Next week, I’m heading to Manhattan for M.M.’s annual company offsite. I’m looking forward to seeing my coworkers in person—and I’m also excited to be seen in the outfit I have picked out. When I’m on Zoom, I only get to show off my looks from the shoulders up, so for the offsite, I’m planning to make my pants the main event by wearing the Horton in Shiraz, along with the Lana boots in burgundy. I’ll top the outfit off with the luxurious plush cashmere Lea sweater, which is made with up to five times the amount of yarn as a typical cashmere sweater. As a result, it’s so warm and snuggly, I likely won’t even need a coat. The shiny gold Marcy earrings and the chic but practical Senreve Maestra bag complete the look.

I’m hoping that by the time I get back to Texas at the end of the month, it’ll be warm enough to wear my plush cashmere Theo sweater for a date night with my husband—fingers crossed! If my wish comes true, I’ll half-tuck my sweater into the slinky, stretchy Harlem skirt in dark elm for a cozy but elevated look. The Theo sweater features a wide neckline, so I wear it with a bra I don’t mind showing off just a little bit (you can also opt for a tank top if you prefer something more modest).

One of my favorite fall activities around Austin is taking a day trip to Fredericksburg for some wine-tasting. Most wineries are pretty casual, but I like to dress up ever so slightly, just to make the day feel extra special. The slightly cropped Arbus sweater is a no-brainer thanks to its easy cut and just-right length. Pairing it with the wide-leg Zuri pants gives the whole outfit an on-trend feel, and the crisp white Koio sneakers will keep me comfortable as I stroll around the vineyards. It won’t be cold enough for a coat, so I’ll add texture and color with the Nash scarf, made from soft alpaca wool.

Maybe this is weird, but I actually really enjoy a day of errands. I grab my headphones, pick out a good playlist, and drive around town reveling in the satisfaction of checking things off my to-do list. Of course, wearing a great outfit is a big part of what makes this fun, and this fall, I have the perfect look picked out: the cocoon-esque Thomas hoodie in plush cashmere paired with my stretchy Milo jeans, Koio sneakers, and Claressa hoops. Last but not least, I’ll bring along my Bags in Progess tote to carry any fall treats I happen to pick up along the way.

Despite what the other activities on this list may have you believe, I spend the majority of my time at home, working at my desk. At the beginning of my WFH life, I leaned into mullet dressing and spent most days wearing an M.M. top with sweatpants; but for the past couple of years, I’ve transitioned into a more put-together phase. These days, I get fully dressed for work, but always in comfortable pieces. The Foster pant (which we just released in a new color!) is a go-to, as is anything in our buttery soft silk jersey, and I keep the cashmere Caro sweater draped on the back of my chair for times when I need an extra bit of warmth.