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Package at the Door
Package at the Doormore_vert
2020-07-17T13:15:15+00:00
Package at the Door 2020-07-17T13:15:15+00:00close

Oh, bother. Did you just forget your keys or did Mistress order you to use the doggy door?

This was drawn based on a suggestion from HinaYui for July's theme of "Solo".


Media (2)


PackageAtTheDoor.jpg (675.0KiB)
PackageAtTheDoor-Alt.jpg (649.3KiB)


Attachments (2)


PackageAtTheDoor.jpg (675.0KiB)
PackageAtTheDoor-Alt.jpg (649.3KiB)

Comments (7)
user avatar
User #1012639 - 17 Jul 20 15:17
Fantastic! Love this one!
user avatar
User #13258701 - 17 Jul 20 23:13
This is a real fun one
user avatar
User #2956048 - 18 Jul 20 21:21
Such a classic stuck scenario!
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User #2821613 - 17 Jul 20 20:20
If he kicks any harder that welcome mat is going to mean something else.
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User #10328103 - 17 Jul 20 13:24
This is halarious. I love it. Hes super lucky he doesnt have super huge tits. jejejejejeje I think the painful part will be trying to squeeze his nicely big sissy crotch through the doggy door. jejeje Great job Dov, I really LOVE you attention to the smallest details. keep it up
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DovSherman - 17 Jul 20 13:58
I think if he had big boobies, he probably wouldn't have gotten stuck because he would have stopped after just his head.
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User #10328103 - 17 Jul 20 14:13
Oh I know. It would have been amazing to see him with huge tits cause it plays with your imagination on "how the hell did he get those huge things through?" jejejejejeje
Sissy Break-Up Pity Party
Sissy Break-Up Pity Partymore_vert
2020-07-14T02:44:01+00:00
Sissy Break-Up Pity Party 2020-07-14T02:44:01+00:00close

Don't cry, little sissy. One day, you'll find a new Mistress, one who will truly appreciate you. And, hopefully, she will own a lockpick.

This was drawn based on a suggestion from Josster for July's theme of "Solo".


Media (1)


SissyBreakUpPityParty.jpg (508.0KiB)


Attachments (1)


SissyBreakUpPityParty.jpg (508.0KiB)

Comments (2)
user avatar
User #2821613 - 14 Jul 20 19:43
This is an usually sad one but In Dov's sissy laden world breakup is always possible.
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User #10328103 - 14 Jul 20 21:43
Its very sad and I love the torn picture and the details in this pic. Great job Doc. Like many women ans sissies straight to the ice cream for comfort.
Strawberry Pie
Strawberry Piemore_vert
2020-07-10T00:43:02+00:00
Strawberry Pie 2020-07-10T00:43:02+00:00close

You were expecting banana cream, perhaps?

This was drawn based on a suggestion from JBBB for July's theme of "Solo".


Media (2)


StrawberryPie.jpg (926.0KiB)
StrawberryPie-NoText.jpg (890.3KiB)


Attachments (2)


StrawberryPie.jpg (926.0KiB)
StrawberryPie-NoText.jpg (890.3KiB)

Comments (5)
user avatar
User #10328103 - 10 Jul 20 12:24
OMG THANK YOU AGAIN FOR CHOOSING MY IDEA!!!! I LOVE IT SO MUCH!! The big hair, the big boobs, and the big.... uhh amount of excitement shes expressing. jejejejeje I LOVE everything about it. This came out FANTASTIC. Again THANK YOU!!!!! Cant wait to see the rest you have planned.
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User #831020 - 10 Jul 20 00:58
I love this so much!! The housewife look is the best! x
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User #10328103 - 10 Jul 20 12:25
Isnt it. Im dying to buy my own and be my own sexy housewife when I clean my house.
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User #13258701 - 10 Jul 20 16:40
You should totally do it!
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User #13258701 - 10 Jul 20 00:55
I always love your 50s looks Dov!
My Sketch Stream Playlist 2020-07-05T04:08:00+00:00

In answer to a question during today's sketch stream, here is the music playlist I use during the streams:

1 Fly Me To The Moon (∞ Climax Mix) 5:51 Bayonetta Original Soundtrack Helen Noguerra

2 Moon River (∞ Climax Mix) 8:27 Bayonetta 2 Original Soundtrack Keeley Bumford

3 Let's Dance Boys! 3:36 Bayonetta Original Soundtrack

4 Giant Woman (Steven Universe EXTENDED cover) 1:21 Giant Woman (Steven Universe EXTENDED cover) - Single Jessica Nash (Miku-tan)

5 The Working Dead (feat. Kate Micucci) 2:17 The Working Dead (feat. Kate Micucci) - Single Steven Universe

6 Haven't You Noticed (I'm a Star) 1:07 Steven Universe: Haven't You Noticed (I'm a Star) Aivi & Surasshu, Rebecca Sugar

7 Other Friends (feat. Sarah Stiles, Zach Callison, Deedee M… 2:48 Steven Universe the Movie (Original Soundtrack) Steven Universe

8 Let Me Ska My Van into Your Heart (feat. Kate Micucci) 0:41 Steven Universe, Vol. 2 (Original Soundtrack) Steven Universe

