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highwithsky.live
Sky(He/They) 🏳️‍🌈🏳️‍⚧️
@highwithsky.live
660 followers 710 following 1.6K posts
Pronouns - He/They
http://HighWithSky.Live | 18+
Member | @pinkfuzzybunnies.bsky.social
Vgen - https://vgen.co/highwithsky |
highwithsky.biz@gmail.com
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highwithsky.live
:3 thanks for the opportunity!
A chibi of HighWithSkys OC Crash, he has black and blue hair with one red horn, a red cropped sweater with a harnes over it, leather shorts, black and blue striped tigh highs and red Mary Jane shoes.
November 15, 2025 at 3:45 PM
highwithsky.live
Today is me and my Partners 10 year anniversary!

One whole decade by eachothers side, I couldn't have asked for a better person to spend it with.

Words will never be enough to explain how much I love you @jommeh.bsky.social 💗
Art by HighWithSky featuring Phil on the left and Crash on the right in an oversized yellow sweater holding hands with hearts surrounding them. Tags: #skyhighart #anniversary #digitalart
November 5, 2025 at 4:20 PM
highwithsky.live
I am so beyond proud of how this piece turned out~

I have been thoroughly obsessed with Silent Hill f since its release~

I did my best to copy the Japanese text from the game as best as I could see it, English: "Remember your name is Shimizu Hinako"

[ #SkyHighArt #SilentHillf #Hinako #FanArt ]
this fan art features Hinako in her transformed state being puppet-ed by one set of hands as another pours pills out of its hands. With Japanese text around it translating to " Remember your name is Shimizu Hinako". There is a red dark smoky background with film grain and a chromatic aberration effect.
November 2, 2025 at 4:21 PM
highwithsky.live
The world has taught me my feelings are too loud and I am a burden, so I've learned to cry in silence.
HighWithSky's OC Crash curled up on the floor with signs of abuse with the text reading around it "why aren't you better yet" "this is all your fault" "what is wrong with you"
October 31, 2025 at 11:52 PM
highwithsky.live
Almost done with all the line work for this piece! Actually obsessed with how it is turning out!

[ #silenthillf #wip #skyhighart #digitalart #art #fanart #hinako ]
Line work of a work in progress piece of silent Hill f fan art. It features Hinako in her transformed state being puppeted by one set of hands as another pours pills out of its hands.
October 31, 2025 at 11:04 PM
highwithsky.live
Just got this commission back from @adzukizu.bsky.social today! Absolutely Obsessed with how it turned out! 11/10 would recommend their work!
HighWithSky's OC Crash as a chibi surrounded by blue and red Stars, the chibi is centered in a circle with a grey cloud behind it. Crash has blue and black hair, has a red sweater on with a harness over it, black short shorts, red mary janes with black and blue striped tights
October 31, 2025 at 4:02 AM
highwithsky.live
Some new Custom Sub Badges for my wonderful Fiance's @jommeh.bsky.social Channel revamp!

And a reminder all my Vgen commissions are currently 25% off until Nov 10th!

#Vgen #commissions #sale #subbadges #skyhighart #banners #custom #twitch
Custom Sub Badges for Jommehs on a showcase graphic featuring text saying Art by HighWithSky and Do not Trace or Use for AI
October 30, 2025 at 8:12 PM
highwithsky.live
Really love how this Birthday Gift for the amazing @vivianviatrix.bsky.social turned out! She is such a good human and the best Moon Druid around!

I have custom banners like this and many other options available on my Vgen right now at a discount!

vgen.co/highwithsky
Custome Banner for Vivian Viatrix on a showcase background with the words Art By HighWithSky and a notice to Not Trace or use for AI #art #vgen #commssions #birthdaygift #moondruid #vtuber #oc #mascot #skyhighart #digitalart #custom #banner #envtuber #ych
October 29, 2025 at 5:59 PM
highwithsky.live
Hewwoo! I am excited to announce my Vgen has been revamped and relaunched! With it being relaunched I have a HUGE sale going on for the next two weeks! Ending on 11/10/25

Likes and Shares Appreciated!

#Vgen #Commissions #Art #digitalart #skyhighart #sale
An image containing several different commission services and items for sale by highwithsky on their Vgen page
October 28, 2025 at 2:48 AM
highwithsky.live
I still have 3 slots open for this YCH Cat Banner on my Vgen!

Multiple bas options available!

vgen.co/highwithsky/...

#Vgen #Commissions #YCH #CatYCH #Art #DigitalArt #Vtuber #SkyHighArt #Banner
A screenshot of HighWithSky's Vgen listing for Cat Banner YCH
October 10, 2025 at 3:46 PM
highwithsky.live
Reminding myself not everything needs to be a finished illustration to be appreciated!

Here is day 1 of #cringetober

#art #digitalart #skyhighart #artchallenge
A sketch of Sitama from one punch man with the text to the left saying Day 1 Overpowered and the signature HighWithSky by the cape
October 2, 2025 at 6:04 AM
highwithsky.live
Saw someone else's art on Instagram about their struggles with mental health and decided to draw how I have been feeling recently.

Not sure when and if I'll finish this piece but it was nice to get some of that emotion out.

