Date Night Out: Hitting my Style Sweet Spot

Date Night Out: Hitting my Style Sweet Spot


This week Pam and I are continuing our series on how we dress to hit our Style Sweet Spot. We are so excited at the response and thrilled you enjoyed it!

Last week was lunch our with girlfriends.

Now it’s dressing for a date night out, dinner and the movies with our sweetie.


Saturdays are usually busy for me. Shopping, errands, laundry, you know, all that glamorous stuff we need to do. I spent my busy day in this.


Date Night Out: Hitting my Style Sweet Spot

My super comfy Bernie Mev shoes, Not Your Daughters Jeans  Stretch Ponte Trousers, simple V-neck T-shirt from Target and a sleeveless vest from Feathered Friends.

I could certainly go to dinner and the movies in this outfit. And have. But I wanted to dress up a bit because it was a date with my sweetie. Making that extra effort helps you feel confident and stylish as you head out the door.


When it was time to change to go out, here’s what I did.

I added a bit more eye shadow to give a smokey look, then put on a brighter lipstick. It’s a good idea to add stronger makeup at night because of dim restaurant lighting. Just be careful not to go overboard. For some of you, a pop of red lipstick is perfect!

I replaced my down vest with this light weight, hand painted Kimono. I’ve removed the belt and belt loops. I want the back to show without being scrunched. It looks better flowing, less like a bathrobe. It is a robe, but I never intended to wear it as one. I like the feminine feel of the satiny fabric and the 3/4 length feels graceful.

Date Night Out: Hitting my Style Sweet Spot

I transferred a few things to a smaller handbag. It’s an extra step, but you don’t need to carry as much on a date so it’s fun to use a little bag. Then I wrapped a long, faux pearl necklace around my wrist and added drop pearl earrings.

Date Night Out: Hitting my Style Sweet Spot


I changed into my  ultra comfy Eileen Fisher shoes. This D’Orsay style is dressier and stays on well because of the ankle strap. The pointed toe helps elongate the look of your legs, while still wearing flats.


Date Night Out: Hitting my Style Sweet Spot

Then, because I know theaters are always over air-conditioned, I added a pashmina. Remember them? I kept mine and still wear them. It’s soft and cuddly. I like the contrast with the satin Kimono.

I just noticed the row of pictures behind my head is of me and my husband over the last 38 years! Fun. The one on the right is the day we got engaged.

Date Night Out: Hitting my Style Sweet Spot

I chose a pashmina that picks up a color from the lotus flower in my Kimono. It’s a strong pink that looks feminine, but not pale. Women over 50 need to be very careful of pastels. They can wash out our complexions and make us look older.

Date Night Out: Hitting my Style Sweet Spot

The pashmina will likely stay in the car during dinner but be cozy to wear in the theater.

Date Night Out: Hitting my Style Sweet Spot

I spritz on some perfume and I’m ready to go. I’ve hit that Sweet Spot where I feel comfortable, confident and dressed for the occasion.

How do you dress for date night? I’d love you to join the conversation and share with us.

How do you hit your Style Sweet Spot?


Now please visit Pam and see what she is wearing for date night out. How she hits her Style Sweet Spot!


Style Your Day Beautifully,


The winner of the Uncommon Goods Spa Experience box is Connie. Congrats! Please email me your address.

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  1. Canuck on
    May 7, 2016 / 2:38 pm

    The change in my coloring really threw me for a loop. It’s enough to have a change in my body shape, but that?

    We finally had a date night! I can’t remember what I wore. But we had a date night!

  2. Aerevyn
    January 20, 2016 / 7:16 am

    Love the saturated color of that scarf! Coral and salmon reflect a great blush onto the face.

  3. Kathy Henderson
    November 10, 2015 / 6:07 pm

    Your quick change is brilliant and something I apply even running to the grocery store. A change of shoes, jacket and yes, lipstick (thank you lipstick gods). I keep all my current season handbags in my kitchen pantry, yep right next to the paper recycling bin and a lipstick in a kitchen drawer for quick changes. “Dates” with my husband usually are grocery shopping (I know we are so easily entertained) and various other errands, but I always dress like it is a date, minus the gorgeous pink pashima but in the winter it will be a gorgeous scarf around the neck. I loved this post.

    • Jennifer
      November 10, 2015 / 9:49 pm

      Aren’t you clever keeping your bags so grabable! Very smart. And what would we do wihout the lipstick gods? I’d be in serious trouble.

  4. November 9, 2015 / 6:57 pm

    Fabulous kimono!

  5. Deborah Montgomery
    November 9, 2015 / 9:57 am

    I, too, love the kimono. Very much a style statement. I love to dress up when I go out. It recognizes the specialness of an evening out.
    Now that I’m transitioning from blonde to silver, I can see that my favorite pastels are not going to work. I will be experimenting with richer hues, like that pink pashmina.
    Great post Jennifer.

    • Jennifer
      November 9, 2015 / 3:57 pm

      Thanks Deborah! The paler my hair becomes the less I can wear my pastels, which I’ve always loved close to my face.