9 I'm From Another Dimension 0:40 Brad Breeck

10 The Stripper 1:58 Take It Off! Striptease Classics David Rose & His Orchestra

11 Why Don't You Do Right? 2:29 The Best of Peggy Lee Peggy Lee

12 Smile Smile Smile 3:23 My Little Pony Japanese My Little Pony FIM

13 Rhapsody of Blue Sky 4:38 Rhapsody of Blue Sky (Anime Version) - EP fhána

14 Back In Love 3:48 El Hazard: The Magnificent World OST El Hazard

15 Lambada RANMA 3:13 Nettou utagassen ikusa Ranma ½

16 Surfer Girl 1:49 Positively Phranc Phranc

17 Moonlight Becomes You 2:29 I Enjoy Being A Girl Phranc

18 Sparkling Diamonds 2:52 Moulin Rouge Nicole Kidman, et al.

19 Rich Fantasy Lives 3:42 And They Say I've Got Talent [Explicit] Tom Smith

20 Let's Do It 2:21 Laguna Tunes Greg Graffin & Joan Jett

21 The Masochism Tango 2:55 The Remains Of Tom Lehrer Tom Lehrer

22 Hare Hare Yukai 3:34 Tomare! Hirano, Minori Chihara and Yuko Goto

23 Seishun Satsubatsuron 3:34 Assassination Classroom OP Single 3-E Utatan

24 Friend Shitai 1:30 Gakkou Gurashi! OP Single - Friend Shitai Gakuen Seikatsu Bu

25 Miraikei Answer 4:04 Ore Monogatari!! OP Single - Miraikei Answer Trustick

26 Make a Girl's Heart Scream! 4:15 Maho-chan no Super Collection Taiho Shichauzo

27 Fuwa Fuwa Time (first performance) 1:36 Fuwa Fuwa Time Houkago Tea Time

28 GO! GO! MANIAC 4:11 K-ON!! OP Single - GO! GO! MANIAC Houkago Tea Time

29 Cagayake! GIRLS 4:06 Cagayake! GIRLS Houkago Tea Time

30 Two Of Me In My Heart 4:52 Haunted Junction Original Soundtrack Haunted Junction

31 Watashi no Tamagoyaki 2:45 Dragon Half Dragon Half

32 Inside Identity 4:22 Aniuta! Zero-Shaft feat. りこ。 , 績利 , 白羽美依 , ドン栗

33 Maddy Candy 4:45 Maddy Candy Death Devil

34 Hell The World 4:48 Maddy Candy Death Devil

35 Help!! (Hell side) 3:35 MM! OP Single - Help!! Ayana Taketatsu

36 Perfect-area complete! 4:03 Baka to Test to Shoukanjuu OP Single - Perfert-Area Com… Asou Natsuko

37 NO, Thank You! 1:31 NO, Thank You! Houkago Tea Time

38 Don't Say "Lazy" 1:30 Don't Say "Lazy" Houkago Tea Time

39 Lady Marmalade 2:29 Live Fast, Die Never: Music from the TV series Angel Lorne (Andy Hallet)

40 The Famous Polka 1:34 Then: The Earlier Years (disc 1) They Might Be Giants

41 Beauty Queen 2:32 Beauty Queen Little Nell

42 Gimme Chocolate!! 4:03 Babymetal BABYMETAL

43 Moonlight Party 2:39 Bust-a-Move 2: Dance Tengoku Mix Kelly

44 Transform 4:01 Bust-a-Move Game Soundtrack Kelly

45 I'm Too Sexy 2:51 Club Chipmunk Chipmunks

46 Who's Sorry Now? 2:21 Connie Francis

47 The Babysitter's Here 3:57 The Honesty Room Dar Williams

48 I Touch Myself 3:48 Divinyls Divinyls

49 Sin Wagon 3:38 Fly Dixie Chicks

50 Mr. Blue Sky 5:02 All Over the World: The Very Best of Electric Light Orchest… Electric Light Orchestra

51 F**k You 2:17 Music Songs Garfunkel and Oates

52 (Do You Wanna Date My) Avatar (feat. Felicia Day) 3:40 (Do You Wanna Date My) Avatar (feat. Felicia Day) - Single The Guild

53 I'm the One That's Cool (feat. Felicia Day) 3:58 I'm the One That's Cool (feat. Felicia Day) - Single The Guild

54 Ranma Soutome 3:42 Psycho Potpourri! the great Luke Ski

55 Yatta! 3:59 YATTA! Happa-tai

56 I Kissed A Girl 3:14 Jill Sobule Jill Sobule

57 Love Is All Around 1:00 Greatest Hits Joan Jett & The Blackhearts

58 Baby Got Back (In the Style of Glee) 5:32 Baby Got Back (In the Style of Glee) - Single Jonathan Coulton

59 Walking On Sunshine 4:03 Katrina and the Waves

60 Candy 3:27 Candy Dracula's Daughter

61 Stilletos And Lipstick 2:15 Musical World of Little Nell (Aquatic Teenage Sex & Squal… Little Nell

62 Lolitabot (Disko Warp Radio Edit) 2:41 Lolitabot Lolitabot

63 Material Girl 3:53 Immaculate Collection/Something to Remember (1 of 2) Madonna

64 Chicken Monkey Duck 1:14 The Very Last Songs I Will Ever Record (Part 1) Mike Phirman

65 Gunpowder and Lead 3:05 Gunpowder and Lead Miranda Lambert

66 My Fantastic Plastic Girl 2:39 Gumbo Pants Paul and Storm

67 Fever 3:23 The Best of Peggy Lee Peggy Lee

68 Rocket-Dan Yo Eien Ni 4:45 Team Rocket Forever Team Rocket

69 Bad Things 2:44 Jace Everett Jace Everett

70 Sugar Rush 3:15 Wreck-It Ralph (Original Score) AKB48

71 Everything Is AWESOME!!! 1:27 The Lego® Movie (Original Motion Picture Soundtrack) Jo Li

72 I Know What Boys Like 3:15 Wasn't Tomorrow Wonderful? The Waitresses

73 Slinky / It's Slinky 0:58 TeeVee Toons: The Commercials Various Artists

74 Carry On Wayward Son 1:50 Supernatural: The Musical (Songs from the 200th Episode) Vivien Armour, Alyssa Lynch, Kelli Ogmundson, Katie Sarif…

75 The Road So Far 2:05 Supernatural: The Musical (Songs from the 200th Episode) Alyssa Lynch, Jay Gruska & Tim Pierce

76 Still Alive 2:56 The Orange Box (Original Soundtrack) GLaDOS & Jonathan Coulton

77 Spend This Night With Me 2:45 Top Secret! Original Soundtrack Nick Rivers

78 Trans Poly U. Fight Song 2:01 And They Say I've Got Talent Tom Smith

79 The Sissy Alphabet 2:33 Strapped In Silk Teresa Bowers & Dov Sherman

80 Parade 5:42 Paprika (From the Motion Picture) Susumu Hirasawa

81 Supernatural Sitcom Theme Song 0:53 Supernatural

82 Dragostea Din Tei 3:38 Ultimate Dance Hits The Starlite Singers

83 My Girlfriend, Who Lives in Canada 1:19 Avenue Q: The Musical - Original Broadway Cast Robert Lopez & Jeff Marx

84 B-Chiku Sentai SOX 4:34 Shimoneta – OP Single 「B地区戦隊SOX」/SOX SOX

85 Melty Love 5:33 GOLD SUN AND SILVER MOON SHAZNA

86 Man! I Feel Like A Woman 3:57 Come On Over Shania Twain

87 Come On Eileen 4:10 It Means Everything Save Ferris

88 Let's Go to the Mall (From How I Met Your Mother) 3:17 Let's Go to the Mall (From How I Met Your Mother) - Single Robin Sparkles

89 Evil Queen 2:40 Rhapsody - A Musical Adventure Carrie Gordon Lowrey, Sara Thomas, Rachel Quaintanes, J…

90 Dexter Main Title 1:41 Dexter Soundtrack Rolfe Kent

91 It's A Man 2:23 Diamond City Radio Betty Hutton

92 Personality 2:47 Diamond City Radio Johnny Mercer

93 I'm The One You're Looin' For 3:23 Diamond City Radio Lynda Carter

94 Man Enough 3:20 Diamond City Radio Lynda Carter

95 A Wonderful Guy 1:53 Diamond City Radio Tex Beneke

96 Right Behind You, Baby 2:23 Diamond City Radio Ray Smith

97 Josie And The Pussycats 2:53 Saturday Morning Cartoons' Greatest Hits Juliana Hatfield And Tonya Donelly

98 Am I a Girl? 3:38 Am I a Girl? Poppy

99 Wishful Thinking 2:39 The Ditty Bops The Ditty Bops

100 Hipster Princesses - The Musical 1:34 AVbyte Volume 2 AVbyte/Elizabeth Oldak/Tiger Darrow/Molly Gallagher/Ta…

101 David Duchovny 4:14 DAVID DUCHOVNY CD-S Bree Sharp

102 Sakura Kiss 3:46 Ouran Host Club Kawabe Chieco

103 We'll Meet Again 3:02 We'll Meet Again: The Very Best of Vera Lynn Vera Lynn

104 One in a Billion 4:18 One in a Billion - EP Wake Up, May'n!

105 When I Find Love 5:16 Saints Row: Gat Out of Hell Travis Willingham, Kate Reinders, Natalie Lander, Daniel D…

106 As Girls Go 3:25 99.9 degrees Suzanne Vega

107 Ballad of Cleo & Joe 4:00 Sisters of Avalon Cyndi Lauper

108 If You Were A Woman ( And I Was A Man ) 5:16 The Best of Bonnie Tyler Bonnie Tyler

109 Hero too 4:18 TVアニメ『僕のヒーローアカデミア』4th オリジナルサウンドトラ… KYOKA JIRO Starring Chrissy Costanza

110 Little Black Dress 2:27 Shock Treatment (Original Soundtrack) Richard O'Brien, Jessica Harper, Patricia Quinn & Barry Hu…

