Need to transition from tailored work wardrobe to retired casual....................

If you would just drop the pearls you would look fine. LOL.

I always wear jackets but I often wear them with black or dark rinse jeans. I love white jeans in the summer because they are thicker and not see through. Logo is not for me either - I like and look better in structured clothes. I do not worry about what other people wear that I see out. That is not the way I chose to dress. Good luck in your transition.

I guess is depends on where you live. I live in Manhattan ... the transition was smooth. I have a "uniform" of basics that I wear and switch accessories.

Most of my clothes come from either Chico's, LandsEnd or QVC (Attitudes, LOGO and Graver). Lots of accessories from everywhere.

Around here you can wear anything ... no one pays much attention. Today ... black cords, white turtleneck, black poncho and multicolor scarf. Silver jewelry. Went to lunch, bank, and grocery store.

What did you wear when you weren't at work - weekends, casual outings, shopping? Some people are going to be comfortable in more tailored clothes, regardless. Maybe instead of denim, you might be more comfortable in khakis, a tee and a jacket. Or the darker denim in straight leg.

What did you wear on weekends when you were workin? I don't dress much differently on weekends than I do for work. I love jackets; on weekends I wear them with my jeans. I love white button downs. On weekends I wear them with jeans, I roll the sleeves up for a casual look. Slacks with sweaters and flats or comfort type shoes is a casual look. Generally speaking if you want to make an outfit more casual, you just change the footwear.

I have not retired but a few years ago I transitioned from a pretty formal office job to working from my home. I know exactly what you mean. I was accustomed to a more tailored look. I have kept a few dressier pieces for client meetings but I didn't want to go too casual (sloppy) for my day to day. I picked up some good pieces from Eileen Fisher and mixed them in with some of my less formal work wear. From the Q I bought several pants from Isaac M because they are comfy and can be dressed up and down. I have a few of his jackets too.

It took a while but I like this new look much better than the old style. It is fun and goes just about everywhere in my world.

I used to work in a more dressy environment. Where I work now, I could wear jeans everyday and some of the staff does just that. Working here has rubbed off on me, I don't buy half the dressy clothes I used to. I do wear a nice sweater, blouse, skirt but mostlyI wear pants and with winter now approaching...it is pants and sweater.

I've already stopped even buying as much dressy clothes....cause I plan for this to be my last job. I'm already in retirement mode.