Staff Cartoons: A Pirate’s Life For Me
Inspiration. Something every artist needs and is illusive as the Lock Ness Monster. Many people have told me that I inspire the children and people in general with what I do. Whether creating art, playing baseball or trying to improve my life people say that I have inspired others to try new things and look inside themselves. I have always found this interesting because I get my inspiration from these very people. Whether it be a child asking me about Mythology or adults asking me about their children or even just talking to people about anything, they have inspire me to create and use my imagination to bring the impossible possible.
A prime example is when I draw the staff at my school as cartoon characters or caricatures. It started one year around Christmas when we have our Christmas concert and staff dinner. Always after the concert, we go out for dinner and we exchange gifts, such as a Chris Kringle. I wanted to liven things up and instead of giving Christmas cards, I decided to create my own with the staff members as a caricature.
This year the inspiration for the caricatures came from the children’s concert. We were doing a Pirates Christmas and at the same time Pirates of the Caribbean was out. Also for Halloween I dress up as Captain Jack Sparrow and everyone loved the costume. It made me imagine, what would it be like if the staff where all pirates? From these simple beginnings I decided to draw all the staff as pirate caricatures.
Well the staff loved the cards and caricatures and in the next few weeks I will be posting a few of the characters from the cards because these people inspired me to create these characters. Hopefully they can spur imagination and inspire others.
First Female Pirate
The first caricature is a staff member that I have known since I started, she also so happens to be my boss. I wanted to show her, as with the other staff, her feminine side while also showing the tough pirate side. I decided to draw her with a wavy skirt with layers that was the normal fashion for women around the early 1800s. However, I wanted to show a more flirtatious side to the caricature with the exposed shoulders and showing some leg.
Well she enjoyed the caricature and the riské look of her character as did the other staff. I hope you enjoy the first pirate caricature from “A Pirate’s Life For Me.”
Second Female Pirate
The next caricature is a staff member that I have known since I started, yet we have always but heads once in a while; in a good way. I wanted to show that she is rough and tumble but also feminine. I decided to draw her in a short dress showing a lot if leg and some cleavage. Yet I also wanted to have her hold a sword to show that means business. I also wanted to show a bit of shear lace with the dress. Something that was common with some dresses but still a bit flirtatious.
She enjoyed the caricature and the riské look of her character as did the other staff. I hope you enjoy the second pirate caricature from “A Pirate’s Life For Me.”
Third Female Pirate
The next caricature is a staff member that I wanted to do a bit more to than the rest of the staff. She is a wonderful person and is a great teacher. She is so soft-spoken that I was not sure if I should depict her as a sexy, rough and tumble pirate, but I thought that showing her that way might be good for her. I was also hoping that she would be ok with the caricature because she was new to the staff.
She is oriental and I needed to make sure the eyes would reflect that. Like I said earlier, she was a soft-spoken, quiet person so I decided to draw her showing a fair bit of skin. Her neck, shoulders and legs were a start but I wanted a bit more, therefore I really emphasized the cleavage.
The caricature was very riské, I thought, for the person and I was hoping her reaction to it would be positive. That night she looked on it and was very pleased by it, I think a lot of it also had to do with the fact that the other staff really enjoyed it too. Weeehooo, that was the only person I was not sure about because she was new but I was extremely gratified that she enjoyed her caricature.
I hope you too will enjoy the third pirate caricature from “A Pirate’s Life For Me.”
Fourth Female Pirate
The next caricature is a staff member that I wanted to really push the edge with her. I have known this person from when I first started working at the school. She was always critical about how I drew her caricature. She never got angry about my caricatures but she always wanted me to draw her with larger breasts or a really thin waistline. She is a beautiful woman and I always try to make her caricature fit the theme and her personality. But she always wanted to push the edge, so this year I really pushed it.
It was also fortuitous that she was my Chris Kringle that year and so I put a bit more effort into the drawing. I began with the premise of showing a lot of skin. She already has a lovely figure so I wanted to emphases that by showing a lot of skin with her neck, shoulders, arms and legs. I drew her in a pose that would reflect a very sexual appeal with her head tilted down and leg raised in a sultry way. Her eyes and hair reflected a seductive attitude about when you add the pistol, it says, “I’m famine, sexy, and strong at the same time.”
