CrazyBob1

First Time With Mr Big Boss




Genre: BDSM
Models: Raven Stone
Description: Raven is sitting in Mr Big Boss\'s office waiting on him to arrive and introduce himself. He wastes no time after meeting her in standing her up and binding her wrists together. With her wrists bound he seats her back in the chair before moving up and tightly binding her elbows together. With her arms tied he shoves a huge cloth into her mouth before securing it with microfoam tape. To remind her that he\'s heard rumors that she hasn\'t been sitting like a lady nearly enough he binds her ankles out to the outer edges of the chair keeping her legs spread in a humiliating fashion. She\'s left to struggle after being tied to the chair and Raven puts on a rather nice show moving and moaning through her gag and thrusting her hips at the air.

24 PICS - 454x800 - 5 Mb

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CrazyBob1

First Time With Mr Big Boss




Genre: BDSM
Models: Raven Stone
Description: Raven is sitting in Mr Big Boss\'s office waiting on him to arrive and introduce himself. He wastes no time after meeting her in standing her up and binding her wrists together. With her wrists bound he seats her back in the chair before moving up and tightly binding her elbows together. With her arms tied he shoves a huge cloth into her mouth before securing it with microfoam tape. To remind her that he\'s heard rumors that she hasn\'t been sitting like a lady nearly enough he binds her ankles out to the outer edges of the chair keeping her legs spread in a humiliating fashion. She\'s left to struggle after being tied to the chair and Raven puts on a rather nice show moving and moaning through her gag and thrusting her hips at the air.

24 PICS - 454x800 - 5 Mb

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CrazyBob1

Day Dreaming at the Office 29 HD




Genre: BDSM
Models: Star and Elizabeth Andrews
Description: Double Strappados, Double Panel Gags
Earlier in the week, I had to punish Star for making typing errors on her reports. I called her into my office and tied her up tight. I gagged her with a bishop gag and told her some very dirty things. It was Friday and I was still thinking about our encounter together. It was 4:30 pm and I was mentally checked out for the week. So I spent the last 30 minutes of my day, thinking about Star.
I was wearing a black and red striped top with a pencil skirt that was buckled tightly in the back. My knees were XXXX together by the buckles, so it was hard to move. I also had on a pair of black 6 inch peep toe pumps. Star was standing beside me in a very short dress with garters. She had on silk stockings, leaving the tops of her thighs exposed. We rubbed up and down each other\'s latex bodies. The Boss stood behind us and readied our demises.
I was first. The Boss lashed my arms behind my back while Star ran her hands all over my body. We teased and flirted with each other until the Boss was finished. Next to come was a panel gag head harness. Star eagerly helped the Boss keep the gag in place as he buckled it on tight.When she wasn\'t helping him, she was grabbing at my body. To give her a token of my appreciation, I gave her a kiss on the cheek through my gag. Star returned the favor by giving me a kiss through the leather. Mr. Big Boss seized Star\'s arms behind her back. He tied them together as we continued our back and forth flirting game. A kiss here and kiss there, rubbing our hips on each other, getting as close as possible.
After Star\'s arm bondage was complete, the Boss moved to her gag. He gagged her with a matching panel gag head harness. When her gag was tightly in place, we brought our faces together and gave each other a kiss on the lips through the leather. Our ankles were next and then he lifted both of our arms into matching strappados. Star and I teased each other, bringing our bodies close together. The agony of our strappados couldn\'t keep us from trying to reach each other. We twisted and turned our bodies into each other, bringing our gagged faces close enough to touch again.

