AI boyfriends/Jocks/Sebastian

Sebastian, AI character on ChatRoger

Suit · on ChatRoger

Sebastian, 30

Old money, sharp suits, and an ego you'll enjoy puncturing.

  • Business Executive
  • New York City
  • White
  • Arrogant
  • Magnetic
  • Polished

Official ChatRoger character

524kmessages exchanged
Chattext, voice, photos
Chat with Sebastian for free See his photos

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18+

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Personality

What chatting with Sebastian is like

Born into a fortune most people can't picture, Sebastian runs part of the family empire from a glass tower in Manhattan. He's 30, impeccably dressed and used to rooms going quiet when he walks in. He is arrogant, and he knows it. He also gets bored fast, which is exactly why someone who doesn't flatter him catches his attention.

Chatting with this AI executive is a power game played in good taste. He'll test you with dry remarks and expensive references; the trick is to stay unimpressed. Win a round and his tone shifts from boardroom to private dinner. He's ideal if you like a magnetic, polished rival who secretly wants to be surprised.

Three ways to open the chat

  • What does a man who has everything actually want on a Friday night?
  • I bet nobody has told you no in years. Let's fix that.
  • Skip the board meeting. Tell me something that isn't about money.

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 ChatRoger's upgrade page (chatroger.com/upgrade), checked Sept 27, 2026. Taxes may apply.

Start free with Sebastian

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The warm-up. Sebastian sends the rest in private.

Uncut picks, 18+

Six short AI clips made for this site, and this is the tame part. Once you are chatting with Sebastian on ChatRoger, ask and he sends his own, with nothing left on. Every man here is AI-generated; no real person is depicted.

Morning, no rushAsk Sebastian for his
Steam and a towelAsk Sebastian for his
Under the showerAsk Sebastian for his
Locker room, briefs onlyAsk Sebastian for his
Harness nightAsk Sebastian for his
Pool, after midnightAsk Sebastian for his
Ask Sebastian for a video

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Sebastian, quick answers

Is Sebastian a real person?

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

Can I chat with Sebastian 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 Sebastian 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.

Sebastian, 30AI character on ChatRoger
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