How to Dress in Your 20's, 30's, & 40's

Hello, lovely lady! I hope your week has been fabulous. Personally, I've been in a constant state of sleepiness. After work each day Ricky & I have rushed back to our church to volunteer at the Vacation Bible School. This week has been both exhausting & rewarding. With that being said I needed a little help from my friends for this week's post. I've partnered with a couple of my favorite blogger babes to help illustrate dressing in your 20's, 30's, & 40's! So buckle up, here we go!

Side note: my ifundomen campaign is still going on! If you contribute now till Sunday at midnight you will be entered to win a fun pair of earrings! Contribute here ! Thank you!



If you didn't know, now you know (did you get my Biggie reference?!) I am a 20 something. People always assume I'm older based on the way that I carry myself. I feel like being in your 20's the struggle can be real. You are transitioning out of college into the professional world. Your early 20's also look far different than your late 20's meaning in your early 20's you are freshly 21 most likely still whopping it up with going out tops etc. In your later 20's you are probably settling down focusing on your career etc. So how does one simply find balance between still looking fun yet put together? Personally I am a huge fan of off the shoulder tops. They are chic yet fun also a classy way to show off a little sex appeal. Another thing that I recommend is pattern play as in mixing patterns. If you stick to the same color pallet with your prints or add a pop of animal to a basic outfit you will instantly look put together yet fun. I think it is important to know when, where you are going, & who your audience is for certain looks. I love these overalls but I keep them to the weekend or casual Friday in the office. My crop tops are worn on the weekends along with my torn jeans. I would not walk into a meeting for work in those items. Well babes, I hope this helps you my fellow 20-somethings!



I can't tell you exactly when and where it happened. but recently it hit me. I. Am. An. Adult. Technically I have been an adult for 15 years now, but somewhere along the lines someone said I was able to be in charge. It is a strange feeling to know that you get to make the rules now when it comes to your life. So even though I can stay up past 9 PM on a weeknight (but who really wants to do that anyways) and eat ice cream out of the carton, there is still something I struggle with. Dressing. 


I don't know about you, but for me being in my 30's I find it more difficult to dress than I did when I was in my 20's and teens. 30-somethings are in this weird age gap when it comes to dressing and style. We don't want to look like we are still figuring out this thing called life. I mean we are.....but we don't want everyone else to know that. However, we also don't want to look like we are getting ready to retire down in Florida either. 


So what is a 30-something to do. Honestly, it's going to have be a lot of trial and error and A LOT of dressings rooms and returns. Now granted, I do find some pieces I like that are "appropriate" on Forever21 but the days of super crop tops are behind us. Speaking of crop tops, if you aren't ready to let that trend go just yet don't. You just need to find a way to style it in a more sophisticated and grown up look. I personally love a crop top with a high wasted pair of shorts or jeans. Just enough skin is still peeking out to say you still got it. Add a nice fitted jacket and a pair of wedges or block heeled sandals and you will be screaming trendy but chic and sophistication.

Something else I think everyone woman in her 30's should own is at least one great jumpsuit. Again, this is an area you have to be careful with when it comes to fit and fabric choices. You can walk a fine line from bad ass boss babe and "lady of the night". I love a jumpsuit with a culotte pant or a wide leg pant. Also don't be afraid to still play with colors in prints in your 30's. If you like all black that's wonderful, but don't think because we are a little older we still can't add pops of color, or even color all over. If you couldn't tell, I love color and patterns. I actually own very little neutral pieces. 

In the end remember these three things; first it's going to a lot of work on our end to find what is going to work and what isn't; second you can still enjoy trends that you use to, you just need to find a way to make that piece more sophisticated and adult like; and finally we can still play around with color and prints in our 30's, again it's all about finding that balance between what you like and making it more sophisticated. 

Jamie Madden

Founder of The Plus Size Diva



HI! I am Nikki From Bayberry and Main. I was so excited when Gigi asked me to collaborate with her on a post about Dressing yourself at different ages. I am a 40 something woman with a  preppy style. I love wearing anything gingham and monogrammed. The best way to dress is to first figure out what your style of dress is. Next, I would figure out what clothing shapes look good on your figure. You can figure that out by  trying on different pieces. I know I look good in an aline dress because I have a bigger tummy area. I also know I need either petite or regular pant length because I am only 5’2 and 1/2” tall. One other thing I know is more flowy tops don’t look as good on me because I am bigger busted. I would say I never really dress for my age I dress for whats in style and what I like. I will say I would never wear a crop top because I know that is not age appropriate. But otherwise, I feel no holds bar and everything is fair game if it looks good on you. I hope this helps and happy shopping.