33 PICS - 465x821 - 8 Mb

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CrazyBob1

Latex catsuit and inflatable butterfly gag




Genre: BDSM
Models: Elizabeth Andrews
Description: I walked across the room wearing a black latex catsuit and 6.3 inch leather peep toe pumps. The Boss informed me to gag myself with the butterfly gag he left on my office chair. He would meet up with me shortly. I stood in the center of the room, shoving the rubber gag in my mouth. It felt awkward. There was a pump attached. I gave the pump a small squeeze and the gag inflated in my mouth. My eyes got big as my mouth filled with air. I heard the Boss coming so I released the valve. Mr. Big Boss picked up an open mouth head harness and pulled the pump through the hole. He then buckled the harness on tightly. I was glad that the harness helped hold the gag in my mouth.
Once the gag was in place, the Boss gave the pump 3 quick squeezes. The gag quickly inflated in my mouth and I made a slight squeal. My cheeks expanded. It felt like the gag was trying to push its way out of my mouth. Drool started to accumulate. I noticed strings of drool flowing down the tube connecting the gag and pump. The Boss was tying my arms together behind my back. I kept trying to dodge the drool that was now hitting my toes. Mr. Big Boss moved down to my ankles and lashed them together. I instantly became off balance. The super arched high heels were making me unstable. I quickly found my center of gravity but not for long.
Mr. Big Boss tied a piece of rope to the D-ring on top of the head harness. He then pulled my head back and attached the rope around cinched elbows. All the drool that was accumulating in my mouth started to flow down my throat. I couldn\'t readjust my head to swallow properly. I found a way to manage the saliva just as the Boss pumped the gag up more. He groped and fondled me before he increased the hardness of my predicament. The Boss tied a rope around my neck, knotting it off so it wouldn\'t tighten too much. He pulled the rope down to my ankles to tie it off, XXXX me to bend over and my arms to raise in the air. I wobbled in my high heels but at least I still sort of had my arms to flex out to help my stability. Mr. Big Boss must have known what I was thinking because soon he took those completely away too. He cinched my arms to my body, constricting my waist. After he was done, he came in front of me and pumped the gag again.
The Boss left me in the room alone. I moved as much as I could, which involved twisting my upper body and bending my knees. I was stuck and my mouth was full of rubber and air. My legs were starting to burn from the XXXX bent over tie. Thankfully the Boss came back and untied the rope that was connecting my neck and ankles. He grabbed me by the throat to help steady me. The Boss gathered the rope and pulled me across the room. My head was XXXX backwards the entire time he led me around, I barely could tell where I was going. He took a few moments to enjoy the tightly bound latex package in front of him. He ran his hands over my body, squeezing and groping whatever he pleased, he knew it was his property. The Boss faced me towards the door and gathered the rope again. He wanted private time with me in his office and he led me towards it...

30 PICS - 454x800 - 7 Mb

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CrazyBob1

Latex catsuit and inflatable butterfly gag




Genre: BDSM
Models: Elizabeth Andrews
Description: I walked across the room wearing a black latex catsuit and 6.3 inch leather peep toe pumps. The Boss informed me to gag myself with the butterfly gag he left on my office chair. He would meet up with me shortly. I stood in the center of the room, shoving the rubber gag in my mouth. It felt awkward. There was a pump attached. I gave the pump a small squeeze and the gag inflated in my mouth. My eyes got big as my mouth filled with air. I heard the Boss coming so I released the valve. Mr. Big Boss picked up an open mouth head harness and pulled the pump through the hole. He then buckled the harness on tightly. I was glad that the harness helped hold the gag in my mouth.
Once the gag was in place, the Boss gave the pump 3 quick squeezes. The gag quickly inflated in my mouth and I made a slight squeal. My cheeks expanded. It felt like the gag was trying to push its way out of my mouth. Drool started to accumulate. I noticed strings of drool flowing down the tube connecting the gag and pump. The Boss was tying my arms together behind my back. I kept trying to dodge the drool that was now hitting my toes. Mr. Big Boss moved down to my ankles and lashed them together. I instantly became off balance. The super arched high heels were making me unstable. I quickly found my center of gravity but not for long.
Mr. Big Boss tied a piece of rope to the D-ring on top of the head harness. He then pulled my head back and attached the rope around cinched elbows. All the drool that was accumulating in my mouth started to flow down my throat. I couldn\'t readjust my head to swallow properly. I found a way to manage the saliva just as the Boss pumped the gag up more. He groped and fondled me before he increased the hardness of my predicament. The Boss tied a rope around my neck, knotting it off so it wouldn\'t tighten too much. He pulled the rope down to my ankles to tie it off, XXXX me to bend over and my arms to raise in the air. I wobbled in my high heels but at least I still sort of had my arms to flex out to help my stability. Mr. Big Boss must have known what I was thinking because soon he took those completely away too. He cinched my arms to my body, constricting my waist. After he was done, he came in front of me and pumped the gag again.
The Boss left me in the room alone. I moved as much as I could, which involved twisting my upper body and bending my knees. I was stuck and my mouth was full of rubber and air. My legs were starting to burn from the XXXX bent over tie. Thankfully the Boss came back and untied the rope that was connecting my neck and ankles. He grabbed me by the throat to help steady me. The Boss gathered the rope and pulled me across the room. My head was XXXX backwards the entire time he led me around, I barely could tell where I was going. He took a few moments to enjoy the tightly bound latex package in front of him. He ran his hands over my body, squeezing and groping whatever he pleased, he knew it was his property. The Boss faced me towards the door and gathered the rope again. He wanted private time with me in his office and he led me towards it...

