In my last blog post, I wrote about my POV: Dating In Your 40s. Click here to read. After 3 years of not dating, I can officially say I will have my first date this Saturday! I’m excited. I get to dress up and step into my femininity again!
Below, I share some ideas for first date night outfits.
We’re planning on having dinner at an Italian restaurant. Since it will be our first date night, I don’t want to get too dressed up. However, I do want to feel my best. Feeling my best also means feeling feminine and sexy (but not too sexy…we’re not there yet) for me.
What does this mean or look like?
First Date Night Outfits
Tops
Well, I was thinking of wearing an off-the-shoulder top with either black flowy pants or dark denim. I like the idea of an off-the-shoulder top because I get to show off a little skin without showing too much.
I have a 34 DDD bust. Wearing a low neckline can reveal too much. That’s not the vibe I want to give off, especially not on a first date.
But a little off-the-shoulder moment? That seems so demure and sexy to me. I have two tops in mind. One is a short-sleeved navy colored off-the-shoulder top, and the other is a burgundy printed long-sleeve top. Both are pretty form-fitting along the waist and stomach area.
Although they are form-fitting, they’re both very flattering as they both gather or are ruched in the stomach area.
I have a little pooch around my lower belly. Here is what I found that worked best for me…
If you wear a tight or form-fitting top, look for ruching or gathering in the stomach area for a flattering fit. I also have a large bust. Most flowy tops don’t work for me because they drape like a tent. Form-fitting or more tailored tops work best for my frame.
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Bottoms
For jeans, I like mid-rise or low-rise styles. I know. I know what you may be thinking. Low-rise jeans, you say? Well, yes. If you’re anything like me, with a small lower belly pooch, wearing mid-rise or low-rise jeans will actually help disguise that, also depending on your top.
I mean, if you want to rock a crop top because that makes you feel confident, please dress the way that makes you feel your best.
Usually, I will opt for tops that are a bit longer to cover or fall at the waistline when wearing a low or mid-rise. I also prefer a bootcut or a little bit of a flare. I have pretty thick thighs. The little flare at the bottom helps balance out my proportions. Plus, being only 5’3, this cut also helps elongate my legs.
I do love a flowy jean, but that can make me look thicker and shorter depending on the fit.
If you can find the right pair, it can help elongate your legs. Everything is about the fit, especially now that we’re older. We need to find pieces that will keep us looking polished, more so than trendy.
Another option for bottoms can be a flowy number, whether that’s a skirt or flowy pants. I have been loving silky wide-leg pants. They’re comfortable and dressy. I’ve even worn them to the office paired with a crew neck sweater, white tee underneath, and a pair of sneakers.
Silky wide-leg pants also look great with kitten heels if you want to stay comfortable yet look more dressy. Silk or satin skirts are also a good option. They might be a bit more dressier for the occasion, depending on how you feel and where you’re going.
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Shoes
When it comes to shoes, this is basically the foundation of an outfit. And something that may be considered last. Yes, your outfit is just as important. But the reason why I’m stressing about the importance of your shoes is that you never know where the night will take you if it’s a good night!
You want to be able to walk in confidence. Your outfit may be shit, but if your feet are solid, you can walk in or out with your head held up high and your body strong, literally and figuratively speaking.
And don’t think there aren’t any great-looking, comfortable shoes out there! There are so many options now. You might need to invest in some. If that’s the case, these can be your go-to shoes for the next few years. Your cost per wear will be worth it.
I no longer wear high-heels but if I want to feel a bit more feminine or sexy, I will opt for a nice pair of kitten heels. Platforms are a great, comfortable option, too, if you want height. I’ve been really into platform boots, too.
Choose fun styles for your kitten heels! I have leopard print ones that are fun and sexy. My daughter has a pair of cute slingback cow print kitten heel sandals that are pretty versatile.
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Accessories
This is where you can also have fun and style it to showcase some of your personality. Currently, the 90s fashion is making a comeback. Being a young Gen Xer, I’m loving that the 90s are coming back. Pieces were timeless and well-tailored. Definitely up my alley and a style I’m very familiar with.
I used to be a gold girlie, but as of late, I’ve been loving silver. Something about silver, whether white gold or sterling, to me looks more elegant (of course, depending on the pieces). Below are some pieces I really like.
For bags, shoulder bags are also making a comeback (also part of the 90s). I love a fun piece! Try something different, like an animal print or studs. Give your timeless outfit a little excitement.
But remember, if you go with an animal print bag, maybe opt for a non-printed shoe, unless that works for you! I only suggest keeping one accessory busy so it doesn’t distract too much, but if that works for you, do it!
What’s important is that you feel confident on your date.
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I hope these ideas on first date night outfits inspire you on what to wear.
Just remember, whatever you decide to wear, not only do you want to consider your style, but you also want to feel comfortable. Because that will also help you feel more confident. And to that note, also remember that confidence is one of the most attractive things you can wear!
Have fun on your first date! Bring your smile and wear your confidence! And remember, never settle for less!
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