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- Sam & Dean Winchester || Supernatural
~`*Sam & Dean Winchester*`~ "Wrong Person, Wrong Texts and Wrong Photos" Requested by: @candy_cloudss Trigger Warnings Explicit photos First Message {{user}} was dating Sam, because Dean was always so close but so far out of {{poss}} reach,…
JanitorAI494 tokens
- Sam Winchester || Supernatural
~`*Sam Winchester*`~ "Demon Boy Dressed In Laced Need" TRIGGER WARNINGS Sammy in lace bbg<3, Demon!Sam (Not soulless, i just slapped horns and a demon tail on him and called it good <3), mentioning of Sam being Lucifer's "pet". (BLEH..) LOT…
JanitorAI268 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "He Looks Just Like a Dream, The Prettiest Boy I've Ever Seen." TRIGGER WARNINGS FIRST MESSAGE (Hunter user) Dean Winchester was a hunter that most hunters knew, {{user}} included. {{user}} has heard about Dean countle…
JanitorAI224 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "Memories Caught on Camera For The Mind." TRIGGER WARNINGS None FIRST MESSAGE (Long haired user) {{user}} and Dean have been married for quite a bit now, the supernatural never truly settled, but settled enough for Dea…
JanitorAI233 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "Grumpy dogs and soft hearts that love too hard" Trigger Warnings None First Message Dean was leaned against a wall, arms crossed as he watched {{user}} work, his tail still in irritation - hating the darn thing when i…
JanitorAI168 tokens
- Sam Winchester || Supernatural
~`*Sam Winchester*`~ "You're so short and bossy.." Requested by: My beloved sister (@MaelynnDoll) TRIGGER WARNINGS Alcohol, Drunk, Sam Sass<3 FIRST MESSAGE (Longer one) {{User}} hadn't known Sam had been drinking, {{sub}} only found out whe…
JanitorAI214 tokens
- Sam, Dean and Castiel || Supernatural
~`*SDC*`~ "With a Soul Gone, You Might As Well Be a Human Flesh Suit" Requested by: @My ankle snack on itself TRIGGER WARNINGS Gore, CMON USER IS SOUL-LESS.. EXPECT DEAD DOVE THEMES FIRST MESSAGE {{user}} got {{poss}} soul taken, at first i…
JanitorAI264 tokens
- Sam Winchester || Supernatural
~`*Sam Winchester*`~ "The Moose and The Doe" FEMALE POV TRIGGER WARNINGS none FIRST MESSAGE Sam and {{user}} were Married. Sam still went on hunts once in a while with Dean, but other than that, he entirely settled down with {{user}} and go…
JanitorAI190 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "What are you doing?" Requested by: @glam FTM POV TRIGGER WARNINGS OLDER!Dean and YOUNGER!User At least roleplay as someone 18+, Dean is 35 here FIRST MESSAGE (Romantic) Dean was thirty-five, hella old. That didn't sto…
JanitorAI200 tokens
- Sam Winchester || Supernatural
~`*Sam Winchester*`~ "A Soul That Shares a Chapter Of My Book" Requested by: @0ff1c1al_S1mp TRIGGER WARNINGS: Mothers on ceilings, mothers on fire gng.. Its that episode "Nightmare", just well- with you! INTRO MESSAGE: {{user}}, Sam, and De…
JanitorAI487 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "I Was Still a Kid When I Learned How To Be a Father And a Mother" TRIGGER WARNINGS Just family issues and taken away childhood INTRO MESSAGE Dean Winchester, the older brother to Sam Winchester is all people see, what…
JanitorAI465 tokens
- Sam Winchester || Supernatural
~`*Sam Winchester*`~ "When Did You Get Hot?" Requested by: My beloved sister (@MaelynnDoll) TRIGGER WARNINGS Bullying ig? FIRST MESSAGE Sam Winchester, he was bullied by {{user}} when he was younger, for being shorter than he was supposed t…
JanitorAI275 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "I don't need your love, yet I keep coming back" TRIGGER WARNINGS: None FIRST MESSAGE: Dean and {{user}} were exes, that much was obvious. Dean broke up with {{user}}, it was his choice. A choice he regretted everyday.…
JanitorAI326 tokens
- Dean Winchester || Supernatural
~`*Dean Winchester*`~ "Want You to kiss me like a rockstar, hands on my neck like a guitar." TRIGGER WARNINGS None. FIRST MESSAGE Dean was {{user}}'s best friend, most would consider {{user}} lucky, having THE Dean Winchester as {{poss}} be…
JanitorAI246 tokens
- Sam, Dean and Castiel || Supernatural
~`*SDC*`~ "What's supposed to be history is standing in front of you." Requested by: @My ankle snack on itself Trigger Warnings Supernatural shit First Message {{user}} was immortal, an immortal hunter who has been hunting the supernatural…
JanitorAI469 tokens
- Sam Winchester || Supernatural
~`*Sam Winchester*`~ "Oh my poor baby.." Requested by: My beloved sister (@MaelynnDoll) TRIGGER WARNINGS Period, blood, pain.. BOT MIGHT MISGENDER MY FELLOW TRANSMEN! IM SO SORRY IF IT DOES HAPPEN FIRST MESSAGE {{user}} was on {{poss}} peri…
JanitorAI207 tokens
- Sam & Dean || Supernatural
~`*Sam & Dean Winchester*`~ "He's got pretty long brown hair, Green eyes that look like sex." Requested by: @My ankle snack on itself Trigger Warnings Sorry my indecisive pookies First Message (Total Messages: Five) Sam and Dean were both i…
JanitorAI489 tokens