A couple of weeks ago I asked my Instagram followers what they needed help styling. I was floored by the number of people who responded “summer date nights”. I couldn’t believe how many people were getting taken out! So, I went a step further and asked my followers what kind of dates they were going on to get a better idea of how to style the outfits.
I also went ahead and asked every one of my guy friends what their ideal first date was since most times a guy ends up choosing the first date. I then compiled a master list of the most popular dates requested and came up with sixteen different outfits for sixteen different occasions.
Remember that feeling comfortable and confident in what you’re wearing is key. These outfits may seem a bit dressier than your typical choice but keep in mind that clothes are my “identity” and a huge part of me so obviously I want that to show through. I hope this post gives you some outfit inspiration for your next date or if nothing else, a few date ideas for the summer.
I was shocked at how many people said they were going on picnic dates! Because you’re likely going to be outside in the hot sun, I’d recommend a simple tank and shorts. I’m reaching for a yellow smocked top for a bright happy hue, and my favorite white denim shorts.
For shoes, I’m slipping on some casual espadrilles in the same color and throwing on a pair of earrings to match. You probably don’t need a purse but if you’re extra like me a fruit print clutch would be so fitting for the occasion.
Outfit Details— top: SheIn, shorts: Express, shoes: Target, bag: SheIn, earrings: Walmart, bracelets: Alex and Ani, necklace: The Silver Heron
Almost every guy I asked regarding their perfect first date said they would want to go to a sporting event of some sort. As someone who has spent her fair share of time around the baseball field, I can’t say I’d be disappointed by that one!
Ball games are usually super hot; if you don’t have a jersey to show your support go with a solid tank and some denim shorts. I’d keep the footwear choice pretty comfy and recommend wearing your hair up. I’m throwing on a clear bag to make bag check even easier!
Outfit Details— top: Zaful, shorts: Express, shoes: Target, purse: Romwe, earrings: SheIn, belt: Romwe, watch: Fossil, necklace: The Silver Heron
So many people said they spend their date days on the beach. I feel like this one is pretty self-explanatory, a cute bikini and you’re good to go. I love this white beach skirt for a fun coverup when walking on the boardwalk!
I always bring a hat with me to the beach and this straw bag is the perfect size for your towel, sunscreen, and sunglasses!
Outfit Details— bikini: Black Bough, skirt: SheIn, hat: TJ Maxx, purse: SheIn, necklace: The Silver Heron
Headed on a boat or to the lake for the day? I tend to rock a one-piece when I’m doing more “sporty” water activities. I also love one-pieces because they give off bodysuit vibes when paired with denim shorts! Slipping on some comfy shoes and a big ole floppy hat to keep the sun off of my scalp and nose. This is the perfect “outfit” for when you aren’t actually in the water.
Outfit Details— swimsuit: SheIn, shorts: Express, shoes: Target, hat: Express
My favorite thing to do is get dressed up and go to dinner. I love a good excuse to get dolled up. This is one of my favorite dresses right now! It’s new from SheIn and has the cutest bishop sleeves and asymmetrical hem.
To dress things up I’m popping on some tall nude heels and a pair of butterfly earrings. This would be the perfect wedding guest look too if you’ve got one coming up.
Outfit Details— dress: SheIn, heels: SheIn, earrings: Walmart, necklace: The Silver Heron
Of course, fancy dinners aren’t always the case, sometimes you’re just headed into town to eat at the local favorite! For a casual dinner, I tend to reach for just a cute top and jeans. I love a good smocked top and the self-tying straps of this one are such a fun touch.
I’m popping on some lace-up sandals for a flatter option that look a bit dressier and, of course, some statement earrings.
Outfit Details— top: SheIn, jeans: Express, shoes: Express, earrings: Walmart, cuff: Mantra Band, necklace: The Silver Heron
Grabbing lunch somewhere quick? Similar to a chill dinner, I’d personally reach for a cute top and jeans. Shorts would work too depending on where you’re headed/if you’re eating outside or not. This milkmaid top is the most gorgeous color.
I love reaching for white denim in the summer and am keeping things relaxed with my favorite gold Palm Beach Sandals.
Outfit Details— top: SheIn, jeans: Express, shoes: Palm Beach Sandals, earrings: Walmart, necklace: The Silver Heron, bracelets: Alex and Ani
Lots of people asked for a quick coffee date! I don’t drink coffee but I’d personally go for something pretty casual + easy. You can’t go wrong with a white tank and some cutoff shorts. Slip-on some sandals and a few simple jewelry pieces and you’re good to go. Bonus points for cute tassels to spice up your top.
