Packing for Dreamforce - Clothes & Outfit Ideas

Before I get into what I’m packing clothes-wise and some outfit ideas I figured I would tell you about my style. I would describe my style as classic with some trendy mixed in. In addition to my style, I should probably tell you that I am plus sized, not that someone who isn’t won’t find this useful, but I thought I would put it out there.

When you are going through your closet to pack for Dreamforce, keep a few things in mind:

• Dress nice, but comfort is going to be key
• It’s San Francisco in October
• You will be walking a lot
• Temperature varies in session rooms/outside

The Staples

When I start to pack, I pull out what I call my staple pieces where I will build an outfit or outfits around. I like to have a few pieces that can mix or match with other things that can be re-used on different days so I don’t have to pack as much. Without further adieu, here are my staples:

A Blazer – last year I brought a standard black blazer

as well as a teal blazer. A blazer can be matched with a nice pair of black pants to create a more formal look or paired with jeans to dress up a more casual outfit. The other advantage of a blazer is it can also act as a jacket if it gets a little chilly walking between locations for sessions. It can also be taken off if it’s particularly warm in one of the sessions. Most importantly, blazers look good on pretty much everyone. You can see a picture to the right of an outfit idea showing my teal blazer, the same one I wore last year, with some dark jeans and a white top.  

Sweater Dress – Oh how I love thee oh comfortable

sweater dress. If this makes it into your bag, I would recommend bringing one that is short sleeved. Lesson learned last year, I brought two with me: the one pictured below, and a long sleeved one. I overheated in the long sleeved version. The sweater dress I’m showing I actually purchased just before Dreamforce ’12 and it’s seen much love since then and will be making its third appearance at a Dreamforce. I pair this with black leggings, a belt and black boots. You can also dress this up with a chunky necklace or a scarf, which is what I have done in the picture below. This is such a comfortable but cute outfit. I wore it all day at Dreamforce ‘12 and ’13 and even went straight to the Red Hot Chili Peppers concert with no issues.

A suit – I’m presenting this year, and I know for

some of the presentations I will want to wear a suit, others I may wear a blazer and nice pants. The suit pictured is from Lane Bryant (from last Fall), it’s a mix of brown and tan and I have paired it with a cranberry colored dress top that can be worn on its own should I want to take the blazer off. The suit I wore last year to an event was a charcoal, which I paired with a purple top underneath. I may bring both this year since I’m presenting a few times. Once I have my schedule ironed out I will know more.

Black pants – Black pants, they go with pretty much everything and you probably already have a favorite pair. I wore my black pants on two different days last year. I wore them the first time for the Girly Geeks event on Sunday and a second time on the last day of Dreamforce. I wore different tops with the pants, so it was like a whole new outfit, but I only had to bring an extra top.

Dark washed jeans – I have a pair of dark washed, extremely comfortable but nice jeans that I like to pair with blazers. Because the jeans are a dark wash you can get away with wearing them in a business casual setting. I actually wear these to work all the time with a blazer or a nice top.

A cardigan – As I mentioned above the temperatures can vary in session rooms. In the same day last year, I was in one session where it felt like it was 80 degrees and in another where I was freezing. It’s always good to have a sweater that you can easily fold up and put in your purse when you don’t need it, but also have it handy in case you are cold. Cardigans work perfectly for this scenario. I will be bringing a black cardigan with me since it will pretty much match everything.

After I have my staples picked out, I pick out other pieces such as tops and shoes that can coordinate with them. If you’re interested in seeing more details on some other pieces I will be bringing let me know, and I will write a follow up post.

I hope this post helps some of you and gives you some ideas on which items from your closet will make it into your Dreamforce bag. I would love to see what you are bringing, so write a post, take a picture or make a list and tweet it out with the hashtag #DF14COS so you can enter the contest too!

Looking forward to seeing you in October and as always, thank you for reading.

Cheryl