My Very First Time… Pt. 03 – BDSM – Free Sex Story

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WARNING: i really let my kinky side out when I wrote this story. It has lots of Domination, Submission, Sadism and Masochism. BDSM all in a consenting Adult setting.

By Sherry DeAnn

Sunday rolled around again. Most of my bruises and welts had healed nicely but I knew there would be new ones coming today.

Mark told me to Shower, shave, and put on lots of slutty eye makeup then dress in what I found on our bed.

No problem. I found a black Chrome Pony Tee shirt on the bed. Halter style, Size small which fit me perfect hanging down to just below my Ass. There was also a pair of Black, high heels. Closed toe pumps with 5 inch heels. Heels were pretty much mandatory around here.

After dressing I met Mark in the living room and he said, “They should be here anytime now. Wait down in the garage and when you hear Nick’s bike, open the door and welcome him in.”

I said, “Yes Sir…He’s coming over here today?”

Mark just looked at me and I jumped up and headed for the garage.

Made it just in time. I heard the Harley coming up our street and pushed the garage door opener. Nick rolled in on a nice custom Shovelhead with his shop logo on the tank. I wondered what my bike was going to be like? Still have to earn it so time will tell.

Mark could have just bought me one but this was way more fun.

I closed the door and then walked over to him and knelt while he dropped his kickstand and dismounted.

Without a word he locked the heavy gold chain around my neck with the shiny gold padlock shaped like a heart and engraved with his name.

Kat was wearing a gold slave collar exactly like the one I was now wearing. Her riding clothes were the same shop tee shirt I had on but hers was white and she had white high heel pumps and a white fringe leather jacket. White was a good color on her with her jet black hair and heavy black eye makeup. For a woman in her early 50’s she was stunning.

She was packing behind Nick and when she got off his bike it was obvious she had nothing on under her Tee shirt. She stroked my long, blonde hair as I knelt before her husband. I smiled up at her. I loved her touch.

Nick clipped a leather leash to my gold collar and I crawled on my hands and knees as he led me across the garage and into the house. Mark got up and the two guys gave each other a bear hug and then Kat knelt in front of my husband and kissed his hand. When Mark sat down, Kat laid her head in his lap, sitting on the floor between his knees.

I crawled over to Nick and kissed his hand then when he sat down I sucked his fingers as he and Mark shot the shit, talking about the ride this morning to our place. We live about an hour apart.

Nick looked down at me as I sucked his fingers, one by one and without saying a word he grabbed my Tee shirt and ripped it completely off me then balled it up and stuffed it in my mouth. I guess he didn’t want me sucking his fingers anymore?

Now I was up on my knees and naked kneeling in front of Nick, ready to serve him in anyway he desired. He finally removed the Tee shirt from my mouth and tossed it and then He instructed me to unzip his jeans, remove his cock and lay my head in his lap, his cock in my mouth and stay like that.

He was soft when I took him into my mouth and I just held him there while he and my husband went back to talking.

After a while I had some drool dripping out the corner of my mouth but I just let it string down onto the sofa keeping his now hard cock in my mouth as ordered.

My husband looked amused as he watched me holding Nick’s cock in my mouth. I knew it was probably 30 minutes now and without doing anything but holding Nick’s cock and drooling he was now rock hard.

Mark pulled Kat’s shirt over her head and her big tits jumped out for him. He held her wrists behind her back and they started french kissing. Kat was making little noises and Mark seemed to be really enjoying her.

Nick looked down at me and said, “Mark tells me you have a dungeon in your basement?”

I said, “Uhh huh” which was all I ‘could’ say with his cock in my mouth.

Then he said, “Show me.” and grabbed me by the hair and pulled my face off of his cock.

I said, “Yes Sir. I’ll take you there.”

He stood and pulled me up by the hair into a standing position, still holding my leash.

I led him down some stairs into the basement which was a combo Gym at one end and a BDSM playroom at the other end.

He saw the symbian and walked me over to it then told me to climb aboard. I swung my leg up and over and wiggled down on the dildo sticking up.

Nick hit the power switch and the machine started fucking me. Then I watched as he selected some handcuffs and a ball gag from a bunch of things on the wall. The ball gag was secured in my mouth and my wrists were secured behind my back. Then he turned up the machine I was straddling and it was really giving me a good ride now.

He watched me, naked in heels, and then said, “Do Not cum without my permission Slut.”

I nodded my head that I understood but I wasn’t sure I could hold back. I was already building up to a serious Orgasm and trying not to let it happen. Nick was looking at the wall again.

He pulled a cat o nine tails whip off the wall and as I watched, he laid it across my tits and just gently pulled it so it kind of tickled. Then he laid it on again but this time it hurt. He smiled as I flinched back from the leather.

“You like this one don’t you Slut? I bet Mark has used this on you many times, Huh?”

I nodded my head agreeing with him.

