Sissy Poker Night - Part 2 Losers Punished Winners Fucked
17 Pics
398x597
2 Mb
Bondage, Domination, Submissive, Femdom Things start getting serious in round 3! Bobbie finds herself getting much more attention then she bargained for and the persistent frightened laughter has only made the dommes pick on her event more. Now her sissy mouth is almost useless because her tongue and lips are covered in clothespins. The sissies are trying to make the game last as long as they can, since some of them are terrified about the idea of being gangbanged as a punishment or a reward.
Sissy Prisoners vs FemDom Guards - Enhanced Interrogation Jail
23 Pics
399x598
1 Mb
Bondage, Domination, Submissive, Femdom "Have you been trading those treats for depraved sex acts with your fellow inmates? The sadistic femdom guards of my special sissy prison are going to torment the truth out of you!" We know it is someone from the sissy cell block. The only solution is to interrogate EVERYONE using PAIN to motivate snitching. You can hear peals of cruel laughter all the way from the guard shack if you listen carefully, we've been betting on which of you will crack first. Bambi watches and delivers orders from their fortified location over the crackling loud speaker while Denali and I get our hands dirty roughing them up.
Bondage, Domination, Submissive, Femdom Welcome to our very special all-girls school... We've had a problem with a snooping teenage voyeur on school grounds, so it is time to teach him a special lesson. He was spying in the girl's dormitory but now he'll be working for us as our spy on the inside. His punishment is to re-enroll as a GIRL. That way they can report back who is drinking alcohol in the dorms or sneaking boys into their beds. We're going to have to feminize him so that he can blend in. Even though it is humiliating, we're going to make the nasty little boy disappear so he can become a sweet pretty girl instead. With some extra one on one corrective measures at the hands (and cock) of Mz Sammi, we inspect, dress down and correct this recalcitrant pupil. Even his civilian clothes are backwards, full of holes, sagging with his boxers exposed. Feminizing him will really be an upgrade.
Bondage, Domination, Submissive, Femdom With sexy ruffled panties peeking out beneath her short school uniform skirt, thigh high stockings and a transparent midriff top, soon our submissive is getting into character as our willing pupil. Their luxurious red hair is all natural - no wig needed. I like to think of Didi's ponytails as handles! Innocent girls shouldn't wear too much makeup, but Jenna Rotten makes sure that she gives our submissive cocksucking lips with shiny lipstick. She also checks on their gag reflex (or lack thereof), noting how our schoolgirl's clitty gets harder in response. Domina Jenna Rotten is what I would consider a genuine strapon pegging EXPERT. She's also great at smacktalk during her sessions. Throughout this scene it is obvious that we are all having a great time. Time to make some double penetration magic!
Sissy Sex Training Part 1 - OTK Spanking - Punishing a Crossdresser Virgin Ass
5 Pics
369x553
0 Mb
Bondage, Domination, Submissive, Femdom When I come home unexpectedly early, I catch my sissy boyfriend dressed up in my clothes and jacking off! He's wearing my favorite pink rose print sundress and is wearing my favorite pair of pink satin panties. Leave it to a sissy to steal the girliest clothes in my wardrobe! Instead of interrupting her masturbation right away, I decide to spy on Monika for a little while and wait until she's fully erect and as turned on as possible. Then, I barge through the door.
Sissy Stephanie Sleepsack Remote Control Buttplug Foursome - BDSM Rubber Bondage Slut
29 Pics
399x599
1 Mb
Bondage, Domination, Submissive, Femdom When Sissy Stephanie shows up with a bulging suitcase, it raises a lot of eyebrows. Look out, all that rubber bondage gear is heavy! She manages to get her luggage up the steep dungeon steps, already passable en femme complete with high heels! I enjoy how Stephanie travels comfortably in public as a woman to our kinky humiliation porn shoots. She passes so well that no one has figured out her bulging chastity secret yet! We don't know exactly how old she is, so I've teamed up with the cruel Mistress Vyra and Maniacal Mistress Sofia for some special occasion punishment and a sadistic femdom foursome. Our plan is to "spank her until WE are satisfied" since age is just a number. During the spanking, we "massage" our sissy on the inside with the remote-control vibrating butt plug, while she drools around the ball gag keeping her from mouthing off. This is the most drool I've seen in a long time! Her cheeks "pink up" quite nicely but she is an inexperienced submissive with an especially sensitive ass. Even though her pain tolerance is tiny, her balls are huge! Maybe extended chastity will incentivize masochism for her in a new motivating way.
Bondage, Domination, Submissive, Femdom I examine her and get to know her, negotiating and asking questions throughout the process of putting her into bondage. I relish the process of getting to know someone through bdsm. People become much more authentic when given a chance to escape their daily societal roles. When I discover her PA piercing, I realize Sissy Tabitha is NOT as vanilla as I thought! Time to bend her over for some anal probing! I open up her ass with my fingers at first but escalate to toys and my smallest strap-on. Once she is taking my little cock deeply without hesitation or resistance, it is time to upgrade.
SissyAmy Brutalized In Ballet Boots Part 1 - Two Cocks One Mouth
20 Pics
345x518
0 Mb
Bondage, Domination, Submissive, Femdom This cocksucking video is really all Madame Suzanne's fault. I invited her over to test out SissyAmy and she just couldn't keep her dick out of my new slut's mouth. We had so much fun in that initial scene that now she is back for more. This time, I let Suzanne direct the scene, all around her new favorite fetish - seeing how much hard cock she can stuff into SissyAmy's mouth! You get to see this a lot in straight porn, but there's nothing as hot as making a sissy bitch airtight with femdom double penetration. SissyAmy is blindfolded and must fumble in the dark using only her mouth to pleasure BOTH of our strap-on dildoes or face whatever punishment we devise. Let's see how long her mouth lasts before we wear it out and bend her over!
SissyAmy Golden Gate Bridge Public Latex Bondage Humiliation
38 Pics
2998x1998
91 Mb
Bondage, Domination, Submissive, Femdom This is extreme public humiliation! We are both dressed in rubber, but my sub is wearing a neon pink sissy maid uniform for our Grand Day Out... she has no idea what I have planned. Here we are on the iconic Golden Gate bridge. We are surrounded by tourists, morning traffic and even an amused police officer who stops by to make sure our "shenanigans" don't get too out of control.
Bondage, Domination, Submissive, Femdom My slave is completely dehumanized and feminized beneath layers of leather and bondage. There is no escape. I love fucking machines and the Serious Kit attached to a genuine dairy milking machine is my favorite one so far. It is so effective! All the suction of a Venus2000 plus industrial strength & more then one attachment. With the relentless clicking noise of the timer in the background, the air compressor, tubes, wires and attachments all come together perfectly. Once you have seen this milker in action, you will never think of a dairy farm in the same way ever again. My dream is to have multiple units connected to a group of submissives on a sperm farm production line.
