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Pepper Sterling
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Updates Featuring Pepper Sterling

Pepper's Strappado - Part 2
22 minute(s), 18 second(s) of video
Added 07/17/2023
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

This Clip starts where Part 1 ended... With Pepper seated, it makes it easier for me to change out her gag and to tie her tits. I take out her ball gag, before tying her wrists behind her back. A huge sponge is then displayed before being shoved and taped in her big mouth. I then get to work tying her tits, which take a lot of rope to tie properly! I want to get some clamps on her nipples later, so I apply some suction to her tender nipples. Her eyes get a little watery as she starts to choke on her sponge gag, so I quickly remove it, but another gag consisting of a dish rag and many wraps of tape takes it's place. I tie her elbows and forearms together tightly, before standing her up and tying er wrists overhead. This is where Part 2 ends.

Categories: ballgag, Breast bondage, breast torture, Brunettes, Busty, crotchrope, electrical tape, gags, leggings, MILF, not barefoot

Pepper's Strappado - Part 3
23 minute(s), 7 second(s) of video
Added 07/17/2023
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

This Clip starts where Part 2 ended... With Pepper in a strappado, I tie a rope to her tits and then pull and tie it off below her knees. The rope I tied in her hair earlier is tied back as well. I clover clamp her nipples as well, but by now her right nipple is bleeding. Not being a fan of bleeding nipples, I abandon the nipple clamps. I turn her around and smack her ass, then I smack her bound tits for a while as Pepper lets out muffled yelps from behind her effective gag. I step away and order Pepper to turn in a circle for our enjoyment. This way we can see every part of Pepper and her bondage. Since I have decide against the nipple clamps, I compromise and nose hook Pepper instead. I leave her once again to endure her stringent bondage. I added a little bit of behind the scenes footage at the end of the vid.

Categories: Breast bondage, Brunettes, Busty, crotchrope, electrical tape, gags, leggings, MILF, nose hooks

Pepper's Strappado - Part 1
24 minute(s), 1 second(s) of video
Added 07/16/2023
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

Pepper finds herself strung up by her wrists and gagged with a very large ballgag. She has a lot of wiggle room at this point. I arrive soon enough to smack her ass and manhandle her. I am also going to make her bondage a bit more strict. I start by tying a spreader bar to her ankles. Her legs are spread wide, which lowers her and tightens up her wrist ropes. She looks quite taut now. I manhandle and smack her ass again for a while. I lift her blouse exposing her perfect and huge tits. I clamp them and then tie the clamps tightly up and around the back of her neck. You know they are good clamps as they hold and lift the weight of her breasts. I let her endure the bondage and clamps for a while, before I add a tight crotchrope. I turn her around and order her to dance for me. Pepper does her best to wiggle her ass for our entertainment. I smack her ass a bit more before removing the spreader bar. It is time for a new position. Pepper yelps and winces, as I remove the clamps. I then start binding her legs. Once her upper thighs are bound and cinched, I release her wrists and let her sit in a chair. This is where Part 1 ends.

Categories: ballgag, breast torture, Brunettes, Busty, crotchrope, gags, leggings, MILF, nipple clamps, not barefoot, spreader bar

Pepper's Ordeal
34 minute(s), 12 second(s) of video
Added 05/04/2023
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

Pepper stands with her wrists bound around a post, blindfolded and gagged with a huge jaw stretching ball. A masked man enters the dimly lit room and pulls up a stool. He just sits and watches his helpless captive struggle against her bonds. She has flash backs from earlier when the same man smacked her ass with his heavy hands and then his belt. She also has flashbacks from when he shoved and strapped the huge ball between her aching jaws, and then wrapped her eyes with elastic material. The man has more plans for her and he soon gets started. He winds rope around her waist and then up between her legs and up through a ring. He ties a few weight plates on the other end. The rope between Pepper's legs disappears into her pussy. He clover clamps her nipples next. Not so bad until he hooks on huge nuts, and attches them with springs. Any little movement Pepper makes gets the weights bouncing up and down. It's hard to be still when the man's hands are all over her body...constantly groping and slapping her tender flesh. Pepper's gag and blindfold are removed, but she is promptly gagged with and Ace bandage... It becomes tighter and more effective when several wraps of tape are added over the top. Her hair is tied and then pulled up tight and tied off high on the post. The weighted clamp on her right nipple, eventually slips completely off. The man removes the other one as well. He has other plans for her plump tits. Her tits are soon bound nice and tight. Pepper looks terrified as the man now walks up with a hammer and nails!!! He pounds several nails into the post and walks away... leaving Pepper wondering what they could possibly be for. She soon finds out, when he incorporates her nose into her bondage. The weight is then doubled that is hanging from her crotchrope. Poor Pepper really starts to whimper and moan now and the rope digs deeper and deeper inside her. The masked man takes delight in his work, but Pepper doesn't. Oh well... He has other things to attend to. He turns out the lights once again leaving Pepper in the dark once again. At the end of the clip I have added bonus footage of Pepper being belt whipped, gagged and blindfolded.

Categories: ballgag, blindfolded, Breast bondage, Brunettes, Busty, cleave gag, crotchrope, gags, nipple clamps, nose hooks, pantyhose, post/pole/tree tied
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