sissyprincessbrianna

(Com) Sissy's first class

Update: lined and colored. On the paper I also added ''help'' but wiped out a bit, the sissy trying to write down since he cant talk with the paci in, but then its wiped away by the teacher being the idea. Now having to do some suuuuuuper hard math for such a lil sissy ;p

The next part in the ''womanhood game'' series. After the sissy has been forced to attend at the girls only school, directed by another dommy mommy. It now is time for their first class for which the table and chair ma...

Pomnitrix (Ben 10 TF/TG)

Update: Lined, colored, finished. I think its a cute lil tf/tg.

I like how the colors came out, I'm a sucker for like those split color looks. Like the half black and white from the OG Diamondhead design, with then that lil patch of black on the white side of the suit where the omnitrix is placed.

Just a random pun I thought of a lil while ago that could work as a TF

Prompt Poll 17 - Suggestions!

Hello, Bonjour, Arigato! I dunno wanted to try and change things up. Anyway! Lovely Sissy Admins! It is once again time to make use of your boon and suggest this months monthly prompts!

Just in case there are any new admins, I will explain the basics. From the 10th to the 15th of this month you can come up with a drawing idea and comment it below on this post!

(I will post some reminders around the 13th and 14th to help people remember to comment if they do have ideas)

Some...

(Com) Rubber Poodle Drag Queen

I've been commissioned to draw someone's anthro rubber poodle drag queen oc, as a human wearing a rubber suit thats like the drag poodle

More fluffy Grusha's!

Update: Finished. Grusha was out trianing in the snow, but he was simply not wearing enough layers! Luckily the ice mommy gym leader Melony from Galar was around and helped Grusha be properly bundled up~

I've pretty much decided that if I have a fluffy outfit I wanna draw some sissy in, it's probs just gonna be grusha, he is a femboy, he is an ice type gym leader, he got an altaria, it all just matches and other wise would be probs some random guy.

So I got 2 sketches here, a biii...

Ability Ash(ley): Klutz, oblivious, unaware, simple+thick fat+tangling hair

Update: lined, colored, text added! I saw a fair bit of people liked this post, so I hope this end result is up to expectations!

Some may remember the previous sketch where it was Ash(ley) fallen on the ground dropping a box of naughty toys, but that pose was just too tricky to get right, so I made it a simpler bimbo pin up.

However I still kept the toys tangled in their long hair, them not knowing they are carrying toys in their hair will be the unaware and oblivious part of the ...

Ability Ash(ley): Lightning Rod+Dancer

Update: lined, colored, finished. Kinda ended up going a bit crazy with the effects and the colors of the background. I wanted to emulate a night dance club, not sure I got that, but still a fun experiment if nothing else

Lightning Rod, a big metal pole. Dancer, there is a type of dancer who uses a pole/rod~

So yeah Pole Dancer Ashley, in a rubber leotard to block the electricity the pole they are dancing on would attract to prevent hurting themselves

Femmetrix Pixel (nanomech)

Update: Lined, colored, green alt and made the name Pixiel, making the pun more obvious

Pixel is probs one of my fav femmetrix aliens, but purely because of the nickname xp

Because like Pixel, sounds like Pixie, pixie is a fairy and the fem nanomech is a cyborg fairy and all that. Anyway, sketched an update look since I'm now making the Femmetrix 100% aliens.

It kinda ended up like a fusion of the previous 2 designs, having the body mainly from the 2nd design and then the fa...

Femmetrix - The Worst

This idea randomly came to me yesterday, just a simple quick ''lol lets make the ugly one have boobies'' but yeah technically this would be part of the femmetrix's dna library. Maybe due to being so small and round they make for like a good living fleshlight or something?

I dunno, I just wanted to tg the fat blob alien xp

Btw, if anyone has ideas for like a fem (nickname) for this alien, feel free to comment! I feel like there should be some name out there better fitting for t...

