After the 3rd or 4th time of taking me right to the edge, I started to moan, she knew I was on the edge and suddenly she let go of my cock and waited. I couldn’t help it, I knew she had taken me over the edge, to that point of no return, I tried to ask permission, but the ball gag didn’t allow it…all that came out was a muffled plea. Suddenly I could feel myself spilling my cum. I desperately attempted to find some friction, something to rub my cock against…the frustration is indescribable, you know you’re cuming but there is no feeling. “Oh, baby girl, you came without permission, such a naughty little slut.”
As my cock continued to twitch, I could feel myself calming down and losing some stiffness, she gently grabbed my balls and gave them a squeeze. Again, she removed the bobby pins and reattached them even closer to the closed end, again my nipples lit up. After about a minute or so, she let go of my balls and closed her hand around my cock and started stroking again. I was surprised that I had lost the sensitivity so quickly. Within no time I could feel I was rock hard again and she added more lube and increased the tempo of her strokes. I was trying to focus on the pleasure but needed to try not to cum, her hand on my cock was like magic, after a short time, surprisingly I could feel myself approaching the edge. I started trying to speak while I nodded my head “Yes, go ahead cum for Mommy.” And with that I felt her let go again…Fuck, not another one. As I started to cum she removed the bobby pins and the pain was unbelievable, I would have killed for some ice. I could almost cry…so frustrating, I attempted to hump the air, my belly, anything for some friction. She simply giggled.
Once I was calm and less sensitive, she began again, she couldn’t be serious, not again…it only took a few minutes, but she eventually did give me a beautiful enjoyable orgasm, my first in 15 days. Finally, my reward. I was spent. She took out the ball gag and removed my blindfold and deeply kissed me on the lips, she then presented me with large tablespoon “this is for you…we can’t have any messes in Mommy’s bed….” I knew protesting was not an option, in disgust I opened my mouth, and she inserted the spoon. Ms. L smiled and asked, “Do you like your ‘special’ spoon Nancy?” I tried to look away in embarrassment and humiliation.
“Beep Beep” I was jolted back to reality by Ms. L’s special tone. “Nancy, be at my door in 5 minutes”. Read the text. It had been 5 or 10 minutes since I heard his voice at the door. I had been lost in the memory. First, I started to feel excited at the thought of being unlocked and being able to watch, able to play with myself, but it was also crazy, if this was a repeat of that day and Richard was in fact upstairs, I would soon be humiliated again by sucking Richard’s cock.
Just like last time I prepped and waited by her door. After a few minutes “Come”. I once again started my way to her feet. Once again there they were, Richard’s feet, again conflicting emotions, but like last time it had been almost two weeks since the two ruined and one enjoyable reward orgasm, so I would probably do anything she asked, she really did have control of me. This time I had an idea of what was about to transpire…
“Eyes up Baby girl” Fuck, did she have to call me that in front of him? So humiliating. I slowly looked up. Ms. L was wearing sheer bar and panties with her hands behind her back, Richard was naked. Her hands came into view, with her left hand she clipped a leach to my collar and handed it to Richard. Richard pulled on the leach as he walked over to the large plush chair in the corner where he sat down like a King.
Ms. L followed and then opened her right hand and put her thumb on the button “You know the task…5 minutes starts now.” And with that, I heard the click of the stopwatch. I felt the tug of the leach…Richard was pulling me in…. I reached up grabbed his cock and quickly took it in my mouth and began sucking him off. Strangely I think I had prepared for this since last time.
As I sucked and stroked Richard spoke “Wow, your little slut must really want to stay and watch, much much better than last time, he may actually get me off in time.” Ms. L answered, “same deal as last time, and Richard if you don’t cum I may consider letting you fuck my ass”.
“You didn’t last time” Richard said.
“I know, I make the rules and I can change the rules.” She spoke.
“And Richard we no longer use he or him or boy, I would like to introduce you to my little ‘Nancy’. After all we can’t have 2 men in the same bed” she said as she laughed.
Oh my god, is really trying to feminize me in front of him. Fuck, back to the task. I thought, Fuck I wish these two would shut up and let Richard focus.
I lost track of time and then I heard “2 Minutes to go”. I felt good about my chances I could hear him breathing harder and deeper…I could also feel him moving his hips towards my mouth, he was literally starting to fuck my mouth. I felt Ms. L twist the plug in my ass. She leaned into my ear and whispered, “Baby girl… you look like you’re enjoying this a little too much, are you becoming my little cock whore, should Mommy be worried?”
