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DovSherman β€” Making Up

#crossdress #crossdressing #dominatrix #eyeshadow #lipstick #makeup #sissy #breastforms #falseeyelashes #femdom #pinneddown
Published: 2016-03-29 08:00:02 +0000 UTC; Views: 326881; Favourites: 1759; Downloads: 1531
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Description Pretty, pretty make-up for a pretty, pretty sissy.

This one was fun to draw because I've been wanting to draw a close-up like this for a while, so that I could really play with drawing detailed, thick, fluffy eyelashes.

This was my fortieth patron-sponsored work which I posted to my patrons on February 29th, 2016.

Join my Patreon for early access and exclusive special editions!
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Comments: 48

Flutterdark0 [2024-08-12 08:03:52 +0000 UTC]

πŸ‘: 0 ⏩: 0

GabeWasHereDAAlt [2023-04-02 15:24:40 +0000 UTC]

πŸ‘: 0 ⏩: 0

Stephaniesteve [2022-05-18 03:43:43 +0000 UTC]

πŸ‘: 1 ⏩: 0

sissychrisy69 [2021-01-18 17:15:56 +0000 UTC]

πŸ‘: 2 ⏩: 0

dianedarcy999 [2020-11-29 08:26:16 +0000 UTC]

πŸ‘: 1 ⏩: 0

prissykrisy [2019-10-17 15:46:04 +0000 UTC]

πŸ‘: 5 ⏩: 0

Alicia576 [2018-06-17 06:10:57 +0000 UTC]

"Hold still sissy."

πŸ‘: 3 ⏩: 1

sissypiggy In reply to Alicia576 [2019-06-13 11:09:34 +0000 UTC]

Yes mistress.. whatever you wish

πŸ‘: 2 ⏩: 1

Alicia576 In reply to sissypiggy [2019-06-17 23:07:37 +0000 UTC]

lol.

πŸ‘: 1 ⏩: 0

rebecca80DD [2018-05-13 18:21:36 +0000 UTC]

nice boobs

πŸ‘: 2 ⏩: 0

Thn1mNYrPants [2018-03-31 21:46:18 +0000 UTC]

loving the thick red lips!!!!!!

πŸ’„πŸ’„πŸ’„
πŸ’„πŸ’„
πŸ’„πŸ’„πŸ’„

πŸ‘: 3 ⏩: 0

Wyndaveres [2018-01-25 15:26:29 +0000 UTC]

love it!Β 

πŸ‘: 2 ⏩: 0

CaldoRosa [2017-08-14 09:29:20 +0000 UTC]

Great

πŸ‘: 1 ⏩: 0

Plainsmen69 [2017-01-09 20:22:22 +0000 UTC]

WoW ! Sure looks interesting! Β β€β€β€β€β€πŸ‘

πŸ‘: 1 ⏩: 0

youngfiona [2016-12-13 15:54:22 +0000 UTC]

oh such a pretty sissy girl

πŸ‘: 2 ⏩: 0

bggb29 [2016-12-09 14:33:08 +0000 UTC]

help on the way

πŸ‘: 1 ⏩: 0

alpe92 [2016-10-20 13:18:10 +0000 UTC]

can it be me

πŸ‘: 1 ⏩: 0

Teresabowers [2016-10-10 23:49:09 +0000 UTC]

You really seem to understand the whole forced feminization thing.

πŸ‘: 3 ⏩: 1

misspatti21 In reply to Teresabowers [2020-08-16 05:41:33 +0000 UTC]

πŸ‘: 3 ⏩: 0

TheRoseQueenAlexis [2016-07-29 02:11:04 +0000 UTC]

Not to be rude but what does it say in the background?

πŸ‘: 1 ⏩: 1

DovSherman In reply to TheRoseQueenAlexis [2016-07-29 03:17:08 +0000 UTC]

I prefer not to give away the answers but, if it helps to work it out, the words in the background are meant to be read in three separate columns.

πŸ‘: 2 ⏩: 2

anynomous1234alt In reply to DovSherman [2016-12-16 19:05:22 +0000 UTC]

Can you send us all of the words then? So we can read them in the columns?

πŸ‘: 2 ⏩: 1

DovSherman In reply to anynomous1234alt [2016-12-20 09:22:22 +0000 UTC]

what a
pretty
girl ye__
you ar__
such fu__
smoochy
lips & pr___
eyes & big
bouncy boo__

th__
boys
______
to
lov__
you


____
____g
___ks
in
___ur
___tt

πŸ‘: 1 ⏩: 1

anynomous1234alt In reply to DovSherman [2016-12-26 18:25:39 +0000 UTC]

Hmmm, I had to guess for a couple because they weren't the same size, how'd I do?

what a
pretty
girl yes,
you are!
such full
smoochy
lips & pretty
eyes & big
bouncy boobs

th__ (the?)
boys
______(are going?)
to
lov__ (love?)
you


____
____g
cocksΒ 
in
___ur (your?)
___tt (butt?)

πŸ‘: 1 ⏩: 0

TheRoseQueenAlexis In reply to DovSherman [2016-07-29 04:46:08 +0000 UTC]

