Also I knew I would probably get carried away with the dildo on numerous occasions too. It was going to be a very long night, full of pain and lust.
Everything got a bit blurred as the night dragged on, pain and desire merged into one. I had tried to count how many cycles I went through but after about seven I lost count, in fact I lost most of my ability to think at all.
At some point deep in the night I realised that I wasn’t getting as hard, even a desperately horny young man can’t keep it up forever. This was a blessing in disguise though. As the endorphins stopped flowing and the excitement faded I was left with the pain. The end of my cock felt like it had a dozen needles stuck in it, my arse was sore from an unknown amount of abuse I had put it through and my balls were throbbing as the weights relentlessly pulled at them.
Every now and again my cock would rouse itself briefly, but this just caused waves of pain to radiate through it. All I could do was lie there and wait.
Mercifully the audio stopped. I hardly registered it until I felt Ma’am’s hand on my cock. I grunted in pain as she started to unlock the spiked bracelet.
In a very cheery voice she asked me how my night had been. I croaked out my thanks and said it had been amazing, she just laughed.
“This will probably hurt baby.”
Slowly she opened up the bracelet and removed it. I let out a strangled groan of agony as the spikes left my tortured skin. Each spike left a hot sharp dagger behind.
“Wow baby, that looks amazing. It’s beautiful. We’re definitely doing that again!”
I groaned again.
“Yes Ma’am.”
I felt something being attached quite tightly around the base of my cock.
She held me by the shaft, below the spike marks and began to masturbate me. For once in my life I really didn’t want to get erect but it was Ma’am, I couldn’t resist. I gritted my teeth as the blood flowed and filled my cock once again. The pain just grew and grew then she moved her hand up. I let out a pitiful cry as my tortured skin moved.
Suddenly I felt her thighs either side of me and she deftly slid her wet pussy down my cock. She took my whole length and ground herself into my groin. I cried out in pain, but she sighed in pleasure.
Slowly she continued grinding away and I realised the ring around my base had a clit stimulator on it. Her clit was being dragged across a rubber pad covered in little nubs.
“Enjoying being deep inside me baby?”
“Yes Ma’am, I’m playing a part in your pleasure. That makes me happy whatever happens to me.”
It was true, my cock was still hurting like crazy, but as always, when I had Ma’am’s pleasure to concentrate on, nothing else mattered. Everything hurt, but Ma’am was using me to achieve an orgasm, so everything was right in the world.
She carried on for a while, getting herself nice and hot before leaning forward until she was lying on me. I felt her hands on the hood and moments later it slid off my sweaty head.
“Morning baby, water?”
“Yes please Ma’am.”
She held a glass of water with a straw and I greedily finished it.
“Thank you Ma’am.”
She started moving, gently rocking on my body, her pussy moving a few inches up and down.
“Does that hurt baby?”
“Yes Ma’am, but it is fading.”
“How was your night?”
“Horrible and hugely erotic Ma’am. Never has my arousal hurt so much, that was a particularly cruel and evil set up.”
Her eyes lit up and she smiled.
“Excellent, good to know my plan worked so well.”
She continued rocking and sightly lengthened her movement, I watched her arousal grow.
“That feels good baby, your cock always feels so good inside me.”
“Your pussy feels amazing Ma’am, even through the pain.”
“Maybe this will be the best way for us to fuck from now on. I’ll have to make sure that your cock has been in agony for hours so that you don’t get too turned on. That’s a good idea, isn’t it baby?”
“Yes Ma’am.”
I thought it was a terrible idea.
“Unless of course you think that you can control yourself when we fuck.”
She left that hanging, I knew that she was probably just trying to wind me up but she also expected an answer. Her hips started working harder creating lovely feelings for both of us.
“I do Ma’am, and at the end of the day there is only one way to find out.”
She gave me an evil smile.
“True baby, I hope for your sake that you are right.”
She sank down on my cock and starting grinding her clit against the rubber pad. She was getting close so I tried to help out with my hips. This caused the dildo to move inside me which caused more arousal. I was in a good place though, pleasure was overtaking pain but I was just enjoying having her ride me. Before long her movements and breathing became ragged and I was able to watch as her orgasm hit.
Her pussy clenched around me as she shook, and she was blissfully transported into ecstasy.
My cock was rock solid, deep in her body, and loving every tiny twitch and convulsion. I was loving it too, I always did, despite the pain that thankfully was slowly ebbing away.
Ma’am took a deep and satisfied breath and slowly pulled herself off me.
She settled down next to me and held my balls, they looked quite big and red after a night of stretching.
“How are they baby?”
“OK actually Ma’am. They are aching quite a bit, but nothing too bad.”
“Good, they can stay like that for a little while then, but let’s get that cock out of your arse.”
“Thank you Ma’am.”
She gave me a smile and started stroking my cock.
“I’m sorry baby, I know how much you love having huge cocks inside you but it can’t stay there all day.”
I went slightly red at this insinuation.
“You do love being fucked, don’t you baby?”
“Yes Ma’am, I do.”
She giggled, but let go of me and began to remove the spreader bar. Soon my legs were free and she removed the intruder before giving me a quick clean.
“Stand up.”
She didn’t offer any help, with my wrists still cuffed to my sides it was quite tricky but I managed. She led me to the bench, but to my surprise, she climbed onto it. She positioned her arms and legs on the rests and turned her head.
“What are you waiting for baby?”
I got into position behind her. I was still hard from her brief manipulation so it wasn’t difficult to find the spot and gently push myself inside her. The heat of her pussy engulfed my member.
“Slow and long baby.”
I went as deep as I could and Ma’am sighed contentedly. Slowly I pulled out until just my tip was inside her before filling her again. I could still feel little pricks of pain where the spikes had been but they were a minor irritation.
My biggest concern was how good Ma’am’s pussy felt. I looked down and watched my cock disappear into her hot and slippery tunnel, it was slick with her arousal as I slowly pulled out. It was an utterly delicious sight but I thought it best if I looked at Ma’am instead. It was always a good idea to think of her rather than myself.
“Faster boy, I want them swinging.”
I accelerated and quickly understood what she meant. I found a rhythm that meant my weighted balls swung right between my legs and then up until they banged into Ma’am’s mound. It didn’t take too many swings before I realised that this was going to be a very painful fuck. My balls had been stretched all night so were already feeling fairly tender. Now they were being swung around under me, the weights pulled even more.