Paul's Sissy Journey Ch. 09

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Paulette Finally Takes a Real Cock.
2.7k words
4.72
9.9k
12

Part 9 of the 9 part series

Updated 11/06/2023
Created 12/09/2022
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( With her sissy ass plugged nearly all the time and with Paulette finally being fucked in the ass by Chrissie, it is no surprise that sissy Paulette soon began to feel the need to experience a real cock. Hundreds of hours of hypno sissy tapes had insured a brain filled with thoughts of submitting to Alpha cock and being a proper submissive slut while getting fucked in the ass. When it really comes down to it, the secret of controlling a sissy is to keep her horny and wanting all the time, to the point where she will do anything to get her "cock" fix. And throughout the process, the sissy is always under the impression that she is making the choice to suck cock or be fucked in her tight hole.

But in actuality, the combination of hypnosis, constant training, hormones and chastity take away the free will of the sissy and relegate them to a cock starved slut. When Paulette was confronted by her wife's new boyfriend, many would think that she would rebel and speak up for herself, letting her wife know that she would not go along with such a relationship. However, by this point Paulette was oozing pre cum constantly, feeling more and more feminine each day and fantasizing about cocks and more cocks. So instead of her former masculinity taking a stand, Paulette merely succumbed to the idea that she would be pleasuring both her wife and her wife's boyfriend as their submissive slut. And when given the chance, Paulette took the cock of her wife's boyfriend and sucked it as well as she knew how. Her brain was constantly in pleasing mode and the ability to pleasure another Alpha male simply was like an addictive drug to her.)

I awoke alone and made my way over to the bathroom to first sit down and pee and then to remove the steel plug that had been in my ass all night and then hop in the shower. After removing the plug, I was feeling empty once again and was looking forward to plugging myself after douching my ass while in the shower. Months ago Chrissie had given me a special attachment for the shower head that allowed me to clean out myself every morning prior to washing and shaving all over. I began to notice my hair was virtually non-existent from the electrolysis treatments and the diet that I was on for the last six months had slimmed me down so that my smooth, hairless body was looking more and more feminine every day. My nipples were nearly always erect and my tits had seemed to fill out a bit with the thought that there might be a day when I would actually need to wear a bra. Chrissie had noticed that my sissy cage seemed to now have some play in it and she had told me another smaller model was on the way. My once small dick now seemed even smaller and the cage removed any thoughts of getting an erection. I really wasn't sure if I could get hard anymore, but my constant state of arousal and the near sissygasm that almost occurred while Chrissie fucked me my slut persona was pumped up to the max.

After I had finished in the shower and had dried off with the pink fluffy towel I headed back into the bedroom and noticed an outfit and a note on the bed.

The note read:

Paulette,

We have come a long way sweetie. You have mastered walking in heels, your makeup skills are top notch, your voice practice has made you sound much more feminine, your body has molded into a wonderful sissy shape and finally you have become an excellent cock sucker. I know some of the training has stressed you out somewhat but what we have molded you into is a submissive sissy slut who craves cock and cum. Your little clitty is constantly dribbling out your sissy juice which of course is a sure fire sign that you are a wanton slut in need of stimulation. Our training is almost finished, but to be the perfect complete sissy you now will need to learn to milk Alpha cocks with your boipussy and to also satisfy real women with your mouth and tongue.

You no doubt have noticed the outfit I left out for you. We are now at the stage wherein you, my little sissy slut, will dress as provocatively as possible in order to attract and be a pleasurable sight for those who come in contact with you. The heels are six inches, your new norm. The very expensive thigh highs are seamed in the rear and I expect those seams to always be straight up the back of your legs. When a big strong male is taking you from the rear those seams need to be perfectly straight so that he knows you have gone the extra mile to satisfy him. You will always wear a garter belt along with a tight corset that will further enhance your sissy body. The wigs will all be long and flowing and will give you the look of a sexy bimbo slut. Today you will be a platinum blonde. I expect your makeup to highlight the color of your wig and to also give you a sultry, sexy look. The ankle and wrist cuffs that are also on the bed are to be worn every morning also. So make sure that they are in place in order to complete your ensemble. Every day that you dress remember that you are putting yourself together in order to be an attractive sissy slut. Never forget this Paulette!

