DiDi The Disciplinarian is a 38 year old BBW, MILF, Nurse, from all the way down in Texas! DiDi spanks her Male partner and often disciplines him as a SissyBoy as well! She and her partner prefer traditional at home style Spankings, however a variety of spanking can be found here.
PLASTIC HANGER SPANKING FOR SISSY
The Plastic Hanger is classic improv spanking tool. It’s very authentic, lightweight, and quite painful when applied to a bare bottom. Sometimes we crave those real life style scenarios, just grab a wrist and spank a butt. DiDi whips this sissy in circles using a plastic hanger.
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$2.99 · 3 Min 37 Sec
A Hard and fast OTK spanking with a leather paddle for DiDi’s Sissy. The SissyBoy is punished over her shorts, red thong Panties, and then across an exposed bare bottom.
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$2.99 · 2 Min 56 Sec
DiDi catches him peaking at her while she’s drying off and exiting the shower. DiDi gives him a taste of his own medicine by ordering him to remove his clothes. Unfortunately for him, his punishment hasn’t even begun… DiDi uses the belt and whips him many times while his hard little cock bounces...
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$2.99 · 2 Min 44 Sec
The Sissy’s biggest fear is a spanking dealt using the BathBrush. After this session it was obvious more BathBrush is needed in the future. Spankings should continue to evolve and increase in severity, always pushing the spankee’s limits. Perhaps a monthly BathBrush training program is in the...
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$2.99 · 5 Min 5 Sec
DIAPER POSITION SISSY BELT SPANKING
The diaper position is by far one of the most embarrassing of all spanking positions. DiDi firmly uses the belt while keeping the sissy’s legs up and back. She then moves his dress and panties out of the way fully exposing her sissy boy. Several more lashes of the belt land on his plugged sissy...
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$2.99 · 5 Min 20 Sec
KITCHEN SPANKINGS WITH THE LEATHER PADDLE
Sometimes spankings just happen in the kitchen. DiDi uses her leather paddle and delivers lick after lick across her Sissy’s leggings and is disgusted by what is underneath. Good girls don’t wear Thong Panties, especially in DiDi’s house.
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$2.99 · 5 Min 19 Sec
SPANKED OTK WITH WOODEN SPOON FOR
DiDi has talked, lectured, and warned him long enough about his nasty little perversions. She continuously catches him playing with his little cock every chance he gets. When words don’t work to solve a dirty boys problem, DiDi knows what will… a trip over her lap and a little time with a wooden...
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$2.99 · 7 Min 16 Sec
SISSY SUBMISSIVELY ACCEPTS BELTING
It is essential that a sissy is punished regularly and properly. DiDi knows this firsthand and through lots of hardwork and many spankings, her SissyBoy is slowly learning the gift of submission. Her sissy obediently accepts the Strapping she had coming.
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$2.99 · 4 Min 6 Sec
This naughty sissy got caught lying about missing cheer practice. DiDi quickly corrects this behavior and gets to “the bottom” of all these lies with a paddling!
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$2.99 · 2 Min 16 Sec
STRAPPED SISSY KNEELING IN THONG
DiDi straddles this poor Sissy’s head and generously shares her big leather strap with a thong clad bottom. Two angles, one showing a sissy butt getting spanked. The other shows DiDi’s big jiggly bottom as she administers this strapping.
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$2.99 · 2 Min 20 Sec
DiDi never knows what she might see when baring a bottom for a spanking. Unfortunately this naughty boy wore the wrong underwear for any added protection against DiDi’s Stingy little paddle.
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$2.99 · 3 Min 36 Sec
SISSY STRAPPED IN WHITE DRESS AND PANTIES
Just a good old fashioned butt strapping. DiDi spanks the pretty white dress and full backed white panties of her SissyBoy, and finally takes the strap to some bare cheeks!
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$2.99 · 6 Min 46 Sec
SISSY SPANKED OUTSIDE WITH A FLIP FLOP
Sometimes DiDi has to improvise when the need to spank arises unexpectedly. The Flip Flop has been providing unexpected spankings for many generations now and never disappoints. DiDi spanks that sissy butt over shirts, panties, and finally bare.
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$2.99 · 3 Min 30 Sec
DiDi finds that sometimes you just have to left up a girls dress and paint their bottom red with a good hand spanking, even Sissy girls! DiDi does just that before finishing off this spanking with a good wedgie and a few final slaps.
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$2.99 · 6 Min 13 Sec
FM OTK SPANKING FOR BEING LATE
DiDi refuses to tolerate lateness especially concerning curfews. This had been a repetitive problem and warnings were given about any further issues such as this. Sometimes a trip over the lap of a strong and mature woman can be all the encouragement someone needs to do better. DiDi takes her...
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$2.99 · 5 Min 10 Sec
DiDi paddles that sissy ass over leggings, panties, and on the bare butt. The end result is a very red, soar, and marked up butt.
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$2.99 · 1 Min 26 Sec
DiDi takes discipline outdoors and uses the belt to strap some sissy bottom over shorts, a bikini, and finally on the bare.
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$2.99 · 5 Min 44 Sec
SLUTTY BIKINI VS THE RIDING CROP
Even Sissies can dress and act modestly like good girls! DiDi simply won’t tolerate anyone in her house wearing a slutty bikini like this one, sissy or not. DiDi takes the riding crop and reminds her sissy that the only reason butt cheeks are exposed in this house is when they are getting Spanked!
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$2.99 · 2 Min 24 Sec