111 Gabriel DropKick 3:34 Gabriel DropKick Gabriel (CV: Miyu Tomita), Vigne (CV: Saori Oonishi), Sata…

112 Otome no Route wa Hitotsu janai! 4:35 angela

113 Prisencolinensinainciusol (Remastered) 3:52 Collezione D'Oro (Remastered) Adriano Celentano

114 Barbie Girl (feat. Morgan James) 3:10 Emoji Antique Scott Bradlee's Postmodern Jukebox

115 Bad Romance (feat. Ariana Savalas & Sarah Reich) 4:10 Emoji Antique Scott Bradlee's Postmodern Jukebox

116 Wannabe (feat. Therese Curatolo, Olivia Kuper Harris & S… 3:01 BACK When They Called It Music: The '90s, Vol. 1 Scott Bradlee's Postmodern Jukebox

117 Smile Skill = Suki Skill! 4:41 Didn't I Say to Make My Abilities Average in the Next Life?! Azumi Waki, Sora Tokui, and Masumi Tazawa

118 Amazon Trio Theme 2:43 Pretty Guardian Sailor Moon Amour Eternal Riona Tatemichi, Yumi, and Chihiro Ando

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Sketch Stream Starting Now! 2020-07-04T21:02:15+00:00

Join me at https://picarto.tv/DovSherman for this month's sketch suggestion stream and bring your suggestions for "Solo" pictures, which be anything as long as only one character is in frame.

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Why I didn't draw another picture before tomorrow's sketch session
Why I didn't draw another picture before tomorrow's sketch sessionmore_vert
2020-07-04T01:58:51+00:00
Post file flag
Why I didn't draw another picture before tomorrow's sketch session 2020-07-04T01:58:51+00:00close

Since I got a little behind last month, I was planning to do another drawing before this month's sketch session but then...

On the last day of June, two abandoned bunnies showed up at my apartment complex. They've been hiding in the bushes and some of the kids who live here have been feeding them, as did I. Yesterday, I spent an hour chasing one of them around and finally caught him. Then I spent another hour searching for the other bunny but couldn't find him. Then I went all over town trying to find a place that could take him in before going to the country shelter, which it turns out has a very good adoption rate. He was the sixth bunny they got that day.

I caught the second one today. That's bunny number two in the video.

Five other bunnies were turned in between the two. Apparently, the shelters get a lot of abandoned bunnies at this time of year, mostly from people who get a bunny for Easter and then get bored of them.

Pets are not toys. Sissies are toys. Pets are not toys.

Please consider adopting a bunny from your local shelter.


Embed data

Provider
YouTube

Provider URL
YouTube

Subject
Bunny number two

Description
This little bunny was abandoned near my apartment. Even with some of the local kids feeding him, he was looking a bit frail. Today, I caught him and brought him to a shelter with a very good adoption rate. Apparently, they get a lot of bunnies this time of year. This is bunny number two because I caught his friend and brought him to the shelter. He was the sixth bunny turned in that day and five other bunnies were turned before I caught bunny number two. Please consider adopting a bunny from your local shelter.

URL
https://youtu.be/Xl1Pz_DzK9s

HTMLplay_arrow

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    src="https://www.youtube.com/embed/Xl1Pz_DzK9s"
    class="embedly-embed"
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    allowfullscreen
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Comments (4)
user avatar
User #2821613 - 4 Jul 20 05:45
Good on ya, Dov.
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User #10328103 - 4 Jul 20 15:29
I dont know if you make anthropomorphic characters but you should make bunny people turn humans into sissies or subs as revenge for being abandoned.
user avatar
User #13258701 - 4 Jul 20 21:29
I was super hoping to see the blackmailed groom to be dancing at his own stag party from the stream. But animals are way more important. You did a great thing rescuing them.
user avatar
DovSherman - 5 Jul 20 04:09
I did spend a day working on that one but I just couldn't get a pose and layout that I was happy with so I moved on to the next one.
Sketch Stream "Solo" on Saturday, July 4th at 2PM Pacific time 2020-07-01T20:50:10+00:00

My next Sketch Stream will be on Saturday, July 4th at 2PM Pacific time.

This month's theme is "Solo".

Be ready to bring your suggestions which can be anything as long as there would be only one single character visible. It could be someone tied up for the night or someone trying on an outfit. There could be other people nearby, represented by word balloons pointing out of frame. Anything as long as we can only see one person in frame.

If you won't be able to join me for the stream, please post your suggestions as comments on this post.

When I am ready to start, I will post the URL.

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Comments (13)
user avatar
User #218079 - 2 Jul 20 14:55
guy hypnotized and succumbing to a sex machine he designed
user avatar
User #13845516 - 1 Jul 20 21:53
Maybe an escape artist act performed before a timed camera display of one's "softer side".
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User #2821613 - 3 Jul 20 18:35
A streamer who is losing at whatever game and the more he loses the more feminized he has to get or his chat is hitting sissy donation goals and he has to get more and more sissyfied for them.
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User #10328103 - 4 Jul 20 16:15
This is a great and funny idea.
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User #13258701 - 2 Jul 20 15:36
a sissy absolutely thrilled and relieved to have the pool all to themselves where they can finally swim in their favorite bathing suit
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User #13258701 - 2 Jul 20 15:14
A lone dancer, center stage
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User #6737914 - 2 Jul 20 18:29
A topdown perspective of a sissy baby, massive diaper, stuck inside of a pram, as there are speech bubbles of people humiliating the sissy down there, Being utterly ashamed and patronized, of course this sissy is outside, maybe at a park or playground, or at a cafe at some point, but mostly, we see the pram, the sissy and maybe even a hand with a glass of drink'ables Maybe the sissy is out with their babysitter~ (date) with her friends, just having a girl's day out ~ Well, play around with the idea, I just miss more of this kind <3 !
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User #3280555 - 2 Jul 20 07:08
He thinks he is seeing a beautiful woman but in reality he has been feminised, is home alone and looking in the mirror.
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User #20799796 - 3 Jul 20 01:44
As much as I love all of the frills and lace, I'd like to see something with a goth theme. Dark clothes and makeup, piercings, tattoos, fishnets, and maybe a chastity cage. I don't think you've ever done anything in that style, it would be a nice way to mix things up! They could be alone in their dorm at college when everyone else has gone home for break.
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User #10328103 - 4 Jul 20 17:38
Sorry I wont be able to attend but Im gonna throw my ideas. A sissy doing his jazzercise routine at home wearing the thong leotard, sweat socks, sweat band, the tights, and using small weights. A streamer doing a make up tutorial or showing off new outfits. A crossdresser all dressed up as a (50s style or bimbo style) house wife baking sweets. A sissy or crossdresser got their new outfit in the mail and are modeling and posing in front of a mirror. A guy who watched WAY TOO many women empowerment or show your inner woman talk shows and is hypnotized watching his favorite shows on tv in a sexy outfit, with high heels, beautiful hair and make up, drinking wine agreeing to what they are saying or talking about. A guy all dolled up and went to his favorite ice cream shop to treat himself for looking so fabulous. A sissy all dressed up as his favorite pop singer and singing her karaoke songs.
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User #2821613 - 1 Jul 20 23:48
Someone who has been left behind at a party or bar. A sissy alone in a shopping mall after everyone closes.
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User #18566121 - 2 Jul 20 22:24
maybe a french maid in chains wearing a gag with a cleaning device attached to it?
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User #13258701 - 2 Jul 20 15:35
A Victorian sissy having to hold still and pose while their portrait is being painted
Wedding Blessings
Wedding Blessingsmore_vert
2020-07-01T06:22:16+00:00
Wedding Blessings 2020-07-01T06:22:16+00:00close

"I was getting bored of this one, anyway."

