Sterling and Shayla – The Real Life LoveStory
Thank You OKCupid
February 24, 2015 Posted in

Sterling, a Brooklyn based television director met his wife on the online dating site, okcupid.com! Shayla is an artist and Visual Merchandiser. Their first date was a Sunday brunch that he was over 45 minutes late to, but thankfully she stayed and waited. The moment he arrived and laid eyes on her, he knew she would be my future wife…even though it took nearly three years to propose.

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How did you propose?

Shayla went home to Ohio for a trunk show she was taking part in, and I told her I couldn’t make it because I had to work. Secretly, I had already planned to surprise her in Ohio with an engagement ring! I knew she would be at her parents’ home all day, so I sent flowers to her parents address ALL DAY! I sent over a dozen bouquets of flowers from different vendors, so her doorbell literally rang throughout the day with floral deliveries. I wrote little notes about our relationship on each bouquet, reminding her of good memories we shared. I wanted there to be roses and flowers everywhere she looked that day.

 

The last delivery of roses arrived that evening around 6pm, and it was delivered by me…standing on her parents doorstep wearing a suit and tie and holding a dozen red roses. I dropped to one knee, as she shrieked in amazement. I kind of trailed off in nervous chatter, before remembering to say, “Oh yeah! Will you marry me?”

 

How did you decide on a ring?

Shayla, as an artist, is a also jewelry designer as well. She was VERY detailed about what kind of ring she wanted. However, when I took her to see some rings in person, she completely changed her mind on me. Thankfully, I had already chosen a ring that was exactly in line with her new style choice. I knew what my baby wanted!

 

How involved were you in wedding planning? 

VERY! We are both design oriented people with creative vision, so we were both slightly opinionated about what we wanted our wedding to be. We may have not always shared the same vision at times, which was troubling considering the enormity of planning a wedding, but I had to remember that it was most important that my wife be happy on that day. I let her take the lead on a lot of the choices, but I definitely worked alongside Shayla and our wedding planner to make the choices.

 

Advice for other grooms. 

Take your Honeymoon as soon as the wedding is over! Don’t waste a day!  Don’t even go back home! If you can go from the reception to the airport, do that! The Honeymoon is for you and your wife to enjoy after you’ve worked so hard to plan a wedding. You deserve to relax with your new wife. It’s seriously the most important thing we could do after the stress of wedding planning.

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Vendors

Grooms suit: Clifton Charles / Groomsmen’s suit: Menswearhouse / Photography: Love Like Weddings / Catering: Greedy Palates / Venue: Dunaway Gardens / Wedding Planner: Andre Winfreye Events

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