This caricature was extremely riské, but knowing the person I know she would enjoy it and I was right. When she saw her caricature she said, “Woow!!!” and the smile on her face spoke volumes. She truly enjoyed the caricature, as did the rest of the staff.
I hope you too will enjoy the fourth pirate caricature from “A Pirate’s Life For Me.”
Fifth Female Pirate
The next caricature is a staff member that was new to the school. I did not know how she would react to this caricatures I usually draw, therefore I tried to keep it a little conservative. The other side is that she was a quiet person and only started a few weeks before I usually start drawing the caricatures for the Chris Kringle.
With her caricature I really did not want top do anything to over the top, so I basically drew her with a very simple pirate costume. She is also a Latina so thought of Penelope Cruz when I drew her. The fourth installment of the Pirates of the Caribbean was out so I thought this character was perfect fit.
I drew her with a simple puffy top that showed some cleavage, with a simple vest and skirt. To finish the look I drew in the typical pirate hat and sabre and there you have a female pirate.
This caricature was not that riské, but it did show a bit of cleavage and some skin but many said that it was cute. Interesting that with certain staff I could go riské when drawing their caricature but others I did not feel I should. Well she truly enjoyed the caricature and that was what I was hoping for.
I hope you too will enjoy the fifth pirate caricature from “A Pirate’s Life For Me.”
Sixth Female Pirate
The next caricature is a staff member that I have known for a few years and I consider her a friend. She is a force to be reckoned with and a super mom too. In the previous years when I drew her as a caricature she always enjoyed them as did her family, this year I wanted to push a little but keep it respectful too.
With her caricature I really wanted to show that even though she is a teacher and mother but also a wonderful and beautiful woman too. I drew her with a puffy top that showed some cleavage and a lot of shoulder. I then added the vest and I made the top and skirt ends with a rough ripped edge to add a little spice to the caricature. This also allowed an opportunity to show a little leg. I continued the rough edging to the hat and gave her hair some free-flowing strands to give her a wild look, which in reality she can be.
This caricature was not that riské, but it did highlight the cleavage and curved figure. She enjoyed the caricature but the interesting thing is that the next day at work she told me that her family enjoyed it too, including her husband. I guess I did not make it too riské but just enough for everyone to enjoy it.
I hope you too will enjoy the sixth pirate caricature from “A Pirate’s Life For Me.”
Seventh Female Pirate
The next caricature is a staff member that I have known since I started at the school. I have worked with her and she is a wonderful person with a great personality. I wanted to show her playful side in the caricature.
Right away I thought of her hair and what kind of hat she would wear. Her hair is short and I thought let’s us this and place a bandana. Not just any bandana but a colourful one that matches her colourful personality. Because it is Christmas, I thought of something festive. So I used a candy cane pattern to help her caricature stand out from the rest. I worked. I then gave her a traditional pirate costume with exposed shoulders and visible cleavage. Add the boots, and sword and you have one attractive pirate caricature.
This caricature was a bit riské, but I have a very good relationship with her and her family so I knew she would appreciate it. She did and the other staff enjoyed it too. I hope you too will enjoy the seventh pirate caricature from “A Pirate’s Life For Me.”
The Eighth Female Pirate
The next caricature is another staff member I have known since I started at the school. I have worked with her for many years and she is a great person to talk to with a great personality. She is someone you can trust and I have used her as a sounding board for ideas with curriculum and personal issues in my life. She is always someone who will speak her mind and I appreciate this in her. I wanted to show her feminine side as well as being a formidable woman, but how to do this?
She is known for different hairstyles so I began with this. I wanted her hair to be short with a lot of curls. The hat is a simple design coupled with the hair, it was able to frame her face wonderfully. I them gave her a traditional pirate costume but I made sure to show a lot of skin on the shoulders and cleavage. The sword was my way of showing her tough side. We all know not to mess with her. I gave her a grey colouring with sexy legs and calf high boots and her caricature came to life.