30 PICS - 454x800 - 7 Mb

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CrazyBob1

A Rosy Ass and Tight Bondage




Genre: BDSM
Models: Elizabeth Andrews
Description: Mr. Big Boss came into my office frustrated with his work day. A particular secretary with an attitude possibly lost one of our best clients. On top of that, Mr. Johnson was working Mr. Big Boss\' nerves as well. The Boss came into my office with the intention of letting off some steam. I figured he just wanted to tie me up tightly but there was more to it than that.
First, he lashed my arms behind my back tightly. My wrists were pinned together so tight that I could barely move them. The Boss then shoved a huge ball gag in my mouth. He then commanded me to stand in front of my desk with my legs spread apart. He lifted my dress up over my ass to reveal my pantyhose and the fact that I wasn\'t wearing panties. He then told me to hold that position. My legs began to quiver as I stood in front of my desk with my legs apart and my arms thrust in the air. The Boss soon returned and started to let out his frustrations...
He grabbed the base of my pony tail ( to use as a handle ) and then started spanking my ass. My ass started to get hot as he continued to spank me. I whimpered and yelled out behind the ball gag as his big hand made contact with my ass. I was begging, silently, that he would finish soon. I didn\'t know how much more I was going to be able to take of it. Every time he hit me, I would jolt forward, my feet coming out of my high heels.
He stopped. I felt the heat on my ass with my bound hands. I bet it had a nice rosy tint to it. The Boss picked up some rope and tied a shoulder harness on. He then threaded the rope through my elbow cinch and lifted my arms into a chicken wing. It did not feel good!!! I whimpered behind the gag and the agonizing tension running through my shoulders. The Boss added another rope around my waist, pinning my wrists to the small of my back. He tied my ankles together and then started to slap my pussy hard. It stung so bad with every slap. After he was done with that, he rubbed it to make it feel a little better. I knew he was frustrated but I didn\'t know how much!!! Soon after he left my office. I was still tied up in that agonizing arm bondage. I struggled around and made it back to the front of my desk. I bet the Boss was in his office watching me, while he relieved the rest of his frustrations.

34 PICS - 465x821 - 8 Mb

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CrazyBob1

Not Making it to the Party




Genre: BDSM
Models: Adara Jordin
Description: Adara finds her way into Mr. Big Bosss office in a very nice gold dress. He quickly assesses her body in the dress and decides that he should grab some rope and add it to her dress before they go to the party. Adara reluctantly agrees, but just asks him to not leave her there instead of taking her to the party like last time. Mr. Big Boss agrees of course while continuing to rope her up. Adara finds herself tightly bound and gagged with an open mouth gag and sadly Mr. Big Boss has already planned to bind, gag, and leave her there just like last time. Its not so much that he doesnt want to take her as she just looks so good tightly bound and gagged that he cant bring himself to untie her to take he to the party.

26 PICS - 465x821 - 6 Mb

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CrazyBob1

Not Making it to the Party




Genre: BDSM
Models: Adara Jordin
Description: Adara finds her way into Mr. Big Bosss office in a very nice gold dress. He quickly assesses her body in the dress and decides that he should grab some rope and add it to her dress before they go to the party. Adara reluctantly agrees, but just asks him to not leave her there instead of taking her to the party like last time. Mr. Big Boss agrees of course while continuing to rope her up. Adara finds herself tightly bound and gagged with an open mouth gag and sadly Mr. Big Boss has already planned to bind, gag, and leave her there just like last time. Its not so much that he doesnt want to take her as she just looks so good tightly bound and gagged that he cant bring himself to untie her to take he to the party.