Then I felt the lashes across my back, then across both of my thighs and back to my tits, several times and very hard. The sound of the lashes hitting me was loud in the basement.

Mark was firm with me but Nick liked to hurt and he kept it up for a long while.

Tears were running down my face and my black eye liner was too. Black streaks.

I was crying, and drooling again and then I had a serious Orgasm followed by another and then the whip lashed my tits hard and Nick said, “Did you just cum without my permission?”

“I’m so sorry Sir. I just couldn’t help it.” I mumbled around the ball gag.

“Not good enough. Not good at all Slave.” Nick said. “What do you think I should do with you now?”

My chin dropped down onto my chest and he removed the ball gag.

I said, “I don’t know Sir. I know I need to be punished. I’ll be good, I promise I’ll be good.”

Nick switched off the power to the fucking machine and lifted me off of it. Then he grabbed me by the hair and walked me over to the winch cable. He laid me on the floor and attached some leather cuffs to my ankles then the cable was secured to the cuffs. As he held the power button on the winch I was pulled up and eventually I was hanging up side down with my long hair on the floor but my head was a good 12 inches off the floor and the blood was rushing down into my skull.

My hands were still cuffed behind my back. I felt way helpless and knew I was going to be punished too. I was scared, not knowing what he would do with me?

Nick found some dildos and inserted one in my Ass and another one in my Pussy.

Today I was in for the full slut slave treatment. He clipped some metal clamps on my nipples and added some weights to the clamps. Shit, those hurt but I didn’t say anything, just accepted it.

Then he spotted the electro-wand. I hated that sucker.

Nick brought it over and as I hung up side down he showed it to me saying, “Now this looks like fun. Does Mark use this on you?”

I said, “Sometimes Sir.”

He turned it on and I heard it hum. Then he touched my butt with it and I wiggled and jerked and said, “oh shit.”

Then he started touching me all over with it. My tits and Pussy got special attention. I was sobbing and screaming as he shocked me with the wand.

He seemed pleased and said, “I’m going to put this down but we can come back to it IF you’re not a very good girl for me. Are we clear DeAnn?”

I said, “Oh YES SIR, I promise to be a really, really good girl for you Sir. Please just give me a chance.” I said that without a second thought and I was totally fucking sincere too.

Without a word Nick raised me up higher so my head was now about even with his crotch and then he unzipped and removed his very hard cock which he put up to my mouth. My head hurt from being up side down but I didn’t hesitate to open my mouth. I eagerly gobbled down his hard dick and wanted nothing more than to please him, make him very happy. I worshiped his cock with my mouth. I wanted him to think to himself, fuck, this is the best Blowjob I’ve ever had.

He told me, “You’re fucking hungry for cock aren’t you Slut? Listen up, you may not swallow until you have permission. Hold it in your mouth until I tell you. OR ELSE I’ll bring the wand back and it won’t be gentle like before. Understand Me?”

I nodded yes and then he started to move the dildos in my Ass and Pussy. In and out. Now I was feeling like Cumming again but I put my total focus on sucking his cock so I wouldn’t fail again.

Finally he swelled up and shot his load. I slurped it all up and held it in my mouth waiting for the command to swallow but he never ordered it. So I just kept it in my mouth, waiting.

I hung there with a mouthful of jizz for at least 15 minutes. Nick pushed me so I was swinging back and forth on the cable and then he left the room. I had no idea when he was coming back?

He finally walked in with my husband and Kat and they all came over to look at me helplessly hanging there with my cheeks slightly puffed out from holding a load of Nick’s cum and my own saliva building up in my mouth.

Nick lowered me down and told me to kneel and open my mouth so everybody could see what I had.

Hands cuffed behind me, on my knees, with my mouth wide open as I had been ordered. Nick got out his phone and took some humiliating photos of me but I didn’t move.

I stayed like that for several minutes and then Nick put a small glass up to my lips and said, “Spit.”

I spit it all into the glass tumbler and Nick held it up to the light and swished it around as we all watched. Then he totally surprised me by handing the glass to Kat and casually saying, “Drink it.”

Kat looked surprised for a second too but then she said, ” Yes Sir. ” and swallowed it down. Then she wiped the inside of the tumbler with her finger and sucked on her finger too.

I was in lust with her. She was so, nasty and obedient and so fucking attractive at the same time. So totally into being a submissive Wife. She loved being a slave to her master. She was my new role model. I wanted to be just like her.

Nick said, ” Mark. My compliments. DeAnn is very well trained. I’m very much enjoying my time with her.”

Okay. That was so good to hear. I knew my husband was proud of me. I knew I was good at what I was. A very good girl!

Mark looked at him and said, “Glad to hear it bro.

“Did you bring her contract?”

Nick said, “Yeah, I did. She can add another lipstick kiss next to the first one and that’ll be 2 Sundays completed and 2 more to go. I’m about half finished with the bike so this should play out just right.”

