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Pepper Sterling
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Updates Featuring Pepper Sterling

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

Pepper's Legs Spread Reverse Prayer Hogtie - Part 2
22 minute(s), 47 second(s) of video
Added 08/06/2018
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... Pepper's gag is removed before The Masked Man puts her into a stringent hogtie variation. The bar her ankles are tied to are tied to the post in front of her and her chest harness is pulled tight and tied to the post behind her. Pepper knows, by now, that not having something shoved down her throat is a treat, and she knows to stay quiet as the Man positions and arches her where he wants. Soon she is gagged anyway with a shop cloth. Black tape secures it. Her pigtails are tied to the ends of the bar tied to her ankles, which in turn pull her head back. Nose hooks are next. He places cotton pads on her eyes and tapes around her head, blinding Pepper. Clover clamps are applied to her nipples, before the man leaves her once again. All Pepper can do is moan through her gag, twitch a little, and endure her bondage until the Masked man returns to bind her once again.

Categories: blindfolded, Brunettes, Busty, electrical tape, hogtied, MILF, nipple clamps, nose hooks, pantyhose

Pepper's Legs Spread Reverse Prayer Hogtie - Part 1
13 minute(s), 44 second(s) of video
Added 08/05/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

Pepper stands in darkness... neckroped and ballgagged, with her arms bound behind her in a reverse prayer position. A door opens and closes and the lights pop on. A masked man appears. He roughly manhandles Pepper. She grunts, and mmpphhs as he grabs her by her huge tits and slaps her ass repeatedly. By the marks already there, you can tell Pepper has endured this treatment for a while now. He finally unties her neckrope from above and puts her in a chair. Her gag is removed, but immediately replaced with a huge cleaning sponge, which is then securely taped in. The masked man then ties her ankles to a bar and then ties twine into her hair, before he puts Pepper on the floor. This is where Part 1 ends.

Categories: Brunettes, Busty, MILF, pantyhose, reverse prayer, sponge gag

Pepper 825 - Part 4
21 minute(s), 11 second(s) of video
Added 07/12/2018
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 3 ended... I am immediately tying her heeled feet with more rope. A tight hogtie is next for Pepper. A length of closet rod is tied to her heels next. The rope that was tied into her pigtails earlier is then tied to the ends of the rod. Another length of rope is tied to the back of her rope head harness as well and tied back to her feet. Pepper lays there helplessly. I order her to struggle. She tries, but there really isn't much room for struggle at this point.

Categories: Breast bondage, Brunettes, Busty, crotchrope, face bondage, harness gag, hogtied, pantyhose

Pepper 825 - Part 3
32 photos 17 minute(s), 54 second(s) of video
Added 07/11/2018
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 2 ended... Peppers bountiful tits are tied next. They each get 25 feet of rope. More rope is used to bind her upper body, before I remove her neck rope and Pepper takes a seat so I can gag her. I use a homemade ball and add some face bondage as well. After that, Pepper goes on the floor where she'll be hogtied in Part 4.

Categories: Breast bondage, Brunettes, Busty, crotchrope, face bondage, pantyhose

Pepper 825 - Part 1
24 photos 19 minute(s), 15 second(s) of video
Added 07/10/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0
 

I have Pepper and 1000 feet of rope. In Part 1, I neckrope Pepper. Her wrists are already bound behind her back. I start at her waist and work my way down her legs. By the time Part 1 ends, I have made it down to her knees.

Categories: Brunettes, Busty, crotchrope, MILF, pantyhose

Pepper 825 - Part 2
11 photos 21 minute(s), 23 second(s) of video
Added 07/10/2018
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 continue binding Pepper with more and more rope. Her legs are finished up. Her pigtails are tied and the tied above to keep them out of my way. I tie her elbows together and a lot more rope is added to her waist and above and below her tits.

Categories: Brunettes, Busty, crotchrope, MILF, pantyhose
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