Visitor for Playtime - Pt. 02

Two weeks had passed since that humiliating and life changing day. I was again sitting at my desk when I heard the front door open...it was Richard's voice...I stood up and then quickly sat down again. What do I do? Oh My God, is this really happening again? I stood up again and walk toward the door. I stood there and listened for anything but...nothing. As I stood waiting for something to happen, I couldn't help but reflect on the time that had passed since that first experience with Richard, I closed my eyes and began to recall.......

...It was the very next day after that first experience with Richard and Ms. L, I remember Ms. L had entered my office, lovingly touched my face and said "I am so happy about yesterday's playtime, I found it so hot and erotic to watch you with Richard. It was also so erotic to know you were outside my door, locked up, sitting there in your panties and cage and listening to us. You really were a very good girl. I am so proud of you that I have decided that you have earned a reward. Would you like that?" she asked, I quickly answered "Yes Ms. L Yes Please."

"Prep and meet me in the Playroom in 15 minutes." and then she walked out. Her bedroom was the 'playroom' when it was playtime. I waited for her to leave, and when I was certain she was in the playroom, I quickly went to ready myself. I almost ran up the stairs in excitement. I undressed except for my panties, put on my collar and cuffs and waited, never to soon or too early was the rule. When it was time, I went to the door and knelt on the ground waiting to be called. Slight panic...wait was this a trick? Was there someone in there with her again? Was it Richard?

Soon enough I heard "Come". I opened the door and once again pushed it open with my head as I crawled inside. Crawling to her bedside I couldn't help looking to the left where I first saw his feet. As I approached the bed I could see only one pair of feet, Ms. L's, they are so beautiful. I'd never been a person with a foot fetish, but she had once instructed me to cum on her toes and then suck them until she was satisfied that I had licked and sucked her entire foot clean. I have loved her feet ever since.

I reached her bedside and continued to look at the floor "head up baby girl". There she was, completely naked except for her collar, the difference between hers and mine, Ms. L's didn't have a tag that said "slut". She reached down to secure a leach to my collar, instead she removed my collar and reached into her bedside table and pulled out a new collar, pink and with a new tag that read 'Nancy'. I looked at her puzzled, she smiled and went on to explain. "I think you have noticed I now refer to you as She and Girl. I have decided I want you to be my sissy, my Nancy. You will transform yourself, with my help for course, into a girl. I have replaced all your boy underwear with new Nancy things. You will wear a bra and matching panties, a dress or skirt everyday. I have bought you a couple of dresses and a skirt to start with, we will go shopping for additional items this weekend. You are only permitted to wear boy clothes when we have company or when the children come to visit. Do you understand?"

"Yes Ms. L." Clearly, she wasn't really asking me, I knew she had already made up her mind.

"I'm excited baby girl, I want you to embrace this and have fun with it." She said as she smiled.

"I want you to wear these while we play." Ms. L said as she handed me a lace bar and matching panties.

I removed my current panties and replaced them with the new pink pair she provided, then I awkwardly put on the bra. She stood up and began pulling me to the end of the bed. "Stand and bend over the bed with your feet on the floor" she quickly and rather roughly secured my hands to the straps that were usually used for my feet. The height of her bed created a perfect L of my body. I couldn't help but think that this didn't exactly seem like the position for a 'reward'.

'Smack'. My ass lite up. 'Smack'. I cried out 'fuck'. 'Smack' I loudly tried to protest, I tried to look behind me but I couldn't see Ms. L. Without notice, I felt a ball pressing against my lips, then she pulled it from behind and I had no choice but to open my mouth as the ball was piercing my lips...the ball slid in. She quickly secured the gag in my mouth and said "you're making to much noise and after yesterday I don't need to hear any outbursts or comments from you today."

Oh Fuck, it became perfectly clear now, I had not been punished for my mistakes yesterday. But she said 'reward'...so unfair. 'Smack" my ass caught fire again. What the fuck was she using?

'Smack" I tried to cry out but the gag was tight and obviously doing what it was intended to do. She walked around and looked at me. "Do you know why I am spanking your little ass?" All I could do was moan and nod...yes. Loudly she said "GOOD" and then she was gone. I braced myself.

Ms. L then stated.

"The following are for yesterday."

'Smack' that one is for lifting your head without being told.

