The full length sergeant sissy clip unavailable before now

Officer Roland has been caught in the female barracks cross dressing in their clothes going through their knickers and being a disgusting pervert. He is sent to the Army General to receive his punishment and to discuss his future in the army.

The general is obviously a very strict no nonsense type who hasn't taken kindly to his behaviour. She orders him to bend over the trestle and lifts his skirt up to reveal stolen panties which only angers her further. he is to receive 6 strokes of the cane and is routinely humiliated due to his complete inability to take this punishment. Crying out, grabbing his bottom and making such a fuss the general soon realises this one is not made for traditional army life... but he may make it in the Sergeant Sissy program.

Once his caning is complete roland is transformed into a frilly sissy more suited to the specialist training program - here to entertain the female officers and occasionally sent under cover for interrogation purposes. The series will continue and what becomes of Sergeant Sissy will become all too clear!

Sergeant Sissy is dragged in and strapped down for his first interrogation. Sergeant Major wants to know exactly how far this sissy problem goes up in the military ranks and She's willing to do anything to get that information. The latest recruit to the Sergeant Sissy Special Undercover Ops team and Female Officer Entertainment program gets brutally internally interrogated, sodomised roughly with her big dick. Fucked hard and deep to find all those filthy secrets. How many sissies are there and what rank do they go to. Is this a sissy infiltration? This latest recruit will now be sent undercover and has to be a disgusting double agent or suffer the wrath of the sadistic Sergeant Major - feared interrogator with brutal and highly unusual interrogation tactics

Sergeant Sissy is in the barracks to face a final humiliation - made to cum all over the filthy floor in front of a female officer before she has him lick every last drop up. Discovered to have a panty fetish she teases him mercilessly by stripping off in front of him as he wanks his pathetic tiny clitty in front of her. Given some brutal small penis humiliation before a final act of humiliation of cum eating instructions all while she watches him.