This caricature was not that riské, but I think it showed enough of a wild side in her character. She and the other staff enjoyed it and I hope you too will enjoy the eighth pirate caricature from “A Pirate’s Life For Me.”
Male Pirate 01
The next caricature is of the only other male teacher on staff, beside myself. We have worked with each other for several years and I consider him a friend and valued colleague. We have many similar interests and culturally we are also very similar. Therefore when it came to drawing him I took extra care with his caricature. I wanted to make him look like a rough and tough pirate but also a nice guy. Something along the lines of Orlando Bloom’s character William Turner in the movie Pirates of the Caribbean.
Starting with his face, I gave him facial hair and a bandana to give him a rugged look. I then added the pirate costume but made sure to have the open shirt with chest hairs that you see in a lot of pirate images. I added the sword but instead of holding it, I made him have it sheathed. Instead I had him carry two pistols. Pirates during the 17 & 18th centuries would always carry more than one weapon and I wanted to show this little fact of history. Besides out of all the pirate caricatures there is only one other caricature that is carrying a pistol. I’ll let you figure that one out.
This staff’s caricature shows a dashing and debonair pirate, something the other staff picked up on. He and the other staff enjoyed it very much and I hope you too will enjoy the ninth pirate caricature but the first male one from “A Pirate’s Life For Me.”
Male Pirate Crew 02 ‘The Captain’
The last caricature of “A Pirate’s Life For Me.” is me. After doing all the other staff I had to create one of myself for the final portrait and I was eager because I had this caricature in mind for some time. This was the easiest to envision because I had already dressed like this caricature for Halloween, Captain Jack Sparrow.
I did not only dress like Jack Sparrow, I used his inflections and gestures to really bring the character to life. I walked around the school like Jack and everyone had a big smile when I talked or walked by. The costume was a big success and I wanted the caricature to have the same effect.
I began with the face, hair and hat. I had grown a beard and mustache for the costume and I had a few pictures of me to go by (I had shaved them off after Halloween). The clothes were simple enough to give that pirate look, I made sure that the jacket was a bit free-flowing to give a wind surf look. I added the boots with the over lapping cuffs as well with the jacket. The last touches were the beadwork in the hair, beard and hat. Lastly I added a sash to give a wind-swept look to the jacket and caricature. And that’s it. If you have read my story “The Captain and the Baroness” we will recognize this caricature from that story. It was the inspiration for the look of the original Captain.
The staff enjoyed it and were not surprised by the look of my caricature because of the costume I wore. Some commented that it was the perfect character for me. A rouge with a conscience, or a pirate with a heart. I hope you too will enjoy the tenth and final pirate caricature ‘The Captain’ from “A Pirate’s Life For Me.”
In the final image I gathered all the caricatures for a staff portrait. Obviously the theme is pirates, therefore the scene would be on a pirate ship. I decided to have the scene be on the main deck of the ship looking towards the stern, where the wheel or helm would be.
I began with creating the doors and stairs to the upper deck. Then I created the railings and stern decoration of the ship. Usually there would be a mast with a stirring sail behind the wheel but I decided not to put one in because it took away from the image. After I added the decking and the cargo hold on the lower centre of the image. I then created cannons for either side of the deck. The rigging and sky was added top give a feeling of depth and it looked good to have some rigging on a sailing ship after all. The last touch was the pirate flag. I have this flag as a prop I used on Halloween and for when I introduce pirates as a theme for the children. So naturally I redrew it for the portrait and it gave a final touch that really made the image come to life.
I added the staff caricatures onto the lower deck but of course the captain is at the helm and that is where I place my caricature. Then I added my personal logo ‘Paul G” to the lower right with the title “A Pirate’s Life For Me.” The soft-feathered frame was added last that, quite simply, framed the portrait. And there you have it.
After I gave the staff their individual cards with their caricatures, I presented this final portrait to them all. To say that they liked it would be an understatement. They all loved the final portrait and I hope you too will enjoy “A Pirate’s Life For Me.”