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He asked me for a second date in person but hasn't mentioned it in our texting. Advice?

He had been following me on Instagram for a while and noticed I put up a story about a loved one and euthanasia and he reached out with a nice message and it went from there. Having been speaking for a few weeks, we ended...
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Is this guy trying to be a control freak, Is it a redflag? He gifted me a green dress to wear on our first date even after knowing I hate green?

And when I texted him saying "You know I don't like green". He just replied, "You look great in green, trust me. I'll pick you up tomorrow". He is trying to be a control freak even before we're in committed...
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What should a woman wear on a first date? (lunch date)?

I’m going to go out with a new guy tomorrow. I don’t know if I should wear leggings (something more athletic), jeans and a nice shirt, or a dress? What’s the most attractive thing a girl can wear on a lunch date?
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Why being a tall girl is great!...And sometimes sucky!

So you've made it to my first MyTake (hi hope you're doing well and feeling loved!) origianlly i was just planning on moaning about the shortcomings of being tall but had a change of heart and will do some positive's and...
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Only there for my body or can there be more?

This was the fourth hang out/date and we’ve been chatting for 3 weeks. We are both single parents and have little time to be solo with each other! It was almost 100 degrees where I live so I wore a short green dress with...
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Which dress should I wear for an evening of drinks (date)?

Here are the choices. The first black dress is really short, like can't bed over type of thing. Let me know your opinions. Black or skin tonned heels to go with the dress
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What should I wear?

I met a guy online and arranged to go on a date. He had planned the evening and wanted to surprise me. I asked what I should wear, thinking like dress code or whatever, but he gave me a very specific outfit. I really...
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