(Com) Sissy's first school day

Update: Added a lil more shadow/shading (or at least tried to, haha)

The next part in the commissioned ''womanhood game'' series. The Dom has sent her sissy to an all girl's school, of which another dom friend of hers is the headmistress.

Prompt Poll 16 - Just a costume party~

Update: final update, tried adding some shading

 Sorry for the delay, had a shift and then a holiday thingie. Anyway, it's pretty much finished! May go back to it later and shade the characters to help them stand out from each other? since they overlap?

But yeah also made it so Mei, the science inventor girl is the one hypno'ing them with a new gadget. I tried mimicking her goggles material with the phone's design. I also made the bun on secretary bakugo more like a spikey ba...

Prompt Poll 16: Results!

We've gotten a tie! Between option 3 and 7!

Which were:

3 - Boy walks into what he thinks is a house party but is actually a plot to turn him and other boys into a sissy’s to where he is hypnotised

7 - Izuku dolled up as a Gyaru girl for a costume party, but he's a bit too into it for some reason... maybe all those videos he was watching to be in character had something to do with it...

I think I'm going to combine these ideas, the thought is:

Izuku goes to a p...

SMT V Nahobino as Drag Queen

Update: Added some lighting and shading, and a lil background similar to the style of some of the SMT V menu's with the black and gold. Finished

Shin Megami Tensei is a series I like and ofc my favorite demon from the series is the Drag Queen, who used to be in some of the older first games.

Sooooo let's put the femboy protag from the most recent game into this previous character's outfit, much to their enjoyment ehehe

Monster Hunter Khezu Apron - Nurse Sissy

Update, lined, colored, finished! I tried emulating the look of some of the menu's in MH, that tend to look like old paper tomes and such. Also adding in a reference pic of the monster and the outfit in game for those who may not be as familiar with the game series

I've been playing some monster hunter rise again, and one idea i had was to put a guy in the cute dresses your cat companion (a palico) can wear. Since palico's are way smaller, the dress doesn't fully cover the guy's body, m...

Sissy Tentacool and Tentacurl

Update: Finally went back and finished this set of mons

Sissy Tentacool is a psychic/poison type, it likes to float around and land on people's heads. They fill their heads with feminine thoughts and desires whilst resting on them like a hat with their psychic powers.

When they evolve into Tentacurl, they float around like Ufo's, grabbing multiple people by their heads and controlling them like puppets, moving them around to different shops and services to make themselves get all ...

Prompt Poll 16! Voting!

(update just as a reminder to vote for the ideas you like, if you have not yet already, as we enter the final 24 hours for the voting period

It's the 15th and this time the admins have been cooking, yes siree, we got 7 prompts, a current record!

Due to so many ideas and honestly ideas of which multiple I like, I'm gonna allow people to vote for multiple ideas this time and see how that will go.

 If we end up with a tie that wa...

Meet and Change the Artist!

(Update: Finished! I hope you all like the end results ^^

I had this idea last year but never went through with it. I saw some people doing ''meet the artist'' posts and then I had the idea to do the same but follow it up with ''Change the artist'' and it would be this interactive vote for a tf step thing. I want to do it again, but instead I will be using the ''give my oc 6 outfits'' format

As you all can see 3 spots are reserved for you! The patrons!

Basically what this me...

Prompt Poll 16 - Suggestions!

Hello Sissy Admins!
It's the 10th so it's time for the prompts!

April doesn't per se have any themes, I guess april fools and easter if we don't mind them having passed already. So maybe the prompts could be related to someone getting pranked and/or easter/bunny stuff.

But that is ofc just a suggestion, the prompts can be anything (although ofc prefered to be tg or crossdressing related haha)

Some examples from previous prompts in case there are newer people who may not b...

I Turned My Friends Into Toys!

Update: Finished!

Tldr, you know those weird clicknait videos? Like about potions and such? Well their weird titles would actually make sense in a tg/tf scenario.