This was drawn based on a suggestion from Josster for June's theme of "Brides".


Media (2)


WeddingBlessings.jpg (463.0KiB)
WeddingBlessings-dA.jpg (465.0KiB)


Attachments (2)


WeddingBlessings.jpg (463.0KiB)
WeddingBlessings-dA.jpg (465.0KiB)

Comments (3)
user avatar
User #3834285 - 2 Jul 20 06:51
if he's the son-in-law, does that make the sissy her... step-daughter? i'll see myself out
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User #10328103 - 1 Jul 20 16:01
I love everything about this pic. She is going to have so much fun with these two. jejejejeje I love the sissies outfit and the doms huge tits. Great job Dov.
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User #768593 - 1 Jul 20 06:24
Sissies getting stepped on? Another home-run.
Mint-in-Box Bride
Mint-in-Box Bridemore_vert
2020-06-29T06:05:49+00:00
Mint-in-Box Bride 2020-06-29T06:05:49+00:00close

The unopened box guarantees this bride is a virgin. Until later tonight, of course.

This was drawn based on a suggestion from Phillip Kettless and HinaYui for June's theme of "Brides".


Media (1)


MintInBoxBride.jpg (906.8KiB)


Attachments (1)


MintInBoxBride.jpg (906.8KiB)

Comments (3)
user avatar
User #3417679 - 13 Jul 20 19:07
One of the best masterpieces of all your designs. I'd love to be in that box turned into a bride and crowded all over my body. Big humiliation in this pretty outfit, he looks a lot like a wedding doll with all this makeup Wow !!!
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User #10328103 - 29 Jun 20 13:52
Oh I wonder if they have more for other ocassions? I love how you put that "this bride is a virgin" sell tag. jejejeje Very funny. Great job Dov. I also love the maid of honor and how happy she looks, I guess the bride is her brother or someone she knows and was on the shelves for a long time and was finally bought.
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User #12873924 - 29 Jun 20 11:08
OMG that one is *SO* super hawt! I wonder who the "Maid of honor" is wheeling her down the aisle to meet....
Bridlewear
Bridlewearmore_vert
2020-06-23T03:01:46+00:00
Bridlewear 2020-06-23T03:01:46+00:00close

You were already cringing when you thought that Mistress said she would have you in "bridalwear" for your wedding.

This was drawn based on a suggestion from TheSamstitute for June's theme of "Brides".

I'm sorry this one is coming so late in the month. I really let myself get too caught up in the detail and the complexity got away from me.


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Bridlewear-dA.jpg (1.2MiB)


Attachments (2)


Bridlewear.jpg (1.2MiB)
Bridlewear-dA.jpg (1.2MiB)

Comments (9)
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User #768593 - 23 Jun 20 03:20
Worth the wait. Ponyplay is the best.
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User #10328103 - 23 Jun 20 21:07
Oh wow another huge piece. Incredible job Dov. Both versions are fantastic, keep it up. Love the horseys big carrot. jejejeje
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User #15088189 - 24 Jun 20 16:36
Are those falsies or implants?
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DovSherman - 25 Jun 20 00:59
Implants this time. I wanted the clamps to matter.
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User #15088189 - 25 Jun 20 02:44
Fantastic, I was hoping so!
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User #6737914 - 27 Jun 20 17:12
I kinda like the implants more than the fake cups~ Gives way more humiliation to it if you ask me <3 But what matters is mainly what you like to make! Love our work!
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User #13258701 - 23 Jun 20 11:56
Hot damnnn
user avatar
User #3065757 - 23 Jun 20 07:48
This is amazing!
user avatar
User #15088189 - 24 Jun 20 16:36
Ho-lee christ...
Sketch Stream Now! 2020-06-07T03:00:15+00:00

This month's sketch stream is now starting at https://picarto.tv/DovSherman

Join me and bring your "Brides"-themed suggestions!

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Next Sketch Session on Saturday, June 6th at 8PM Pacific time 2020-06-05T13:13:36+00:00

My next Sketch Session will be on Saturday, June 6th at 8PM Pacific time.

The theme for June is "Brides".

Join me on the sketch stream and bring your suggestions for interesting bridal situations.

If you won't be able to join me, you can post your suggestion as comment on this post. It can be a scenario or something as small as a type of bridal outfit you'd like to see.

When I am ready to start the sketch session, I will post the URL.

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Comments (9)
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User #9468707 - 6 Jun 20 10:56
You should do night of the living bridal gown but of the guy full encapsulated in the bride suit and held as an internal prisoner forever
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User #13195287 - 5 Jun 20 23:12
Just throwing out something random. How about a Bridalgownator?(a ray gun that turns clothes into Bridal Wear?)
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User #2380204 - 6 Jun 20 10:45
A variation on one of your earlier pictures with a sissy bride being brought in on roller skates. This one is strapped into a sack-barrow type frame in just her wedding lingerie and corset, knee length vwhite boots, arm length opera gloves ending in mittens and a decorative posture collar and a white pump gag. Her evil looking bridesmaids are wheeling her to her fate with evil grins on their faces.
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User #4071325 - 6 Jun 20 16:08
Something with the garter toss.
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User #18566121 - 5 Jun 20 21:57
maybe a wedding cake dress?
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User #13258701 - 6 Jun 20 03:14
A princess sissy marrying a lady knight.
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User #218079 - 5 Jun 20 16:19
a pair of cheating husbands hypnotized into bimbo brides?
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User #2619979 - 6 Jun 20 04:22
Made-to-Mail-Order Brides
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User #15403580 - 7 Jun 20 08:13
You could do something like... Sissy of the bride.. where the sissys wife to be is actually marrying someone else and our sissy is carrying the rings or her train or something a sissy can help with 😝
A Night to Remember with Embarrassment
A Night to Remember with Embarrassmentmore_vert
2020-05-31T06:32:03+00:00
A Night to Remember with Embarrassment 2020-05-31T06:32:03+00:00close

"Sure, maybe I got a little creative with how I won but a bet is a bet. Now, stop being so nervous and try to enjoy yourself, my beautiful Queen."

This was drawn based on a suggestion from DND5 for May's theme of "Remade".

Side note: I just wore myself out trying to finish this before midnight and then, after I was finished, remembered that there are 31 days in this month.


Attachments (1)


ANightToRememberWithEmbarrassment.jpg (964.9KiB)

Comments (5)
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User #15088189 - 9 Jun 20 18:12
Something tells me he's been having trouble walking...
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User #13258701 - 14 Jun 20 21:40
I love both their lipsticks
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User #1012639 - 31 May 20 16:15
This is by far my favourite theme you’ve done. Your best work! You gotta do it again sometime.
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User #2878171 - 31 May 20 10:37
I love how the facial expressions alone can usually tell a complete story! For this story I like to imagine that the Prom Queen only found out what “her” outfit would be last minute. Perhaps some of her male friends might invite her for a slow dance ;)
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User #10328103 - 31 May 20 16:19
Very funny love the outfits, especially the prom queen. jejejeje What sexy heals I bet he was stumbling all night walking with those. Great job Dov. I wish I had this much fun at my prom.
Bully to Submissive - Extra Happy Edition
Bully to Submissive - Extra Happy Editionmore_vert
2020-05-27T08:18:43+00:00
Bully to Submissive - Extra Happy Edition 2020-05-27T08:18:43+00:00close

Comments (3)
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User #2620277 - 27 May 20 14:48
This is a great action shot.
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User #37505314 - 20 Jun 20 15:02
wonderful
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User #15006680 - 27 May 20 15:28
Working through some stuff. 😄
Bully to Submissive
Bully to Submissivemore_vert
2020-05-27T07:57:46+00:00
Bully to Submissive 2020-05-27T07:57:46+00:00close

It's so nice that they're getting along better these days.

