How To Dress & Prep For Your Engagement Session | Baltimore Maryland Photographer

Updated: Oct 27, 2021

What Every Client Needs to Know


I am so excited for your engagement portrait session! Your engagement session is just the start of kicking off your engagement season into high gear and I am just so honored to help you create memories you’ll cherish for a lifetime. I've created this post to help you get the most out of your photos, and by the time you’ve you've finished reading, you'll have all your questions answered and feel more than ready and prepared for your session. Then I’ll take care of the rest! Your only job is to be yourself, laugh a lot and create photos you’ll love forever.

Choosing Time & Date

I am a natural light specialist because I believe that natural light, from the sun and its reflections, create photographs that feel fresh, timeless and truest to you. All portrait sessions start approximately two hours before the scheduled sunset during “the golden hour,” when the light is the dreamiest. Use a sunset calculator online to determine the scheduled sunset for the date and location you’d like to do your session. Then, just subtract two hours to figure out the desired start time. Remember, the sun sets much earlier during the colder months of the year and much later during the warmer months, so make sure to factor that in when choosing your portrait session date, especially if you’re taking off work or have evening plans afterward. To get the most out of your session, please plan a buffer when getting ready so you can arrive a few minutes early to your session and be ready to start on time. I am only able to shoot when natural light is still in the sky, so we’ll want to take advantage of every minute we have together before the sun goes down. If you’re wearing two outfits, save your favorite one for the second half, and if you’re wearing one, arrive in that.

QUICK TIP: My weekends fill up fast and far in advance, as does the fall season. Scheduling your Engagement Session in the middle of the week is HIGHLY recommended! Selecting the Right Location

The location of your portrait session is up to you! Like you see throughout this guide, most of my clients choose to showcase the natural beauty of their home state. For most of my sessions, outdoor, open-air environments are always the first choice. I love shooting in wide-open natural spaces because the light is divine, especially during golden hour. There are great options all around the state, so even if you've never seen me photograph in a specific spot before, I am always up for exploring a new spot together - It's always a fun adventure photographing in a new location!

Think Outside the Box

This is the time to think outside the box! This is the time to brainstorm unique locations that you might have special access to that most people don’t. For example, maybe you, or someone in your personal or professional network, can secure permission to a location that would otherwise be off-limits, like a beautiful private estate, country club or resort. Maybe it’s a family farm, upscale hotel or even a sailboat, or a rooftop view in the city. The sky is literally the limit! Spend a few minutes thinking about it and checking around. You’ll be surprised with what you come up with. Plus, if something seems out of reach, just remember: you never know until you ask! If you get stuck or need inspiration, or keep browsing through this guide. I have some great go-to locations around town that we can always hit, too. Just let me know which type of session you’d love and we’ll go from there!

Destination Portrait Session

Your portrait session includes travel time anywhere in the DMV area. If you’d like to go somewhere outside the area, let's go on an adventure! If I am already going to be in or near an area you’ve always dreamed of doing your photos, and we can coordinate our schedules, let’s set it up. We’d love to make it work! If you’d like us to meet you in a destination outside of Maryland (where I am based) for your portrait session where I don’t already have plans to visit, just let me know and I can get you a custom quote.

Styling your Session


Want your photos to look more editorial? Bring a little extra something with you! Fresh flowers bring an extra “wow” factor to just about everything, especially when they’re attached to something else, like a bicycle basket, tree swing, tent, or a picnic basket Whether you want to incorporate larger items like classic cars or bikes, or smaller ones like blankets or hats, even planning for just one extra styled item could be a fun way to make your session more unique.


Style Tips: For Her

Because you always want to remember this.

Don’t Be Afraid to Dress It Up

Have you thought about rocking a romantic gown, tulle skirt or flower crown but just never had an occasion for it? This is your chance to do it up! Remember: There is no such thing as “too dressed up” when it comes to your portrait session, so don’t be afraid to have some fun! If you don’t want to add a new permanent piece to your collection, a lot of our clients love Rent the Runway for their session because it’s such an affordable way to feel like a million bucks. Other clients love having a great excuse to bring a new permanent piece (or two!) into their closet!

