Ivy Shows Off Her Sexy Legs While Stripping In Detention

Bex, Bunnie and Pixiee are ready to run an important errand for Headmistress. They are all wearing their versions of the official St Mackenzie’s uniform as they wait in the library, but they are now waiting for Dolli who is very late. When Dolli does arrive she has you following her who she found wondering the school corridors, clearly a lost St Hugh’s pervert. All four girls want to teach you a lesson, how dare you sneak into their school, but they are in a hurry so they order you to drop your trousers. They have a plan and they all start to slip off their uniforms and tease you. They are going to make you jerk off for them with your trousers and pants around your ankles. You will stroke exactly as they say and you will cum only on their command, and you will cum all over yourself before being sent back to your school in your sticky mess.

Pixiee has just got back from sneaking in to St William’s and has come to Headmistress’s office knowing you have followed her. She plans to keep you there until Headmistress arrives however she is joined by Miss Lee instead. When Pixiee explains how you are a St William’s boy who has followed her back Miss is very amused and they decide to have some fun. They start to tease you, Pixiee wearing your school’s uniform and Miss wearing a tight outfit with stockings. Noticing the bulge in your trousers they make you drop them watching you hard cock spring out. They forbid you from touching as they start to strip revealing their lingerie as they caress each other’s bodies. When they slip off their lingerie they spread their pussies and you are ready to blow, but then they call you closer and take hold of your cock and start to stroke!

Natalia has been left alone in class, and having already slipped off her cardigan, heels & stockings and you can join her just as she starts to feel horny. She decides she cannot risk stripping off the rest of her uniform but she does love to have her feet bare & exposed, so she can spread and wiggle her toes as she touches herself. With her sexy feet up on the desk you will have a close up view of her bare soles & toes as she opens her legs and rubs her pussy over her thong, still wearing her sexy leather gloves. As she play with her pussy more an more you can watch how much it makes her scrunch up her toes with pleasure, flashing you her gorgeous silver nail polish. She slips off her gloves so she can feel herself more closely, rubbing herself harder, finally slipping her hand inside her thong. She gets faster and faster until she cums hard, really spreading & scrunching up her toes tightly, as the strong orgasm surges all the way down her body, all the way right down to her pretty pinkies!

You are hiding under a desk in the classroom so you can sneak a peek at sexy sports teacher Miss Tolman. However when you move she hears you and calls you out from under the desk. She knows you were perving on her so she decides to have some fun with you. Knowing just how aroused you are by her she starts to tease you before making you drop your trousers and pants revealing your hard cock. She makes you take hold of it and start to jerk it for her, instructing you how to stroke as she starts to slowly slip off her outfit. Seeing how close you are she slows you right down, even making you stop and start so she can regain control, you will only cum if and when she says you can. When she completely naked she orders you to stroke faster for her tight sexy body, speeding you up for a cum countdown, so I hope you are ready!

Miss LaLay is waiting for a meeting with Headmistress. She has been waiting outside her office for a while and she starts to cross and uncross her sexy legs encased in wonderful sheer black stockings. She hitches up her skirt a little while she crosses showing her sexy lace stocking tops and runs her hands gently over her soft nylons. The stockings are starting to make her feel very sexy and she slowly starts to strip caressing her stockings as she does. Her nylon covered legs really do look amazing as she shows them off with her black high heels, and when she is in just her lingerie you can see them in their full glory along with the suspender belt delicately holding them up. She slips off her bra and her panties but as she crosses and uncrosses some more there is one more item to slip off, her heels, revealing her nylon covered soles.

Miss Taylor has found you in the girls dormitories so she has brought you to my office. When she caught you you had your hand firmly in your pants, playing with yourself. You do understand you will have to be punished for this disgusting behaviour you little pervert. You St Hugh's students are always pushing your luck, which is dangerous because we can be unforgiving when we catch you. We explain that once in chastity only Miss Taylor and I will have keys. The only way you can hope we may unlock you is by stripping naked in front of all the other boys in your school and showing you are locked in a chastity cage. Then, and only then, we may let you out, as you will have served as a warning to all the other perverts in your school. So drop your trousers and your pants so we can put you into this cage, and by looking at you it is a very good job I have a tiny size!

