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Some old crap I had lying around.

What a nightmare for that poor sissy!

Nice work if you can get it.

mrm4nchild: Jealous

crashageplay: Cute little chastity cage for a cute little boy

what a kick-ass blog this is!piggified and castrated would be a dream come true!

thenudiegraphic: This is one of my biggest fantasies that I hope will come true one day! I can get very turned on drawing these and I love doing comics! Maybe if you message me one of your fantasies, I might draw it ;)

thenudiegraphic: Tried a different approach by making it feel a bit more like a comic. Tell me what you think!

Uh oh! Cuckolded again!(Please note: My blog is not a cuckold blog. Sorry)

bsissychocolatebeardchopshop: naughtyallan: Punished Executive, #7/13. To punish me for “spilling” the wine on Jane’s blouse, my Wife makes me hold my hands on my head as She pulls down my pants to prepare me for my spanking. Of course this reveals

wotta BIG sissy, eh?

thenudiegraphic: Men should always clean up afterwards. Especially the ones in chastity!

thenudiegraphic: Tried a different approach by making it feel a bit more like a comic. Tell me what you think! Also go follow Chaoticnaughty cause it was based of their work, I just wanted to make a chastity version of their image! Hmmmm… I

chirenon: Jake learns to live by the rules. Needs some new speech balloons, perhaps.

how humiliating

lockedjock: Horniness has been compelling me to try new things. Decided to try figging. I love that figging action. I’d love to be figged!! Yow!

Oh my goodness! How awful!

Being made to suck cock as part of an ABDL scene is a cool variation.

Sweet. I guess this is supposed to be Crash from Crashageplay but without all the tats.

influxom: Another flat ink commission! Oh don’t cry so much, I’m sure all that protection is for your own good.

Women can be so cruel!

safewordignored: “Breaking Josh” – picture based on description by raffle winner at patreon.com/safewordignored I love the bit about his nipples being painted pink.

wistfullinsomniac: First full-body nsfw image!

That poor man! How degrading!

littlemouseboy: She’ll probably do it anyway

another variation on this popular wheel-of-misfortune

very like Bruce Baker

neocoronaau: Ah just a quick thought, I happen to know not everyone likes text on their images so just as a little fanservice here are some textless versions of the three bonus images, enjoy! I love this guy to bits!Mostly just wanted the image in

CRUELLY CHASTISED!!classic Bruce Baker

The life of a sissy is hard.Classic image.

mrswabbs: crashageplay: Before the holidays I was toying around with doing a monthly series of themed chastity devices. This lovely artwork is an example of what the amazingly talented @mrswabbs created for the idea. A cute pink bow device with a bell!

Mandy's Uncertain Pup

princessofblueberries: onlyshecums: I love massaging my husband’s horny denied blue balls. I can feel all that backed up cum stuffed in there wishing I’d let it out. Wow! What an ingenous stress relief toy! …for me

she’s on a tight schedule. 5 more sissies to milk before lunch

poor sissy, with her peeny all locked up

poor sissy, sodomized for their entertainment. chastised as well, looks like.

neocoronaau: So it has definitely been awhile since I have posted anything, and I am very sorry it has been so long since I do enjoy being able to post things when I can, but my life is currently drowning in lemonade so I haven’t been able to focus

sandybrown121: brsdeviationdump: http://blackroseseduction.deviantart.com/art/Trap-Quest-Changing-Time-674809018 Uncensored. Enjoy~ Fabulous illustration. So much detail! sweet baby sissy

26jenny01:Fast Alle habe Spaß!!! Here’s another one by “Joe”.

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