d20 Healing Fireball Publications The Cabin Boy's Pocket Pirate Hand Book Appendix - Roleplaying Tips and Aids.pdf

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Originally begun as a project for the New Jersey
Renaissance Fair and Kingdom to produce a
children’s book about pirates, it soon became clear to
me that both this book and its sister guide, the Squires
Guide to All Things Knightly, had possible use as a
roleplaying aid to players of the discussed
professions. This realization propelled me to
revamp and extend the original work to make it
more adult in level and comprehensive in scope. To
add a further degree of usefulness to this project, I
now pen this appendix to provide specific
roleplaying advice and generic systemless quick
sheets to help organize your game.
The Cabin Boy’s Pocket
Pirate Hand Book
This appendix has been compiled separate of the
original Cabin Boy’s guide for ease of reference.
Rather than having you comb the original work for
gray sidebars, I put them all here in one spot.
Alsom the original work was designed to look as if
it was written by a pirate and as such it may be used
on its own as a handout or prop at the table.
Appendix: Roleplaying
Tips and Aids
Humble Author and Gamer
Christopher Baldi
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Table of Contents
Types of Pirates ……………………… 3
Types of pirate ships …………………… 8
A Note About Knot Tying …………. 10
A Note About Weapons …………….. 12
A Note on Jolly Rogers …………….. 14
About the Pirate Code ……………… 15
Jobs Onboard Ship ………………….. 17
Roleplaying Aids …………………….. 21
MuM, Pirate Cook ………………….. 26
Types of Pirates
While most people tend to view pirates as a
homogenous group with a single goal (the acquisition
of booty), however the truth is very different.
Historically there have been many different groups
of pirates with many different goals. In this
section, I will discuss some of the more historically
important groups of pirates and their goals. I will
then offer some roleplaying tips to anyone who is
interested in playing that type of pirate in his game.
The Swashbuckler
Named for a group of French swordsmen that
would stand in the street and "swash" (strike) their
rapiers’ hilts against their buckler shield challenging
all who would dare to a duel. They have gone
down in history as adventure-seeking jovial heroes
who are quick of wit, quicker of blade and have a
love of freedom. While not all swashbucklers
were pirates, most of the classic movie portrayals
of swashbucklers are as rakish charming rogues
who love the sea.
Roleplaying: For players that choose to play a
swashbuckling pirate, you are really playing the
dashing rouge. Your character should be outspoken
and always have a snappy comment or comeback on
Authors
Editor
Christopher Baldi “MuM”
Carol Baldi
Carol Baldi
Artists
All the art in this book came from free sources.
We thank the artists for posting their art for use.
Copyright © 2007 Healing Fireball Publications all rights reserved
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his tongue. Swashbucklers are often supremely
confident in their abilities, almost to the point of
being braggarts. The key to roleplaying a successful
and convincing swashbuckler is to always be in high
spirits; whether in combat or out, the swashbuckler
should always be happy, smiling and making snide
comments. Your character should be the first to get
bored with the humdrum of life and is likely to do
something spontaneous, like start a barfight to spice
things up a bit. Finally, no matter how much of a
rogue your swashbuckler is he should have a heart
of gold and when it comes down to choices he will
always make the right one.
privateer must pay a certain amount of his loot to
the crown he sails for.
Roleplaying: Playing a privateer is very different
from playing a more traditional pirate. Privateers
are usually more disciplined and less like a rowdy
band of cutthroats. Privateers are usually ex-
navy men or merchant sailors who have a greedy
streak and wish to ply their trade as sailors and get
rich in the process. Privateers are usually loyal to
their benefactor nation realizing that they provide a
safe harbor. However, the player of a privateer
should play him less like an upright honest soldier
and more like a scoundrel who is willing to work
for a king when it is to his advantage. While a
privateer will never attack a ship of their sponsor
country, they are likely to attack vessels that they do
not have outright permission to attack if they can get
away with it.
The Privateer
The privateer is a truly unique type of rogue
among his fellow pirates in that he is a pirate that
sails for a country and may even be sheltered or
hailed as a hero by that country. Most privateers
are issued official letters of mark by the countries
they sail for, giving them permission to attack the
ships of one or more of their enemies. Truly
successful Privateers may even be granted titles or
land by their home country for their service. The
one drawback to this arrangement is that the
The Buccaneer
The name “buccaneer” was used to describe the
pirates that sailed the Caribbean Sea and the coasts
of the Americas. These pirates are the template
for what most people think of when they think of
pirates. The term originates with a type of rack
used in the Caribbean for smoking and drying meat.
