Pepper Sterling
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Pepper's Strappado - Part 2
22 minute(s), 18 second(s) of video
Added 07/18/2019
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 07/18/2019
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 07/17/2019
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 05/05/2019
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

Experimental Mummification For Pepper
27 minute(s), 42 second(s) of video
Added 03/04/2019
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

I've been wanting to do a mummification/strappado combo for quite some time, but I realize that there are only a handful of models that can pull it off. Pepper was in the neighborhood for the day and she is one of them. It's July and hot. Doing a mummification in 100 degree heat is definitely not optimal, but since I don't know when she'll be back, I go ahead and try it. I almost make it to the finished product when Pepper taps out. The constriction and the heat turn out to be a little to much. I believe that had it been a cooler day this attempt would have been a success. I did learn a few things as well, so my next attempt should be a success.

Categories: Busty, electrical tape, face bondage, head encasement, hooded, MILF, mummification, nylon encasement, pantyhose, strappado, Tape Bondage, tape hood

Pepper Whipped
13 minute(s), 46 second(s) of video
Added 02/07/2019
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

Pepper is roughly shoved up against a post. I lean into her, pinning her as I bind her at the waist to it. Her sweater is ripped open and her nipples are clover clamped and then they are tied tightly together around the post. A shop rag is stuffed and then taped in her mouth. I smack her ass hard with my hand before her skirt, and my belt are removed. Pepper is punished as the clamps tighten and jerk as I whip her repeatedly with my leather belt.

Categories: breast torture, Brunettes, business attire, Busty, nipple clamps, post/pole/tree tied, sweaters, whipped

Peppers Game - Part 2
32 minute(s), 51 second(s) of video
Added 09/16/2018
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... I remove the rope tied around Pepper's neck and tie it into her long luscious hair instead. Pepper looks nervous and excited at the same time as her hair is pulled tight and I grope her tits. It's time for a new gag and Pepper gets a tight Ace bandage cleave gag. Black tape is tightly wrapped over the top. More tape is wrapped around her forehead and then down under her chin. Pepper is too sweaty though and the tape slips from under her chin. I cut that part off and start on her breast bondage asPepper endures her cruel gag. In reality Pepper loves being gagged, but I get the feeling she isn't to fond of this one. I know she's in agony as I tie her right tit, so after it's tied nice and tight, I remove her gag. She thanks me and then I bind her left tit in the same manner. Pepper has huge perfect, firm tits as it is, but they're even better when tied. I spend a little time slapping her bound purple orbs. I then stuff a huge sponge in her mouth and tape it in. She almost immediately starts gagging on it, so I remove it as well. I finally settle on a big wad of gauze and then tape it in with clear tape. I then add more rope. Soon her elbows are crushed together and then her wrists are pulled up and tied off at the base of her neck, effectively chicken winging her. I put her on the floor, and am soon adding even more rope... prepping her for a what's to come next. Soon I have her arched into an extremely tight hogtie. Her hair is even tied to her ankles. Pepper is now completely helpless and her struggles are indeed futile. I'm walking around getting a few things done as pepper lies helplessly on my shop floor. I do enjoy seeing her this way. I eventually want a new view though, so I roll her onto her side. Pepper does make a nice decoration as I go about my business. Pepper is bound so tightly that there's really no struggling... She whimpers, moans, and twitches, but that's about all she can muster. I finally decide that it's time for her to be released, so I release her from her hogtie and remove her breast bondage. I grope her tits a little as I don't get a Thank You. In her defense, she seems to be a little zoned out. Her gag is removed and I decide that she can stay in her current bondage a while longer. Pepper is grinning and is glassy eyed as I run my hands up and down her still bound body. I walk away once again. I think Pepper got what she wanted... Her game worked.

Categories: Breast bondage, Brunettes, Busty, crotchrope, hogtied, MILF, sponge gag, sweaters

Peppers Game - Part 1
24 minute(s), 30 second(s) of video
Added 09/16/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

Pepper never wants to admit that she absolutely loves being bound, gagged, and manhandled, but she craves it. She plays this little game where she starts acting all defiant and bratty. She does this on purpose to get what she wants without having to ask and admit that she wants it. That's fine with me, and I'm always happy to bind and gag her. She's up to her same old shenanigans again, so I take her out to my "workshop". I manhandle her and roughly grope her sweater puppies. I make sure she stays put, by means of a neckrope tied above, and I make sure she stays quiet by means of a huge red ballgag. I smack her ass repeatedly, before I snip open her sweater and pull out her huge tits. She pretends that she doesn't like it, but we both know better. I continue roughly manhandling Pepper. I lift her skirt and smack her ass, now protected only by her pantyhose. I eventually get out some rope and start by crotchroping her nice and tight. More ropes are run under her ass cheeks and then I even add a bit of butt bondage. I turn her around, make her spread her legs, and smack her ass again, noting the difference between her ass being tied and untied. I use her tit as a handle, and turn her back around. I remove her giant ballgag and then spend some time slapping her tits with the back of my hand. It's time for more rope. I start at her upper thighs and work my way down, adding band after band of tightly cinched rope. Once her legs are tied, I untie her neckrope and have her sit in a chair. This is where part 1 ends.

Categories: ballgag, Breast bondage, Brunettes, Busty, crotchrope, MILF, not barefoot, pantyhose

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