Quick Tip: There’s no such thing as too dressed up.

Say Yes to the Dress

Dresses and skirts look most stunning because they really flatter every female body, especially on camera — which is probably why the red carpet is always full of so many dresses and not very many pantsuits! We recommend avoiding pants and shorts for your session, and saying yes to a dress or two instead.


Long, full-length, flowy dresses and skirts (I LOVE Morning Lavender tulle dresses and skirts, VICI for fun date night inspired outfits, and Baltic Born Clothing for fashionable and romantic dresses that will flatter every figure) look amazing on camera because they bring extra movement to the photos. Especially when juxtaposed with nature, like in a field, city or beach. Consider softer fabrics like chiffon or tulle which allow for beautiful movement in the images. Let's just say that if you purchase an outfit or dress from any of these fabulous online boutiques you fiance and I will surely have all the heart-eyes!

Cute, shorter cocktail-length dresses photograph beautifully just as well as a floor-length dress or skirt, or perhaps a cute midi-skirt, will make moving around much easier, and look perfect on camera, too.


One or Two? It’s Up to You!


You can bring one outfit set or two! Most of my clients who choose two outfits will bring one “wow” dress, and then another slightly more casual dress that has a “date night” feel. But if you want to bring two “wow” dresses and forgo the more casual dress altogether, give yourself permission to do it! The camera loves runway-esque apparel and I do also!

Remember, though, you don’t have to bring two looks if it’s too stressful to coordinate or if you’d rather just stick to one fabulous look. One outfit that you love will be so much better than one outfit you love and another you’re not very excited about. And if you stick with one outfit set, you won’t have to spend any of your time time changing half way through, so we’ll be able to sneak in a few more photos! So, one or two? It’s really up to you!

Choosing Colors

When choosing colors for your outfits, I highly recommend selecting softer, lighter tones and more muted shades. By avoiding ultra-bright, bold colors, it will help bring all the attention to your faces and let the eye focus on the way you feel about each other. The camera loves shades of soft pink and muted blues, mixed with sophisticated light neutrals like heather gray, creams, leather brown and white. That softer color palette fits beautifully into almost all natural outdoor environments, and especially compliments the desert.

Flattering Your Features

In my 10+ years experience of photography, every woman, regardless of her shape has an area of her body that she’s self-conscious about, so recognizing what area that is in advance is key. Choosing flattering silhouettes and colors that complement your natural features is the best way to ensure you’ll love the way you look in your photos.

Three-quarter length sleeves create an awesome slimming effect on all arms, so be on the lookout for an option with a longer length sleeve. You could also bring a cute jacket, blazer or cardigan along, too. Skinny straps or strapless dresses have the opposite effect on arms on camera, so I recommend avoiding those whenever possible if your goal is a set of slimmer-looking arms.

Heels elongate women’s legs, making them look fabulous. Closed-toes heels in particular look great on camera because they carry out the line of your leg all the way down to your toe. If your toes are showing in a peep-toe heel, you might want to schedule a pedicure before your session so you don’t regret letting your feet show. These little tricks make all the difference!

Quick Tip: Bring a pair of easy-to-kick-off flats to wear when moving from place to place in between photos. Your feet will thank you later!


Make a Statement

Pairing an accessory or two with your outfit can really help bring some extra dimension to your images, and be a nice tie-in when you’re coordinating with a group. Big statement necklaces bring a lot of pop to the photos, while the smaller, delicate ones are not be as noticeable on camera. Belts, bracelets and earrings bring great visual interest, so choose one or two that don’t compete for attention. Fresh florals in a crown can be a really romantic touch as well.


