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James (Smiling Friends)

15 posts1 sourceWiki updated 6/6/2026
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charlie (smiling friends) from smiling friends by tornicockjames (smiling friends) from smiling friends by yetobedefinedcharlie (smiling friends) from smiling friends by mark gavatinocharlie (smiling friends) from smiling friends by posduroocharlie (smiling friends) from adult swim by ewwwabug

About James (Smiling Friends)

The secondary antagonist of the Smiling Friends Season 2 episode Gwimbly: Definitive Remastered Enhanced Extended Edition DX 4K (Anniversary Director's Cut). He constantly bullies Charlie Dompler with his demands.

Character tags

charlie (smiling friends)zoey (smiling friends)y/njason (smiling friends)

Copyright tags

smiling friendsadult swim

Artist tags

tornicockyetobedefinedmark gavatinoposdurooewwwabug

General tags

1girls2boysbaldbedbody hairchaircheatingcheating boyfriendchokingchubby malecryingcucked femalecuckoldcuckoldingcuckqueandressfaceless malefat manforced smileforced to watchgaygingerglasseshairyholding handsholding hands while penetratedlight-skinned femalelight-skinned malemale penetratedmale penetratingmuscularmuscular malenerdy femalenetorarentrponytail

James (Smiling Friends) Gallery

5 visible posts on page 1

charlie (smiling friends) from smiling friends by tornicock
charlie (smiling friends)
smiling friends · by tornicock · rule34.xxx
james (smiling friends) from smiling friends by yetobedefined
james (smiling friends)
smiling friends · by yetobedefined · rule34.xxx
charlie (smiling friends) from smiling friends by mark gavatino
charlie (smiling friends)
smiling friends · by mark gavatino · rule34.xxx
charlie (smiling friends) from smiling friends by posduroo
charlie (smiling friends)
smiling friends · by posduroo · rule34.xxx
charlie (smiling friends) from adult swim by ewwwabug
charlie (smiling friends)
adult swim · by ewwwabug · rule34.xxx
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