Outfit Details— top: SheIn, shorts: SheIn, shoes: Palm Beach Sandals, purse: SheIn, cuff: Mantra Band, earrings: Icing, necklace: The Silver Heron
I find that brunch is either super casual or a bit fancier. For my outfit inspo I decided to dress up a bit. This is totally something I’d wear out with my girls too “just because”. This lilac strapless romper is the cutest!
I’ve got it on with some clear strap white heels and a pair of gorgeous hoop earrings. I love the way these whites play off of each other and a nude crossbody perfectly accessorized this look.
Outfit Details— romper: SheIn, shoes: SheIn, purse: SheIn, earrings: Walmart, cuff: Mantra Band, necklace: The Silver Heron
So many of you asked for an outfit to wear to the bar/grab drinks in. I’m obviously not of age so I’m not sure how “accurate” this outfit is but when I go out I love reaching for black on black. I went with a full-on monochrome look here starting off with a black lace tank.
I tucked this top into a pair of leather shorts and gave myself some height (my secret confidence weapon) by adding a pair of black heels. Throw on a chain belt and some gold hoops to give your look a sleek finish.
Outfit Details— top: SheIn, pants: SheIn, shoes: SheIn, belt: SheIn, earrings: SheIn, watch: Fossil, bracelet: Mantra Band, necklace: The Silver Heron
In all honesty, if I were staying in to watch a movie and eat take out, I’d probably just wear sweats but if I were wanting to look a bit more put together, I’d reach for a really comfy pair of pants like these light green flowy pants! These are super wide and great “eating” pants lol.
Pair these with a white top but switch things up and go for something a bit unexpected—a one-shoulder tank is perfect! If you happen to go out later on you’ll look adorable.
Outfit Details— top: SheIn, pants: SheIn, shoes: Palm Beach Sandals, earrings: Icing, necklace: The Silver Heron, bracelets: Alex and Ani
I know my girls aren’t always huge fans of golf but it’s something the guys seem to love! You don’t have to be super good to have fun—I take Chase all the time and we have a blast. Wear something you’re comfortable in/can easily move around in.
I love longer sports bras that can serve as tank tops. They are the best when it’s super hot out! Pair one with a little tennis skirt and some matching sneakers and boom, outfit complete. Sadly, both this top and bottom are old.
Outfit Details— top: 90 Degree By Reflex, skirt: TJ Maxx, sneakers: New Balance, watch: Apple
I almost always wear a matching workout set when going walking/on a hike. You can’t go wrong with one and I always prefer this route over a basic tee shirt and shorts. I am obsessed with the fit of this set and have it in a few different colors now. Pop on that Apple watch to close those rings!
Outfit Details— set: SheIn, shoes: SheIn, watch: Apple
Every time I go to the movie theatre I freeze my booty off since they blast the air conditioning. A cute colored tank with a pair of jeans is the best combo for this date. I always bring a cardigan too to throw on if I get chilly. For shoes, I’m sporting tan slip-ons and popping on a pair of earrings to match!
Outfit Details— top: SheIn, cardigan: TJ Maxx, jeans: Express, shoes: SheIn, earrings: Walmart, necklace: The Silver Heron
The only concert you’d catch me at is something country so that’s what I’m dressed for in this outfit; however, you could easily swap my boots out for sneakers and ditch the cowboy hat for a “normal” concert.
A tiny black crop top and cut off shorts are the best combo for a hot day of singing in the sun! I’m wearing a buckle belt and cow print earrings to accessorize my look.
Outfit Details— top: SheIn, shorts: Romwe, shoes: Dingo, hat: SheIn, earrings: Necessary Creations, belt: SheIn
Lots of people said they head to the park, an evening walk, or even take their dog out with their significant other. I’d suggest wearing a cute pair of workout shorts— this pair is by far my favorite!
I hardly ever wear a shirt when wearing workout clothes and prefer longer sports bras that give off the “cropped tank” look. Old school New Balance sneakers are super comfortable and yet are a bit trendier than my typical running shoes. Sadly, this whole look is old/no longer in stock.
Outfit Details— sports bra: TJ Maxx, shorts: 90 Degree By Reflex, sneakers: New Balance
pin this post to refer back to before your big outing!
Because this post was so highly requested I will definitely do another one when the seasons change! I cannot lie, I had a lot of fun putting together this post. Now if only someone would take me on one of these dates, lol!
I know there were a lot of “eating” outfits but that seemed to be the area you guys struggled in the most so I wanted to provide a handful of options. I hope you found this post helpful and that it gave you some outfit inspiration. Let me know what else you need help styling this season!
With love, McKenz
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