That's what spawned this idea, mixed with the idea of an inanimate/toy tf and then the ''toys'' being used for a toy review.

I snagged some friends and fellow artists their oc's after asking them and made them into the toys they desired or fitted thematically.

An art trade

Update, added some effects and a background for the tf part of my page

I'm doing an art trade with my bud ''Gaminglover'' over on DA.

Since this is a thing between us, I'll only be showing my own parts, so that when it gets properly posted on the DA pages. You all can enjoy the trade/collab over there, but still get the ''see my art early perk'' as well.

Ability Ashley: Mummy

Update: Finished

Changed the pose and added some more egyptian stuff like the eye of ra, ankh earrings and a scarab hair accesoiry, also made the two loose wrappings now form a heart shape kinda

Ability: Mummy, in both meanings of the word ;p

Thus Ash(ley) is now a Milf Mummy

Grusha dressed as Ruruka

Update: Grusha, lined, colored, finished

Ruruka from danganronpa has a nice fluffy outfit, so again I picked Grusha the icey femboy to wear it

Altaria Grusha (and fem wulfric sketch)

Update: lined, colored, finished, and with a shiny alt. Lil backstory maybe is that Geeta forced Grusha in this outfit as a new uniform, like how she could make Larry both a gym leader and e4 member. By being a mean boss lol

I tried sketching some femmed gym leaders, 2 ideas I had laying around was Wulfric from kalos turned into a like fur loving milf, and grusha in an altaria based outfit since they have that on their team and is nice and fluffy.

The wulfric design isn't totally ...

(Com) Alice in DressUpLand

Update, finished

I've been commissoned to draw an oc dressing up as Alice, the wonderland one.

Prompt Poll 15 - Milf Ghost turns Link into Milf Zelda

Update: Colored and finished!

I hope you all like how it ended up!

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I sketched all the parts for this piece. So the poll of modern milf vs hylian milf is literally 50/50, I struggled a bit to come up with an outfit, but!

I found a compromise, its Zelda's outfit from BoTW, buuut stretched into a more milfy look. With her top now showing the very mature goods and belly with a crop top, and the pants now is like those milf jeans and the boots got heels, some jewelry and ...

Prompt Poll 15 - Results!

It's March...needs moms, so the suggestions being milfed themed were fitting!

Our winner with 50% is options 3! Option 2 was close, and I honestly had been prepping for, haha, so I guess I'll put that option in my ''maybe later'' notes.

Anyway the prompt that won iiiiiiiiiis:

A milfy looking ghost posses link and turns him into a very milfy Zelda!

Now the one thing I'm curious about is if there is a preference between a modern Milf Zelda, or if I should try to stay in ...

(Com) Rubber Goth Sissy Housewife

Update: Added an alt without the rubber wig.

Today I worked on a commission where a guy got turned into a gothic sissy housewive thanks to a new rubber outfit~

Prompt Poll 15 - Voting!

The Admins have once again suggested some ideas, and now its up to you the Grunts and Admins to vote for what I will draw this month as the prompt poll pic!

Voting can until the 20th!

Options:

1- Naruto Uzumaki gets roped into looking like a MILF to pass by undetected, though his disguise is a bit too good and he gets hit on.

2- A guy has to go to the salon with his mom where he gets a trashy milf makeover (maybe they get him and his mom mixed up or she tells them to g...

(Com) The Vault Sized Closet

Update: Finished! Man, it's been a while since I've made a comic, let alone this big, so yeah I'm glad it's finished! Nicely before the 20th as well, so I don't need to worry about juggling both the comic and the prompt poll drawing at the same time.

I hope you all have enjoyed seeing this comic progress, even if maybe not all elements are per se your favorite. Anyway on to the next project!

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Ive been commissioned for a comic, so gonna be a longer progress with this one.&nb...

(Cancelled Com) Milf Pirate

Com has been abandoned for as far as I am aware

Been commissioned to make a milf pirate, but the commission has been put on hold