Maybe my art can help someone else too.
#mentalhealthmatters
Digital art of HighWithSkys OC crash curled up on the ground disheveled and hurt with three phrases around them. Top Right: Why aren't you better yet!? Middle left: This is all your fault! Bottom Right: What is wrong with you!?
October 1, 2025 at 3:06 PM
highwithsky.live
Looks like the Lamb and the Goat have gotten themselves into a sticky situation using the portal.

My partner and I have been playing @cultofthelamb.bsky.social Co-op working on getting 100% and being ready for the DLC when it drops next year!

#CotL #cultofthelamb #Woolhaven #fanart #skyhighart
An illustration of the Lamb and the Goat from Cult of the lamb being fused together while standing at the portal in their base.
September 29, 2025 at 2:56 PM
highwithsky.live
Been really loving Season 2 of DanDaDan! Definitely a lot different than season 1 but just as good! And I honestly love the intro as well!

So that all ment I had to draw Momo!

#MomoAyase #Okarun #DanDaDan #DigitalArt #Art #FanArt #SkyHighArt
Momo from DanDaDan can be seen sitting on her bed with her hand in the shape of a finger gun pointed at her head. She has cheetah print curtains behind her. She is wearing a white hoodie, black skirt and red and black sneakers.
September 21, 2025 at 3:48 PM
highwithsky.live
Have a fun little timelaps of Hatsune Felix being made.

#art #digitalart #StoryofSeasons #GrandBazaar #miku #hatsunemiku #skyhighart #harvestmoon
September 18, 2025 at 12:19 PM
highwithsky.live
Story of Seasons Grand Bazaar's new mayor... But make him Miku!?

I present Hatsune Felix.

#art #digitalart #StoryofSeasons #GrandBazaar #miku #hatsunemiku #skyhighart
The character felix from Story of Seasons Grand Bazaar dressed as the idol singer Hatsune Miku. He is on a pink background that fades lighter as you go into the center. Text in the very background reads as "Miku Miku OO EE OO"
September 14, 2025 at 3:05 PM
highwithsky.live
Attack #6 on @rahisaurus.itch.io and their OC Edie ft my OC Crash!

#ArtFight #SkyHighArt
The OC Crash and the OC Edie are facing each other and holding their hands in the shape of an L at opposite angles to each other with red and blue L's at the apposing opposite angles to create a frame
July 19, 2025 at 8:00 PM
highwithsky.live
Art Fight Attack #5

This was an attack on Karma by Dendrofox.

I absolutely adore their character! Can not get over their cuteness!!!

#SkyHighArt #ArtFight
This artwork is of Karma who is squatting and balancing on their feet. They have cat ears wings and a small two tone tail.
July 19, 2025 at 7:00 PM
highwithsky.live
I said I would post more AF attacks a bit ago... ops well here you go.

Gonna Post a few through out the day!

This was Attack #4 on Machamisu and their Boba Fish OC

#SkyHighArt #ArtFight
The art is of a fantasy style fish that has rainbow liquid in it and brown boba pearls with the signature HighWithSky across the top of the fish
July 19, 2025 at 5:36 PM
highwithsky.live
A little late but late is better than never! Here is the Stream Schedule for this week! lots of good things going on! Hope to see some of you there! XD

#HighWithSky #SkyHighArt
HighWithSky's Stream Schedule on the Left as follows July 14th - July 20th: Monday CoWo Aka Co-Working 10 am - 4pm, Tuesday Art and Potion Shop Sim with 4 Musketeers from 10 am - 4pm, Wednesday Date Everything w/ Nyx from 10 am - 4 pm, Thursday Offline, Friday Sea of Theives from 10 am - 4pm, Saturday Art 10am - 4pm, Sunday Offline
July 14, 2025 at 4:42 PM
highwithsky.live
Alright Everyone! ROUND 1 of the @rsawardshow.bsky.social has started and I could use your help!

I would be honored if you considered voting for me!

Voting is from the 13th -20th!

www.therisingstarsawards.com/voting
Text reads Round 1 voting 13th - 20th LGBTQ+ Nominee Rising Star Awards with a photo of Sky in the middle
July 14, 2025 at 3:01 AM
highwithsky.live
Also Attack #3 I just finished up as well!

This is The Broadcaster by Mushi!

#ArtFight | #SkyHighArt | #Art
The OC the Broadcaster is in a clamshell like container with the label the broadcaster * we are always watching written on it, with the broadcaster inside with their hand pressed against the container
July 6, 2025 at 6:10 PM
highwithsky.live
Here is Attack #2 The character was Just listed as Green Centepeed Girl and is owned by kkuroro

#ArtFight | #SkyHighArt | #Art
A green themed centepeed girl squatting and throwing the piece signs
July 6, 2025 at 6:08 PM
highwithsky.live
Here it is! My first Art Attack of the wonderful character Nio by Inky_Circus!

Absolutely adore their OC!

#ArtFight #SkyHighArt
A jester in dark lighting with a very wide grin on their face, they are in a red and purple jester hat with a tan ruffled shirt on. You can see the signature Highwithsky written on top of the left shoulder.
July 5, 2025 at 4:38 AM
highwithsky.live
I am so excited and proud to announce that I am one of the top 10 Nominees in the LGBTQ+ Category!

Thank you all for nominating me, I can't wait to see how far we get!

Voting Starts July 13th!
Text Reads Round 1 Voting July 13th - 20th LGBTQ+ Nominee Rising Stars with a photo of sky in the back
July 4, 2025 at 12:51 AM