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“Sissy bitch! Where the fuck is my champagne? And I can still see dust on my boots. Oh, you are so going to be punished! You better hurry up, slut!”
Mr. Bear wasn’t behaving himself. That’s my voice! -Mistress Dalia
Sissy-husband punishment.
Look at this girl. She’s sitting patient in the barberchair and she’s getting her first perm. This will turn her into a young woman. Her hair looses virginity and she herself too soon. And for you sissy, you will get your first perm too.
Defiant Sissy: It’s a toss up whether or not you should be defiant when you’re first introduced to being a sissy. Sometimes the punishment and rough training is worth the wait.
Whacking: And not the good kind either!
Someone’s not understanding the difference between punishment and reward. I’m not exactly sure who, but there’s definitely a lack of understanding somewhere here.
Sissy slave punished by femdom strap-on
sissies-service-real-men: A sissy pleasuring herself. This should be met with severe punishment followed by a choice: never pleasure yourself again or be discarded. There are a lot of sissies out there who are grateful enough to be servicing straight
yoursissyjoy: petplaypalace: A note to all you kitty maids, sissy maids, and sissy kitty maids - your Mistresses won’t forget if you spill their tea or bring them the wrong kind of food! Sissy Joy got her due punishment in our tea party video, coming
lovebeinghercpb: juicypanties: More Juicy Panties Photos and Videos Looks like my Naughty Submissive Cuckold Sissy Panty Boy’s couldn’t control his Premature Ejaculating Sissy Little Boy Size Dick again & needs to be punished for shooting
sweet-sissy-natalie: she looks so passionate I envy her I still found getting pissed on most humiliating and as a pure punishment but it also makes me wet *giggle* I must confess…this sissy is a piss whore.
tgurlswirl: ultimate-sissy-hypno: You know you will be punished for it but you cannot help it. His big black cock is filling you so deep and you just have to rub your clitty nah, you won’t be punished for it! ;)
makeup-stained-pillowcase: After yesterday’s post we received a fair amount of punish the sissy votes, and a fair amount of release the sissy votes, so I decided to do both.After listening to him beg for a while, I finally released my little fuck
chien-de-nadya: you thought you going to fuck me?juaa jajajajaajapoor bastard, left 54 days to finish your punishment.But that does not mean that I get the pleasure that I deserve, also allows to reinforce your punishment, jajajajaja … poor sissy
Sweetheart, we’ve talked about this before and I’m tired of having to repeat myself. You’re new room is the guest room aka your little sissy quarters. I’ve put these plastic sheets on the mattress to help protect the bed, something
themistresspoppy: Sissy Rhiannon’s punishment for being a naughty sissy was to get locked up. It was quite enjoyable selecting the outfit Rhiannon was to wear for today.. doesn’t she look like a naughty little school girl slut.. one that has been
theruleset: Pent up emotions can come to the fore under the stress of intense punishment. It didn’t take much ministration from the hairbrush paddle to reduce Piglet to a sobbing mess, kicking and fighting to no avail. When it was all said and done,
Sissy excuses will never save you from your punishment…
Mundfotze sissyclaire3: Open wide your mouth Sissy Rubber slut! I’ll put your lips gag for 4 hours, this is your punishment and you must become a good Sissy sucking!
If only you had taken her out shopping when she asked. This is all your fault, really. You should volunteer to be punished when she gets back.
Be still, sissy! Sir said, quiet and still. He will punish us both and I will punish you when he leaves.
subsissyyvonne: mistresskat1: strap-onwomen: Asian Femdom Boot Fetish Dominant Feet Femdom, Sissy and Cuckold Captions Women Who Punish Great pic…her sissy is gonna get a good pounding. http://herlovingboy.tumblr.com/post/87223843718
sissy-clit: sissygasm: Proper technique for all sissies. THIS is how EVERY real sissy should pee! If you’re a true sissy and you aren’t doing this every time you need to be punished! Please contact me if you want to see more pictures Yahoo Messenger:
sissy-clit: sissygasm: Proper technique for all sissies. THIS is how EVERY real sissy should pee! If you’re a true sissy and you aren’t doing this every time you need to be punished! hi~~28 crossdresser slave&Cheap and Butt Sluts Please contact
chien-de-nadya: The Mistresses warned that if the sissy continued staining her panties with her sissy juices would be punished. The sissy will be for 90 days in total and absolute chastity, for that they caged her cock with chastity belt !!
jayne2903: Sissyjayne2903 Showing off her red butt after her punishment belting, ouch sissy ass is so red and sore The sissy deserves it after her task failure also showing her open hole ready to be fucked Any takers please contact sissyjayne
hardcock4sissies: Sissy Challenge - Pain Whore / PunishmentConsider this challenge as punishment for any sissy who is not completely devoted to cocks and real men.Slap your butt as many times as you can and as hard as you can, alternating cheeks, follow
mistressofsissies: One of my punishments for sissies is to handcuff them to public urinals like this for 24hrs…. Strangely, some of them seem to enjoy it though…. They go on to be some of my best earners! Could you be one of my top Sissy Whores?
sissyclarrise: SISSY PUNISHMENT & REWARD
naturalass: bondagekitty69: My big brother told me his little sissy needed to be punished so I obeyed his commands and punished myself. Wouaw
sissy-girl-erica: How a sissy should be😇 locked, plugged and being punished by daddy😍
sohard69white:Mummy’s going to punish you for that!
sissytrainerblog: Now sissy, you may be stunning but that’s no reason to play with your sissy clit without permission. Your going to have to be punished for that
bend me over your knees and spank me daddy
sissy-of-mistress: Bitch should be punished for not doing the laundry
submarriedsissy: hot-sissy: jackiesilkygurl: mistressofsissies: One of my punishments for sissies is to handcuff them to public urinals like this for 24hrs…. Strangely, some of them seem to enjoy it though…. They go on to be some of my best earners!
onlyforfet2020: daddywantssissys: There is no better way to fuck a sissy than by causing her immense discomfort. Punishing her over and over for her behavior is the only way. I’d love to abuse a sissy’s hole with my strap on until she was left
trannymastress: OMG I LOVE sissies bound in 69 and forced to orally service each other! But, there will be no orgasm in spite of each trying her best on the other. Orgasms will result in severe punishment for both sissies! Of course these sissies
mistressaliceinbondageland: Folsom Street Fair was super intense this year with a huge public ball busting and cattle prod humiliation scene! See the incredible public punishment video at http://www.aliceinbondageland.com I love Folsom Street Fair
superior-mistress-stella: You crave punishment sissy. You need a Master. Mistress Stella’s Sissy Slaves Mistress Stella’s Patreon