This was drawn based on a suggestion from TheSamstitute for May's theme of "Remade".


Media (2)


BullyToSubmissive.jpg (762.5KiB)
BullyToSubmissive-NoSpeech.jpg (658.7KiB)


Attachments (2)


BullyToSubmissive.jpg (762.5KiB)
BullyToSubmissive-NoSpeech.jpg (658.7KiB)

Comments (4)
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User #12873924 - 27 May 20 11:44
Ohh, my...she's going to be on her knees, "making it up to Her" soon-enough, i think...
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User #10328103 - 28 May 20 01:52
I love it. Very hot and its funny to. The idea is great. which original of your was remade for this one? Love all the broken toys and how torn the sissies panties are. jejejejeje Great job keep it up
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DovSherman - 28 May 20 01:53
These aren't redraws, just characters who are in a state of being remade.
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User #10328103 - 28 May 20 01:58
Oh ok. Alot of ideas come to mind. Sorry I missed it, hopefully i can attend the next session
Drawing's Revenge
Drawing's Revengemore_vert
2020-05-15T16:07:20+00:00
Drawing's Revenge 2020-05-15T16:07:20+00:00close

Sissy drawings always know who is really at fault for their predicament.

This was drawn based on a suggestion from HinaYui and CherryDoll for May's theme of "Remade".


Media (1)


DrawingsRevenge.jpg (619.3KiB)


Attachments (1)


DrawingsRevenge.jpg (619.3KiB)

Comments (3)
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User #10328103 - 15 May 20 18:18
This is great. Love everything about it. The details, the bimbo choices on the screen the art can add to the artist, jejejejejeje, the way the art is shaded to to show its made of paper, the struggling artist with hole in his sock. INCREDIBLE work Dov. Shows your a great artist. keep it up. Id love to see this animated like Kurt^ said like the Looney Tunes itd be great.
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User #1012639 - 15 May 20 16:33
Awesome! THIS should really be a series or a comic. The Bugs Bunny and Daffy Duck VS the Cartoonist scenario.
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User #2620277 - 15 May 20 18:07
Hah. That's really fun. I remember a NSFW artist called "Biker" who used to have all kinds of 4th wall breaking interactions with his drawings. It was cute.
Magic Mannequin Swap - Hi-Res and Wallpaper Editions
Magic Mannequin Swap - Hi-Res and Wallpaper Editionsmore_vert
2020-05-10T00:52:41+00:00
Magic Mannequin Swap - Hi-Res and Wallpaper Editions 2020-05-10T00:52:41+00:00close

Comments (1)
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User #2694527 - 10 May 20 00:55
so good
Magic Mannequin Swap
Magic Mannequin Swapmore_vert
2020-05-10T00:51:11+00:00
Magic Mannequin Swap 2020-05-10T00:51:11+00:00close

He should probably just be grateful that she didn't swap their figures, too.

This was drawn based on a suggestion from Cardboard2396 for May's theme of "Remade".


Attachments (2)


MagicMannequinSwap.jpg (829.1KiB)
MagicMannequinSwap-NoSpeech.jpg (799.9KiB)

Comments (14)
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User #2711183 - 16 May 20 04:54
Great picture! There is sooo much going on here! Lots of textures and energy and emotion and sexy funtimes!
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User #13258701 - 14 Jun 20 21:43
The witch is super cute and I would love to see again giving the comeuppance to more deserving men. And I reallllly love that lingerie set. I need to find something like that with all the bows and frills that will fit me. That guys just doesn’t know how lucky he is.
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User #1012639 - 10 May 20 01:15
Oh that is PERFECT!
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User #2694527 - 10 May 20 00:54
HAHAHAHA!!!
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User #697269 - 11 May 20 04:24
He demands she switch him back. He gets switched back, now in his old clothes and outside, but the "figure" of the mannequin stayed outside. Maybe the hair too 😁
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User #2620277 - 10 May 20 15:17
Ohhh! I have a new favorite. This is such a sexy fantasy.
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User #10328103 - 11 May 20 04:15
What I really LOVE is the fact that he has make up when switched with the mannequin. This one is very funny Dov. Id love to see a series of this witch causing all these sissy situations to her dates, or boyfriends or whoever. SUPER job Dov. The pose he has is very sexy. jajajajajaja
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DovSherman - 11 May 20 10:32
If you look closely, there's a second small pink magic cloud and "poof" for adding the make-up.
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User #10328103 - 11 May 20 23:09
Clever shes done this before. jejejejeje good job
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User #3785554 - 10 May 20 13:49
Cute
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User #3042036 - 11 May 20 18:14
Looks great and that witch is really cute
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User #13811656 - 10 May 20 10:15
So is he just stuck there with a pole up his bum?? 🙈
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User #697269 - 10 May 20 05:58
I think we should see the figure swap
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User #2878171 - 10 May 20 10:40
I love how the girl looks! The expressions covey so much story!
Sketch Stream: Re-Mayd! 2020-05-02T21:01:00+00:00

Join me for my Sketch Stream at https://picarto.tv/DovSherman and bring your suggestions for this month's theme: Re-Mayd!

(which means "re-made")

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Sketch Stream on Saturday, May 2nd at 2PM Pacific 2020-05-01T07:18:04+00:00

My next Sketch Stream will be on Saturday, May 2nd at 2PM Pacific time.

May's theme will be "Re-Mayd".

Suggestions should be about people being "remade" in some way. Maybe someone is being turned into a doll. Or the boss is remade into the office bimbo. Or someone is being used as furniture.

When I am ready to start, I will post the URL so join me on Saturday and bring your suggestions for how someone should be remade.

If you won't be able to join me, you can tell me your suggestions as comments on this post.

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Comments (8)
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User #12552831 - 2 May 20 09:25
Robber robbing a fetish shop turned into a latex mannequin display
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User #13258701 - 1 May 20 23:46
-Lifeguard turned into beach bimbo
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User #13258701 - 1 May 20 23:46
Bully turned into prom queen
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User #18566121 - 1 May 20 23:09
A guy turned into fur-niture by his girlfriend?
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User #2380204 - 1 May 20 15:21
How about the lord of the house being turned ino a maid by his two maids?
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User #2821613 - 1 May 20 09:04
Techno femization virus.
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User #18566121 - 1 May 20 22:19
maybe a statue (of a queen?) with eyes that follow you?
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User #13258701 - 1 May 20 23:48
non specific space smuggler turned into gold bikini princess
Sissy Bunny Brat - Hi-Res and Wallpaper Editions
Sissy Bunny Brat - Hi-Res and Wallpaper Editionsmore_vert
2020-04-29T17:43:18+00:00
Sissy Bunny Brat - Hi-Res and Wallpaper Editions 2020-04-29T17:43:18+00:00close

Born to hop.


