Critical Role has released many articles of clothing since the very beginning of the show, often with the collaboration of critter artists.

Shirts

Image Description Trivia Announced
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Geek&Sundry twitter
A grey unisex t-shirt with the names of Matt Mercer and the original members of Vox Machina (including Matt &Trinket) written in large white letters. The Twitch logo is printed on the right sleeve. This t-shirt was the first official piece of Critical Role merch. It was announced at the beginning of "Yug'Voril Uncovered" (1x09) and the cast promised to do a Q&A if 1000 were sold in the next two weeks. The goal was met the next week, near the end of "K'Varn Revealed" (1x10), and the Q&A happened immediately afterwards. 

The version of the shirt that was sold is slightly different than the ones worn by the cast.  Theirs were made and sent by a critter (@RuzGofDi), so they didn't have the Twitch logo on the sleeve, and the font was bigger.
2015-05-15

No longer available.
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Sam wore the shirt on an episode of Critical Role.[1]
A black unisex t-shirt with 8-bit pixel portraits of the 8 original members of Vox Machina, with the text "Critical Role; Select Player" written on top. Art by Matt Abernathy(@Matt_Abernathy  ). A limited run shirt was announced at the biginning of , but not shown. It was probably the design pictured here, as the artist shared the design on social media around that time, and it was worn by Sam a few weeks after the announcement. The shirt was only available for two weeks on the Geek & Sundry website.
2015-06-25

No longer available.
5kBearShirt.jpg
Geek & Sundry twitter
A grey unisex t-shirt with a round illustration of a teddy bear sitting on the text "5k" written in colorful cartoon font. The Twitch logo is printed on the right sleeve. The shirt was released for one week only to celebrate #5kandabear. A fan promised to send Laura a giant, human-sized teddy bear if the channel reached 5000 subscriptions. The goal was met, and the bear was received .
2015-07-25

No longer available.
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Missing Image
During "The Feast" (1x24), Matt mentionned that the "Is it Thursday yet shirt" was available for only one more week. However, no other evidence of this shirt has been found online as of yet.
2015-09-17[2]

No longer available.
RedCRshirt.jpg
Geek & Sundry Pinterest
A red unisex t-shirt with a large black Critical Role logo.
2015-10-22[3]

No longer available.
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Marisha wore the shirt on an episode of Critical Role.[4]
A grey t-shirt with the text "How do you want to do this?" written in gothic white font, with the question mark in red. The shirt was also available in black. The shirt reference's Matt's signature phrase when players land a killing hit on an enemy.
2015-10-22

No longer available.
GilmoreTshirt.jpg
Critical Role Shop
A purple unisex t-shirt with an illustration of the logo for Gilmore's Glorious Goods with flavor text. Art by Kennef Riggles (@kennefriggles). This is the oldest shirt design still available in the store, four years after it was first announced.
2016-03-17
DaggerTShirt.jpg
Critical Role Shop
A black unisex t-shirt with an image of Vax's  three daggers. They are surrounded by a ribbon with the words Dagger Dagger Dagger written on it. Art by Kennef Riggles (@kennefriggles ). The phrase "Dagger, dagger, dagger" was Vax'ildan's catchphrase when attacking with his daggers.
2016-03-31
AleTShirt.jpg
Critical Role Shop
A black unisex t-shirt with an illustration of a wooden barrel top labeled Strongjaw Ale. Art by Kennef Riggles (@kennefriggles). The shirt design is a reference to Grog Strongjaw 's well documented love of ale.
2016-03-31
RetroTshirt.png
Critical Role Shop
A grey unisex t-shirt with white sleeves and blue and grey stripes with the text Critical Role written in retro washed off font. The retro shirt matches the vibe set by the intro video that ran for the first 43 episodes of Campain 2. The design is also meant to be an homage to the early days of roleplaying.
M9Tshirt.jpg
Critical Role Shop
A black unisex t-shirt with the words Mighty Nein written in fancy white font and surrounded by golden patterns. Art by Bryan Weiss (@PlayRPGandCo).
DetectiveTshirt.jpg
Critical Role Shop
A unisex blue t-shirt with the text Nott the Best Detective Agency written in gold, with golden silhouettes of Jester and Nott . Art by Marina Payne (@marina_illustr ).
HomeHeartTshirt.jpg
Critical Role Shop
A brown unisex t-shirt featuring a complex magical sygil and the text Home is where the heart is in both German and English. Art by Bryan Weiss (@PlayRPGandCo) The german text is used as a stand-in for Zemnian. Liam came up with the idea for this t-shirt.[citation needed]
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Liam shows off the shirt on Talks Machina.
A black unisex t-shirt with the text Don't forget to love each other written in white at the center of a circle made up of D20s overlayed with various LGBT+ pride flags. The text is a reference to the send-off phrase used by Brian at the end of each Talks Machina episode.