Poor Mr Haywood, you have been St Mackenzie’s caretaker for a while now and the constant to you and your tiny pointless cock goes on and on. Headmistress Mackenzie is relentless with the torment she bestows on the tiniest cock she has ever seen and there is no sign of this changing any time soon. Since locking your tiny worthless cock in the tiniest chastity cage she could find Headmistress feels she should share this sight with a few of her favourite students for her own and their amusement, and she has invited Natalia to her office where you are waiting patiently. When Natalia arrives she is keen to see your tiny dick so Headmistress orders you to drop your trousers and pants, which you do without question. Headmistress shows Natalia your tiny cage, and all the intricate workings, if your cock should get erect how the pins around the edge will dig in deep. Natalia is repulsed as she is reminded of your tiny scarred dick but laughs at your new cage; she loves how Headmistress controls it. Headmistress also has some more interesting news for Natalia. She explains how she is going to make you get a tattoo, a branding to say how you are her property, positioned right above your tiny cock! Natalia finds this very amusing and asks if she can come and watch when you get your tattoo! With the tattoo text decided Headmistress tells Natalia she will let her know when the date is booked, but until then it is time to test that the cage is doing its job. Headmistress slips off her skirt showing her long nylon covered legs and pretty panties underneath and Natalia flashes you her stocking tops. Without fail your tiny dick gets erect and now Natalia can see just how much the pins inside the cage dig into your flesh!

Helen has heard that you have been calling the St Mackenzie’s students sluts. That was a very brave move for a mere St Hugh’s student, especially one with a reputation for having such a tiny cock. Helen is not one to take any nonsense from anyone yet alone a small dick loser like you. So she plans to teach you a lesson, and there is no point trying to escape, the room is surrounded. Helen shows you the chastity cage she plans to lock you in, and you should know it is the smallest size Headmistress could find. Helen orders you to drop your trousers and then pants, and then she slips your cock into the tiny chastity cage, oh and it fits perfectly, so you really do have a tiny dick! Helen isn’t finished yet though and she slowly slips off her naughty uniform & lingerie teasing your little caged cock, and laughs as she watches it strain trying to escape! Helen also explains how only she & Headmistress will have keys to your cage and you will have to keep it on until they decide otherwise!

Lola is reading in the library when she is joined by Miss Tolman. They do not yet know that you are spying on them from underneath the desk but when you move they hear you and you have no choice but to skulk out of your hiding place. Lola knows you were trying to peek up her skirt and when you are caught checking out Miss Tolman’s bottom it becomes obvious you are nothing but a panty and ass pervert. They decide to have some fun with you and they pull up Lola’s skirt and make you smell her ass through her panties. They have no intention of stopping there though and they both start to strip making you come closer and smell both of their asses through their panties. When they are both completely naked they even make you smell their bare asses after you have had Lola’s panties stuffed in your mouth.

Lola is alone in the library when she is joined by Eva and you following along after her. Eva explains how she found you in the changing rooms and you were clearly hoping to get a peek of naked girls. They both agree you need to be punished so they start to tease you while allowing you to start to stroke your cock. As you stroke they slowly slip off their uniforms and run their hands over each other’s bodies. They build you up again and again making you think they will let you cum, but each time they stop you just when you are on the final stroke. Your balls are aching but as they get increasingly naked and let you start to stroke again you are hopeful they will be kind and let you blow your load. However when they are both in only their socks they are feeling cruel and take you to the edge one more time before sending you away.

Miss Leah is waiting outside Headmistress’s office for a meeting. She is wearing a tight black dress and black blazer over the top of very sexy black lingerie and sheer black stockings finished off with black and white heels. While she waits she runs her hands over her long legs, her stockings feel amazing to touch. She crosses and uncrosses her legs feeling the nylons slide over each other making a very seductive noise. This just makes Miss feel even sexier and she slips off her blazer and tight dress as she shows off her long legs in stockings. When she is in just her lingerie you can see the full length of her legs and as she caresses her stockings some more she cannot resist slipping off her bra and panties leaving her in only her stockings and heels. However she is not finished yet as she slips off her heels and reveals her nylon covered feet.

Mercedes & Victoria have been sent to Headmistress office for misusing their hockey sticks in their hockey lesson. By all accounts they have been using their sticks for hitting each other rather than playing hockey! They are still arguing when they arrive, each accusing the other for landing them in trouble. Victoria, who is usually quite quiet, has finally stuck for herself and as a result a bitch **** erupts in the office. As they wrestle, pull hair and underhand moves from Mercedes, who likes to **** dirty, they lose their clothes. They even continue to **** when they are in just their lingerie, rolling around on the floor. Victoria cannot believe Mercedes underhand antics, and when she calls her a pit bull it just enrages her even more. Soon they have lost all their lingerie as well, and as they wrestle naked it isn't long before Mercedes gains the upper hand, pinning Victoria to the floor!