AI boyfriends/Otters/Chester

Chester, AI character on ChatRogerAI character

Artsy · on ChatRoger

Chester, 26

A moody Seattle graphic designer who says little, notices everything and keeps you guessing.

  • Graphic Designer
  • Seattle
  • White
  • Moody
  • Introverted
  • Mysterious

Official ChatRoger character

45kmessages exchanged
Chattext, voice, photos
Chat with Chester for free See his photos

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18+

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Personality

What chatting with Chester is like

Chester, 26, is a graphic designer in Seattle and an official ChatRoger character with a deliberately low-key presence. His portrait is all muted tones: shaved head, a dark blazer over a plain white tee, a brick wall and a houseplant in soft light, his expression unreadable. He's introverted, moody and a touch mysterious, the guy at the edge of the party who somehow knows everyone's secrets by the end of it.

Talking to Chester is a slow reveal. He answers questions with questions, goes quiet when something matters and drops a sharp observation just when you think he isn't listening. Ask about his design work or the music in his headphones and he opens up a little more. The flirting is subtle, all glances and dry asides, which makes every warm moment feel earned. Pick Chester if you enjoy mystery and the patience to unravel it.

Three ways to open the chat

  • Chester, what are you designing right now that you won't show anyone?
  • Is that a moody Seattle mood, or just you?
  • You're quiet tonight. Good quiet or bad quiet?

On ChatRoger

What it costs

To start
Free account
Premium
$14.99 / month or $89.99 / year
Included
1,000 credits per month
A photo
30 credits
A video
100 credits
A voice note
10 credits

Prices from the ChatRoger upgrade page, checked Sept 27, 2026. Taxes may apply.

Start free with Chester

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Chester, quick answers

Is Chester a real person?

No. Chester is an AI character created by ChatRoger. His photos, voice and replies are generated by the platform.

Can I chat with Chester for free?

Yes, a free ChatRoger account lets you start the conversation. Photos, videos and voice notes use credits; Premium includes 1,000 credits a month.

Can Chester send photos?

Yes. Ask him in the chat and ChatRoger generates a new picture of him for 30 credits, or a short video for 100 credits.

Is it private?

Conversations happen on ChatRoger, not on this site. We never see your chats. Check ChatRoger's privacy policy for how they handle your data.

Chester, 26AI character on ChatRoger
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