A Family of 4 Caricature and Mugshots for Icons

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This is a special gift for a family. This is the request from a thoughtful family member:
I have attached a family photo that we want to convert to a cartoon image, we would also like to have individual characters of each of us to use as Icons. I am based locally here in Singapore.

So, we asked him to provide us with a descriptions and he goes:

I have a thought – can you make sure it is Landscape and reflects a visit and short stay to Singapore…”

So Marina Bay Sands, and the Flyer, in there somewhere with the family in casual mode with kids sporty, little guy is rugby so New Zealand All Blacks jersey (the one he has on in the photo) and the big one is soccer say Manchester City (couple of pictures of jerseys attached) whatever else you want to fit in that is Singapore??

Mum is a hairdresser so big hair lots of flowing blond curls etc – like in the photo.

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Marathon Themed Couple Caricature

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She dropped us an email informing us that she would like to do a couple,wedding caricature of themselves. In her email, she furnish us with the details of how she would like us to draw them in. Below are the  brief descriptive details which was provided:

…Both of us love running and so I thought you could have us in a marathon theme, holding hands, in my wedding dress and his tuxedo (including the race bib). And with this few places in the background: 1. The building of our secondary school (I will send the photo once I got it), 2. Merlion, 3. The Changi Airport Control tower with airplane flying over it…