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The Office Bet, Lilly Loses - Part 3
43 photos 23 minute(s), 24 second(s) of video
Added 10/30/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

I let her sit there for a few minutes. I return and grope her bound tits for a while more. Next, I tie both of her ankles back, forcing her to lean forward more. I then clamp her nipples with clover clamps. I let her get used to them for a while before I remove one. I make a loop over the connecting chain before I pull them forward and down. I tie the other end off. Now Lilly is really leaning forward. To make her bondage a bit more stringent, I tie her hair back as well. Lilly has a very nice ass, but I can't see it, so I cut away her blazer. While I have the scissors handy, I cut off her panties as well. Now I just sit back and enjoy the show. All Lilly can do is endure the pointed wood intruder between her legs. She is completely immobilized and unable to get any relief. I have a feeling she'll have a much better attitude if and when I let her off. After a while I have a little fun smacking her ass and tits with a wooden spoon. She jerks so hard from one of the smacks that she pulls one of the clamps off. I finally remove the clamps and her gag. She doesn't say a word. My plan seems to have worked. I lift her off the horse and put her on her knees. I was correct... Her attitude is 100% better! I have added some behind the scenes footage of Lilly being untied at the end of the clip.

Categories: breast torture, Brunettes, business attire, MILF, nipple clamps, pantyhose, pump gag, wooden horse

The Office Bet, Lilly Loses - Part 2
46 photos 21 minute(s) of video
Added 10/29/2018
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 sit her in a chair and insert a rubber pump gag in her mouth. I then tie a rope into her hair for later use. I wrap the gag above and below. I also make a design on her face with the tape. I don't think it would be possible for her to spit it out, but better safe than sorry. I get the twine out next and bind her tits with it. I then spend some time manhandling her bound tits as she moans through her gag. I leave momentarily, but soon return with a wooden horse.I attach Lilly to the overhead hoist and then raise her off the ground. I roll the horse underneath her and lower her onto it.

Categories: Brunettes, business attire, MILF, pantyhose, pump gag, wooden horse

The Office Bet, Lilly Loses - Part 1
37 photos 19 minute(s), 37 second(s) of video
Added 10/28/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

Lilly and I made a bet last month on who would get the most sales. She has the potential to sell more, but she is kind of a prude bitch. I mean, look at the way she dresses... A pant suit buttoned all the way up to her neck. She probably would have won if she'd show a little more skin and flirt a little. Good thing for me she doesn't because now I get to keep her as my bondage slave for the weekend. She comes over to my "man cave" right after work on Friday evening. I know she's going to be bitchy so the first thing I'm going to do is break her of that. I lead her by her hair and immediately start binding her. Within seconds she starts bitching. "It's to tight", "How Much rope are you going to use" I bet you got picked on a lot as a " I just go along with her as I know I won't have to listen to her for much longer. After I have her box tied, I crotch rope her and tie it off overhead in front of her. I then add another rope and tie it off to the post behind her, further tightening the crotchrope and forcing Lilly to arch her back. She still tries to bitch, but it fades into heavy breathing, especially when I rip open her blazer and cut off her bra. Once I really start groping, squeezing and slapping her tits, Lilly stops talking all together. You do hear lots of panting and moaning though. I eventually remove the crotchrope. That's just a warm up for what's to come. This is where Part 1 ends.

Categories: Brunettes, business attire, MILF, pantyhose

Lilly Taped and Mummified - Part 2
11 minute(s), 1 second(s) of video
Added 09/02/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

As told by Lilly Now that I'm more effectively gagged, the man in the lab coat starts using the same purple bandage to further secure me to the post.He starts at my feet and starts working his way up. Soon my entire body except me feet and tits are completely mummified, and I can't move an inch. He disappears into the shadows once again, but I know he's near as I can hear the clicking of the camera again. He returns and removes my gag. What a relief... That gag was brutal! He immediately shoves a fuzzy tube in my mouth. Now that I think about it, it was probably a short paint roller. It just barely fits and completely forces my mouth open. He now wraps my entire head with the purple bandage and then adds black tape as well. He then gives some attention to my tits, the only part of me exposed. He clamps my nipples. He steps away and I hear the camera clicking away again. He takes the clamps off, but he's not done with my poor tits yet. He starts slapping them with what feels like a thin spatula. He eventually unwraps my head and walks off leaving me bound and with the tube in my mouth. He switches off the lights and I am left in darkness. That's the last thing I remember before I wake up.

Categories: blindfolded, Breast bondage, breast torture, Brunettes, Busty, cleave gag, crotchrope, electrical tape, harness gag, head encasement, MILF, mummification, nipple clamps, pantyhose, post/pole/tree tied, Tape Bondage, taped hands

Lilly Taped and Mummified - Part 1
20 minute(s), 10 second(s) of video
Added 09/01/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

As told by Lilly The man in the white lab coat came and visited me again last night. Pitch Black and then all of a sudden a light clicks on. I'm standing with a rope around my neck tied to an overhead beam. I can do nothing as a ball is strapped in my mouth, and my wrists have been bound behind my back with tape. I'm wearing pantyhose, but the weird thing is that I'm wearing them as a shirt as well. I stand and try and make noise, but I'm all alone. THEN, all of a sudden the man comes out of the shadows. It's the same man in the white lab coat that had me in the strait jacket the night before. I wonder what he has planned for me tonight. He runs his hands over my body, but quickly starts taping me up. He completely tapes me up from the waist down. I can't see much, but from what I can tell it looks quite pretty. He must like it as well, because I hear him clicking off some pics. Soon, to my relief, he cuts my neckrope. The man never says much, but he orders me to turn around. I obey, but its extremely hard with my legs so tightly bound. He then makes me hop. I hop forward and then he orders me to hop to a post. I obey again. Once at the post I am taped to it. He cuts away the nylon around my tits and then tapes them up as well. They look like missiles when he's done with them. He disappears into the shadows once again as I struggle and mmmpph taped to the post. He eventually comes back. He removes the ball in my mouth and immediately clasps his hand over my mouth. He has a roll of flexible bandage that he wraps around my head and through my mouth. He continues wrapping and then starts making wraps around the post, securing my head to it. As if that wasn't enough, he uses the black tape as well. This makes the gag tighter yet! I've got to go but there's more, I'll tell you the rest later.