Media (3)


SissyBunnyBrat-HR.jpg (3.6MiB)
SissyBunnyBrat-WP.jpg (569.1KiB)
SissyBunnyBrat-WP-Alt.jpg (232.6KiB)


Attachments (3)


SissyBunnyBrat-WP-Alt.jpg (232.6KiB)
SissyBunnyBrat-WP.jpg (569.1KiB)
SissyBunnyBrat-HR.jpg (3.6MiB)

Comments (3)
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User #10328103 - 30 Apr 20 14:50
I can just imagine all the bitchy things she can say. "Like really? I've had bigger" "Oh Please I've stuck bigger things than that in my bunny hole." etc. Great Job Do.v Love her look and sassy sissy attitude.
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DovSherman - 1 May 20 11:47
"Tsk, what's that supposed to be? A baby carrot?"
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User #10328103 - 2 May 20 05:45
"Easter Bunny? PUH-LEASE!!! I'm the reason everyone gets "excited" for easter."
Sissy Bunny Brat
Sissy Bunny Bratmore_vert
2020-04-29T17:41:28+00:00
Sissy Bunny Brat 2020-04-29T17:41:28+00:00close

Bunny to the bone.

This was drawn for April's secret theme of "Bunnygirls".


Media (1)


SissyBunnyBrat.jpg (591.6KiB)


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SissyBunnyBrat.jpg (591.6KiB)

Comments (2)
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User #13258701 - 29 Apr 20 19:17
Oh I am so here for this sissy brat
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User #3785554 - 30 Apr 20 14:08
That's a whole lotta attitude, Cottontail. :) Love it!
A Long Night - Hi-Res and Wallpaper Editions
A Long Night - Hi-Res and Wallpaper Editionsmore_vert
2020-04-26T01:05:01+00:00
A Long Night - Hi-Res and Wallpaper Editions 2020-04-26T01:05:01+00:00close


Media (2)


ALongNight-HR.jpg (5.2MiB)
ALongNight-WP.jpg (572.3KiB)


Attachments (2)


ALongNight-HR.jpg (5.2MiB)
ALongNight-WP.jpg (572.3KiB)

A Long Night
A Long Nightmore_vert
2020-04-26T01:02:16+00:00
A Long Night 2020-04-26T01:02:16+00:00close

It's a bright, new morning as you wake up, bedroom-eyed and bushy-tailed, ready for another round.

This was drawn based on a suggestion from TheSamstitute for April's secret theme of "Bunnygirls".


Media (1)


ALongNight.jpg (809.7KiB)


Attachments (1)


ALongNight.jpg (809.7KiB)

Comments (6)
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User #10328103 - 26 Apr 20 01:20
Wow Id kill to be in this orgy. jajajajajaja Looks like everyone had a ton of fun if they are passed out like that. Great job on the details again Dov.
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User #2694527 - 26 Apr 20 01:26
This is a full on work of art!
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User #2694527 - 26 Apr 20 01:26
Is this the FIRST Dov Sherm nudes though?
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User #5011500 - 26 Apr 20 06:24
Sissy, still has her clothes on though, looks like she was the only one who didn't get laid.
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User #3785554 - 26 Apr 20 11:42
I've worn that outfit...let's just say that it adjusts out of the way pretty easily. :) But it was forward thinking on the sissy's part to wear stay-up stockings instead of pantyhose!
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DovSherman - 26 Apr 20 15:07
Do you mean the drawing or what this bunny accomplished? ;)
Waiting Patiently - Hi-Res and Wallpaper Editions
Waiting Patiently - Hi-Res and Wallpaper Editionsmore_vert
2020-04-21T07:36:39+00:00
Waiting Patiently - Hi-Res and Wallpaper Editions 2020-04-21T07:36:39+00:00close


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PatientlyWaiting-HR.jpg (5.7MiB)
PatientlyWaiting-WP.jpg (673.4KiB)


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PatientlyWaiting-WP.jpg (673.4KiB)
PatientlyWaiting-HR.jpg (5.7MiB)

Waiting Patiently
Waiting Patientlymore_vert
2020-04-21T07:34:35+00:00
Waiting Patiently 2020-04-21T07:34:35+00:00close

For your sake, let's just hope that they aren't closed for Easter.

This was drawn based on a suggestion from HinaYui and Cardboard2396 for April's secret theme of "Bunnygirls".


Media (1)


PatientlyWaiting.jpg (897.6KiB)


Attachments (1)


PatientlyWaiting.jpg (897.6KiB)

Comments (2)
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User #10328103 - 22 Apr 20 02:52
Incredible, very damn funny. This guy is so screwed if they dont open soon. jejejejejeje I love the level of detail on his outfit. Great job Dov.
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User #3785554 - 21 Apr 20 17:11
Wow, you've outdone yourself with this one, Dov! All the fun details and design work on this one is really amazing. I'm not even so much into the bondage gear stuff, but even I have to admire all of the terrific little touches! The outrageous figure and outfit are amazing, and the little "accessories" like the attention-getting bells and ballet boots are fantastic. It's wonderfully over-the-top and definitely fires the imagination. It looks like that locksmith is going to have his work cut out for him! :)
Bunnygirl-sempai 2020-04-18T01:04:09+00:00

On a personal note, it's a total coincidence that the finale movie is streaming this weekend, right when I happen to be drawing bunnygirls but I just want to say that, for my taste, "Rascal Does Not Dream of Bunnygirl-Sempai" is the most perfect anime series.

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Rainbow Sparkle Frappuccino - Hi-Res Editions
Rainbow Sparkle Frappuccino - Hi-Res Editionsmore_vert
2020-04-17T02:04:49+00:00
Rainbow Sparkle Frappuccino - Hi-Res Editions 2020-04-17T02:04:49+00:00close

Rainbow Sparkle Frappuccino
Rainbow Sparkle Frappuccinomore_vert
2020-04-17T02:03:19+00:00
Rainbow Sparkle Frappuccino 2020-04-17T02:03:19+00:00close

"Oh, honey, I just meant you should give him a generous tip. The whole cafe could hear your little bell ringing behind the counter."

This was drawn based on a suggestion from DND5 for April's secret theme of "Bunnygirls".

Comments (4)
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User #11924408 - 17 Apr 20 02:19
As always, I LOVE the way you draw domme outfits, and this one is the most wonderfully extravagant yet!
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User #3556288 - 17 Apr 20 09:15
Usually, the most exquisite thing in your works is what is happening to the sissy. This time, i just can't take my eyes off the mistress. She's stunning!
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User #3785554 - 17 Apr 20 13:32
The outfits are wonderfully sumptuous, but I'm always impressed how you're able to tell a complete story so visually. Even without the word balloons it's so clear what's going on, and all the details support it without junking it up. The name on the cup, the barista's smirk, the other patrons standing around, it all sells the "story." Very nicely done!
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User #10328103 - 17 Apr 20 08:45
Cizzy Bunbun Fluffybutt!!!! Is fantastic, I love it havent laughed like this in a good while. Excellent job Dov, turned out incredible. Love both outfits, I bet its hard to hop around in those heels. jejejejejeje
Sissy Professional Wedgie Federation - Hi-Res and Wallpaper Editions
Sissy Professional Wedgie Federation - Hi-Res and Wallpaper Editionsmore_vert
2020-04-11T07:17:52+00:00
Sissy Professional Wedgie Federation - Hi-Res and Wallpaper Editions 2020-04-11T07:17:52+00:00close


Media (3)


SPWF-HR.jpg (4.9MiB)
SPWF-WP.jpg (662.7KiB)
SPWF-WP.jpg (686.2KiB)


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SPWF-HR.jpg (4.9MiB)
SPWF-WP.jpg (686.2KiB)

Sissy Professional Wedgie Federation
Sissy Professional Wedgie Federationmore_vert
2020-04-11T07:15:27+00:00
Sissy Professional Wedgie Federation 2020-04-11T07:15:27+00:00close

"Faaaaaaaake! Those boobs are faaaaaaaaake!"