Once you dress and get your hair and makeup complete you may come out into the living room. You will notice a padded bench in the middle of the room. You are to lay face down, attach the ankle cuffs and then one wrist cuff to the links on the bench. I will attach the final wrist cuff. The way the bench is positioned, the first thing any guest will see upon entering is your sissy ass. I will expect that to be an inviting, wiggling site that will entice our visitors to take you.

Chrissie

I finished reading the note and carefully put it in one of the dresser drawers. My clitty was already dripping like crazy so I decided to do my makeup first and then get into my sexy outfit. as I worked on my face, I wondered if the same feelings of power associated with my cock sucking skills would also be felt when being fucked by a man. My thoughts focused on the night before when Chrissie had fucked me like I was her whore and how I was in such a blissful state while she rammed her cock in and out of me. This was certainly going to be another first for me, taking a real cock up my boipussy. I couldn't help but be nervous and I noticed putting on my eyeliner was quite a difficult task with my hands shaking a bit.

Once my face looked sultry and sexy, I pulled the garter belt up onto my waist and then slid the luxurious stockings up my smooth, scented legs. God they felt good and I suddenly had a vision of when I was back living with my wife and how she would no doubt always have me wearing the most expensive, sexiest outfits money could buy. And I would be so fucking sexy for both her and her boyfriend. I clipped the thigh highs to the garter and then proceeded to put the corset on. Chrissie had taught me how to loosen the ties and then how to reach back and re-tighten them again once the corset was in place. I always exhaled deeply while fastening the corset as tight as I could in order for it to create a sexy hour glass figure on me.

Next came the long, blonde wig that I put in place and then brushed it out like it was my own hair. Once done, I slipped on the black, shiny heels and stood up to take a look at myself in the full-length mirror. Wow! I was one sexy bitch who was just emanating a "come fuck me" aura.

The last thing I did was attach the ankle and wrist cuffs and then click clacked into the living room. The bench was exactly where Chrissie had said it would be and after making sure one last time that my seams were straight, I carefully laid down on the bench and connected the restraints just as Chrissie had instructed.

The bench was padded leather and naturally lifted my ass into the air. I noticed my breathing was a bit fast so I tried to concentrate on relaxing the best I could.

Approximately ten minutes later my reverie was interrupted by Chrissie's voice.

"Oh my Paulette. What a good girl. You did exactly as I asked. You do look very sexy my sweet slut. Now let me attach this last wrist cuff and you will be ready for your deflowering. Oh, and let me get rid of this."

And with that she attached the cuff and moved behind me and pulled out the large stainless steel plug.

I heard the sound of her heels as she walked away and then I heard the unmistakable sound of the arriving elevator.

The way I was positioned I had no way of seeing who had arrived. I could faintly make out the sounds of Chrissie whispering something to my new guest. My nerves were on full display as I could feel my body shake slightly in anticipation of what was to come...no pun intended.

Chrissie appeared in front of me and was holding a blindfold. She wrapped it tightly around my eyes and kissed me gently on my lips. Lastly, she patted my head as one would pat an obedient dog and the unmistakable click clacking of her heels signified her leaving me to the whims of the stranger standing behind me.

Suddenly, a pair of hands had gently grabbed me by the waist and to my surprise, almost lovingly, kneaded my sissy ass and seductively touched me all over. I was becoming extremely aroused and knew my locked clitty would be leaking copious amounts of juice onto the leather bench.

My senses were on fire and every movement was like a lightning bolt electrifying my already wanton body. As the touching stopped, and as I realized that my mystery person was undressing, my mind began sputtering ahead, forcing me to understand that the once heterosexual married man that I once was had disappeared forever and that I was nearly rabid wanting and hoping that my boipussy would please a real cock and that I was anticipating being a perfect sissy for many years to come. This was not a revelation that came to me after a night of or a week or even a month of training. It had taken nearly a year for me to fully embrace the new me. My eyes filled with tears. I was so happy. I felt like I had arrived.

And then my reverie was interrupted by the unmistakable feeling of a hard cock being pushed gently into my mouth. I relished the taste, the feel, the warmth and the manliness of the appendage entering. My cock-sucking skills went into immediate sissy mode and I engulfed the hardening penis with such gusto that I could feel my partner wobble from my ministrations. He withdrew his manhood and offered his ping pong sized balls for a gentle tonguing. I kissed and lapped at the smooth, hairless testicles, eliciting a gentle groan from their owner.

