Tiki - Paddled and Strapped (2019 | SD) (165 MB)

I warned Tiki one night. I warned her three times. She still chose to not heed my advice and still went ahead with a ‘girls night out’ with a group of girls that just smelled of trouble. Long story short her car ended up impounded and I was bailing her out of a holding cell at two-thirty a.m. She was mortified and on the way home. I told her she would be spanked when I got her back to her apartment. "I deserve a week long spanking" she said still crying. That gave me the idea… 7 days in a row. 7 punishment spankings. The strapping in the black lingerie actually was an 8th spanking for an unrelated wrong-doing.
ROBERT WOLFE, GINGER SPARKS - GINGER’S SEVERE REAL DISCIPLINE BEYOND TEARS (2019 | SD) (428 MB)

Ginger confessed to needing real discipline for an issue she’s having with being perpetually late for work. She agreed to a punishment session with Robert to help her work on this. After a brief lecture/discussion, she is told she will be receiving a hard hand spanking and the cocobolo wood paddle over his lap, and then be laid down over a pillow on the bed for the Bad Girl double leather strap, the large leather strap, and the big oak school paddle. Robert scolds and spanks Ginger for her poor choices and she begins crying OTK from the smaller paddle and continues to sob throughout the scene, especially when the big paddle comes out! Don’t miss this one if you like the real thing, very hard spanking to a beautiful redhead with a perfect bottom, profuse genuine tears (including face shots) and severe deep marking! Afterward Robert soothes Ginger’s skin with a homemade healing massage oil candle.
ROBERT WOLFE, TEN AMORETTE - UNDER THE BLEACHERS TEN SPANKED & STRAPPED BY DADDY (2019 | SD) (222 MB)

Robert Wolf receives a phone call that Ten Amorette’s was engaging in promiscuous acts with a boy under the bleachers at the college football game the night before. So he calls Ten into the living room and questions her, then tells her what he was told and she confesses. He takes her over his knee for a hard spanking, and despite her protests then makes her go get his large leather strap and bend over on the couch for a full force strapping on her bare bottom! When it’s over he gives her hugs and reassurance that the spanking was for her own good, as she could end up in serious trouble if she keeps fooling around with boys.
Tanya Hude - First Spanking (2019 | SD) (117 MB)

This was a request from a member. Man does this take me back! This was the first spanking I gave Tanya for losing the first paddle I ever bought Tiki. Tiki let her borrow it and said ‘ Be careful! That paddle means a lot to us’. Well little Tanya left it in the women’s room and it disappeared! After this film was shot, Tanya decided to be both Tiki’s and mine submissive. This meant she was spanked countless time by the both of us. Wished I had filmed every one! I took the footage into Final Cut and re-edited and made into full H-264 compression. I made it one complete film as well. Back in the day (remember this was one of my very first videos) I used to break up the clips. So now you can see it as one constant movie…Ahh much better! You can actually see her boyfriend ‘J’ moving in reflection , as her not only brought her to me, but also kept time. Enjoy this new slice of DSH history…Stay thirsty for spankings my friends!
KAT ST JAMES, ROBERT WOLFE - HAD ENOUGH KAT SPANKED FOR BREAKING CURFEW (2019 | SD) (213 MB)

Robert has been waiting for her to get home as he told her to on time, and yet she still is out. Finally, when she comes in, he tries to scold her, and she blows him off, so he decides more action is needed. As she knows to do, he makes her take down her pants and panties and go across his knee for a long hard bare bottom spanking until her bottom is bright red and she promises to be a good girl!
Tiki - Paddled & Strapped (2019 | SD) (165 MB)

I warned Tiki one night. I warned her three times. She still chose to not heed my advice and still went ahead with a ‘girls night out’ with a group of girls that just smelled of trouble. Long story short her car ended up impounded and I was bailing her out of a holding cell at two-thirty a.m. She was mortified and on the way home. I told her she would be spanked when I got her back to her apartment. "I deserve a week long spanking" she said still crying. That gave me the idea… 7 days in a row. 7 punishment spankings. The strapping in the black lingerie actually was an 8th spanking for an unrelated wrong-doing.
LILY STARR, ALEX REYNOLDS - WAITING FOR IT SCHOOLGIRL CANED – INTRODUCING ALEX REYNOLDS (2019 | SD) (170 MB)

Lily goes into Alex’s room before school because she’s having trouble getting up on time. Lily tells her she needs to get moving NOW, but Alex instead throws a cranky fit and calls her mom a bitch! She realizes immediately that she screwed up by saying that, and Lily tells her she’s going to get a good caning for it. After school, Alex nervously approaches Lily, saying how sorry she is and asking if she’s really going t get spanked. Lily says yes, and Alex asks if they can just get it over with because it’s been hanging over her head all day. But Lily tells her not now, later. Awhile later, Alex again approaches a couple times asking Lily to please just spank her, but Lily says waiting for it is part of her punishment and she’ll do it when she’s ready. Later that night, while Alex is sitting on her bed in her Hello Kitty nightie, still worried and fidgeting, Lily finally comes in and tells her it’s time. Lily turns her over her knee for a spanking first, flipping up her shirt to spank her panties and then bare bottom before making her lay down on the be bare bottomed for multiple strokes of severe thick traditional school cane. The girl is heavily striped and crying but the caning continues for several minutes to make sure she learns to be respectful!
KYLE JOHNSON, VALENTINE - INTRODUCING VALENTINE PT 1 (2019 | FullHD) (370 MB)

In "Introducing Valentine", the VERY tiny and VERY new mentee Valentine comes to see Kyle and asks to pick her own first spanking, so Kyle lays out all the implements and tells her to pick three for her punishment. She picks 2 canes and a small leather paddle to have used. but first, she is going to be taken OTK for a sound warm up to condition her skin, so the jeans come don and her tiny little bare butt gets ROASTED by Kyles hand quickly before he makes her pull her pants back up to wait for her thrashing with her chosen implements in Part 2!
LILY STARR, ROBERT WOLFE - LILY STARR CUMS TWICE FROM CANING (2019 | SD) (376 MB)

Lily is cuffed in the Legs Up position on the bed so she is at the mercy of her boyfriend Robert who has three canes to use on her: one short rattan, one longer rattan, and one incredibly intense lexan cane. Robert alternates between hard excruciating stripes to Lily’s tender bottom and upper thighs and a more pleasurable rhythmic tapping close to her pussy. In between crying out from the painful parts, the more sensual use of the cane, along with her dominant’s vocal encouragement, brings Lily to orgasm with no direct stimulation not once, but twice! This is the first sexual spanking video Lily and Robert have done, and the first Lily has done which was not a solo video. Depending on popularity of this clip, you may get to see more erotic peeks into this side of their personal life in the future.