Help me dress my mid-40s self to start dating again

Anonymous
Anonymous wrote:How about Reiss or Karen Millen?


Reiss is crap quality. Karen Millen skews workwear.
Anonymous
don't know about denim skirts-- I know they are on trend but don't feel like me. What about a satin slip skirt in a neutral color? Or like a black ribbed midi? Is this stuff too dated?


Satin slip skirts and ribbed midis still seem in —at least they are appearing on tons of clothing store sites still. Personally, they read late-90s to me — like the styles from when I was in high school, and thus don’t feel current/mature to me. But that’s just my taste. (I’m PP who posted the Sezane tops.) It sounds like you could pull the off though!
Anonymous
Anonymous wrote:Some brands to check out: Sezane (good job PP), Rag and Bone, Aritzia,


Aritzia is for twenty year olds.
Anonymous
I totally agree with you, OP, about Tuckernuck! Their clothes are beautiful but rather shapeless and don't seem to send out an open to dating vibe. I would just focus on showing off your figure in classy ways with fitted but not overly tight clothing.
Anonymous
Yeah Tuckernuck is a big store and I know they have a lot of dresses but the overall vibe is definitely “rich women dressed as little girls” and not “dtf divorcee.”
Anonymous
I guess the difference between dressing nicely for yourself and dressing as a signal to men is emphasizing the parts of your figure that are attractive… for me, I know this would be my chest and legs. For other women maybe different. So the store wouldn’t matter AS much. You say you are fit, OP, so I think even at 40 Aritzia could work. Emphasize your frame/waist/figure.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:I'd go to a Tuckernuck store and ask one of the sales people to style you. They have great clothes for women in their 40s in a range of prices. Being styled in person is really the best way to find what you are looking for.


OP here. I actually have some stuff from Tuckernuck, but I don't think it reads as date attire. Like a lot of the dresses lean either "society wife at a pool party" (and don't get me wrong, I love a caftan, I have several) or kind of preppy short dresses that feel too buttoned up and preppy to wear on a date.

I am definitely open to working with a stylist, but don't think Tuckernuck is hitting the right note. I want the more grownup, 2024 version of well-fitting jeans and a "going out top" like what I wore on dates back I the 00s. What is that?


I agree OP and I will be following this thread. I'm about your size and think I'm cute (late) 40s so I'm interested in what people say. I'm married but I'm coming out of my lululemon covid fog uniform. I've found a few boutique pieces and totally random places that I love, but I dont have a go-to shop. Tuckernuck is too boxy to give our petite slim awesome frames that we work so hard for justice. I want to show mine off - everything else is looking like I'm in my 40s, my body/health is an asset - just being honest here because we're anonymous.

More suggestions please!!


This probably won't be that helpful! But take a look at the TV show Casual - I feel like Michaela Watkins's clothes on that show would be really good for you.
Anonymous
Anonymous wrote:I would go to the nearest allsaints. some skews a little young, but there’s enough stuff that would work on a fit 40 yr old.

https://www.allsaints.com/women/clothing


I used to shop at all saints before kids and this mention made me miss it so much. Back then (10 years ago), they had lots of 100% cotton and silk clothes. Wonder if that’s still true.
Anonymous
PP. didn’t mean to imply that allsaints is just for young people. It can certainly be styled for most ages.
Anonymous
If you are a size 0/2 I honestly think so much will work and I don’t think most men are going to care about whether you are on trend or wearing a high end brand. I mean if you can afford All Saints go for it, but I think a nice pair of jeans and fitted tee from wherever is going to be fine for a casual date, maybe a slightly sexier neckline fabric for a slightly fancier date, a skirt for a slightly dressier date.

I’m sure this is a stressful life change but I don’t think you should feel like you need a whole new wardrobe to date, just a few cute pieces. A lot of guys won’t care at all. I hope he’s not on the market 😀 but my DS does not notice clothes much at all. He likes the athleisure look and has never cared a bit about clothes I choose in 20 years.
Anonymous
Anonymous wrote:If you are a size 0/2 I honestly think so much will work and I don’t think most men are going to care about whether you are on trend or wearing a high end brand. I mean if you can afford All Saints go for it, but I think a nice pair of jeans and fitted tee from wherever is going to be fine for a casual date, maybe a slightly sexier neckline fabric for a slightly fancier date, a skirt for a slightly dressier date.

I’m sure this is a stressful life change but I don’t think you should feel like you need a whole new wardrobe to date, just a few cute pieces. A lot of guys won’t care at all. I hope he’s not on the market 😀 but my DS does not notice clothes much at all. He likes the athleisure look and has never cared a bit about clothes I choose in 20 years.


DH I meant obviously
Anonymous
Anonymous wrote:
Anonymous wrote:If you are a size 0/2 I honestly think so much will work and I don’t think most men are going to care about whether you are on trend or wearing a high end brand. I mean if you can afford All Saints go for it, but I think a nice pair of jeans and fitted tee from wherever is going to be fine for a casual date, maybe a slightly sexier neckline fabric for a slightly fancier date, a skirt for a slightly dressier date.

I’m sure this is a stressful life change but I don’t think you should feel like you need a whole new wardrobe to date, just a few cute pieces. A lot of guys won’t care at all. I hope he’s not on the market 😀 but my DS does not notice clothes much at all. He likes the athleisure look and has never cared a bit about clothes I choose in 20 years.


DH I meant obviously


NP, thinking you were trying to perk up OP with a nice story about your young son did make me laugh.
Anonymous
A pair of Frame jeans
Veronica beard top
Anonymous
Anonymous wrote:My dear OP.

Please. Believe in yourself. Wear what makes you HAPPY and CONFIDENT, because this, above all else, is what attracts people.

Would you like to dress in the same style as when you last dated? I promise you that you will look great. Would you like something else? Look at websites and their lookbooks. Peruse a Vogue catalogue to see what the outrageous looks like now (and how you can reduce it to approximately normal streetwear).

I'm the same age and the same size. I wear mini skirts, I wear short shorts (nothing hangs out), I wear long boho dresses, I wear clothes that highlight my smallish waist, I wear baggy trousers, I have a range of fun tops with interesting prints, or interesting structure - my favorite is the corset-style one. I want to have fun with clothes in this decade of my life.
Also, I'm happily married. I would wear these clothes regardless of my marital/dating status. They make me HAPPY.

You only have one life.


I think OP is looking for advice not a pep talk. OP for a $300 gift card you can get a Nordstrom stylist to come to your home, evaluate what you have in your closet, put outfits together, and let you know what’s missing. Then you can book an appointment with the same stylist in store to shop for the missing pieces.
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