In clockwise order, from the top:
• Rainbow Flag
• Bisexual Flag
• Lesbian Flag
• Intersex Flag
• Agender Flag
• Genderqueer Flag
• Non-Binary Flag
• Pansexual Flag
• Asexual Flag
• Transgender Flag
No longer available.
Love2TShirt.jpg
Critical Role Shop
A black unisex t-shirt with the text Don't forget to love each other written in white at the center of a circle made up of D20s overlayed with various LGBT+ pride flags. Updated from the previous version with a new lesbian flag and the addition of the genderfluid flag. A portion of the profits from each purchase is donated to OutRight Action International, an LGBT human rights organization.
The lesbian flag was replaced with a new version with orange stripes, chosen by the lesbian community due to problematic history associated with the creator of the previously used flag. The genderfluid flag was added between the asexual and transgender flags.
PumatTShirt.jpg
Critical Role Shop
A unisex forest green t-shirt with the text Pumat Sol's Invulnerable Vagrant written in white and surrounded by a fancy pattern. Art by Bryan Weiss (@PlayRPGandCo)
MandalaTShirt.jpg
Critical Role Shop
A unisex red t-shirt with an illustration of a mandala made of multiple items and symbols associated with members of the Mighty Nein. Art by Jihoo Lee (@OrbOfStardust ) The design features the following:
•The symbol of The Traveler and lollipops for Jester
Nott 's mask and crossbow
•An eye of Uk'otoa, the Sword of Fathoms , and waves for Fjord
•Tarot cards, a tiefling tail, and the symbol of the Moonweaver for Mollymauk
•A bo staff with a bow, a diamond pattern, and the symbol of Ioun for Beauregard
•Skeletal wings and the symbol of the Stormlord for Yasha
•A book, a cat, the symbol of the Archeart , and flames for Caleb. It is unclear why the Archeart is pictured, as Caleb doesn't worship them.
•Crystals, beetles and the symbol of the Wildmother for Caduceus
VecnaTShirt.jpg
Critical Role Shop
A black t-shirt with an illustration of the skull of Vecna. The Critical Role logo can be seen inside the skull's open jaw. Unisex and women's versions of the shirt were made. The same design was used for the deluxe edition cover art of The Chronicles of Exandria Vol. II: The Legend of Vox Machina
MollyTShirt.jpg
Critical Role Shop
A blue unisex t-shirt featuring an illustration of Mollymauk. Art by Caemi(@caemiel ). The shirt is titled "Long May He Reign", a reference to the words spoken by Beau at Molly's grave.
OrphanmakerTshirt.jpg
Critical Role Shop
A black unisex t-shirt featuring an illustration of Yasha playing her bone harp, surrounded by skulls and bones. The words Orphan Maker are written at the top in heavy metal font. The design on the t-shirt glows in the dark! Art by Nina Matsumoto (@spacecoyotl ).

Hoodies

Image Description Trivia Release
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Critmas hoodie (red and green versions)
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Hats

Image Description Trivia Release
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Others

Image Description Trivia Release
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Slayer's Cake apron
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References

  1. See "Trial of the Take: Part 2" (1x19).
  2. This is the earliest mention found, but not the initial announcement date.
  3. This shirt was possibly announced earlier on twitter.
  4. See "Race to the Ziggurat" (1x34).

Art:

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