Very sore secretary Cherry Winters takes her final spanking, a hard paddling, so severe that she can’t sit down afterwards. Spanking 101 The Book: Sore Secretary Cherry, Part 5, Mf, …

Sassy secretary Cherry Winters shows up for work in her underwear, angry about her Boss Tubaman’s comments about her attire, and very tender after the previous long day pf spankings. …

Lazy secretary Cherry Winters returns to Tubaman’s office still having not completed her project. This time he bends her over for a long, hard paddling followed by embarrassing corner time. …

Adorable redhead Izzy Robbins dons two different pairs of skimpy, tight shorts, then bends over doe a sound spanking and a hard paddling on each, just for being so cute. …

Sassy and sore secretary Cherry Winters returns to the office still without her project completed. Time for another spanking, this one with skirt lifted. Spanking 101 The Book: Sore Secretary …

Talented, lazy, and now very sore secretary Rachel Adams has still not finished her project, and her bottom is going to pay. A hard spanking on her thin, stingy pantyhose, …

Talented but lazy new secretary Cherry Winters finds out the hard way about what happens when she doesn’t get her work done in a timely fashion, the infamous “Paragraph 4.” …

Sassy Cherry Winters is bored, so she sets up a bunch of pranks to goad Tubaman into spanking her. First, a face full of water from a sabotaged sink sprayer …

Talented by lazy new secretary Rachel Adams finds out the hard way what happens when she doesn’t complete her tasks on time. She will be making her second attempt standing …

In her first-ever shoot for SPANKING101, adorable little redhead Izzabella Robbins gets the seat of her tiny shorts scorched by Tubaman, just for being so cute. Spanking 101 The Book: …