I knew he couldn't take much more, so it didn't surprise me when he withdrew and made his way back to my boipussy. Already lubed, and already gaping from the XL metal plug that I had inserted previously, the now turgid cock pushed easily past my sphincter and soon was balls deep into me. Resting for a moment, my partner soon began a to saw in and out of me, nearly pulling out but stopping right at the point of no return, to then thrust back into me with a sensual motion that soon had me whining and whimpering in ecstasy. Unlike Chrissie's strap-on, this real cock seemed to ignite my nerve endings and touch my prostate in ways that had never been done previously. My male counterpart was no doubt a very experienced "cocksman", for he was tremendously skilled at fucking me, not only for his delight, but for also mine. This irony was not lost on me. For throughout my sissy training I had been taught that I existed for giving pleasure to others, above all else. And here I was in the throes of near orgasmic bliss, feeling pleasure that I had not ever experienced in my sexual life before. And this feeling only cemented my earlier thoughts of how I had fully accepted my sissy role. There was no going back. I never wanted to go back now!

The hard warm cock...oh my God this cock. The in and out motion speeded up and I was beginning to shake, nearing what? And it happened, it fucking happened. I came, and came, and came. But not like a man, I dribbled out of my cage and shook with the multiple orgasms. I felt so much like a female being manipulated and stimulated by the hands and cock of a strong Alpha male. The elusive sissygasm erupted in me and changed me forever. I knew that from this point on I would do almost anything to have the feeling of a real cock penetrate my boipussy and bring me to such erotic bliss. You read about it, hear about and watch pornos showing it, but until you actually experience it, the sheer power and addictive quality of it is nothing compared to the real thing.

And now I wanted his cum so badly. I clenched my anal muscles and tried to milk this awesome cock to fruition. I could feel the hard dick enlarge even more and I knew he was close. I was being used, oh yes, I was being used as a sissy slut and it was the most life-changing event ever to occur to me. God I wanted now to please him so much. His balls were now slapping against me with each onslaught, and now he was just fucking me with a lust that was near animalistic. For the first time I heard his voice, calling me his "fucking whore, his "sissy bitch". He was so close. So damn close to breeding me. So close to wiping away my virginity and making me the cock-loving sissy I was meant to be all along.

"I'm cumming" he yelled. And I felt it, the hot seed of a man coating the insides of me, pump after pump of hot man spunk. And my sissygasm took me again. He was holding my hips tightly as his juice continued filling me. He stayed still after cumming, his cock eventually softening in my boipussy. If not for being bound, I think I would have slumped over. But I knew my sissy duties were not done.

And right on cue, as he eased his member out of one hole he immediately took his place in front of me once again. And in a soft but manly voice said to me. " Open up and be a good sissy. Clean my cock and balls you little slut."

And I did just that. I took my time, seductively cleaning my man of all of the lube and juices. He once again moaned softly, and just like Chrissie, patted my head as one would a pet.

Before leaving, I felt the XL metal plug being inserted into me once again. A guarantee that the man's seed would remain in his sissy slut.

I was no longer a virgin. I sighed and closed my eyes, hoping that I had pleased not only the man who just fucked me, but also Chrissie and my wife.

I was ready to go home.

( to be continued)

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AnonymousAnonymousabout 3 hours ago

I can't decide if I want to be Paulette or marry her. After binge reading this I can promise you that I am transformed by pure lust n desire.

AnonymousAnonymous23 days ago

Please increase her breast size and lactation nipple play

AnonymousAnonymous5 months ago

a great great story and a really great author. please continue, this could be as long as alexandra part of the story and i can see that how chrissy came to be chrissy is a whole another story. and alexandra training crystal to be a sissymake is a whole another off shoot and story. such a great epic saga unfolding. wishing i was a sissy sockslut slave. PLEASE CONTINUE! THANKS

AnonymousAnonymous5 months ago

a great story, the only thing I would add is that in my case my master has me insert a tampon and put a pad in my panties to ensure his cum stays in me and reminds me of how much of a girl I have become

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