Gentleman

To some travelers, the innermost secret caverns of the

humanoid heart are the most intrepid nonjewel-encrusted
caverns to explore. These travelers are sometimes called
Old Spice Gentlemen, other times Old Spice Gentle-la-
dies. They are comedians and jokesters wrapped in the
skin of heartthrobs and Casanovas (not literally, that
would be gross). These charming travelers and purvey-
ors of romantic miracles depend on their charm and
good humor to see themselves through to the next
all-you-can-eat pancake breakfast.
Whether it be a charming smile, a clever quip,
or a catchphrase that dangerously dips its toes
into the clear, cool waters of annoying repetition,
the gentleman will always find a way to rise above
any challenge and inspire their companions to
greater feats, all in the name of selling more Old
Spice deodorant than Old Spice is already selling.

Life of the Party

Gentlemen are the life of the party, always ready to
lend their services or a good joke to better the cause of
their companions. With good humor as his sword and
laugh-making his shield, a gentleman will never stop using
his charm to ensure that his companions are safe and
his foes are dead.

Gentleman’s Code
The gentleman would never attack a member of the oppo-
site sex first. That is just common knowledge, and we are
surprised we even had to point this out. What right-mind-
ed player would ever think that a gentleman would attack
a member of the opposite sex first? If that player is you,
then you should consider playing the foolish or dummy
class instead of a gentleman.

Quick Build
Some things can’t be rushed. Good music, fine wine, and
the gentleman.

Class Features
As a gentleman, you gain the following class features.

Hit Points
Hit Dice: 1d10 per gentleman level
Hit Points at 1st Level: 10 + your Constitution modifier
Hit Points at Higher Levels: 1d10 (or 6) + your
Constitution modifier per gentleman level after 1st

Proficiencies
Armor: Light armor
Weapons: The gentleman is proficient with all simple and
martial weapons, and would totally be proficient with
all laser beam-based weapons—if they were around-
Tools: Razor and comb
Saving Throws: Charisma and Charisma. Who needs
anything else?
Skills: Choose three from Acrobatics, Athletics,
Deception, History, Insight, Intimidation, Performance,
Persuasion, Sleight of Hand, Stealth, and Survival
Version 1 1