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It became associated with pirates when the men who
used to use these racks turned to piracy when they
could no longer make a living drying meat.
Regardless of who the original buccaneers were,
their success attracted others to the pirate’s life and
the siren’s call of easy money. Buccaneers are the
classic pirate and are the group to which all the
famous pirate captains we know today belonged.
Buccaneers were primarily driven by the wealth
that could be had on the seas although some were also
interested in enhancing their fame and reputation.
Roleplaying: Playing a buccaneer is a simple
affair as these pirates are the origin of all the
stereotypes we now associate with pirates. The
classic buccaneer is as a rough, loud, boorish man
who is very self-reliant and independent. Other
variants on this general theme include unkempt
drunken louts, traitorous scheming liars or dumb
thuggish brutes. The possibilities are almost endless
as the only thing that really united these men was
their skill at sailing and their love of gold.
Muslims and as such would not attack a ship
crewed by either Arabic or Muslim crews. Their
preferred targets were Christian ships from either
England or America. The second thing that makes
corsairs unique is that they were not after gold or
cargo but were in fact after the crew itself. Their
primary tactic was to capture sailors and hold them
for ransom. If the ransoms where not paid they
would sell the sailors into slavery.
Roleplaying: The one defining characteristic of
the corsairs is their religious and ethnic identity.
For players it is important to keep in mind that
many corsairs believed that they were fighting back
against what they saw as unapproved intrusions of
English and American Christians in their waters.
Players should keep in mind that most corsairs
were very religious and in fact sometimes received
support from mosques and the governments in ways
similar to those given to privateers. Another thing
players of corsairs should keep in mind is that their
goal is not the ship itself but instead its crew. This
means that in battle the corsair should utilize tactics
to down an opponent without killing him. Finally,
corsairs, while still not as disciplined as navy men,
tended to have more civilized crews and multiple
ships under different captains could even work
well together.
The Corsair
Corsairs are the pirates that sailed the Barbary
Coast. This was a unique group of pirates for
two reasons. First they were almost all Arabic
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where everything comes to a vote may cause
arguments at the table.
Types of pirate ships
If your game revolves around a single pirate crew,
or if a subgroup of your players all play members
of a pirate crew, it is a good thing to decide at the
start of the game what type of ship they sail on.
Besides the different ship designs which are
discussed in depth in the main guide there were
basically two types of pirate ships the democratic
ship or the owned ship.
The owned ship: In short, the owned ship is a ship
that is the property of its captain or the ship’s
officers. Serving on this type of ship is similar
(albeit rowdier and with more rum) to serving on a
merchant ship. The crew is hired by the ship’s
captain or officers for a specific amount of time
and with an agreed upon method of compensation
(usually a share of the loot acquired). The
advantage of this type of ship for players is that
they do not have to be involved in all ship decisions.
For parties prone to arguing this type of ordered
ship where the officers and captain have the final
say may keep arguments from breaking out.
Players on this type of ship that are hired as
officers need not fear the crew removing their titles
and as such tend to have more power. The
drawback to serving on an owned ship is that
players hired as just salaries will have very little
say in the operation of the ship. Also there is very
little chance to rise above the position you were
originally hired for. Finally the biggest potential
drawback to this type of ship is that the captain may
be a brutal tyrant and there is very little outside of
mutiny the players can do about it.
The democratic ship: By far, the most common
type of pirate ship to sail on both the Caribbean Sea
and the Barbary Coast, the democratic ship is
almost the default for a pirate ship. On the
democratic ship there is no real owner of the (most
likely stolen) vessel; instead the crew votes on
everything including who becomes captain. The
advantage to this type of ship for players is that
they will have more say in the affairs of the ship
and may even rise to officer positions during the
course of the game. The drawback to this type of
ship is that the crew can have you stripped of your
officership if they don’t like your performance and
that since everything is voted on by the crew the
officers don’t really have much power. Finally, if
your group is prone to arguing, this type of ship
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