CASUAL DATE NIGHT OUTFITS FOR WINTER | GRWM & Help Me Choose | SimplyShannah

[@MsTwinkletoes7]

Red sweatshirt…. YES to the small gift I think it’s a sweet gesture that will speak volumes. Have fun ❤

[@quit2quilt525]

Yes to the small gift. He’s been paying for all the dates so far so it’s a nice gesture. Been married for 23 years, I’m 49yrs old. I’ve always been just as thoughtful to my husband as he’s been to me. It shows character and thoughtfulness. You got this Shanna! Have fun! 💃🏽👍🏽

[@arikle22]

Zara skirt from #2 with the red lips top from #5. And yes to the small gift. Have an awesome 3rd date.

[@francinethomas7762]

Yes, to the gift. Consider the ALL black outfit! It is gorgeous for the holiday. Lace top, wide leg pants in black. The Schultz boots...elevates. Enjoy and have a happy, healthy New Year. Best of luck on the date...

[@myrtlecarter9067]

Yes, a small gift is thoughtful. No jeans. Wear a dress or skirt. You have worn pants on first two dates. Wear outfit #2 with patent boots. Or, outfit # 5 with patent boots. Please wear the boots. Have a wonderful date and Merry Christmas.❤️❤️❤️

[@tiabarring]

No, to the "small" gift! Perhaps a lovely holiday card with a, handwritten, genuine, thoughtful message. Cologne/perfume is an intimate, familiar, gift! You and this young man are not, yet, (officially) dating; you two have gone out on a few dates. Pace yourself! If you, two, truly mesh there will be an appointed time to gift! Sincerely, I wish you the, very, best!😌💐

[@JIneza83]

Yes to the small gift! It’s very thoughtful. I opt for the cropped red sweatshirt and black satin dress. Super cute, flirty, and still comfortable.

[@DeeCee84]

Yes, to getting a small gift! It shows you're thoughtful. And I like outfit #2: dressy casual and comfy!

[@jwiggins4765]

Yes, a small gift is thoughtful. Outfits #3, 5, 1 in that order.

[@PJ-db2hl]

Outfit 3; yes, to a small gift; even the black slacks from 3 and the red lips crop sweatshirt would be a cute look. Enjoy; have fun and Happy Holidays!

[@KM-hr6bm]

Yes to a gift, its kind and thoughtful. I like outfit number 2! Hope you have a great date and a fantastic Christmas and New Year!

[@lynettareese9885]

Gift idea is a yes, shows you’re thoughtful. I love 1,3 & 5, w, red lippee!! 😜 enjoy your date and have fun!!!

[@damaliaj]

Yes to the gift!! Think of it as the equivalent of him bringing you flowers on the third date!!

[@outstandingandfly]

Yesss small gift to def offset the dates. It’s considerate and thoughtful. Also, it sets the bar for you as a lady. 🥰

[@hillerycrawford1062]

Yes to the gift. Look 1 is my favorite, but it depends on the location of the date. If it's more casual, number 5. Have fun on your date.

[@downbytheC]

2, 3 and 6 were my favorites - but definitely save 4 for a dressier date! And the small gift is absolutely yes

[@lisapressley4239]

Yes, to the small gift!! It shows you're as invested as he is! Have a great time!

[@mslady8603]

Yes, to the last outfit #5. Love it. I can see that look with your Stuart Weisman boots with the pearls. It also depends on where you're going. Love your style, and good luck on your date.❤

[@sylviawhite6250]

#3 with snake boots or #5. Small gift is a nice touch since I'm assuming you know him well enough at this point that he will appreciate the gesture and also not read too much into it. Just showing him how fabulous you are will set a nice tone. ENJOY. Tis the season!!!!!

[@latiffanycampbell2645]

Yes grab the gift!#4 you'll look good in either. Good Luck

[@vanessariveravelazquez4559]

Yes, to the small gift, that is such a thoughtful gesture. For the look, I liked no. 2. Finally, I hope you have a lovely time. Have fun!

[@aliceapreston9356]

Yes to the gift nice gesture shows you appreciate him picking up the tab and you listen to what he likes😀

[@anewdon]

#2 with the biggie smalls graphic, bossy, edgy and chic

[@resilientwomen6234]

Yes to the small gift....fit-the gift top and jeans and add the Macy's boots.... and have fun don't overthink it😊

[@LKJNYC]

Yes, to the gift. It’s shows your thoughtfulness and that goes a long way. I loved outfit #5 (though I am biased toward a Biggie tshirt as I was wearing one the night I met my husband. Been together 10yrs ever since!). Your date will be fantastic!

[@QUEENSAS1]

2 and 5 (and the hoody works with the Zara skirt too!) have a great date! Also yes to the gift…you will never regret doing something nice😉

[@diamondsandlipgloss]

outfit 4 : bow top & jeans for sure! whatever you do... DO NOT let him know that the delivery drivers know you by name! 😂😂😂😂😂

[@TonyaBillingsley]

Yes to a small gift. I like outfit #1…classy. Happy Holidays and have fun!