  6. November 9, 2015 / 8:30 am

    Love the look. Nice addition of beautiful color!

  7. November 9, 2015 / 8:19 am

    I’ve been thinking so much recently about the fact when I was younger I didn’t really need a style sweet spot.
    In a sense it was my brand – – mildly disheveled 🙂 make up free funky glasses done.
    The older I get the more I realize I need to create a style.

    • Jennifer
      November 9, 2015 / 3:56 pm

      When you style yourself to that sweet spot, your confidence is the beneficiary!

  8. November 9, 2015 / 8:00 am

    I love the approach you took. And what man wouldn’t love a soft silky kimono and pashmina? What a thoughtful approach.

    • Jennifer
      November 9, 2015 / 3:55 pm

      Thanks Shelley!

    • Jennifer
      November 9, 2015 / 3:55 pm

      Thanks Cindy. I’ve held on to my pashminas and still wear them a lot

  9. November 8, 2015 / 9:03 pm

    Quick, comfortable, and chic change from errands to an evening out with your guy. Bet you had fun — it’s worth dressing up to make a date night special, even (especially?) after so many years.

    • Jennifer
      November 8, 2015 / 10:05 pm

      Especially after all
      these years:)

  10. Leslie Haws
    November 8, 2015 / 7:15 pm

    Love the combination and the shawl just makes it a knockout!

  11. November 8, 2015 / 5:21 pm

    What a great robe! And I love your choice of shawl. The colour is gorgeous.

    You need to be congratulated on 38 years together!


    • Jennifer
      November 8, 2015 / 10:07 pm

      Thanks Suzanne! Some years go faster and easier than others!

  12. November 8, 2015 / 5:02 pm

    Love this look on you, Jen! Pink is definitely your sweet spot! It looks like you are set to enjoy a night out with that lucky guy.
    For me-date night usually involves kicking it up with some higher heels, a chic little clutch–and some perfume that drives my husband crazy. 😉
    Have a great week!
    xx, Heather

    • Jennifer
      November 8, 2015 / 10:09 pm

      You’re so lucky you can wear the heels!! I totally agree about the perfume. It’s the silent accessory with an effect him and I!

  13. November 8, 2015 / 12:06 pm

    You look beautiful and comfortable for date night, and capable for errands. That is what it’s all about.

  14. November 8, 2015 / 9:40 am

    What MOVIE did you SEE?!!!!
    YOU definitely TOOK it up a NOTCH!!!

  15. Judy Heyman
    November 8, 2015 / 8:43 am

    Jennifer love how you put together your date night look, very attractive and creative.

    • Jennifer
      November 9, 2015 / 4:02 pm

      Thank you Judy!

  16. November 8, 2015 / 8:15 am

    Beautiful kimono – great outfit for a date night! And a pashmina is perfect to keep you warm in a cool movie theater! Love your reminder about pastels as we get older…

    For date night, I usually wear dark washed or black jeans, a comfortable, but cute top, and some interesting jewelry. I also wear a bit more makeup than during the day.

    • Jennifer
      November 8, 2015 / 10:14 pm

      It sounds like you have a great formula for date nights! Yes, pastels can be deadly in midlife women.

  17. November 8, 2015 / 7:51 am

    Beautifull done Jennifer and you look great! it is really so easy to make that little extra effort and look like a million! A boost to any woman’s confidence!

    The Arts by Karena
    Carrier and Company

    • Jennifer
      November 8, 2015 / 10:16 pm

      It is a boost to our confidence. And confidence is what it’s all about Karena!

  18. Donna
    November 8, 2015 / 7:26 am

    I just love getting your emails and posts. You have everything together so well. I have recently been trying to go from an invisible woman to a woman put together and please know you have helped me so much in doing this. You have wonderful style and I have been putting together my own outfits with your guidance and a lot of things I didn’t realize I already had in my closet just was unaware of how to put together.
    So I would like to take this opportunity to………Thank you.

    • Jennifer
      November 8, 2015 / 10:18 pm

      Thank you so much Donna! That tells me I’m on the right track with my blog!! XX

  19. November 8, 2015 / 5:34 am

    What a fun post – with a few changes you’ve gone from casually put together to just lovely for a night with your sweetheart. More than coincedence that your 38 years together are captured behind you. Love the kimono and pearls. Hope you had a fantastic night.

    • Jennifer
      November 8, 2015 / 10:21 pm

      It was so funny to notice those pictures of us behind me. They’re great reminders of our journey together. XX

  20. November 8, 2015 / 3:08 am

    I love this kimono…you look lovely and ready for a fun evening!

  21. Wendymm
    November 8, 2015 / 2:45 am

    You look so pretty! I always dress for date night, and since I work from home’ that usually a skirt or dress, although sometimes a pair of wide black silk trousers and some bling. I do love my bling! I alwYs think you have to make an effort!

    • Jennifer
      November 8, 2015 / 10:24 pm

      Wide legged, black silk pants sounds amazing! I’m loving that new silhouette. I agree. Bling says special time. Xx

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