I am in my Dudleys 3 out of 4 seasons: to work 5 days a week (with my cardigan readily available during the summer), to the park, soccer practice and playdates, and out with friends for dinner and drinks. I once ran a Spartan race at Fenway Park in my Navy Park Slope! My all-time favorite moment in Dudley was with Rep. Ayanna Pressley as I waited to present to the Boston Employment Commission at Boston City Hall. I wear Dudleys so often that my peers have called me Dudley (and I will answer to it)!

Park Slope - XS for the perfect put-together look with dress pants or jeans.

Cobble Hill -S with the length hemmed up to the pocket line.

Greenpoint - S, perfect with no hemming necessary.

The Park Slope runs large for me, so I get one size down, and the hem line is perfect at my hip. For extra room in Park Slope I have purchased S during the winter seasons for a little extra length layered over heat gear during ski season. For me, the Cobble Hill is true to size, once hemmed for length. In the Greenpoint Vello, I wear a S; since the Vello material is thicker, the S will allow for layering. With the thinner Terry Greenpoint, an XS is a streamlined fit that still lets me layer. 

I work from home full-time and always get chilly while sitting at my desk. I live in my Park Slope and Cobble Hill turtlenecks with leggings when I'm working alone. And in the summer I keep a scarf on my chair for when the AC kicks up. I'm not exaggerating when I say that I wear my DS fleeces more than anything else in my closet. I basically live in them for everything from errand-running to school pick-up to work.

Cobble Hill - XS, because I like it to look like more of a slim fit.

Everything else - S

The Park Slope fleece runs short, so if you have a long torso, keep that in mind. And I've found in the Vello fleece products, the sleeves are tighter because the fabric is thicker.

I don’t limit it to a particular occasion—I wear my #dsgoods from walking the dog to attending a dinner party! It just depends if I am going casual or dressy. I always feel my best when I don my Dudleys. I feel polished and put-together.

I wear a M in tops. The Greenpoint sizing runs the same as their other turtlenecks. On the other hand, I find the Jay Joggers run slightly large and wear a size small.

I believe all of the tops run pretty true to size; I wear the same DS size, my larger normal size, across the board.

At home! My Dudley Stephens tops are my favorite cozy tops for working from home.

I size up in DS to a Large given my larger chest. 

I'm grateful the Large size fits across the board for me in the styles I own.

How don’t I!? I find every opportunity to dress a Dudley up or down! My office is business casual, so I love being able to layer the Park Slope over a dress for a look that is both comfy and put together. Another one of my favorite ways to Dudley is to pair one (any style works!) with leggings to run errands or lounge around my home. It looks chicer than throwing on a hoodie—with all the comfort of one!

I wear an XL, which helps provide a polished look that is fitted, but not tight! I still have the option to tuck in or layer over dresses with ease.

The Park Slope is true to size! I have broader shoulders and a larger bust so it is a little more fitted in those areas. If you are looking for a more relaxed fit, then I would recommend sizing up.

When it comes to the Cobble Hill, I have to admit that as a curvier woman, I was initially worried about a style that falls below the hips. I was pleasantly surprised to know that it fits my hips just fine! It is also the perfect legging length in that it covers my bottom. I have broader shoulders and a larger bust so it is a little more fitted in those areas. If you are looking for a more relaxed fit, then I would recommend sizing up. Otherwise, I would call this style true to size!

Also true to size, the Greenpoint is definitely a great length for anyone that is worried about whether the Park Slope will be too short. As someone with a larger bust, I find my true Dudley size of XL to be loose enough to be super comfortable but also fitted enough to look chic. If you also find that your tops tend to fit tight in the chest or shoulders, I don't think that you will regret sizing up for a more cozy fit.

Where don’t I Dudley?! I love to wear my Dudleys while we are by the water in Bay Head—they are perfect for that Summer breeze! No matter what we end up doing, they are the perfect layer. 

I am an XXL in all my Dudleys! I find that this size works well with my body and larger chest.

The Greenpoint fits true to size, similarly to the Cobble Hill or the Park Slope!

In the boatneck, I would size up if you would like to tuck it in, but I prefer the untucked, layered look in this style. In the Park Slope and Cobble Hill, my regular size allows me to tuck or untuck as I please—which I absolutely love! 

The Cobble Hill definitely runs true to size! I love my normal size here, it is not too fitted but I still get that clean, structured look. The Greenpoint runs true to size but has less length than the Cobble Hill, so it feels more sleek but you get that same comfort and room. 

I created our styles along with my sister and Mom based on our desire for comfortable clothing that can be worn anywhere, every day—and they have delivered (and then some). I wear our pieces to work for the brand every day, of course, but I also wear them during my downtime to chase my boys around. And currently I’m expecting and appreciating our pieces even more for their easygoing versatility!

I usually wear a medium in both the Park Slope and Cobble Hill Turtlenecks. This allows me to layer a button down under my Park Slope to dress it up a little more for meetings. The Cobble Hill in medium is a comfortable and relaxed fit, so I can wear it with leggings to drop the kids off at school or with skinny jeans to last me throughout the day. 

Early in my pregnancy I found that my typical size was pretty forgiving, especially in looser fits like our ponchos and dresses. In the later months, however, I do size up in our turtlenecks and the Prospect Pullover. I found they are wearable right up until the last weeks of pregnancy—and then much appreciated in that “fourth trimester” after the baby arrives, when sleepless nights and unpredictable days mean comfort is key!

Our Cobble Hill and Park Slope turtlenecks are typically true to size, but for later-month maternity—or even if you’re just looking for a roomier fit—I recommend sizing up and sticking with the Cobble Hill (later in pregnancy, the bump outgrows the shorter Park Slope).