THE GENTLEMAN
Proficiency be able to hear the catchphrase. This bonus increases by
Level Bonus Features
1st +2 Catchphrase, Punchline
2nd +2 Punchline +1d4, Strong Convictions
3rd +2 Something Dumb
4th +2 Catchphrase +1d6, After You
5th +3 I’m on a Horse, Bachelor’s in Marketing
6th +3 Punchline +1d4, I’d Take a Bullet…
7th +3 Pleasurable Smells
8th +3 Catchphrase +1d6
9th +4 Biceps, Stronger Strong Convictions
10th +4 Punchline +1d4
11th +4 Wolfdog
12th +4 Catchphrase +1d6
13th +5 Wardrobe Change
14th +5 Punchline +1d4
15th +5 Matrimony
16th +5 Catchphrase +1d6
17th +6 New Haircut
18th +6 Punchline +1d4
19th +6 MBA
20th +6 Being of Pure Energy
Equipment
You start with the following equipment, in addition to the
equipment granted by your background:
• (a) any martial weapon or (b) two simple weapons
• (a) a light crossbow and 20 bolts or (b) any simple
melee weapon
• (a) Old Spice Bearglove (b) Old Spice Classic (c) Old
Spice Desperado (d) Old Spice Fresh. No or
• Fancy Clothes
You cannot ignore the equipment here or replace it with
gold to spend. It is essential. Take it all. You’ll need it. No,
don’t argue. A gentleman doesn’t argue.
Fancy Clothes
The gentleman would never be caught dead or alive
wearing anything other than his gentleman uniform of a
fine, dark, silken jacket and trousers over a pristine and
starched white tunic and necktie (bowed or otherwise).
He also wears nice shoes. When the gentleman wears his
“uniform,” his armor class is 10 + his Dexterity modifier
+ his Charisma modifier. You cannot use a shield and get
this benefit. It takes two minutes to put these fancy clothes
on, one minute if assisted by a butler, spouse, or really
helpful spider.
The gentleman may also wear a pair of tinted eyeglasses
to add +1 to his armor class and see better in the sun, if he
wants. But only if he wants. The gentleman suffers a -4 to
Wisdom (Perception) checks and attack rolls in dim light
when wearing tinted glasses.
Catchphrase
A 1st-level gentleman can use a catchphrase which
inspires one ally, giving them 1d6 to use during an attack,
saving throw, or ability check. To create their catchphrase,
they must speak it aloud to the group, and from that
2
moment onward into the eternal eternities their signature
catchphrase is born. The ally must be within 30 feet and
1d6 every fourth level the gentleman attains.
Once a catchphrase has been birthed it can never be
changed, even if it was created in a moment of stupidity
and you find it really embarrassing now—tough luck, bud.
You can use this feature a number of times equal to your
Charisma modifier (a minimum of once). You regain any
expended uses when you finish a long rest.
Punchline
At 1st level, gentlemen gain their signature punchline, a
humorous phrase to confound their enemies. The target
must succeed on a Wisdom saving throw or take 1d4
psychic damage and gain disadvantage on the next attack
roll it makes before the end of its next turn, which means
you say something clever and your enemy doesn’t handle it
very well at all.
Saving throw DC = 8 + your proficiency bonus +
your Charisma modifier
This ability’s damage increases by 1d4 every fourth level
or so.
You can use this feature a number of times equal
to 1 + your Charisma modifier (a minimum of once). You
regain any expended uses when you finish a long rest.
Strong Convictions
Gentlemen are very confident in themselves and their
abilities. Starting at 2nd level, if the gentleman critically
fails an Intelligence or Wisdom ability check, he is fed
a falsehood that he will strongly believe no matter who
tries to talk him out of it. Even if that person is a genie or
something.
At 9th level, once the gentleman’s ego is in full bloom,
if the gentleman rolls a critical success on an Intelligence
check, the GM must share one very personal secret about
themselves with the player.
Something Dumb
The gentleman possesses some amazing powers. This is
not one of them.
Starting at 3rd level, once per session, the gentleman
may change one thing in the game that has no effect on
actual gameplay and the GM must allow it. If that’s con-
fusing, here are some examples. The gentleman may: put
clown shoes on a party member, turn a troll’s hands into
hard-shelled tacos, turn all the plants a beige color, etc.
These effects last for the duration of the session.
After You
At 4th level, the gentleman can perform the most fa-
mous move that any gentleman learns in his fancy life of
good-deedery: the “after you.” Whole novels and a dozen
epic poems have been written about the “after you,” and
it is by the quality of the “after you” that all gentlemen
are judged. In this case, after rolling for initiative, the
gentleman can switch initiative order with any ally of the
opposite sex, so long as the switch puts the ally in an
earlier position, and the gentleman later. This lasts for the
duration of combat.
Advertisement I’d Take a Bullet for You, Man
You should buy one of Old Spice’s finely scented body At 6th level, and during an ally’s or enemy’s turn, as a
products. Captain is a nice choice. reaction, the gentleman may dive between the ally and the
enemy’s attack, taking half damage from the attack. The
Ability Score Improvement gentleman must be able to see the ally or enemy, and may
dive from any distance within sight, but must remain in his
When you reach 4th level, and again at 8th, 12th, 16th,
new location. At level 15, the gentleman becomes the king
and 19th level, your Charisma increases by two. Unlike
of chivalrous deeds and absorbs the blow entirely without
normal, unscented plebs, a gentleman’s Charisma has no
taking damage and probably eating a snow cone while he’s
limit and can go well above 20. In fact it musk… thank you,
doing it.
thank you.
Once you use this ability you must finish a long rest
before you can use it again.
I’m on a Horse
At 5th level, the gentleman can use an action to say, “I’m Pleasurable Smells
on a horse,” and a horse will appear beneath him. The
At 7th level, pleasurable aromas emerge from the dry lo-
horse can then dash 30 feet in any direction and then dis-
calities of the gentleman’s body. As an action, a creature of
appear. Starting at 8th level and every third level thereaf-
your choosing regains 1d6 health or 1d12 nose stuff. The
ter, the horse can dash 10 feet farther. If you are married,
recipient must be within smelling range (GM’s discretion).
and your spouse is adjacent to you, they may ride with
You can use this feature a number of times equal to 1 +
you, because that is the most romantic thing you can do
your gentleman level. You regain any expended uses when
with a horse, and romance is important. This movement
you finish a long rest.
does not provoke an attack of opportunity.
Once you use this ability you must finish a short or long
rest before you can use it again.
Biceps
Starting at 9th level, the gentleman gains serious bicep
Bachelor’s in Marketing muscles; whenever his biceps are visibly flexed, he gains
advantage on Charisma ability checks. The gentleman
At 5th level, the gentleman receives a diploma from an
must spend 30 minutes a day curling heavy objects to
accredited college in the art of the sell. Anytime the gentle-
maintain his biceps. (Reminder: the shirt is an important
man sells an item to a PC or NPC, he receives 15% more
part of the gentleman uniform and if the shirt is replaced
than the market value. It would have been 20% if he hadn’t
for better biceps viewage, the gentleman loses all benefits
goofed around so much his sophomore year.
from his fancy clothes.)