This was drawn based on a suggestion from Richter50 and TheSamstitute April's secret theme of "Bunnygirls".


Media (1)


SPWF.jpg (735.1KiB)


Attachments (1)


SPWF.jpg (735.1KiB)

Comments (2)
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User #10328103 - 11 Apr 20 23:24
The finished product is always the best. Fantastic job Dov. Love how the pink one has a good bulge from the super wedgie. jejejejejejeje
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User #3785554 - 11 Apr 20 23:09
That's terrific! And those big powder puff tails are love. :)
Art Stream Today 2020-04-09T22:24:01+00:00

Doing a little streaming today at https://picarto.tv/DovSherman while I work on the first picture for this month's theme.

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Hypno Stripper - Hi-Res and Wallpaper Editions
Hypno Stripper - Hi-Res and Wallpaper Editionsmore_vert
2020-04-08T02:30:50+00:00
Hypno Stripper - Hi-Res and Wallpaper Editions 2020-04-08T02:30:50+00:00close

Comments (1)
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User #3556288 - 9 Apr 20 03:52
Way better than a lap dance!
Hypno Stripper
Hypno Strippermore_vert
2020-04-08T02:29:29+00:00
Hypno Stripper 2020-04-08T02:29:29+00:00close

The dancers in this club are very good at recruiting new girls.

This was drawn based on the random selection of not logicaloddity's suggestion of "Hypnotic capture" combined with Cardboard2396's suggestion of "Stripper" for March's theme of "One from Column A, One from Column B".


Media (2)


HypnoStripper.jpg (930.2KiB)
HypnoStripper-NoText.jpg (897.7KiB)


Attachments (2)


HypnoStripper.jpg (930.2KiB)
HypnoStripper-NoText.jpg (897.7KiB)

Comments (6)
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User #10328103 - 8 Apr 20 03:10
Ok 1. Where is this Strip Parlor? jejejejejeje I wonder if this would be considered a punishment cause hes gonna make ALOT of money. I LOVE IT!!! My favorite for this month Dov stupendous job!!!!
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User #5011500 - 8 Apr 20 11:18
Where does one suggest ideas?
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DovSherman - 8 Apr 20 14:42
In the chat during my live sketch stream at at the beginning of the month or on the post announcing that stream. I just did the stream for this month a couple of days ago so this month's suggestions are now closed.
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User #2417932 - 10 Apr 20 22:10
I could see this being a twist on the movie Hustlers. To doubly make sure the men didn't go to the cops, they could have dressed them up as women in addition to getting them drunk and taking their money.
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User #3280555 - 8 Apr 20 12:10
Amazing!
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User #2694527 - 8 Apr 20 02:37
Tremendous!
Art Stream Today 2020-04-07T19:37:01+00:00

You are invited to join my stream while I'm working on one last picture from the "A + B" theme today at https://picarto.tv/DovSherman

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Sketch Stream now: Secret Theme! 2020-04-05T21:01:00+00:00

Join me at https://picarto.tv/DovSherman for my sketch stream and bring your suggestions for what I should draw.

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Next Sketch Stream on Sunday, April 5th at 2PM PST 2020-04-04T01:06:56+00:00

My next Sketch Stream will be on Sunday, April 5th at 2PM PST.

This month's theme is.... Secret Theme!

I'm not telling you what the theme is.

Join me for the Sketch Strem and bring your suggestions for fun things to draw and, if I use your suggestion, I'll add my Secret Theme to it. But nobody gets to see what the Secret Theme is until the end.

If you won't be able to make it to the Sketch Stream, you can give me your suggestions as comments on this post.

I will post the URL for the stream when I am ready to start.

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Comments (2)
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User #13612841 - 4 Apr 20 08:56
Secret theme! How exciting! Unfortunately I won't be able to make it to this one, so I will leave a suggestion here: Working from Home! :)
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User #930450 - 4 Apr 20 11:59
Perhaps the recurrent hypno-secretary and her loving boss/master are having all sorts of medical fun while self isolating!
Free Kisses - Hi-Res Edition
Free Kisses - Hi-Res Editionmore_vert
2020-03-31T23:37:07+00:00
Free Kisses - Hi-Res Edition 2020-03-31T23:37:07+00:00close


Media (1)


FreeKisses-HR.jpg (7.1MiB)


Attachments (1)


FreeKisses-HR.jpg (7.1MiB)

Free Kisses
Free Kissesmore_vert
2020-03-31T23:35:30+00:00
Free Kisses 2020-03-31T23:35:30+00:00close

It's such a shame that, from here, your admirers can't see what the rest of your pretty outfit looks like. If they want to know what is written on the back of your lovely bow, they'll just have to come around the back.

This was drawn based on the non-random selection of Eelco's suggestion of "Public Pillory" combined with killie's suggestion of "Kissing Booth" for March's theme of "One from Column A, One from Column B".


Media (1)


FreeKisses.jpg (849.9KiB)


Attachments (1)


FreeKisses.jpg (849.9KiB)

Comments (1)
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User #10328103 - 1 Apr 20 01:12
JAJAJAJAJAJAJA And from the looks of it, people are enjoying other parts to kiss. Very funny Dov. Id love to see his full outfit. LOVE the huge bow.
Spring Break Bully - Hi-Res Edition
Spring Break Bully - Hi-Res Editionmore_vert
2020-03-30T19:27:52+00:00
Spring Break Bully - Hi-Res Edition 2020-03-30T19:27:52+00:00close


Media (1)


SpringBreakBully-HR.jpg (6.1MiB)


Attachments (1)


SpringBreakBully-HR.jpg (6.1MiB)

Spring Break Bully
Spring Break Bullymore_vert
2020-03-30T19:27:07+00:00
Spring Break Bully 2020-03-30T19:27:07+00:00close

"Still here, Sissy? You must be getting thirsty..."

This was drawn based on the random selection of Fillan's suggestion of "Bully" combined with CherryDoll's suggestion of "Spring Break" for March's theme of "One from Column A, One from Column B".


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SpringBreakBully.jpg (773.6KiB)


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SpringBreakBully.jpg (773.6KiB)

Comments (5)
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User #2878171 - 31 Mar 20 16:21
I really really love the pun of “Itsy Bitsy” and the implied “teeny weeny” right below it! Not to mention that he’s wearing the yellow polka dot bikini mentioned in the song xD. These details make exploring every inch of your art rewarding.
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DovSherman - 31 Mar 20 20:46
I imagine a lot of people look at him in confusion, read the words, think for a second and then shout out, "Oh! I get it. Teeny weenie!"
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User #10328103 - 30 Mar 20 23:08
Oh ouch the sun burn. jejejejejejeje Very funny Dov. Great job.
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User #12489714 - 31 Mar 20 06:15
Reminds me of an episode of Even Stevens where he gets caught at a girls sleepover and they do this to him! But not with rhe sunburn lol
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User #13258701 - 31 Mar 20 18:01
Those tanlines will be impossible to explain, the poor sissy.
New Secretary Waking Up - Hi-Res Editions
New Secretary Waking Up - Hi-Res Editionsmore_vert
2020-03-28T09:29:33+00:00
New Secretary Waking Up - Hi-Res Editions 2020-03-28T09:29:33+00:00close


Attachments (2)


SecsyPhotos-HR.jpg (3.0MiB)
New_Secretary_Waking_Up-HR.jpg (4.6MiB)

Comments (1)
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User #3556288 - 28 Mar 20 15:14
OMG! That is awesome!
New Secretary Waking Up
New Secretary Waking Upmore_vert
2020-03-28T09:28:38+00:00
New Secretary Waking Up 2020-03-28T09:28:38+00:00close

It looks like this secretary has gotten more than one big bonus.