Well fash dolls I hope you enjoyed this post as much as I did. HUGE thank you to Jamie & Nikki for collaborating with me! Girl power is a beautiful thing! Till next time!

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Elite Workshop-Goals for Growth

do-what-you-loveIt was Sunday November 13th around noon I walked thru the doors of The Palm Restaurant in Boston which later that week was scheduled to host Andy Cohen. What brought me to this restaurant with windows allowing the sun to beam through was more grand (to me) than Mr.Cohen himself. I walked thru the doors of an intimate dining room to be greeted by a group of powerful boss babes all of which were here to attend the Elite Workshop "Goals for Growth". This event was hosted none other than the fabulous Andy (Andrea) Delucia of Elegance & Grace Weddings . You can read my full article here about her business & how these inspirational workshops came to be. The Elite Workshop "Goals for Goals" was the 3rd & final workshop of this year. The list of g4gguest speakers included Jimmy Guzman a highly regarded marketer & owner of JNG Event consulting, Christine Fitzgerarld partner & found of Belcher Fitzgerald LLP, founder of Bitchless Bride wedding planning & bridal coach Deborah DeFrancesco, & none other than Andrea herself. The day also include afternoon bites provided by The Palm, a panel discussion & Q&A with Sarah Boucher sales & marketing manager of Willow Estates & Sonya Highfield creativepreneur of Sonya Highfield Photography, & the day/evening concluded with an Elite Workshop Launch Party.

Unfortunately I was only able to attend half of the day because I had a wedding myself to attend. I was able to catch Jimmy's presentation regarding guerrilla marketing. He had started his career managing a hotel which included a restaurant successfully turning that business around. From there he went to work for Winston Flower's & then to Mark Hall Design, LLC. With each of these unique ventures one thing remained the same, he became each business. To successfully turn each business around & expand each target market he designed a narrative & networked with the market that he desired to target even if that meant going to Nantucket for the day to understand the higher end client. He now applies these practices to his own business JNG Event Consulting.

foodFollowing Jimmy was Christine of Belcher Fitzgerald LLP. As mentioned prior she is a founder & partner in her law practice. She stressed the value of planning & protecting your business. Often as creative minds we get wrapped up in our ideas & fail to protect our brand. Christine also brought to the audience's attention that lawyers & law firms have an intimidating & expensive aura about them. Going to a smaller firm can make this aspect of business more approachable. Another take away that I gleaned from her discussion was that the money that you don't spend in preventative measures you may pay for down the road if you ever find yourself in a legal dispute. All of which was very helpful information.

The last speaker I was able to catch was Ms. Andy herself. A mother of 4 & successful business owner I found her inspiring from the becoming of covering this event. Andy andy2spoke on listening. Selling services has its own obstacles that tangible products don't because customers have something physically to touch & hold. Listening with services is key because you really get to know your client & what they desire out of your service. From there you can make suggestions & up sell. Another topic she touched upon was how much to charge with your service, this can be a difficult answer to come to. She challenged the crowd to know their value & explore the market.

As each guest speaker presented it was encouraging to see them back on another up. As much as I would to love to hear Deborah's presentation & Sarah & Sonya's Q&A it was helpful to get their input throughout the day.

Closing this portion of the day the audience was instructed to write down one goal. A goal that is specific, achievable, & with a time line. All of our goals should be thought out like this! Andy feels writing out your goals allows you to make a commitment to it. Goals should be attainable and have actionable steps to achieve them. Personally I find myself often writing down huge massive goals with no specific deadline. How is one going to accomplish any goal like that? After this exercise I had taken this method of specific, achievable, & with a time limit to each of my goals.

g4g2Although I was only able to attend half of the day I left feeling amped & inspired. It was empowering to be in a room full of boss babes (& one boss guy). As entrepreneurs it is vital to our success to create a tribe that we can trust & seek council from. That is just Andy's mission with the Elite Workshops to develop relationships & boss babe communities.

This small business Saturday I pass on Andy's challenge to you create a specific & achievable goal with a deadline for your business. Reach out to a couple of inspirational ladies & lift each other up! Andy really getitknows how to host a fabulous & informative event. Her speaking abilities really captivate a room. She is available for career coaching & other speaking ventures. Stay tuned for next year's Elite Workshops, I highly recommend attending.

"The success of every woman should be the inspiration to another. We should raise each other up. Make sure you're very courageous: be strong, be extremely kind, & above all be humble."

Stay informed on upcoming events by visiting the Elegance & Grace Elite Workshop facebook page: .

Till next time fash dolls! Stay Sassy + God Bless.

Gigi xo