Go Pro: Hair & Makeup

Professional hair and makeup is on the top of most of my clients’ checklists because it looks amazing on camera and removes the stress of getting ready on your own. This is the time to treat yourself! Whether it’s lash extensions or blown-out hair, professional hair and makeup will give you an extra boost of confidence in front of the camera, and it always photographs like a dream. If you’re working with a makeup artist, have her apply your makeup in natural light, if possible, so that it looks fresh and not too heavy. Plus, that’s the type of light we’ll be shooting in, so it’ll give you the best expectation of how it will translate on camera. Most clients feel like their professional makeup is “too much” at first, since it’s more than you would wear on a normal day, or that they're false lashes look too big, so if you feel that way at the beginning, don’t worry! Good makeup artists know how to get it all just right for the camera — and my clients always love the final result. If you need a recommendation for hair and makeup, I have some great recommendations! They’re talented as as anything, unbelievable professionals and wonderful people. You’ll LOVE them! Just let me know and I’ll send you their information. They’ll take good care of you!

Quick Tip: Confidence. It’s always the best accessory.

Skip the Spray Tan

Although it might seem counter-intuitive, I cannot stress enough that you do not get a spray tan before your session, even a few days prior, because it tends to photograph orange even when it’s applied subtly and by a professional. Your actual skin tone will photograph the most beautifully and naturally.


Fashion Tips: For Him

Because dapper and debonair never go out of style.

The Best Fit

Long, fitted pants and closed-toed shoes are the most sophisticated and masculine looks for men. They draw attention away from his legs and feet and place it where you want it: on his handsome face. So, for your session, it’s best to leave the shorts, sandals and jeans at home, too, as well as any pants that are loose or baggy. Fitted dress pants or fitted colored pants work best on camera. Solid shades of gray or navy are a strong compliment to most women’s outfits, whereas pinstripes or plaid patterns tend to distract the eye. I also suggest staying away from graphics and big logos that can be distracting.

Layered Looks

Next time you walk by a store like J. Crew, you’ll notice the male mannequins and models are always wearing several layers at once. Layers on men look great on camera, so even when it’s hot outside, trust me when we say that it’s worth an hour or two of discomfort for photos that will last you both a lifetime. Adding another layer will bring extra dimension and visual interest to your photos. Blazers, vests and coats up the level of any look. If the temperature permits, he could even consider adding a v-neck sweater with a pop of color from a long-sleeved collared shirt and tie underneath. Don’t be afraid to get a little creative with layers!

Mix It Up

Some of my guys love to mix a suit coat, blazer or sport coat with a different pant color. It adds some extra visual interest, and break up the color tones. We’re big fans of this fresh take on a timeless classic.

It’s All in the Details

Brown leather dress shoes compliment almost every look, whether he’s wearing a full suit or a blazer and colored pants. Ties, bowties, pocket squares, colored socks, belts, tie clips, suspenders, vests and watches are sharp compliments to any outfit for any man. If you bring two outfits to the session, you can start with a traditional necktie and belt, then switch to suspenders and a bow tie for your second look. If two looks are too stressful, no problem! One will do the trick! You can still mix and match accessories to compliment both of her dresses without doing a full change during the session. So, either way, it's a win.

How to Prep Your Man

Most men aren’t overly excited to take photos for two hours, because they don’t have an expectation of what’s to come and why it’s so important to you. Take fifteen minutes to educate and empower your guy. Tell him why you chose me and my style of photography. Show him your three favorite sessions or the gallery on the website and explain why you love them and express to him how much it means to you. Trust me, once he knows it’s important, he’ll light up the camera for you! The most common thing I hear from guys before photo sessions is this: they don’t like taking photos or don’t think they’ll be good at it. By the time the session is over they can’t believe how fast it went and just how much fun they had!


Remember, I recommend selecting those softer, lighter tones and avoiding those ultra-bright, bold colors. The camera loves shades of soft pink and muted blues, mixed with sophisticated light neutrals like heather gray, creams, leather brown and white. Feel free to vary the shades of the colors, too. That softer color palette fits beautifully into a natural environment, and can easily be paired in so many different ways.


Final Note

We know I just gave you a lot to think about. This post was created to help make your engagement session experience something you’ll look back fondly on for years and years to come. At the end of the day, though, the location you choose and the outfits you select won’t matter nearly as much as the memories you make together. Your future memories are the most important thing, and I want your session to be a time for you to just be yourselves and enjoy it. Have fun together. Laugh a lot. And let me take care of the rest!


xo, Casi