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You are here: Home / BDSM stories / Well Whipped by Boobytrap73

Well Whipped by Boobytrap73

Adult story Editor July 23, 2024 Leave a Comment

Moving to my side now, he gave me a back lash. Now, the belt hit the left side but it too wrapped around and struck my side. He repeated this twice, each time moving it down a bit.

By my count, and I’m not sure if I’ve been counting correctly, I had only two lashes remaining on my back. My back was throbbing but it wasn’t terrible. However, I got a feeling of dread, thinking about what this will feel like when he moves around to my front. I thought about using my safe word before he started there but I decided that it’s too early for that. I might want to stop our play if whipping my boobs is too much for me but I shouldn’t use the safe word just from being worried about might happen.

Plus, even without me invoking my safe word, all I have to do is tell Rob that I’ve had enough or that I changed my mind. I know that he’ll stop immediately and untie me. We’ll go into the bedroom and have sex and I’ll give him a world class blowjob to make up for calling off the rest of my whipping.

He was out of my line of vision again, standing behind me, I looked around to the extent I could and saw the belt coming down from above me. It also struck mid-back but now, the remaining part moved so that it hit over my entire upper back and ended right before my shoulder. One more like that on the other side completed this portion of the pirate whipping me.

Rob took a break and gave me a break. He went to the kitchen and got a sports bottle with a built in straw and I gratefully drank in some water. Then he picked up the belt and asked if I’m ready. I nodded and he picked up the belt.

The advantage now was that he was standing in front of me so I could see what he was doing. The bad news was that I knew what he was doing and it built my anticipation of what’s coming.

He stood there, playing with the belt, snapping it a few times then rubbing it on my boobs. Despite the soreness on my back that I knew would soon be joined by soreness on my front, the feel of the leather on my nipples was incredible and I arched my back to increase the touch.

It didn’t last though. He stepped back, tripling up the belt, and swung it through the air one more time. Then, he changed his position, brought his arm back and swung the belt at me.

Even though I saw it coming, when belt met boob, it was still a surprise. He hit me on the upper part of my right breast, above the nipple where it slopes into my chest wall.

And it hurt. A lot.

He left me there for a while so I contemplated what I was feeling physically and emotionally. My boob hurt a lot because I’ve never been hit there before and didn’t know what to expect. It hurt because the tripled up belt was heavy enough that with his swing, there was a lot of force and it struck some of the softest tissue in my body.

But it didn’t hurt because it didn’t do more than make the top of my boob turn red. And it didn’t hurt because for whatever unexplainable reason, my arousal level spiked. I felt my pelvis become fully engorged and my vagina got even wetter than it was.

He must have decided that I had enough time to think about this because he brought his arm back and struck again, mirroring the first one but on the left breast. They hurt equally now but no more than being spanked on my butt. I knew that I could take more and I knew that I wanted more. I regretted limiting Rob to only ten lashes but I decided that I’d wait before asking him for more.

He swung again, from my side, and the belt hit the outside of my left breast. The lash moved the mound and I felt it not just on the side but also in the skin on the top that had been hit first. He repositioned and swung the belt against the inside. There wasn’t as much room for him there and the belt hit the breast but also the breast bone. I could now feel heat growing around my entire boob.

Another reposition and he targeted my right breast. He struck the outside of it with the same effect as when he hit the left one and he quickly hit the inside. Again, it hit my bone along with my boob.

Looking down, the visible parts of both boobs were reddish. Less than the purple that might come from a bruising but more than the pinkness that I got when he spanked me there with the metal ruler. There was less sting and more thud with the belt as well and I thought what it would be like to mix the belt and the ruler.

Break time was over. He folded up the belt again and stood to my right side. I saw his arm with the belt lowered then it swung upward catching the bottom of the breast and sending it upward. Gravity dropped it back down and the entire breast pulsed painfully. He repeated this on the left and took another break, leaving both sides of my chest throbbing.

He’s struck the top of each boob, then the inside and outside, then the underboob. I don’t know why I’m shocked but the realization of where he will probably strike next hit me strongly. My nipples were fully erect and hitting them with the belt was going to hurt. I thought about hitting them with the ruler and way that stung. This is going to be a lot worse.

But again, I wanted to feel how the belt will be different from the ruler and I knew that with the sensitivity in my nipples, it won’t compare. I tear up in anticipation and want him to stop. But I want to know what it will feel like and I don’t want to wait for it.