26 PICS - 465x821 - 6 Mb

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CrazyBob1

The Boss is away, so the secretary plays




Genre: BDSM
Models: Elizabeth Andrews
Description: I was sitting on the desk taking dictation from Mr. Big Boss, wearing my big red ball gag. When he got done, he mentioned to me that he wouldn\'t be in the office the next day. As he left the office, my mind wandered a bit and I thought of all the fun I could have while he was gone.
The next day, I brought in a bag full of goodies. I was checking my calendar in my portfolio and was glad to see I didn\'t have a large work load. I locked the doors to my office and started to empty my bags. I brought rope, a head harness ball gag, head harness panel gag, handcuffs with keys, a hitachi, duct tape, boots, and an anal plug. I stripped out of my clothes but left on my thong, pantyhose and black bra. I picked up the big blue anal plug and started to pull down my pantyhose top.
Next, I tied a knotted crotch rope on to hold the plug in place. I then sat down in my chair and took of my high heels. I replaced them with a pair of knee high leather boots with a 6 inch heel. It was time to decide on a gag. I couldn\'t make up my mind which one I wanted to wear, the ball gag head harness or the panel gag. I put the ball gag harness on and looked at myself in the mirror. After a few minutes, I decided to take it off. I then picked up the panel gag and brought the ball to my lips, but decided that I better wait on that. I picked up my hitachi and the duct tape and taped it down to the edge of the desk, so I could use it later. After I felt it was secure enough, I went back to my chair and started to tie myself up more.
I started with a chest harness, then moved to my ankles, thighs and knees. I blindfolded myself with a leather blindfold and then gagged myself with the panel head harness gag. I then slipped on a pair of elbow length leather gloves. Earlier, I had secured the hand cuff key in the center of the tape, on the desk. That way I knew where it was. I picked up the handcuffs and then cuffed my wrists behind my back. I stood up and slowly hobbled over to where I thought the hitachi was. I fumbled for a minute, trying to cut it on. I bent my knees so I was at the right angle and started to go to town. I ended up ripping the hitachi off the desk, so I pushed it deep onto my special spot and came over and over again. Once I was sated from my orgasms, I started to look for the key.
At first I couldn\'t find the tape. I kept searching for it with my gloved hands but came up empty. I was starting to worry. Finally I found the tape, but the key was missing from the middle of it. I started to panic. I sat back down in the chair and heard the phone ring. Mr. Big Boss\' voice came over the answering machine. He apparently had gotten back early from his meetings and had come into the office. I never heard him! Since I was having such a fun time by myself, he grabbed the key from my desk and took it with him. He then told me he would see me in the morning,because there was no way I was getting out of my current predicament. I moaned and fell back against the chair, defeated. I struggled in my self bondage, but there was no hope. Without the hand cuff key, I was going to be stuck in my office all night!!!!

56 PICS - 465x821 - 11 Mb

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CrazyBob1

Day Dreaming at the Office 31




Genre: BDSM
Models: Michelle Petite, Elizabeth Andrews
Description: Two Brunettes Struggling in Strappados

Sexy petite secretary Michelle found herself the victim of one of my day dreams. She wore a short black transparent dress with black waist cincher and red high heels. I had on a tight black latex pencil skirt, a black top with gold embellishment and black pumps. I rubbed my hands on Michelle\'s body while Mr. Big Boss tied her arms behind her back. He made mine a matching pair. Michelle and I squirmed in our arm bondage, flirting with each other, while Mr. Big Boss readied our gags.
He stuffed a big blue scarf in my mouth and then wrapped microfoam tape tightly around my head. Michelle looked on with big eyes. Before she knew it, it was her turn. The Boss shoved cloth in her mouth and then wound the microfoam tightly around her mouth as well. We wiggled in our tight latex, testing the tightness of our bondage. Both of us began to worry when the Boss lowered the ring from the ceiling of the warehouse. So far we only had our arms bound and our mouths stuffed full and taped tight. He pulled Michelle towards the ring and hoisted her arms up into a strappado, attaching them to the ring. I was next. Mr. Big Boss attached a rope to my wrists and then the ring,pulling them up to almost a 90 degree angle. I immediately felt the tension start to roll through my shoulders and back from the XXXX bent over position.
I whimpered slightly behind the gag as Mr. Big Boss tied our ankles together. Michelle was first, so I rubbed my silky pantyhose legs on one another. The Boss liked the view so he decided to get a couple of grabs in as well. Once he was done with Michelle\'s ankle ropes, he tied my ankles together. We both fought for balance and room on the ring. The Boss came up behind us and started to grope us with his large hands. He then exited the daydream. Michelle and I struggled in our strappados, trying to keep our balance in our high heels. We rubbed our bodies on one another, hoping not to make the other one fall. Sharing the ring was proving hard enough. We mmpphhffed our frustrations into the gag hoping from some reprieve soon!

51 PICS - 465x821 - 13 Mb

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