'Smack' that one is for speaking without being asked.

'Smack' that one is for using profanity in front of me.

'Smack' that one is for protesting.

'Smack' that one was for being rude to Richard.

'Smack' and that one is because I love you.

I again felt myself clinch, but nothing came. Please let this be over I thought. Suddenly, I saw Ms. L walk into view. I realized at that moment that I was crying, and tears were falling off my chin. She climbed on the bed, spread her legs and moved her pussy close enough that I could actually smell her but far enough that I couldn't kiss or lick her. She teased me by starting to play with herself, she threw her head back and started to moan. She suddenly stopped, rolled over and crawled toward me until her face was inches from mine, I couldn't even make eye contact.

"Did you like watching Mommy play with herself?" I nodded. "Do you know why I stopped?" I motioned my head side to side indicating no. "Cause Mommy's clit and pussy are very sore from all the playtime with Richard yesterday." "He really worked Mommy over, so no, there will be no pussy for you today." "Does my playtime with Richard make you jealous baby girl?" I lowered my head, she went on "Have you learned your lesson from yesterday's mistakes." I nodded yes, almost violently. "Good, now for that reward."

She climbed off the bed, came around behind me, I felt something cold on the entrance to my pussy, and then I felt the familiar push of a large metal plug. Slowly at first until it reached that perfect spot when it falls into place. She undid my hands and said, "climb on the bed baby girl, now we are going to have some fun."

I slowly climbed up onto her bed and turned around and knelt toward her. She was standing now at the side of the bed. I so wanted to just take her and fuck her hard and long like we had in the past, but those days are gone. "Assume your position, face up." She commanded. I quicky laid on the bed with my feet and arms spread apart. I'm usually a little nervous when I get tied up but this time she had said 'reward' so I was somewhat less nervous. "Go ahead" that was my cue to cuff myself to the corner straps leaving only one hand unbound. Ms. L came over and roughly secured the final cuff.

Ms. L then reached under the pillow and pulled out a black blindfold and covered my eyes. I knew that everything from now on that would be said or felt or smelt. the sensations would be heightened. I have been here many times before and I still get nervous, I never know what may happen. Is she really satisfied I've been punished enough? I just have to focus on 'Reward', she did say 'Reward'.

I could feel her tapping my cage with something, it sounded hard and heavy, my cock now trying desperately to grow. As she continued to tap my cage "Would you like me to let your little clitty out of it's cage?" "Does she want to come out and have some fun?" I nodded yes but had no idea if she was even looking at me. The tapping stopped and I could feel pressure on my cage, I knew this feeling, the key was going in, I felt her pull the lock out...I could feel her pouring lube on the cage and rubbing it in...then it slid off, my cock was finally free. One at a time she then slid my balls out of the ring. The feeling of freedom after a long chastity is hard to explain.

My cock had no choice but to start to get hard. 'Whack' Whatever she was using to tap my cage was now being used to slap my cock. I tried to cry out, but the ball gag prevented any sound. "Did I give you permission to let your little clitty get hard?" 'Whack' this time on my balls. 'Whack" again on my cock. If she was trying to prevent an erection it was having the opposite effect, I continued to get harder and harder until I was fully engorged. 'Whack' on my balls again...This one really stung, and I winched...she giggled and said, "oh my that was a good one." 'Whack' the last one smacked the plug in my pussy and sent vibrations though my insides. Ms. L then reached under the pillow again and pulled out two bobby pins, opened them up and placed them on each of my nipples which I could barely feel.

"Now that you're all hard, what should I do with it?" "Should I get on and ride it?" "Should I suck it?" We both know that neither of those are going to happen...

Suddenly I felt cool liquid on my cock, then her hands, oh Fuck it was beautiful. I moaned. Ms. L started stoking me like only she knows how. "Does that feel good baby girl?" "Should I keep going?" I nodded again. "And would you like me to permit you to cum? Would that be a nice reward for yesterday, you do remember yesterday, when Richard had his cock deep into my cunt, she said mockingly. Baby girl he was so deep and so hard". She then took the bobby pins and moved them to about halfway up the pin, my nipples lit up, I could certainly feel them now. "Oh, and you were such a good little clean up girl as well, that was quite the mess he made." Several times Ms. L brought me to the edge and then let go, waiting for me to cool down only to begin again.

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.