https://www.freepornflix.com/sites/outlaw-spanking-video/ Sun, 03 May 2026 09:18:31 UTC https://www.freepornflix.com/video/892449/when-the-strap-comes-down-part-1-otk/
  nikki has really done it this time because the reform school has a 3 strike rule. to keep her job nikki must take a hard spanking. she knows she is in trouble when she is crying before her panties even come down. ]]> Wed, 29 Apr 2026 12:49:57 UTC https://www.freepornflix.com/video/892449/when-the-strap-comes-down-part-1-otk/ https://www.freepornflix.com/video/885484/when-the-strap-comes-down/
   principal outlaw probably needs to review his hiring practices. nikki is the third reform school teacher to have disappointed him in the last year. nikki is a former student of the school who seemingly turned her life around. after being sentence to ridel reform school 11 years ago, she went to college, got a teaching degree and became a teacher for the school. however, nikki is caught on camera at a local department store showing the girls in her class how to shoplift. needless to say the principal is very upset and fires nikki but nikki begs for her job back and agrees to take a spanking. ]]> Sun, 26 Apr 2026 12:32:21 UTC https://www.freepornflix.com/video/885484/when-the-strap-comes-down/ https://www.freepornflix.com/video/787853/amelia-strapped-and-butt-fucked-otk-part-1/
Amelia red has been at the reform school for less than a week. arrested for being a lady of the night the judge orders her to 3 years of reform school. on the 5th day of school she decides she is not going to wear her school girl uniform and is caught smoking cigarettes, the principle takes her down to the punishment room. first he bends her over his knee for a long painful spanking that leaves her butt red, bruised and sore. she will not forget this lesson. ]]> Sat, 21 Feb 2026 11:26:59 UTC https://www.freepornflix.com/video/787853/amelia-strapped-and-butt-fucked-otk-part-1/ https://www.freepornflix.com/video/699897/rose-monroe-punished-at-the-reform-school-part-12/
For her disrespect of institution rules and disrespect of staff rose monroe is given a long hard otk bare bottom spanking, then she is take down to the punishment room where she is strapped to the punishment bench. the fucking machine is used on her until she is gooning with pain & pleasure. ]]> Thu, 15 Jan 2026 10:07:47 UTC https://www.freepornflix.com/video/699897/rose-monroe-punished-at-the-reform-school-part-12/ https://www.freepornflix.com/video/685969/revenge-of-the-vice-principal-part-3/
To finish her punishment ms. mocker makes her please her orally which goons her out, then she uses the fucking machine one her which makes the vice principal have a screaming orgasm. now ms. mocker is satisfied that this naughty girl has learned her lesson but unfortunately for little nikki, the principal doesn't think that she has learned. he bends her over the bed and uses a ruler on her bare bottom until she is crying and promises not to break the rules anymore.  ]]> Fri, 09 Jan 2026 10:02:35 UTC https://www.freepornflix.com/video/685969/revenge-of-the-vice-principal-part-3/ https://www.freepornflix.com/video/683170/revenge-of-the-vice-principal-part-2/
This is a tale about revenge in the reform school. ms. mocker catches destiny smoking cigarettes and plots her revenge from the weeks before when destiny told on her to the principle and it was ms. mocker who had to take a spanking with the leather belt from the principle. ms. mocker gives destiny a otk spanking then uses the fucking machine on her until she "goons" out. ]]> Thu, 08 Jan 2026 09:44:39 UTC https://www.freepornflix.com/video/683170/revenge-of-the-vice-principal-part-2/ https://www.freepornflix.com/video/676917/school-girl-s-folly-the-punishment-room/
Mia is a new arrival at the reform school. like most new arrivals she has an attitude and is disrespectful to the staff. will not wear the expect school uniform and worst of all she is caught smoking. the principal decides a bare bottom spanking is in order. mia is soon over the principals knee, kicking her legs and crying her eyes out.  ]]> Mon, 05 Jan 2026 11:04:05 UTC https://www.freepornflix.com/video/676917/school-girl-s-folly-the-punishment-room/ https://www.freepornflix.com/video/676283/revenge-of-the-vice-principle/
   there is an old saying: "pay back is a motherfucker". little nikki is a student at the ridel reform school. ms. mocker is vice principal in charge of discipline. little nikki is ms. mocker's lover but she rats out ms. mocker to the principal. ms. mocker bides her time. when she catches little nikki bringing in contraband to the school she takes her otk and gives her a good hand spanking, then uses the fucking machine on her tender little pussy and makes nikki eat her pussy. nikki thinks all is forgiven but ms. mocker turns nikki over to the principal for additional corporal punishment. he gives her a very hard otk spanking, then he uses the belt and the ruler on her ass until she is crying and promising never again to break the rules. ]]> Mon, 05 Jan 2026 10:29:19 UTC https://www.freepornflix.com/video/676283/revenge-of-the-vice-principle/ https://www.freepornflix.com/video/675968/reform-school-punishment/
Nikki knows the rules about bringing outside laundry into the school but does anyway. this brings bed bugs into the school and the principal has to call an exterminator. needless to say he is not happy, take her to the punishment room and uses the prison punishment strap very harshly on her bare ass until she is crying and telling him she is sorry. ]]> Mon, 05 Jan 2026 09:57:44 UTC https://www.freepornflix.com/video/675968/reform-school-punishment/ https://www.freepornflix.com/video/617247/lydia-s-reform-school-discipline2/
  poor lydia, when she is caught shoplifting a judge sentences her to ridel reform school for wayward young ladies, where corporal punishment is a common practice and has been used effectively for almost 100 years on the bare bottoms of young women and girls. like many young women lydia is very defiant when she arrives at the school. she is told about the schools demerit system. that ten demerits will earn you a spanking, but apparently she doesn't listen an racks up 10 demerits. so the principal takes young lydia to the punishment room for her first bare bottom spanking. ]]> Mon, 08 Dec 2025 09:56:08 UTC https://www.freepornflix.com/video/617247/lydia-s-reform-school-discipline2/ https://www.freepornflix.com/video/563799/lydia-s-reform-school-discipline/
Poor lydia, when she is caught shoplifting a judge sentences her to ridel reform school for wayward young ladies, where corporal punishment is a common practice and has been used effectively for almost 100 years on the bare bottoms of young women and girls. like many young women lydia is very defiant when she arrives at the school. she is told about the schools demerit system. that ten demerits will earn you a spanking, but apparently she doesn't listen an racks up 10 demerits in 6 hours. so the principal takes young lydia to the punishment room for her first bare bottom spanking. ]]> Sat, 15 Nov 2025 10:49:23 UTC https://www.freepornflix.com/video/563799/lydia-s-reform-school-discipline/ https://www.freepornflix.com/video/558859/penance-of-the-novice-nuns-part-3-the-cane/
This is the part that every girl dreads. a reform school caning. the principal straps sierra in to the caning bench and administers 25 strokes at full strength. sierra begs, and pleads but all 25 are administered the last with the dragon cane. ]]> Thu, 13 Nov 2025 10:12:33 UTC https://www.freepornflix.com/video/558859/penance-of-the-novice-nuns-part-3-the-cane/