Categories: ballgag, Breast bondage, Brunettes, Busty, crotchrope, electrical tape, MILF, mummification, not barefoot, nylon encasement, pantyhose, post/pole/tree tied, taped hands

MILF Gagged to Tears, but Thank Goodness its Just a dream - Part 1
17 minute(s), 15 second(s) of video
Added 08/01/2018
Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0 Average Rating: 5.0

Lilly is having another Bondage Dream. This time the same crazy doctor drags her into a basement with her wists bound behind her back. He must have more experiments planned for Lilly. He gropes and manhandles her. He spins her around and smacks her ass, then he lifts her skirt and yanks her panties until they are inside her. Lilly is forced to step out of her panties. He then makes her sit in a chair and then proceeds to rope her at the waist to it. He gropes her tits more, before shoving a big foam white ball in her mouth. He seals it in tightly with clear tape. He then binds her thighs very tightly in 3 places with thin biting twine. He decides the gag isn't good enough, so he wraps an entire roll of vetwrap over the clear tape. Several wraps of stretchy microfoam are then wrapped on top of the vetwrap! He then goes back to work binding her legs to the chair with twine. After some time, he removes all 3 layers of the gag and the ball. She's not to be left ungagged though, Lilly is cleave gagged with an entire roll of vetwrap and then a few wraps of black tape. This is a tight gag as you'll be able to tell by the purple coloring of Lilly's distorted face. The good Doctor then snips off her shirt with the precision of a surgeon, revealing her pretty bra that matched her panties. He proceeds to tie Lilly's upper body with the thin twine. After a bit, the Doctor removes the vetwrap cleave gag and the clip ends.

Categories: Brunettes, chairtied, cleave gag, MILF, pantyhose

MILF Gagged to Tears, but Thank Goodness its Just a dream - Part 2
21 minute(s), 14 second(s) of video
Added 08/01/2018
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... Lilly sits ungagged for just a few moments, but it doesn't take long before 2 white hankercheifs are being stuffed in her mouth. Gray tape around her head make sure they stay there. More twine is used to bind Lilly to the chair. Lilly is then cleave gagged with and Ace bandage. More twine is added to Lilly's bondage. Then black tape is wrapped on top of the Ace Bandage gag. After a while the gag is removed and replaced with a ball gag. The Dr. then ties a length of rope in Lilly's hair. After a bit the ball gag is removed and her mouth is stuffed with a huge foam ball. Microfoam tape seals it in tight. Lilly's panties that were removed at the very beginning of Part 1 are put over her head, with the crotch right over her nose. Black tape is added around her mouth and under her chin. More is added around her forehead and then along both sides of her nose. Those panties are staying put! Her head is forced back by tying the rope in her hair to the back of the chair. The Dr sits back and watches as Lilly moans in agony. To add to her torment, he adds clover clamps and ties them to her knees. She really starts moaning now! At the end the gag and clamps are removed and she Thanks the Dr for doing so.

Categories: Brunettes, chairtied, cleave gag, electrical tape, face bondage, MILF, nipple clamps

Casino: Lilly Got Caught Stealing Towels and Soap - Part 2
23 minute(s), 27 second(s) of video
Added 06/29/2018
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... Lilly is in Real distress at this point, but her ordeal is far far from over. Ace snips off her panties and then pulls them through her legs. Yes, they shall make a wonderful gag! He shoves them in her mouth completely and orders her to keep them there. if she spits them out, they'll just go right back in after being on the dirty floor... not to mention what else she would have to endure for doing so. Ace adds more rope, this time to her chest. He adds clover clamps to her nipples as well. He wraps clear tape around her head and the post, securing her head even more and ensuring the gag will stay tightly in place. He manhandles her a bit before he removes the concrete block from under her feet. He also removes the 6 inch heels that she has been standing in all this time. She is so securely tied at this point that she no longer needs the block or her shoes. Ace now ties both of her big toes up. Ace then grabs another bundle of rope and continues binding Lilly, making her bondage even more strict. He now ties a rope to each of the clover clamps on her nipples and then pulls them tight and ties them off to the same point as her pigtails. Lilly is thinking that he can't possibly bind her any further, but she is wrong. Ace nose hooks her and ties them off tight as well. Lilly is now very close to her breaking point. You can tell by her moaning and breathing. Ace walks away, leaving poor Lilly bound off the ground to the cruel post. When Ace returns, Lilly thinks that he'll let her go now. Once again, she is wrong. He sits back in his recliner and starts poking and prodding at her with the same stick he used when her ordeal started. It was annoying then, but now it feels like a white hot steel poker. Ace is a very busy man and has business to tend to. Before he leaves, he removes the clover clamps and then spends a little time pinching her sore nipples as Lilly screams and moans through her panty gag. He walks away leaving lilly to endure her tight bondage.

Categories: barefoot, Brunettes, crotchrope, face bondage, feet and toes bondage, feet toes, garter and stockings, MILF, nipple clamps, nose hooks, not barefoot, panty gags, post/pole/tree tied

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