got this guy the other day. he sucks so much i love him #lookoutside #art

Spine laying across Sam's back, poking him gently and playfully.

Spam sandwich

Sam telling Dan to shut

Sam is eating burger and nothing bad happens to him

Transfem Sam, Cis Sam, Transmasc Sam - I see no difference! Sam is Sam!

tumblr requests
#lookoutside #art #digitalart #mspaint

Bush is soaked + smells crazy

AURGH

Audrey Sam soda can insertion

not tagging this cuz shy. be free my belly kink + samdanlyle

Jeanne from Look Outside and her other heads. other heads are excited to meet you and grinning while moving their claws and teeth at you. Jeanne is in the background she is screaming, crying and helplessly reaching out

Jeanne is actually one of my most favorite characters! Idk her story just touched me deeply I LOVE YOU JEANNEEEEEEEE

#lookoutside #fanart #mspaint #art #digitalart

💪🔥🔥 Thanks to visitor related shenanigans and magic this is a trick question
#freakoutside

monty and juicebox from the game look outside doodles. jb grabbing monty's face and kissing/sliming him then monty pushes his face away, wiping his mouth and blushing saying "ok ok grosssss" with hearts (full of love)

juicebox looking very lovely and sweet and pressing his tube fingers together

#freakoutside i just think theyre neat and should kiss

女性のみなさんに虐められて情けない声あげてるサムってほんとちんぽに効く

UGH not gonna be weird under someone’s else’s post about itbut OUGH juicebox with swollen leaky tits. he’s tryna wean sippycup but them thangs haven’t gotten the memo yet and everytime she fusses he soaks through the front of his hoodie. drools

#freakoutside with @itrainedhere.bsky.social ^_^ our sams and some ponies

Wow hi s4m is that your pussy... #freakoutside

First page of a comic of Jasper from the video game Look Outside. He receives notes from Sam that he claims will be of importance to Jasper. The dialogue of the comic is as follows: "Greetings Sam. How is the search going-" "This is for me? But I do not believe this aids our cause-" "Ahh...Very well. I shall review what you have brought. I trust your judgement." He closes the door on Sam, eying the notes he has given him. Jasper begins mumbling to himself, pulling down the hood of his robe revealing his currently cursed form. "Curious. There was a hint of urgency to his tone. Hmmm? A...journal? Well at least what has remained of one." "But why would I need to-!" He stares at the notes his expression shocked he flips through the notes hands trembling his voice breaking up. "These notes..." "T-this handwriting...I-it can't be-"

Second page of the comic. Jasper silenty stares at the notes, his hand clenched and gripping the sleeve of his gown. With a trembling hand to his face,he mutters to himself: "... I should've known." He clenches the notes into a fist, his hand now completely covering his face. He turns, his hand dropping slightly only showing a single tired sad eye as he looks down. He quietly whispers: "Oh Edwin...."

Reading an old friend's journal.
#fanart
#LookOutside #LookOutsideFanart

Xaria pissing in a urinal oh my goodness gracious

WEHEHEHE I love the idea of Xaria not wanting to hold anymore so she teases Monty by pissing in his boxers and laughing at him as he struggles and eventually sympathy pees

Right like omg

She is so perfect for it idk idk goths and punks who are into piss Uhaahhaugggh

#freakoutside

another joke about Daewoo Matiz

Yayayay crush his dick girl 🔥🔥
#freakoutside

hehe hi sam... I imagine he's the kind of guy who only buys new undershirts every ten years

#freakoutside

#lookoutside

you shouldn't to anger a guy of the Daewoo Matiz size

It's almost like she wants to keep him there [same stuck in a wall situation, now with tickling] #freakoutside

MUAHAHHA…

LMFAOOO sorry I was gooning .

Imagine him stretching his hole out with a toy and glancing up at you and giving you a woozy smile . Like ouhhh Sammyyyyy 🥺🥺🥺🥺🥺🥺🥺 I’m sorry you’re fictional and I’m real and I can’t give you all the cock an pussy you possibly dream of

I don’t think I have ever drawn Sam smiling diring a sex act brcause I like to make him scared/frazzled but whenever someone draws him being the initiator and smiling while doing something lewd I have to check myself into a mental hospital

You are so wise and even though logically I should know these things it is reassuring to hear it out loud from someone else 😞 Thabk you my friend you are always so kind to me..

Also I just have a hard time dealing with my own personal real life sexual desires compared to projecting onto fictional characters. My hypersexuality is really embarrassing sometimes and I feel like I need to try and match the levels of the people around me