[@shontemartinez7826]

I love 3 and 5. Have fun and I say no to a gift. If he gives you a gift flash that pretty smile and say thank you.

[@ohheybrittanyj]

I love the idea of you getting him the cologne as a little gift. I think it’s sweet and hope he will also. ☺️ My picks are either outfit #2 or #5. They’re perfect for the transition into evening.

[@conniejohnson9340]

Yes to the small gift. I am a giver. I get joy from it. Also, I like that the all black with lace. Enjoy your date!

[@ekeshafrancois]

Yes to the gift. ❤ I totally understand your thought process and would do it myself. Also, I vote for outfit #3 (maybe pair with the INC boots so that the buckle and heel embellishments are on full display! 💎 (outfit #1 is my second choice). Good luck on date #3!!! ❤

[@suric4828]

First of all, you look great in everything! But I love look#3. Definitely No, to the gift. Being with you is the gift.

[@tiadekattu9096]

Facts👏🏿👏🏿👏🏿

[@thenigerianthrifter]

Outfit 1,2 or 3 for me and yes to the small gift for him. Enjoy your date!

[@sharondawilliams7707]

1 or 3, those Kate pants are FABULOUS!!! YES, to the small gift 🎁!!! GOOD LUCK on the date!!!

[@cherokee7411]

Yes to the gift as it is a nice gesture and as others mentioned, it is thoughtful. I love outfit #5, it's giving third date vibes. You wore jeans twice, so the dress is a nice switch. Wear it with the patent boots.

[@noblestrength]

Yes to the gift and outfit number 5 ! 🙂 I wish you well on your date! Blessings!

[@RobertaMims]

Have fun just have fun no matter what you wear. You’re a beautiful young lady. Outfit number one is my favorite.

[@204dimples]

Yes to the gift, the basquiat top with the midi skirt and black n white snakeskin boot. Or the all black .

[@simplystar6601]

1 or 5, yes to the gift,and good luck! Enjoy yourself!

[@barbaragreen4067]

It really depends where you going, but #1...is nice. They all nice.

[@istyleliz]

3,4,or 5 but when adding accessories will elevate any look yes to a small 🎁

[@lisabenjamin-butler2322]

Yes, to the gift.. Outfit 2,3, or 5. Have fun. I absolutely adore your style

[@vaundrarogers9845]

Yes, to the gift!🎁It's outfit number 3 for me!🖤Best of luck to you on your 3rd date! Have Fun! Happy Holidays.🥰

[@shelby8121]

Yes for a nice gift! Outfit 2. Enjoy and have a wonderful time.

[@gs08emm44]

Yes to a small gift!! Shows how thoughtful you are. My favs are outfit #5 and 4. Enjoy your date!❤❤

[@MazeMoon11]

#3 and… you don’t need luck! You are too fun!!! 😊 enjoy!

[@rachelbryant1530]

Yes to the gift. My first choice is #5 and then #4. Enjoy❤

[@ms.shaneis955]

Also, the H&M Red Bow top with slim cut black pants would look good, too, and a little bit of gold jewelry.

[@marshajackson8796]

Ok for a small gift. All black or black and white. Don't over think this. Have fun. Happy holidays.

[@adriennemoore4789]

Yes to the gift 3 is my favorite, 1 is my second favorite.

[@RobynHeliece]

Black Kaite slacks with the red lips sweatshirt would be super cute. I personally think it's a little soon to be buying gifts. Maybe offer to pick up the tab or pay for a round of drinks while your out. No gifts until you're exclusive. Just my opinion. Have fun!!! 😊

[@bstung3453]

Have an awesome 3rd date. All the outfits are cute just be comfortable whatever you choose. 😊

[@MazeMoon11]

Yes to the gift for him! Ok gonna finish watching the vid. I’ll post again after I see the outfit options.

[@cherylbuchanan5500]

Yes to the gift. Loewe shirt and zara skirt

[@lisaflores8801]

Yes to a small gift..have a wonderful time!!!

[@willette226]

Yes to the small gift and either #1 or #5 outfit

[@lesleysmall4093]

Outfit #5. Red sweat shirt and slip dress

[@peculiarpeople4652]

It's Outfit #3 for me and I wish you well on the date

[@lindaadams1008]

Yes, to a small gift...🎁 😊 I like outfit #5 because it's sexy and casual at the same time...