3

Wolfdog
At 11th level, the gentleman gains the ability to transform
into a wolfdog and obtains all the creature abilities of a
wolf. The only difference is this particular wolf can talk
and ace any difficult business situation. The gentleman
cannot return to his original humanoid form until he is
brought to 0 hit points, or makes a huge sale.
Once you use this ability you must finish a long rest
before you can use it again.
Wardrobe Change
At 13th level, the gentleman receives two new clothing
options. One is a pair of form-fitting red pantaloons with
the legs removed. When wearing the red, legless panta-
loons, the gentleman gains a number of temporary hit
points equal to his level, which refresh after a long rest,
and gains advantage on Constitution saving throws.
The other new wardrobe item is a towel to cover his,
you know, stuff. The gentleman gains advantage on Wis-
dom saving throws and ability checks, and a +45% chance
of gabbing too much when wearing the towel. Consider
these as two more “uniform” options for armor class pur-
poses. The gentleman can only wear one outfit at a time.
Note for gentle-ladies: The pantaloons ensemble
includes a jewel-encrusted top that is super classy and
neat-looking for gentle-lady characters.
Matrimony
At 15th level, the gentleman may propose marriage to
one humanoid monster of equal or lesser CR that he
encounters during his travels. The player must speak
the proposal aloud and then must succeed on a DC20
Constitution saving throw for the proposal to be accepted
(refer to the table below for modifiers). The gentleman
and monster become bonded for life, and the fiancé/
fiancée/spouse is now a member of the party. If married,
the gentleman cannot attend any social gathering past 10
p.m. but will always have a warm body to cuddle up next
to. If his counterpart is killed, the gentleman must go into
mourning, meaning he loses 5 levels for the remainder of
this session. The matrimony feature can only be used one
time, ever. (See table below for modifiers.)
Item Modifier
Ring +5
Flowers +3
Lit candles +3
Poetry/song +2
Chocolates +2
Music +2
Nice clothes +2
Licensed officiant +15
The player must actually bring (wear/perform) these items
to the session to gain these modifiers to their proposal.
New Haircut
At 17th level, the gentleman gets a new, more stylish
haircut. Just to be clear, his previous haircut was top fan-
tastic A+ fashionable, but this new haircut is on a whole
different plane of style and fashion, ethereal or otherwise.
If this is hard to imagine, think of it like this: all crocodiles
4
are cool, but put a crocodile in a ghillie suit? That stuff is
unheard of!!!
Anyway, now that you understand just how fashionable
the gentleman’s previous haircut was and how this new
haircut blows that older, fashionable haircut to smither-
eens (fashionably speaking), what does this new haircut
do? Good question. Easy. When the gentleman gets this
new, level 17 haircut, all other characters in his party im-
mediately gain an extra level, and there is nothing the GM
can do about it. Capiche?
MBA
At 19th level, the gentleman earns his MBA and can now
solve complex organizational management problems.
Being of Pure Energy
At 20th level, the gentleman ascends to a higher plane of
existence, becoming a being of pure energy. The gentle-
man loses all skills, attributes, and abilities. The gentle-
man may privately communicate with the GM to make
anything explode at will.
The Ex-Gentleman
As we have already mentioned, a gentleman has a strict
gentleman’s code that he must abide by, or else. If the
gentleman ever breaks this code, he is stripped of all gen-
tleman skills and class features and may only gain them
back by carrying a humanoid of the opposite sex for a full
day, like an ex-gentleman should.
Multiclassing as a Gentleman
Why sully this olfactory olympian with any lesser scent?
Trying to multiclass a gentleman would be like trying to
pair Old Spice with… anything other than Old Spice. Don’t
do it!
OLD SPICE GENTLEMAN
5e Conversion
Andrew Armstrong
Editing & Layout
Jack Elmy
Marketing
Yanick Goossens
Special thanks to the good folks at Old Spice for the
laughs and their support with this 5e conversion.
The DawnforgedCast logo and all content herein are
copyright DawnforgedCast, LLC. DawnforgedCast is not
formally associated with any other publishing house(s),
and the use of any popularized or system-specific terms
does not imply affiliation with or endorsement by said
publishing house(s).
www.youtube.com/DawnforgedCast
www.dawnforgedcast.org
dawnforged@hotmail.com
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Copyright 2000, Wizards of the Coast, LLC.
System Reference Document 5.1 Copyright 2016, Wizards
of the Coast, Inc.; Authors Mike Mearls, Jeremy Crawford,
Chris Perkins, Rodney Thompson, Peter Lee, James Wy-
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