Sissy Sabrina Shoe Humper - Goddess Sydney Teams Up At DomCon Type: MPEG-4 Resolution: 480 x 854 Size: 483 MiB Time: 26 min 30 s
Bondage, Domination, Submissive, Femdom Goddess Sydney is a vision of Venus in Furs with a sexy manicure, a kinky imagination and a fox stole. She is a true sadist with a wicked sense of humor, especially when it is at a submissive's expense. I find that she is cruel to sissy sluts in a way that makes them BEG for MORE! I relish this opportunity to use the TIGHTEST setting on the locking institutional straps. We're going to give Sabrina lots of reasons to struggle today! She is terrified of our cocks ripping her tight ass to shreds so we start with a humiliating purple jeweled buttplug to help her stretch. Our satin sweetheart is also a little shoe fucker! When we bend her over it is immediately obvious that these shoes have been covered in sticky semen over and over again. Her shoes are disintegrating! This calls for extra punishment! Paddling emphasizes her helplessness with pain but it is the emasculation that truly stings. We terrorize her so much that her cock fully retracts, escaping from the chastity device without needing to open the lock. She quakes with fear, knowing more punishments are coming.
Sissy Schoolgirl Blowjob Teachers - Cocksucking Introducing Mz Sammi Type: MPEG-4 Resolution: 240 x 426 Size: 340 MiB Time: 40 min 34 s
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.
Sissy Schoolgirl Strap-On Threesome - Featuring Domina Jenna Rotten Type: MPEG-4 Resolution: 480 x 854 Size: 637 MiB Time: 34 min 57 s
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 Type: Windows Media Resolution: 480 x 854 Size: 351 MiB Time: 10 min 3 s
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 Sex Training Pt 2 - Slut Training Makeover in Red Lipstick Type: Windows Media Resolution: 480 x 854 Size: 421 MiB Time: 12 min 18 s
Bondage, Domination, Submissive, Femdom Slutty Red Lipstick - Anal Probing - Breast Worship I think my sissy will look great in makeup. When we were making out, I accidentally smeared my red lipstick across her lips. I liked the way it looked so much that now I'm going to give her a full makeover! Before I take my sissy's virginity, it is time to dress her up like a sexy big girl in red, instead of an innocent virgin in pink. I want her in slutty red lipstick and dark eyeshadow before I take advantage of her!
SissyAmy Arrival Part 1 - Stripped of Masculinity Transformation Makeover Type: Windows Media Resolution: 480 x 854 Size: 665 MiB Time: 16 min 26 s
Bondage, Domination, Submissive, Femdom Since she lives so far away, I am filming all of SissyAmy's captivity to share with "her" Mistress who can't be here in person. Join us as we embark on the opening of what for this poor slave will be three full days of 24/7 feminization and captivity. Mistress Sindee, Madame Suzanne and I all conspire to make sure that SissyAmy has three days of unforgetable public sissification, bondage, chastity and strap-on training! At no point will she be allowed free... even spending her nights in bondage. ... but first we have to strip this sissy slut of her masculinity and teach her to enjoy both sucking and taking our strap on cocks.
SissyAmy Arrival Part 2 Double Penetration Strap-On Threesome Type: Windows Media Resolution: 480 x 854 Size: 431 MiB Time: 10 min 41 s
Bondage, Domination, Submissive, Femdom She has absolute confidence, total control and knows what she likes! But is Madame Suzanne's strap-on TOO large for this newbie sissy submissive? She loves the sound of choking as spit runs down her sissy's chin. She is demanding, relentless and ruthless. One way or another, we are going to stuff every inch of our dildoes into this loaner-submissive. We're going to ship her back to Mistress Sindee sore, stretched and smiling!
SissyAmy Brutalized In Ballet Boots Part 1 - Two Cocks One Mouth Type: Windows Media Resolution: 480 x 854 Size: 354 MiB Time: 8 min 48 s
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 Brutalized In Ballet Boots Part 2 - Heavy Pegging Strap-On Threesome Type: Windows Media Resolution: 480 x 854 Size: 560 MiB Time: 13 min 50 s
Bondage, Domination, Submissive, Femdom I forced SissyAmy to wear a butt plug in public all day long, yesterday... but even that and all the anal fingering can't really prepare her for what we have in store for her. My sissy slave moans in her leather bondage as I slowly impale her on my slim teal dildo. My reasonably-sized cock is just the beginning of her strap-on punishment. Madame Suzanne's massive dick is bigger then anything SissyAmy has ever taken before! All the stretching and lube in the world might not be enough to get her through what Suzanne has in store. Poor SissyAmy! She grunts, groans and even screams as Madam Suzanne inexorably plunges her giant dick, inch by inch, into her tight little ass.
SissyAmy Golden Gate Bridge Public Latex Bondage Humiliation Type: Windows Media Resolution: 480 x 854 Size: 471 MiB Time: 12 min 21 s
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.
