Category Archives: sissy training

Do It Like A Naughty Sissy Bitch for Mean Miss Kendra

Miss Kendra forbids you to touch your worthless squirt nipple anymore. If you want to have an org-spasm, you have to do it how Miss Kendra commands: like a submissive little bitch – with your legs spread wide and a buzzing pink dildo crammed inside your wussy-clitty fukkyhole. Follow Miss Kendra’s exact instructions and maybe she’ll let you cream your panties like a girl. Bzzz!

000631_kenvibe_still_enlarged_0004_layer1 000631_kenvibe_still_enlarged_0003_layer2 000631_kenvibe_still_enlarged_0002_layer3 000631_kenvibe_still_enlarged_0001_layer4 000631_kenvibe_still_enlarged_0000_layer5

humiliatrix.com/join

Princess SELENA FUCKS you up SISSIBITCH

You are sooo busted, loser. Princess Selena is gonna turn you into her cuckyfuck sissibitch tonite. But first you have to go to work in a buttplug and sissy panties, so you can loosen up for Selena’s 8.5″ cherry-buster and stagger around bowlegged for all the giggling secretaries before Selena grabs you by the hair, sticks it in your mouth, jams it down your throat, crams it up your crack and makes you ride it girlystyle. “I’m your s-s-sissibitch, Princess Selena.” Say it with a lisp, cockslut.

000639_selenacuck6_still_500x375_0005_layer1 000639_selenacuck6_still_500x375_0004_layer2 000639_selenacuck6_still_500x375_0003_layer3 000639_selenacuck6_still_500x375_0002_layer4 000639_selenacuck6_still_500x375_0001_layer5 000639_selenacuck6_still_500x375_0000_layer6

humiliatrix.com/join

DO it in his dirty condom for Princess SELENA

It was emasculating when Princess Selena kicked you into her closet so you’d have to hear your real man rival do the job you’re not man enough to even dream about.  Now Selena calls you out of the closet so that she can rub your second-place status in your face. She’s dangling the two cum-filled XL condoms your rival wore when he fucked her. What do you think she’s gonna make you do with his cum-drenched fuckbags, huh weakling?

000642_selenacuck3_still_500x375_0007_Layer 1 000642_selenacuck3_still_500x375_0006_Layer 2 000642_selenacuck3_still_500x375_0005_Layer 3 000642_selenacuck3_still_500x375_0004_Layer 4 000642_selenacuck3_still_500x375_0003_Layer 5 000642_selenacuck3_still_500x375_0002_Layer 6 000642_selenacuck3_still_500x375_0001_Layer 7 000642_selenacuck3_still_500x375_0000_Layer 8

humiliatrix.com/join

Princess TIFFANI needs a CLEAN-UP CUCK

What a lucky piggy you are. After a party with the jockboy frat, our sorority house is totally trashed with our shredded panties, ripped up lingerie and sticky glooby XL condoms splattered all over.  Cancel your plans, loser, cuz we need a cuck slave to handwash our dirty panties, scrub our filthy toilets (bring yer toothbrush), and go on a treasure hunt to find EVERY ONE of those loaded condoms, fresh off the monster cocks of our bull jock studz. Get down on all fours, piglet, cuz Princess Tiffani is ready to make you lick it, suck it and swallow it.

000641_tiffcuck4_still_500x375_0006_layer1 000641_tiffcuck4_still_500x375_0005_layer2 000641_tiffcuck4_still_500x375_0004_layer3 000641_tiffcuck4_still_500x375_0003_layer4 000641_tiffcuck4_still_500x375_0002_layer5 000641_tiffcuck4_still_500x375_0001_layer6 000641_tiffcuck4_still_500x375_0000_layer7

humiliatrix.com/join

Princess DAWNAVON OWNS you LOSER

When Princess Dawnavon invited you over to her room and told you to bring condoms, did you REALLY think it was gonna be YOUR lucky night? LOL! Whatever, Little Mister Dreamer Creamer Pantz.  Dawnavon has plans for you tonite, but they’re more likely to take place beneath her bed than on top.  But who knows. Maybe you’ll impress her with your, um, m-m-manly manhood.

000644_dawncucku1_still_500x375_0010_layer1 000644_dawncucku1_still_500x375_0009_layer2 000644_dawncucku1_still_500x375_0008_layer3 000644_dawncucku1_still_500x375_0007_layer4 000644_dawncucku1_still_500x375_0006_layer5 000644_dawncucku1_still_500x375_0005_layer6 000644_dawncucku1_still_500x375_0004_layer7 000644_dawncucku1_still_500x375_0003_layer8 000644_dawncucku1_still_500x375_0002_layer9 000644_dawncucku1_still_500x375_0001_layer10 000644_dawncucku1_still_500x375_0000_layer11

humiliatrix.com/join

 

Princess LILY PIMPS you OUT

Spoiled, sadistic and stunningly gorgeous, Princess Lily is a valleygirl mallbrat who turns tent-pants losers like you into her sugardaddy sissyslaves.  When Lily’s gangsta BF finds out about you, are you in for a beatdown? Or will Lily save your pansy ass by doing your hair, nails and makeup… teaching you to suck cock… passing you off as an ugly sorority slut… and pimping you out to her BF’s crew. Only the convincingness of your cocksucking skills can save you now. Lick your lips for Princess Lily.