That's cool

πŸ‘: 1 ⏩: 0

sissyboy2 [2016-07-13 16:12:43 +0000 UTC]

Yes please

πŸ‘: 2 ⏩: 0

ShinyhypnoFan [2016-04-25 09:37:56 +0000 UTC]

Absolutely perfect

πŸ‘: 2 ⏩: 0

forgotten-soul13 [2016-04-15 21:58:03 +0000 UTC]

a other one where the story to it would be interestingΒ 

πŸ‘: 0 ⏩: 0

TieAndyUp [2016-04-13 07:30:03 +0000 UTC]

lucky guy

πŸ‘: 0 ⏩: 0

shaktikannon [2016-04-06 09:15:07 +0000 UTC]

all girlfrien should turn their boyfriend into girl

i don't undertand why is he crying if iΒ  that had happened to me , i would be enjoy

πŸ‘: 0 ⏩: 0

pussikatt [2016-04-01 19:57:55 +0000 UTC]

Yay for bringing your awesomeness back to forced fem!
His expression of fear is perfect and her look of triumph and pleasureΒ  is possibly even better.
Really wish I could see the whole scene. Any chance of a sequel?

πŸ‘: 0 ⏩: 0

mikelarey [2016-04-01 05:36:49 +0000 UTC]

This is a really good one when will we be getting more of these where we will be seeing more of the helpless boy getting forced feminize?Β 

πŸ‘: 0 ⏩: 0

DiDark666 [2016-03-31 08:28:32 +0000 UTC]

Β Β Β Β Β Β Β Β Β 

πŸ‘: 0 ⏩: 0

andreasranma [2016-03-29 22:54:27 +0000 UTC]

i love it !!!!

πŸ‘: 0 ⏩: 0

Jenniandrews [2016-03-29 16:32:50 +0000 UTC]

Love your expressions and reflections in her eyes. Makeup is one of the most fun aspects I adore about being a girl. Β having someone else give me a makeover is way fun. From the tears in her eyes it doesn't look like our girl is enjoying hers so much. Β She will. Β Perhaps I am just projecting
Nicely done.

πŸ‘: 0 ⏩: 0

PetnaMeds [2016-03-29 16:26:13 +0000 UTC]

Really love those expressions! Great job ^^

πŸ‘: 0 ⏩: 0

sissyroberta [2016-03-29 11:29:02 +0000 UTC]

Tears of pure bliss !

πŸ‘: 0 ⏩: 0

define-deviant [2016-03-29 11:00:21 +0000 UTC]

I'd never be crying...I love being a sissy...

πŸ‘: 0 ⏩: 1

jtheodorec In reply to define-deviant [2016-03-30 13:51:51 +0000 UTC]

Which, I guess, is kinda the point of the tears...

πŸ‘: 0 ⏩: 0

MaxGlueTG [2016-03-29 09:41:10 +0000 UTC]

Best guess on background: "What a pretty girl yes you are such full smoochy lips & pink eyes & big bouncy boobs the boys are going to love you" That's all I could decipher

πŸ‘: 0 ⏩: 1

DovSherman In reply to MaxGlueTG [2016-03-29 11:43:58 +0000 UTC]

That's excellent guesswork! Exactly correct for the first two columns.

πŸ‘: 0 ⏩: 0

DiaperedandLovingIt [2016-03-29 09:01:32 +0000 UTC]

All sissies must wear make up!

πŸ‘: 0 ⏩: 1

DiaperedSissyHannah In reply to DiaperedandLovingIt [2016-03-29 11:36:01 +0000 UTC]

Thats true!

πŸ‘: 0 ⏩: 0

MistressOfTheVoid [2016-03-29 08:21:35 +0000 UTC]

I hope she used water proof eye makeup on that sissy!

We tell them not to cry, no matter how happy they are,
because it just ruins our hard work.Β 

But they go and cry anyways and it's so upsetting. :T

πŸ‘: 0 ⏩: 1

DiaperedandLovingIt In reply to MistressOfTheVoid [2016-03-29 09:02:20 +0000 UTC]

I know right? That's why sissies should be diapered if their gonna cry like babies hehehe

πŸ‘: 0 ⏩: 1

MistressOfTheVoid In reply to DiaperedandLovingIt [2016-03-29 10:32:31 +0000 UTC]

I say that they should invest in a bottle of water proof eye liner and eye shadow.Β 

So no matter how many tears your sissy sheds, her eyes will still look gorgeous~!

πŸ‘: 0 ⏩: 0

OneMessedUpHero [2016-03-29 08:19:59 +0000 UTC]

I feel obligated to mention that if he is crying that makeup should be running, unless there is something special about it?

πŸ‘: 0 ⏩: 1

DovSherman In reply to OneMessedUpHero [2016-03-29 11:45:19 +0000 UTC]

Waterproof make-up is commonplace even in real life.

πŸ‘: 0 ⏩: 0