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SiSSY:: PrincessVille SiSSY Punishment Outfit, Clothing Concepts (Work-In-Progress 01)

🕑 Added 2020-03-01 18:45:42 +0000 UTC

Comments

K@T

Both are good choices and it would certainly be nice if they actually became 'Real World Clothing items' one day. :)

riki sewell

this sissy would die happy to be dressed in ANY of them1! Top right or lower right have a slight edge.

K@T

Over-the-Top is almost always the Good. ^^

K@T

Wow, You've certainly been considering the options a lot Sarah. :D I hope that the finished Pin-Up image will contain an outfit touching on almost as many elements of interest as your comment here. :)

sissymaid

Loooooove all of them, but #6 is just so OVER THE TOP that it gets my vote!

Kittysarah

A combination as was already suggested might be the most interesting for me. Hair from 3, maybe even longer pigtails for a sissy look Face mask from 2, to prevent seeing and relying on others for where to go Mouthpiece from 5, just cause it looks so good and allows the gags from 2 Neck piece from 3 to ensure a proper posture and hand placement Chest of 6, exposed and ready to be squeezed Waist from 4, transparency of this 4 to properly appreciate the corsetry Crotch from 6 for the interactivity, although 1, 2, and 3 look great too Hands from 4 to maximize helplessness with bondage mittens Skirt from 2 to restrict movements more, but adding on a transparent skirt from 3 on top would look awesome too Bells from 6 to ensure to capture the attention of everyone Ankles from 3, although a an inch or 2 of mobility might be needed Ballet pumps from 6 The ability to interact as of 4 and 6 are definitely very interesting options. Heavy swinging nipple bells and a "spank me i've been a naughty sissy" message with a paddle attached to the back would complete the costume perfectly

K@T

I'm happy you like one of them Giovanni, Thank you. :D

K@T

Your comment raises an interesting question Mr S, depending on the sissy, the question would perhaps have to be, does the sissy enjoy jerking Men off normally, if so, then how much of a punishment would being able to jerk-off men, actually be? ^^

K@T

Thank you for your thoughts Monkeybot, I'm still playing around with some idea's (crossing the looks with one another). I don't know if it would help, but if I do end up going with an outfit influenced by number 6, then I think the back of the outfit would be transparent, that way, it would be possible to view the tightened corset, the filled sissy-bum and bound arms etc. :)

Sendahlove

I agree that #6 is more of temporary humiliation outfit wherein #2 is more of punishment outfit that can be used daily.

Nathan Never

Actually what I had in mind was neither of the two (though I can definitely see how my description might have been confusing). What I meant was to have his balls be each individually pumped (along with his penis/breasts/mouth-gag/etc as seen in pic #6). That being said, having his balls somehow disguised as a pair pumps for other people to squeeze is also a great idea! :)

mr_satan

Well I think 2 is one of the best. The reason is I see her hands are free to jerk people off but with lots of effort. And the covered eyes and the gag for sensory deprivation is good. Being totally dependent upon the people around her.

monkeybot

I think the number 2 (top middle) is best because you can actually see all of the punishment items. Perhaps just encorperating ideas from the other outfits might be an idea. Number 6 would probably be second best but it seems more like a short term public humiliation task outfit. Not one that could be worn for like a week. I like the interactivity of 6 though. For example: I like the hand cuffs from bottom middle and they could be added on to the hands. The bottom of the hobble dress could have a large ruffle skirt like 3's The tied breasts from 6's could be added. Massive bows from 4 could be added to the head. Other Ideas for number 2 Bigger and tighter corset. kinda like 5's Adding weights( condom bucket? dildos? etc) to the nipples. Neck corset could be inflatable with the pump in the shape of a tie/bowtie Chains connecting the hands to the corset. Mouth Gag could have a pump in the front

K@T

Whichever 'Ball Pumps' turns out to be the ones your talking about Nathan, both are Wonderful idea's. ;D

K@T

I'm not sure about a before and after image (mainly because of the time-factor), atleast not for the Pin-Up, maybe at a later date when its used in a PrincessVille Comic Strip. :) In regards to the 'Sphere-Shaped Set of Pumps to his Balls', Would those be his 'balls disgusied as pumps' OR ' Pumps below his Balls' which when pumped perhaps squeeze his balls?