[@Councils-Girl]

A gift only shows that you are thoughtful and generous 😊 that’s an asset for a relationship. That’s where you’ve been and as you should! I enjoy watching a few bloggers but because they are on KZbin daily… I always wonder do they have a real life?!? By all means if he turns out to be the one give the relationship the time that it requires 🙏 we will take our rightful position to the back seat 😊 and gladly wait for your return 😊 I like #4&5 for your date night… my absolute favorite is #5 because the lips on the sweatshirt will send him subliminal messages all through the date and men love femininity of a silky dress… enjoy Shannah you deserve love 😊❤

[@AClassySituation]

1 and 3 are my faves! Enjoy your date sis!❤

[@kateleeder7191]

Black lace top, wide leg pants with snake ski boots is first choice and the red bow top and those same black pants is second choice

[@feeeve5940]

Yes a gift. I would wear look 3 with a pop of color coat, or look 4.

[@SG-ILoveNiceThings]

I love the lace H&M top you could also pair it with the Zara skirt if you wanted. Or the first shirt with a bright shirt underneath and the black pants would look cute. You can get a travel size gift set of cologne.

[@The.Other.Ruth713]

My votes: 5, 3 or 1. Good Luck on your date!!! May you have an amazing time!

[@leslieadams6702]

That all black fit is so beautiful.

[@kcannon871]

Outfits 1,2, and 3 are my fave

[@cafeaulait343]

Yes, to the small gift. Outfit #2 or 5

[@cocoswan3844]

Girl have a great time!! I like 2,4,5. But I think 5 is the winner

[@NAinLondonia]

Outfit #3 - all black. All day.

[@medetraj.2309]

Yes, show your gratitude.😊

[@pwalker2347]

Hey! Outfits 1, 3 & 5. Thank you for asking us to help you dress for your date, he must be a really special guy 😊 Have a wonderful time on your date!!

[@Londontiff]

Yes to the small gift. Outfit 2 or 3. Good luck ❤

[@lindaann768]

Yes to a small gift it’s the thought have fun enjoy

[@joannearnemaniuluiuuiuyuli8014]

Small gift is great. Love #1 or #5

[@sandrampf1110]

Yes to the small gift !!! Hope you had a great time on the daye

[@Finest1920]

Like the idea of giving a small gift. Outfit #1 or 2. Those cream pants are so sophisticated and a departure from jeans which you wore the first two dates. I think the cream pants or the long skirt give a dressier feel without it being too “christmas-y”. Have a good time!

[@Leedydawn]

Yes to small gift. #3 is my fav #5 is alternative. Hope you have fun🎉🎉

[@thegoldenfromad]

Outfit 1, 3 or red lip sweatshirt w/ marigela jeans + snakeskin boots ❤

[@ronnier98]

I love outfit 3! Relax and have a great time on your date night! 😊

[@zank1ga359]

Two favorites, outfits 2 & 5. Two is my most favorite. Have a wonderful time! Great luck! Also, thumbs up to gifting!

[@YoliLoves]

❤option 5 with the black patent boots! ❤️ I hope you had an amazing time on your date.

[@KendraMcGregory-i1h]

#3 all black with lace. you look pretty and feminine is my first choice and 2nd choice will the lip sweatshirt with slip dress

[@zconnor1015]

Good luck on the date Yes to the small gift Outfit 5 with the over the knee boots is my pick

[@MzKinkyCurl]

Yes to the cologne. I happen to disagree about the bow top! It is gorgeous on you with the jeans. I like 1, 3, and bow top

[@sheilas5764]

Outfit #3 or #5! Hope you have great 3rd date and enjoy your Christmas weekend!

[@reneebarnett8896]

yes to the gift and either outfit 1 (black and white) or 4 ( red and jeans). Some skin for the 3rd date is appropriate. Good luck. Can't wait to see what you picked!!

[@lmac845]

Definitely Yes to the cologne as a gift. It's says you are thoughtful and considerate too. All black lace top outfit for sure. Burn that 'I'm the gift' top 😅 Have a fabulous time on your date x

[@phyllisporter1564]

Yes to the small gift and outfit 2 or 5.

[@karenmurphy6313]

I hope you enjoyed your date, loved the gift idea…. #3 & #5 were my choice outfits!!!

[@aneglareed949]

Whatever you wear you will be beautiful don't overthink it breathe and enjoy yourself❤

[@sharmanyoung5591]

Since yes to the gift because it’s already on your heart and I like the T-shirt and long skirt because it’s not too much, but just enough save the red for when you know him better

[@KenaHutch]

Yes for a small gift and thr 1st outfit chef kiss

[@KenaHutch]

Okay outfit 5...😂😂😂

[@lyonsbrown4922]

Yes to the gift that us sweet. I like red sweatshirt with the Zara dress and the high boots

[@RamonaAlgarin-27]

I love number 2, 4, and 5. ❤

[@chrisray803]

I like outfits 1, 3, and 5.

[@shaylow8938]

Yes, to the small gift. Wear the all black just right for a holiday date. Honestly you will look fabulous in all . Have fun!!!

[@shirleystephenson8424]

Love them all, but #5 is my choice... ENJOY! Ooops I forgot definitely yes on the gift!!!❤

[@tammysimmons1836]

Outfits 3 4 and 1 have a wonderful time 😊😊😊