“One minute”. More spit…quicker strokes…deeper into my mouth, I could feel the tip of his cock hitting my gag reflex…he really was large. Then I thought ‘what would make me cum at this moment’ I pulled my mouth off till only the tip of his cock was in my mouth, with my very wet hand I started stroking him faster while swirling my tongue around the head of his cock. Fuck he’s close I thought…
“20 seconds……15……10….9…..8…..7…..6…..5…..4….3…2…..1…..Time’s up Baby girl. Fuck it, I didn’t bother to stop, I knew she would make me finish and I did not want more punishment. I looked up at Richard and saw him throw his head back and thrust his hips forward…he grunted and cum started to fill my mouth…. I swallowed and swallowed continuing to gently pump his cock until there was nothing left.
“Very good, that’s enough, my little girl.” “You were so close, only 20 seconds…just think…you could be staying here to watch, poor baby, maybe next time, take your stool and wait outside.”
I walked over and took the stool and sadly left the room. I placed the stool beside the door, sat down and waited. Instead of the sounds of sex, I could hear them talking but couldn’t make up what they were saying. It wasn’t long before I heard “come” again. My first thought…Richard wasn’t hard enough and I was about to be used to help him out for Ms. L.
I opened the door and crawled to the bed. She told me stand and take my previous position at the end of the bed. Ms. L and Richard both took one hand and secured the straps to my cuffs. I became very excited, to be tied up at the foot of the bed while they did whatever they were going to do, this was going to be hot. My cock once again tried to get hard, ‘fucking cage’.
Ms. L climbed up on to the bed and removed her panties and slid down to where I could almost taste her. All I could do was focus on her beautiful pussy and ass.
She continued, “I have a little problem, you see…I promised Richard that if he didn’t cum in the 5 minutes, he could fuck my ass, and he desperately wants to” I nodded. “The problem…being the dominate one, being the powerful one, being the one whose pleasure comes first and me being one who should never be used for someone else’s pleasure.” She paused to let it register.
“I don’t know if I really need to have a cock in my ass.” She explained.
“Same reason I no longer suck cock…it doesn’t please me so why do it?”
“But I did promise Richard and I feel bad, I know how boys all like a little ‘dirty’.”
“So, after some consideration and some persuasive begging from Richard, I am going to let him fuck my ass. What do you think baby girl, should I?” I nodded yes.
She came closer, grabbed my face and whispered, “And since I own you, Richard is going to fuck an ass, it just isn’t going to be the one on my body.” My eyes went wide as if to plead not to let this happen. Ms. L often pegs me, but this is very different, I’ve had his cock in my mouth and he is going to rip me apart I thought. Ms. L then reached behind me and removed the plug from my ass and returned to her position on the bed.
She just smiled as I suddenly could feel cold liquid on my pussy. Ms. L, then said “Richard be gentle at first, she is sort of a virgin, and if you break Nancy there won’t be a next time.”
I could feel the tip of his cock against my hole, I started to panic…fuck, is this really happening? Pineapple…pineapple…pineapple… do I use my safe word???? Before I could decide Ms. L inserted a two ended dildo into my mouth and strapped it to the back of my head, the short end in my mouth, the long end extending out from my face.
I could feel Richard’s cock push into my opening, his tip was in…he began to push, I felt like I was being ripped apart, his cock was so big and I was hoping he would stop there, but he continued his entry into my hole…Fuck fuck fuck just get to the point where in slides in I thought……I don’t know what I was thinking but I couldn’t take it anymore…I really couldn’t move much but…I needed him to get past the painful point…I bit down on the dildo in my mouth, braced myself and I backed my pussy onto his huge cock….with a brief lightening hot pain, he slid all the way in.
Ms. L must have noticed me throwing my self back on to his cock “Oh my, our little slut is hungry for your big cock Richard.” Ms. L then got on her hands and knees and slid herself down and backed her pussy on the dildo protruding from my mouth.
Richard started slow but was definitely deep, too deep. Every time he pushed into me it caused my body to move forward which caused my head to move forward and force the dildo in and out of Ms. L’s waiting pussy. It was like he was fucking us both. He started to increase the tempo and after a few minutes he was pounding me harder and harder. Such a mixture of pain and pleasure. Pleasure since every time she drove her pussy deep onto the dildo, my nose pressed against her beautiful Rosebud, that aroma was my weakness, and she knows it. In contrast to the pleasure there was the pain, my pussy was on fire with the feeling of being ripped apart and completely full of Richard’s hard cock. My caged was also starting to swing with the same rhythm and was beginning to feel painful as it swayed back and forth.
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