Tag Archives: Sarah Gregory

Download from_stilettos_to_soaked_a_louboutin_love_affair.mp4 There’s something undeniably sexy about the signature red soles of Louboutins — bold, seductive, and impossible to ignore. As Lady Jose admires the striking color under her heels, …

Winter is summoned to Coach Gregory’s home after her latest bout of nonsense. This collegiate freshman is on the verge of losing her scholarship if she doesn’t shape up, respect …

When Sarah and Matilda, mischievous stepsisters, attempt to hide their teacher’s letter about their classroom behavior, they think they’ve escaped punishment. But their strict teacher, Miss Zee, takes matters into …

Naughty Cara Day is really sore from two hard spankings by Sarah Gregory and is currently standing in time out with a mouthful of soap. She tattles on Sarah, only …

There’s noting quite as hot as a naughty girl bending over for the paddle. In this compilation, you get five gorgeous women bending over and getting their bottoms paddled hard! …

Matilda is supposed to be the best girl in the house, and yet, along with Sarah, who is also being punished alongside her, she has let important clients down, by …

Watch Mistress Sarah Gregory initiate a new sub, beautiful model, Macy Nikole. She has been a fan of Sarah’s so when they got together at a Fetish event, Macy crushed …

Download willow_bathed_spanked_fed_and_diapered.mp4.mp4 Mommy Sarah scolds and pulls on Willow’s ear as she takes her into the bathroom for being rude and misbehaving all day. Sarah removes Willow’s pajamas and notices …

Download two_bedtime_smacked_bottoms.mp4 We are very excited to welcome Matlida Caesar to MommaSpankings in this bedtime spanking film alongside Sarah Gregory. Sarah is a guest in Matlida and Miss Iceni’s home …

In this custom film, Sarah is a naughty schoolgirl who complains that she isn’t feeling well to get out of class. Nurse Bernadette has dealt with this lying behavior from …