Voted Best of 2026 in Customer Service & DJ/Entertainment Services!

What’s Up? Media | Annapolis & Weddings

We are a team of DJs, entertainers and event planners who love creating memories that will last a lifetime! Allow us to help turn your vision into a reality and bring your event to life!

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#WeFacilitateHappiness

Vintage Photo Booth Experience

What’s included:

- Fully serviced photo booth operated by an Attendant.
- Customizable photo collages with various image sizes available in 2×6″ or 4×6″.
- Unlimited photo prints during the duration of your event.
- Digital image sharing via email.
- Choice of backdrop from our collection.
- Professional DSLR camera for high resolution, quality images.
- Professional studio lighting.
- Open-air style booth. (Not enclosed)
- iPad Pro for live on-screen viewing.
- Integrative and user-friendly software application.
- Wardrobe and costume table. (hats, glasses, masks, necklaces, etc.)
- Decorative accessories and signage with eclectic words and phrases.

Additional options:

- Keepsake photo guestbook which includes print copies and sentimental messages from your guests.
- Inflatable enclosure for a more intimate and private experience.
- Selfie Station Photo Booth Experience. Operated completely by you and your guests! (Inquire for more details as some limitations may apply.)

Customizable photo collages with various image sizes available.

DJ Entertainment Services

June 19, 2021 – “This was the greatest day of my life, as I marry the woman I love and my best friend! The service was perfect. Aaron is a fantastic MC and DJ, and we were blessed to have his talent on the big day. We had a mix of young and old at our wedding, so the music had to be just right. Aaron nailed it perfectly and had the entire party dancing all night! The music wasn’t too loud, it didn’t sound like a club, he kept the atmosphere exactly as we had hoped. Thank you Aaron and B Real Entertainment!” – Stephen Kuene

Meet the Crew

Our team of professional DJs, MCs, Entertainers and Photo Booth Attendants recognize the importance of your special occasion. We are here to celebrate with you and offer a first-class experience that aligns with your vision!

DJing is a craft. One that requires confidence, intention and observation while catering to your favorite styles and genres. The music is your choice; but it's up to us to deliver a seamless mix.

Beyond the music, we take immense pride in our intentional customer service. It is our job to make sure that not only you, but also your guest will be reminiscing about your special event for years to come!

Meet our team of professionals…

Aaron Wiest

Aaron loves DJing. His belief is that DJing is a craft. is a top-notch professional who loves to tailor his show to meet the needs of every client. He is highly requested because of his professionalism. His energy is contagious! He loves to teach all of the new dances, and his passion shows through his body of work. Aaron is a music producer as well, and brings that knowledge to the table!

Ian Ugol

DJ Ian’s customer service is second to none! He is attentive and makes a special effort to guarantee happiness and success during every event. His passion for entertaining guests shows through his interaction on the dance floor. Ian is truly the life of the party!

Brandon McCroey

Elevate your wedding with DJ Brandon, a seasoned professional who has been transforming special moments into lifelong memories for over a decade. More than just a DJ, Brandon is a former musician and music producer who understands that creating the perfect wedding atmosphere goes beyond just playing songs—it’s about creating an atmosphere that’s tailored for your specific event.

You deserve the best on your special day, and DJ Brandon’s musical journey has given him an extensive library of songs spanning from Top-40, Pop, Hip-Hop, Afro-beat, Country, to timeless Oldies, Reggaetón, Bachata and more. His love for music and passion for staying current mean your playlist will always have the latest hits

Whether you’re planning an intimate gathering or a large celebration, DJ Brandon is ready to ignite the dance floor and make unforgettable memories for both you and your guests.

DJ Chris (BMore Ben)

Chris aka DJ BMore Ben is a master at his craft. Born and raised in Baltimore, Maryland, BMore Ben has 20+ years of experience. Doing it all from weddings to local clubs, restaurants to pro boxing tournaments and much more. If you’re looking for a top tier professional DJ, look no further. DJ BMore Ben is your guy!

Photo Booth Attendants

David Fenwick

A combination of kindness and charisma, David’s energy is that of sheer enjoyment. His attention to detail is motivating. David enjoys engaging with people and likes to make sure that each guest who visits the photo booth has a great experience. He also likes to assist with creative pose ideas, to make sure that your photo booth images are unique and creative!

Sarah Yoh

Sarah’s personality is one that you will never forget. She is light-hearted and she brings a fun-loving energy with her everywhere she goes! Her zest for life shows through her work, and her personality will draw your guests back to the Photo Booth time-and-time again throughout your event. She has a background in weddings and customer service. Don’t delay and book Sarah as your Photo Booth Attendant today!

DJ Packages

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Signature DJ Package

Signature DJ Package Details:

5 Hours of Service
Reception DJ/MC
White Glove Service
Online Event Manager
Dance Floor Lighting
Signature DJ Setup w/Tabletop Façade (Branded)
Option to Remove Branding and Upgrade Signage w/Custom Monogram Design

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Enhanced DJ Package

Enhanced DJ Package Details:

Everything included in our Signature DJ Package, plus:

Ceremony DJ (Up to 1 Hour)
8 Intelligent Up-Lights
Choice of Custom Monogram Light or First Dance on a Cloud (Low Lying Fog Effect)
Enhanced DJ Setup w/All Black Floor-Standing Facade w/Back Lighting & No Branding!

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Premium + DJ Package

Premium + DJ Package Details:

Everything that comes with either DJ Package of your choice, plus:

Upgraded DJ Furniture with Birchwood DJ Podium
Upgraded Sound System, featuring (2) 15” Subwoofers + (2) line array speaker columns with (8) 4″ drivers in each, that pack a punch on the dance floor!

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