Humiliating Horsetail Butt Plug, Peeing & Painful Caning for Schooolgirls
 All Videos » Clip 1008 (25:59), with: Gypsy, Missy & Andre Chance
PREVIOUS film PART   12345
of “Schoolgirl Reform School: Missy & Gypsy”
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Schoolgirl Missy walks around with a GIANT butt plug with a horse tail
Video Duration 25:59
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Title“Humiliating Horsetail Butt Plug, Peeing & Painful Caning for Schooolgirls”
Part #12345
of “Schoolgirl Reform School: Missy & Gypsy”
FeaturingGypsy, Missy & Andre Chance
Mediumvideo (Windows Media format)
Length25 min:59 sec
StudioA Wizard of Ass - SchoolgirlSexPunishment [?]
Price(SAVE 11% on sale!) 4.45 3.95 tokens – as little as US $3.95 [?]
Or stream for as little as 0.18 tokens/min!

Description (of Part 2):

Missy and Gypsy are teens who keep getting in big trouble. Missy is a delicate schoolgirl; Gypsy is a fiery cheerleader. Both are a sexy mix of White and Asian.

They had individually been sent to the Reform School for Bad Girls. Now they got sent there AGAIN, this time together. Their punishment is severe.

In this “part 2” of their joint disciplining, Missy and Gypsy are stacked up on top of each other, with their ankles and wrists of the girl on top tied to the one on the bottom.

The Headmaster removes their blindfolds, so that they can better see the humiliation being inflicted to them – starting with getting their butts oiled up and finger-fucked. But that’s merely the beginning...

Next, while still stacked up on top of each other, it’s large butt plugs for both girl: a pig-tail plug for Gypsy, and a huge horse-tail butt plug for Missy, with some masturbation for extra humiliation.

Time for caning! Sizzling cane marks begin to form on their butts...

When Gypsy needs to pee, she has no choice but to pee into a bucket held under her by the Headmaster, while the other girl is still tied up on top of her: how utterly humiliating!

But the humiliation isn’t over for the beautiful, misbehaving Missy... She gets stripped completely naked, and she has to embarrass herself by crawling around the floor with the big butt plug still inserted in her (the sight of the “horse tail” dangling between her legs is simply breath-taking...)
[The larger context: description of Entire film]
Tech details:
Size263 MB
Bitrate1330 kbps
Pixel dimension648 x 480
Item ID1008
User comments
Comments are about the entire feature film that this clip is part of. They're not specific to this clip.

(NEWEST COMMENT) I was mesmerised by this video, in line with my wildest fantasy. I love it! Missy and Gypsy are both beautifull young girl and the dominant Master is playing perfectly his cruel and capricious role.Obviously he likes it! Congratulations Lesisureman
I need my Nurses badly, I want to be a.Film maker not a in Cape Canaveral Fla.
Nympha (webmistress):
@user_3001 : for many of the girls, the motivator isn't just the money. Other factor that have played a role in their participation include a desire to learn more about kinky sexuality, improve their body-image, free themselves from sex-negative upbringing, fulfill curiosity, etc. etc.
This is an incredible video! I cannot believe what girls are willing to do for money.
What do members want of models?? I think they put up with a lot of discomfort. I would like to thank the girls for making videos of this nature
brilliant move to tie up those beautiful girls together, both during the caning, and especially during the double enema with the 2 colonic tubes!
A Wizard of Ass (webmaster):
@intense : it's was NOT easy to insert that huge horsetail butt plug, that's for sure! It made for good punishment for Missy!!
@tallguy1766 : this movie is far more about humiliation (in particular through large anal insertions and enemas) than about spanking. If you want heavy-duty spanking, you can find it in many other movies, such as Penney's and Janelle's
Very good! although spanking was a bit `Tame`
that horse tail butt plug looks HUGE! very sexy... was it hard to insert??
A Wizard of Ass (webmaster):
@jkusterer : Thanks for the compliments. But I don't understand what you mean by "not inserted enough"; colonic tubes are almost always FULLY inserted ("to the hilt!") in all movies. I just added a large thumbnail to this page, clearly showing the fully-inserted colonic tubes. Maybe you haven't seen this film and were commenting on the large image? That photo shows the colonic tubes in the process of being PULLED OUT
Videos are great, but it would be wonderful to hear more spoken by the girls during your interplay with them. It may also help to remind us all of the outcome of inserting the suppositories and not just forget about them after insertion. I don't think the colon tube is not inserted nearly deeply enough to obtain its full effect. Finally, it would add so much to all of your videos if some 'natural' material could be expelled during the ultimate expulsion--not just plain water.
Hey I love it's just wonderful
A Wizard of Ass (webmaster):
@tijeffe : Orgasms?! Why would there be orgasms? This is REFORM SCHOOL. That means *punishment* not orgasm! Orgasms are found in other films, for example in Punishment is a REWARD for Me
too few genuine orgasms
I love all of the movies that I have seen with Missy starring in them. She is beautiful!!!
i absolutely love this movie, perhaps one of your best ever!