My boobs were still throbbing and it was probably my imagination that I felt them throb in rhythm with the pulsing in my vagina. He stood in front of me and he grabbed my boobs, caressing them instead of squeezing them. Normally, I’d love this but they were sore enough that I didn’t feel the normal pleasure Rob gave me.

The belt was fully extended now and he rubbed it against my nipples. They were fully erect and if I hadn’t been anticipating a painful lash, I’d have enjoyed the roughness of the leather against them.

He stopped playing the leather against my flesh and stepped away, circling me again. He touched my back as if he was examining the effect of his earlier work then returned to caressing my breast. I was on edge so that I didn’t think it would take much to bring me to orgasm and I wanted him to get this over with so we could go to the bedroom where that orgasm will make the whole thing worthwhile

I don’t know If he read my mind or if he was at a parallel point of arousal. Either way, he moved to my left side and stepped back. I looked over and watched the belt, fully extended, move behind him as he swung his arm back. Then he swung his arm–and the belt–toward me as hard as he can.

I watched the belt as it swung around him and neared me. It was like slow motion–I know it’s coming and there is not a thing I can do but watch. With the full curve as it swing around his body, the end of the belt appeared to pick up speed as it got closer to me

At the end of the arc of the swing, at full speed, the hard, heavy leather of the belt contacted the soft tissue in my nipple and the front of my boob. The tissue exploded with pain that seemed to include not just the part that was hit but the full breast, the top, the sides, the underboob, and absolutely the nipple. It was jumping up and down, moving in response to being pushed by the belt. My scream was an involuntary response and I was only partially aware that I’d done so. Through my tears, I saw Rob stop and watch me, perhaps waiting to find out if I’m going to use my safe word.

After a minute, the pain abated, leaving a dull soreness in my chest but a throbbing in my vagina that continued to build my tension down there. Rob stared at me and I nodded to him. “Finish it” I yelled.

He nodded back and took his position again. I watched him swing his arm back and watched the belt coming at me. When it struck the front of my right boob, I felt the same explosion throughout and I screamed again. Rob dropped the belt to the table and then just stood there watching me.

Finally, the pain ebbed and I remembered the role play scenario. I couldn’t think of anything creative to say so I yelled “Take me you bastard!” He picked up the belt and I wondered if I’m to be punished more for what I’d called him. Instead, he tossed it aside so he could grab the knife that was under it. With the knife he cut the cords that had been holding me to the ceiling hooks but left the rope around my wrist. I collapsed into his arms and he half-walked, half-carried me to the bedroom

Even though I’m untied, he was still my captor and was still in charge. He pushed me down on the bed and roughly pulled my pants and panties down and undid his pants, dropping them to his ankles. I lay with my legs hanging off the side of the bed. He stood in front of my and pushed my thighs apart

My vagina was wetter than it’s been and, with the lubrication, it didn’t take much for him to separate my lips and slam himself into me. He took me roughly, and the sex was absolutely not the gentle lovemaking that we generally do. Also, he didn’t lick me to an orgasm first as he normally does. He was using my body for his own pleasure and I was there only for him to use as he wanted.

But it was perfect. I was still in the mindset of being his captive. I refused him so he punished me. I then accepted him and he is taking me roughly, completely in charge. I felt him in me, filling me and moving in and out. With our teasing and then our play, my arousal had been building and now, it doesn’t take much for me to explode again, this time not in pain but in pleasure. Rob continued his movement and his orgasm was close behind.

I lay there for a while in post-orgasmic ecstasy. The pulsing in my vagina and the pleasure that came from it more than overcame any remaining pain from the leather belt. Finally, the blissful feeling ebbed and I became aware of some discomfort, front and back. Rob was lying next to me and, although his hand draped across my body, he was considerate enough to not directly touch my boobs. He kissed me and when I twisted toward him, I flinched from the dull pain in my back and the throbbing from my boobs.

He didn’t say anything but he removed his hand and swiveled his body away from mine, then left the bed and went to the bathroom. He quickly came back with a tube of pain relief gel. I rolled over giving him access to my back first. He squeezed some of the liquid from the tube onto my back and the coolness instantly reduced the pain. I rolled over again and he squeezed some between my breasts and rubbed it over my chest. Besides his touch there, again gentle, the gel helped reduce the soreness in my boobs.

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