This is a follow-up to "Promotion"

This was drawn based on the random selection of Phillip Kettless's suggestion of "New Secretary" combined with Hina Yui's suggestion of "Waking Up" for March's theme of "One from Column A, One from Column B".


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New_Secretary_Waking_Up.jpg (521.9KiB)
SecsyPhotos.jpg (413.1KiB)

Comments (7)
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User #3785554 - 28 Mar 20 12:34
So much to love here! The bimbo transformation, the before-and-after facial expressions, even waking up to a boob job! But the touches of the story are great as well...it looks like Cyril and Jackie have had quite the relationship these many months! Unfortunately it looks like there's about to be some trouble in paradise, but hopefully the two lovebirds can work things out. :)
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User #2380204 - 28 Mar 20 17:54
I thought it was a sequel to that excellent piece of art. How about another with all the "girls" he has gotten out of the way. One sitting on his lap taking dictation, two by a water cooler kissing and stroking each others skirted bulges and the lasr one beding over a filing cabinet showing off her stocking tops and panties?
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User #10328103 - 29 Mar 20 05:43
Welcome to your new life sweety. Very hot and funny. Love the full "Why do I have boobs" face. Fantastic job Dov. Keep it up.
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User #2878171 - 29 Mar 20 11:18
I really appreciate all of the background detail on this. The items on the desk and pictures on the wall make this image a treat to examine!
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User #31537764 - 28 Mar 20 09:30
I love your brainwash stuff! Thank you.
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User #3280555 - 28 Mar 20 09:43
Wonderful!
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User #2711183 - 29 Mar 20 04:24
Always love the hypnosis artworks! And adding the progression from external falsies to actual breasts is delightful!
Find the Lady - Hi-Res and Wallpaper Editions
Find the Lady - Hi-Res and Wallpaper Editionsmore_vert
2020-03-24T12:34:17+00:00
Find the Lady - Hi-Res and Wallpaper Editions 2020-03-24T12:34:17+00:00close


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FindTheLady-WP.jpg (707.4KiB)
FindTheLady-WP-NoText.jpg (680.4KiB)
FindTheLady-NoText-HR.jpg (4.6MiB)
FindTheLady-HR.jpg (4.9MiB)

Comments (1)
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User #3556288 - 25 Mar 20 08:07
Brilliant!
Find the Lady
Find the Ladymore_vert
2020-03-24T12:33:18+00:00
Find the Lady 2020-03-24T12:33:18+00:00close

Spinning doesn't really affect the game; it's just fun. And it's not as if she has any chance of picking the right Queen.

This was drawn based on the random selection of not telling's suggestion of "Three-card Monte" combined with Topcut234's suggestion of "Latex mannequin" for March's theme of "One from Column A, One from Column B".


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FindTheLady.jpg (832.4KiB)
FindTheLady-NoText.jpg (757.9KiB)


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FindTheLady.jpg (832.4KiB)
FindTheLady-NoText.jpg (757.9KiB)

Comments (4)
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User #3785554 - 24 Mar 20 17:43
Very creative! And I love the costume designs, that's a very fun and sexy way of doing the playing cards. And while I don't care much for his odds, at least he's well suited to being a queen for the next 12 months. :)
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User #10328103 - 24 Mar 20 13:06
Hello Dov, hope everything ok with you. Great combination looks like alot of fun. Im sure itd be a guest favorite at the casino. Love the different designs great job Dov.
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User #2878171 - 25 Mar 20 07:06
I absolutely love how creative this scenario is! This is the type of originality that can’t be found anywhere else on the internet =)
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User #9468707 - 24 Mar 20 16:53
Please do one with the wife being turned into on but in a tighter latex suit for guessing wrong
Sketch Stream Part 2 Starting Now 2020-03-08T20:59:30+00:00

This month's sketch stream continues now at https://picarto.tv/DovSherman

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Sketch Session Part 2 on Sunday at 2PM 2020-03-08T01:25:22+00:00

Thank you to everyone who joined me on Saturday.

I will be continuing this month's sketch session at 2PM Pacific on Sunday, March 8th.

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Sketch Stream Starting Now 2020-03-07T22:05:43+00:00

The March sketch stream is starting now at https://picarto.tv/DovSherman

Join me and bring your suggestions for Column B!

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Sketch Session on Saturday, March 7th at 2PM Pacific 2020-03-04T03:06:04+00:00

My next sketch session will be on Saturday, March 7th at 2PM Pacific.

This month, the theme is "A + B".

If you won't be able to make it to the sketch stream, please post your suggestions for this theme as a comment on this post. All comments here be Column A.

All suggestions made in the chat for the stream with be Column B.

During the stream, I'll use random selection to choose an A suggestion and a B suggestion. Then I'll put them together and draw whatever that turns out to be.

Your suggestions MUST be simple, short elements, not a whole scene, not even a whole sentence. In fact, no verbs or conjunctions allowed. No more than four of five words, preferably less.

For example, you could suggest something like "latex maid" or "mistaken identity" or "assembly line". So it can be a theme, a type of outfit, a setting, a mood. It shouldn't be a whole planned thing because I'm going to mash it up with someone else's suggestion at random.

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Comments (20)
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User #15626052 - 4 Mar 20 13:11
Cheating boyfriend
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User #3785554 - 4 Mar 20 16:35
Ooh, fun concept! I hope I'll be able to make it. In the meantime: Preggo bimbo :)
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User #2380204 - 4 Mar 20 20:32
Getting rid of the competition, new secretary
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User #2380204 - 4 Mar 20 20:31
Bondage French Maid, What party?, Tricked
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User #2909552 - 4 Mar 20 03:26
Nursery
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User #2380204 - 4 Mar 20 20:31
feminised, locked, trapped, turned out onto the street
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User #26041980 - 4 Mar 20 16:11
Bully
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User #15626052 - 4 Mar 20 22:54
Tattoo artist
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User #1012639 - 4 Mar 20 05:38
Beauty salon
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User #12552831 - 5 Mar 20 06:09
latex assembly line
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User #11924408 - 4 Mar 20 19:48
This is a very fun stream idea! I'll suggest... "Parade Balloon"
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User #13258701 - 4 Mar 20 22:34
Bikini body
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User #3280555 - 4 Mar 20 09:55
Doctors office
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User #6951756 - 5 Mar 20 00:52
Hypnotic humilation
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User #6951756 - 5 Mar 20 01:41
Youtube confession
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User #6951756 - 4 Mar 20 21:12
Hypnotic capture
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User #3042036 - 4 Mar 20 04:15
I might miss it this time so just in case "haunted house"
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User #2619979 - 4 Mar 20 21:36
sissy pornstar
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User #15626052 - 4 Mar 20 22:54
Sister revenge
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User #15626052 - 4 Mar 20 16:29
Sewing project
A Single Rose - Hi-Res and Wallpaper Editions
A Single Rose - Hi-Res and Wallpaper Editionsmore_vert
2020-02-29T03:05:09+00:00
A Single Rose - Hi-Res and Wallpaper Editions 2020-02-29T03:05:09+00:00close


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ASingleRose-WP.jpg (446.4KiB)
ASingleRose-Alt-WP.jpg (447.1KiB)
ASingleRose-Alt-HR.jpg (2.0MiB)
ASingleRose-HR.jpg (2.0MiB)


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ASingleRose-WP.jpg (446.4KiB)
ASingleRose-Alt-WP.jpg (447.1KiB)
ASingleRose-HR.jpg (2.0MiB)
ASingleRose-Alt-HR.jpg (2.0MiB)

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