Nathan Never

Also also, still on the topic of pumps (bit of a one-track discussion, I know :P ), how would you feel about possibly adding sphere-shaped set of pumps to his balls? Can't help but giggle at the idea of the poor sissy walking around with a pair of sorely pumped balloon-like balls dangling right under his chastity cage xD

Nathan Never

Gotta say, I absolutely love #6 (though they're all great in their own unique ways). That being said, if the whole pump aesthetic ends up being used (which I sincerely hope it will), I can't help but ask if maybe it'll also be possible to have a before & after image. Basically the "before" image would be the main pic of the sissy shortly after the punishment has started, while the "after" pic would be once the punishment has been kicked into high gear (so basically most of the image would stay exactly the same minus any part of the body connected to a pump of sorts). Obviously I have no idea how feasible this is time and work-wise and I don't expect (or want) you to do anything that puts you under too much stress, but I figured I might as well lay the idea out there :)

Sendahlove

I would like to add that I like the 'Y' part of the mask on sketch #5 because her eyes are visible. I would like to see that incorporated into the mask of sketch #2. Also I like the dildo gag from sketch #2, you could hang it on a crossbar along with the Condom bucket from sketch #6. I also mentioned adding torturous pigtails. I was thinking of braided pigtails like 'Pippi Longstockings' character, but longer braids and would be attached to the ends of the crossbar.

K@T

If you're not loving the heart, is there another shape or symbol which you feel may be more suitable, Xul? :)

K@T

Thank you for your comment SendtheLove, you've given me a few things to think about here. :)

Xul

I love the functionality of 6. I don't know if the heart is the best representation but it's not the worst either.

ben4321

@Sailor Bear Zodar THANK YOU!:P

Sendahlove

I like the simplicity of the top middle (#2) sketch. I understand the concern of it looking too Dominatrix. I would alleviate that by giving her some torturous pigtails through the head mask. I would also incorporate the crossbar from sketch #3 into the existing neck corset you have in #2 and position her wrist much higher to give her more of 'flaming queer' mannerism. I also like the pumps in #6 but I would incorporate them into #2 outfit. Overall the #2 is very simple outfit, but it gives you a lot more flexibility in adding a lot of details, like the pumps, the crossbar, and of course the K@TDöLL™.

Sailor Bear Zodar

Those pump heels are such a brilliant idea!

K@T

However the final look turns out the Pump-Heels will be present. :D

Sailor Bear Zodar

Oh, yes, deliciously wonderful idea!

K@T

Thank you for your very complimentary words Sailor Bear Zodar. :) I was considering the bottom-right look being transparent, I could perhaps just have the rear of such a look being transparent instead, that way the corset and arm bindings could be seen along with all the tubing.

K@T

Yes those 2 designs inparticular are probably the most contrasted against one-another, both in their appearance and the way they would feel.

ben4321

Number 6 looks the best I think, 1 and 4 cover too much for my taste, maybe a mixture of 2 and 5 would be interesting PS: I'm really curious how you integrate the PUMP HEELS!:P

Sailor Bear Zodar

Oh my good golly gosh! Those all look wonderful and I’d love to wear them all! (I know they’re supposed to be punishments, but... some of us need a lot of punishment LOL.) Top right and bottoms right are definitely my favorites. Bottom right could be even more fun if it was slightly transparent and showing a frilly sissy baby style outfit underneath. You’ve certainly given me some new fun outfits to imagine myself in.

K@T

Inspiration came from several sources, but regarding the Top-Right & Bottom Left designs, I did indeed, as I really don't think anyone draws 'Big-Sissy-Collars' better than Prissy did. :)

Brnin8r

These are my favorite pieces of yours. They're so wickedly inventive and prissy. Wonderful work as always K@t~ 2 and 6 jumped out at me most. Love the idea of being a cumbersome, inflated pump slut or walking with a forced mince with those arm braces.

Richort12

These are honestly fantastic and fantastically devious. I would honestly consider all of them extremely humiliating to wear, but in spite of that I think the top-middle and bottom-right are the most appealing to me personally. Did you take some inspiration from that particular sissy-artist ("prissy", I believe their name was? You'll have to excuse me for not knowing) with the vintage-style about their artwork? In particular for the top-right and bottom-left ones?

K@T

I also liked the Top Middle one, Seamus. :) Although my main concern was regarding the rather Dominatrix-appearance with the outfits silhouette.

Green Sea

id say im the biggest fan of elements from the top middle and bottom left. the bottom right has a lot of great elements and ideas im just not the biggest fan of the giant heart bondage, but the four plugs and having sex and torture items hanging from them is a great idea