000643_lilycuck2_still_500x375_0009_layer1 000643_lilycuck2_still_500x375_0008_layer2 000643_lilycuck2_still_500x375_0007_layer3 000643_lilycuck2_still_500x375_0006_layer4 000643_lilycuck2_still_500x375_0005_layer5 000643_lilycuck2_still_500x375_0004_layer6 000643_lilycuck2_still_500x375_0003_layer7 000643_lilycuck2_still_500x375_0002_layer8 000643_lilycuck2_still_500x375_0001_layer9 000643_lilycuck2_still_500x375_0000_layer10

humiliatrix.com/join

Small Penis Humiliation Assignment : Miss Kendra’s Sissy Bow Boy

Cunning Miss Kendra weakens your real-man resolve with her lace-top stockings, her see-thru lingerie and her sexy heels. She teases your worthless little stiffy until you break down and admit that you’re a feeble, pathetic wanna-be sissy. Armed with the power to expose and destroy you, Miss Kendra forces you to complete an emasculating public humiliation assignment, involving a tube of red lipstick and a silky pink ribbon.

000662_kendrabowboy_still_500x375_0007_layer1 000662_kendrabowboy_still_500x375_0006_layer2 000662_kendrabowboy_still_500x375_0005_layer3 000662_kendrabowboy_still_500x375_0004_layer4 000662_kendrabowboy_still_500x375_0003_layer5

humiliatrix.com/join

 

Sized-Up, Stripped Down & Sissified: Lifestyle Diva Leah Emasculates You

After sizing up your laughably inadequate little package, Lifestyle Diva Leah decides to strip you down, slap you around and force you into sissymaid servitude. You will attend your stunningly gorgeous mistress in her bedroom while wearing your humiliating sissymaid uniform. Your duties will include panty laundering, condom cleanup and anything else this deviant dominant diva demands. No matter how degrading.

000663_leahsissy_still_500x375_0006_layer1 000663_leahsissy_still_500x375_0005_layer2 000663_leahsissy_still_500x375_0004_layer3 000663_leahsissy_still_500x375_0003_layer4 000663_leahsissy_still_500x375_0002_layer5 000663_leahsissy_still_500x375_0001_layer6 000663_leahsissy_still_500x375_0000_layer7

humiliatrix.com/join

 

“Is Sissy Jealous? Awwww.” Princess Rhianna Cuckold Humiliates You

It makes Princess Rhianna laugh. How you pout and seethe with jealousy when her real-man boyfriends come to date her, and you get sent home with a snap of your sissy panties and a stiff throbbing stubby. Poor cucky. But just WHO is it that you’re jealous of? Are you jealous of Rhianna’s boyfriends? Or are you SISSY jealous? Jealous of your mistress. Her feminine curves. Her pouty lips. How she keeps her men satisfied. Hmm Sisssssy?

000665_rhiannajealous_still_500x375_0005_layer1 000665_rhiannajealous_still_500x375_0004_layer2 000665_rhiannajealous_still_500x375_0003_layer3 000665_rhiannajealous_still_500x375_0002_layer4 000665_rhiannajealous_still_500x375_0001_layer5 000665_rhiannajealous_still_500x375_0000_layer6

humiliatrix.com/join

 

Princess Selena Trains You To Be Her Substitute Slut

Jetsetting Princess Selena needs a submissive sissy slave to serve her every whim – AND service the needs of her Alpha Male boyfriends. You will be on-call — in full makeup, heels and lingerie — to drop to your knees, crawl into the bedroom and substitute for Selena, whenever she doesn’t feel like messing her makeup and mussing her hair. Selena is going to teach you to tease and please like an eager sissy slut. And force you to learn to lick your lips – and like it.

000670_selenasuck_still_500x375_0008_Layer 1 000670_selenasuck_still_500x375_0007_Layer 2 000670_selenasuck_still_500x375_0006_Layer 3 000670_selenasuck_still_500x375_0005_Layer 4 000670_selenasuck_still_500x375_0004_Layer 5 000670_selenasuck_still_500x375_0003_Layer 6 000670_selenasuck_still_500x375_0002_Layer 7 000670_selenasuck_still_500x375_0001_Layer 8 000670_selenasuck_still_500x375_0000_Layer 9

humiliatrix.com/join