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The Larger Context

This clip is Part 2 of the feature film “Schoolgirl Reform School: Missy & Gypsy” (n. 044), from our membership site Go to feature film on that site; opens in separate window or tab
Here is the description of the entire feature film:

Missy and Gypsy are teens who keep getting in big trouble. Missy is a delicate schoolgirl. Gypsy is a sexy cheerleader.

Their punishment is severe: caning, multiple enemas (including with long colonic tubes while tied up together), huge butt plugs, bondage, spanking, paddling, suppositories, nipple clamps, peeing and expelling enemas in buckets and on the toilet (made to share the same seat.)

In a breath-taking, sexy moment, Missy crawls around the floor on all four, with a huge butt plug inside her, which gives her a sizzling “horse tail” dangling between her butt cheeks!

EROTIC ELEMENTS in this video
(click to search in other vids)
Ankle shackles or cuffs
Butt Plug (incl. Vibrators/Dildos used anally)
Butt turning red
Clothing : Cheerleader uniform
Clothing : Completely naked
Crawling on all four
Finger-fucking ass
Immobilizing Bondage
Masturbate others
Pee into Bucket
Stripped / Undressing Others
Submissive Attitude - Whiny / Crying
Welts from whipping/paddling/caning
Wrist restraints
Erotic attributes of the participants
Andre Chance :
Character : Schoolmaster
Gypsy :   (gallery)
Asian/White Mixed Ethnicity
Barely Legal Girls
Breast Size (2) : Medium
Character : Cheerleader
Hair color : Black
Hair length (2) : Chin-Length
Hair type : wavy
Personality : Totally Amateur
Pubic hair : Full Triangle
Slender / Fit
Tattoos (A) : None
Missy :   (gallery)
Asian/White Mixed Ethnicity
Barely Legal Girls
Character : Schoolgirl
Hair length (4) : Long (below shoulders)
Hair type : straight
Personality : Totally Amateur
Pubic hair : Bare
Slender / Fit
Tattoos (B) : Small and limited
Explore more video with Crawling on all four :
“Part 6 of ‘Teen Reform School: Upside-down Suspension, Brutal Spank, Enema and Fuck in Every Hole’”
Schoolgirl Kristine, hogtied and with her belly distended from the enema she's holding, is further humiliated by having to suck the Headmaster's cock. Notice the caning marks on her butt, and the toe cuffs
Explore more video with Caning :
“Part 1 of ‘Schoolgirl Reform School: Gypsy’”
Gypsy after her first spanking
Explore more video with Butt Plug (incl. Vibrators/Dildos used anally) :
“Part 2 of ‘Spanking, Bondage, Enemas and Sex’”
Veronica, expelling her enema on the toilet
Explore more video with Pee into Bucket :
“Part 5 of ‘Kinky Sex Therapy for Uptight Girl, with Schoolgirl as a Sex Toy’”
Ariana gets a lesson in cock-sucking from her sex therapist
Explore more video with Ankle shackles or cuffs :
“Schoolgirl Bondage Punishment : Fucked in Every Hole, Foot Job, Whipping, Drilldo”
Schoolgirl Rachel, in bondage, gets fucked in the ass, pussy and mouth, by the Headmaster. Notice the welts on the legs, from the earlier caning
Explore more video with Submissive Attitude - Humiliated / Embarrassed :
“Mom-Daughter Spanking & Enema Punishment : Schoolgirl Gets Disciplined and Humiliated”
Schoolgirl Mabel Rose gets spanked by her mom

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