Mark & Nick went over to some chairs along the wall then pointed at the floor. The two wives quickly moved over and knelt in front of the masters.

Mark cuffed Kat’s hands behind her back and pulled out his hard cock for her to suck on. I was already cuffed and still had clamps on my nipples. As I walked over to them my weights swayed and pulled on my nipples. It hurt but I ignored it.

Nick was hard as a rock again and I eagerly took him into my mouth. Kat and I sucked and worshiped each others husband’s cock’s until both of them had cum and then we french kissed each other swapping spit and cum as we kissed. It was so fucking Hot. I had a mild Orgasm just from the excitement of sucking her husbands cock and then hungrily kissing her. I was really fucking into this.

Nick said, “Ya know that stuff we talked about? I brought Them so we can have some fun after lunch.

I looked quickly at Kat but she had a blank look on her face so whatever this “FUN” was, she was as much in the dark as I was?

The cuffs came off along with my clamps and Kat and I both walked back upstairs, still naked in heels and wasn’t long before our Chinese Take Out arrived.

Mark invited the guy in and the food was placed on the table. The delivery guy was staring at Kat and me, Naked like he’d never seen this kind of thing in all his deliveries and he probably hadn’t.

I expected to have to blow this guy for the food but Mark paid him cash and showed him out. No doubt the delivery guy would remember our house and maybe next time he delivered I would be ordered to suck his cock? I’m sure he hoped so.

After lunch Kat and I were taken back down to the playroom and the handcuffs were put back on. Hands secured up above our heads by the hoist cable and we had our bare backs touching each other sitting naked on backless bar stools. A Wide leather belt was cinched tight around us both, holding us together, below our bare tits. The remote video camera was recording so that we could relive this moment over and over.

Neither of us spoke, we just submissively allowed the men to get us ready for……whatever?

Nick got out four, large safety pins and handed two of them to Mark then walked around and faced me with his own two pins. He held them up and let me have a close look at them.

Oh shit!! I realized what they planned to do and my heart skipped a beat.

Rubbing alcohol was applied to our nipples and to the safety pins then I heard Mark say, “You ready Kat?”

She also had figured out what was coming and she said in a steady voice, “Yes Sir. I’m ready.”

My husband pulled one nipple out and stuck one of those large safety pins right through it. I felt Kat stiffen, pushing back against me and she let out a loud cry and then sucked in a deep breath. Then I heard the pin click closed. Kat was pressing back on me and I could feel her shivering.

FUCK! I was scared, but I just closed my eyes and clenched my teeth and waited. Hoping I wouldn’t pee myself.

One down and three to go. Now Nick took one of my nipples between his fingers and pulled it then he slowly and firmly pushed that sharp safety pin right fucking through it. I cried out loudly as a small trickle of blood ran down my tit. Fuck, that hurt. Fuck, Fuck, Fuck! I had lots of tears running down my face and Nick asked me, “That wasn’t so bad, was it DeAnn?”

I sniffed and said between sobs, “NO SIR.” My lower lip was quivering and the video camera had captured it all.

Now it was Kat’s turn again and Mark put another pin through her and this time she screamed a lot louder but surprised me when she said, “Thank You Sir.”

The walls down here are mirrored and I had watched my husband as he had pushed the pin through her nipple. Now it was my turn again.

Nick took my other nipple and pulled it out. I gritted my teeth, and closed my eyes, waiting for it.

It hurt worse than the first one. I yelled and Nick locked the pin closed. It was cleanly through my nipple. Shit that hurt but I looked at him and with tears in my eyes, and not to be out done, I said, “Thank You Sir.”

He smiled and nodded at me. Then he poured a little more rubbing alcohol on each of our nipples and damn, that stung too.

Mark suggested that I take Nick & Kat upstairs and show them our master suite.

We were both released from our restraints and I took Nick’s hand and Kat’s hand and I said, “Right this way.”

Kat and I spoiled Nick for the next hour or so. Then we spoiled each other while Nick watched. Finally Mark came in and we all had some very passionate Sex until it was time for Nick & Kat to hit the road.

Just before they left I kissed Nick’s contract again. Now just below my signature there were two, red lipstick kisses and they signified another 8 hours of satisfactory labor completed which put me halfway to fulfilling my slave agreement of 32 hours. Two more Sundays to go.

Nick said, “Perfect. Suitable for framing and a big smile crossed his face.

He removed my gold chain collar and I kissed them both goodbye.

Next Sunday Mark and I would ride over to Nick’s shop and I would get to see my half completed bike and Nick would have his way with me again.

As I looked in the mirror at my newly pierced nipples I pulled on the safety pins and I smiled. I was really looking forward to Sundays at this point.

I didn’t have a clue what Nick would do with me next Sunday but I was aware that pain & pleasure were starting to blur into each other at this point and it was intoxicating.

I Love my life!

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To Be Continued in Part Four

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