Princess Angel’s Cucked Little Wuss

Little william was now Princess Angel’s helpless little plaything, she had rendered him helpless to question any of her commands, and She was very deliberately and methodically turning him into Her little cuckolded maid. It had all started with little william’s indiscretion. Princess Angel, while enjoying dinner with some girlfriends, had caught the little twerp trying to peek up her miniskirt at a restaurant. Being a very beautiful and dominant Woman, Princess Angel decided to take the initiative and seduce the helpless little wimp. At the same restaurant, She very coolly approached him and invited the unsuspecting wimp to her apartment where She would systematically begin dominating, humiliating and eventually collaring him, for having dared to try to catch a glimpse of her panties.

No, a little wimp like this could never attempt to do this to her with impunity, and she had plans to impose her dominant designs on the little nerd. And She knew intuitively he would be simply helpless to resist Her. Yes, Princess Angel knew good and well, he would succumb to Her, and just as She had imagined, his wimpy little anatomy played right into Her hands. Before long, and to her great delight, Princess Angel would discover just how very tiny william’s little dick was. And knowing this about him, She would realize instinctively that poor little william would soon become her obedient little cucked wimp for the milking, submitting willfully and eventually begging Her for permission to be Her little cucked maid. Yes, Princess Angel knew a great deal about the psychological makeup of wimpy guys with tiny little useless dicks. Not that she would ever be remotely interested sexually in guys with such diminutive packages. No: Princess Angel had always demanded plenty of “size” in her lovers, her current boyfriend was a very well hung stud and that is exactly what a beautiful young woman like Princess Angel demands, deserves and ultimately gets.

She is very sexually demanding, possesses the looks and style to be very “choicy” with Her men, and will always get Her way. And getting Her way inevitably means extra large cock size, virilty and masculinity. Yet Princess Angel had another hobby that often provided Her with amusement and financial gain, yes, Her hobby was fun and so easy for Her. Yes, Her hobby was in fact “using and exploiting” teensy-dicked submissive males to make Her life easier: as Her maid to clean and shop for Her, for the occasional amusement of Her and some Her beautiful girlfriends, and, last but certainly not least, to be financially exploited. She knew the rules so well, teensy dicked boys were such helpless little weaklings and so easy for Princess Angel to bully and dominate. That was simply the natural pecking order and She knew just how to make it work for Her. Yes, no doubt, penis size does matter to a great deal to beautiful young women, so much more so than many men think. And since Princess Angel was a natural dominant, She had also studied and subjugated many men with smaller penises and She had learned much about how to use their pitiful level of under endowment as a means of asserting control over them.

                                                    

Princess Angel also knew exactly how vulnerable tiny-dicked guys were to beautiful, dominant women, how compliant their natures were around beautiful assertive women, and how easily they could be weakened, humiliated, financially exploited, put into panties, cuckolded mercilessly and put to work as helpless maids and feminized by female dominants who understood how their puny, little, useless dicks essentially open the door to their exploitation. No, guys with “size” deficiencies really never have a chance when confronted with the cunning of a beautiful Princess like Princess Angel, they quickly are transformed into the helplessly cuckolded servant of the Princess’ choosing. After getting a good look at poor little william’s woefully tiny little penis Princess Angel immediately knew She would soon render him helpless to question Her. She thus began conceiving a deviously humiliating plan to break his will and ultimately turn him into a very compliant and obedient cuckmaid, to be used for Her convenience and pleasure. She could always use the services of another little maid around Her house, and poor little william was destined to fill that role for Her on Her terms, at the time of Her choosing.


Little William was a submissive single male of 43 years. Ever since high-school he had known he had a very small penis and that that fact had always made him feel inferior to normal sized and especially well-endowed men. But his tiny little penis also affected his dealings with women. He had always felt unsure of himself and insecure around Women, and if they were beautiful he was very intimidated by them. He had even tried dating some women through the years, some of them quite beautiful. Nevertheless, these relationships all ended rather quickly, most frequently after he attempted to have sex with them. These were very frustrating experiences for poor little William, he would frequently be overwhelmed by nervousness because of his very small size and, as fate would have it, his nervousness would inevitably lead to either premature ejaculation or very humiliating bouts of impotence. Yes, poor little William had a double curse that Women will never ever put up with: a very tiny penis that many times would not get hard for him. Poor little William, something would just have to give sometime.
The outcomes of his pitiful attempts at relationships were always the same: he would first be told that they would just be friends and then within a week or so his girl would be dating another guy and that was the end of being friends. Gradually through time little William had come to realize Women would simply not tolerate sexual inadequacy from a guy with such a tiny penis.



He had therefore stopped trying to date altogether and had begun to feel the strong desire to be seriously dominated by a Woman. He was feeling more and more like a submissive little wimp whose sexuality needed to be controlled by a Dominant Woman who would mold him into Her helpless little servant. It was at this juncture that he first saw Princess Angel in the restaurant, and like the wimp he was, tried to look up Her skirt as his teensy dick twitched helplessly..

Little william’s initial training went just as planned. On the first night she had him at her apartment, Princess Angel had the little pussy strip for Her and soon had him repeating the following in a subservient tone:

 “my little dick is so pitifully tiny that is totally useless to Women in a sexual sense, thus it is now to be controlled and humiliated by Princess Angel, the beautiful, intellectual Princess who knows how to teach teensy little wimps like me my place.”

Yes, Princess Angel had the little pantywaist pledge his total loyalty to his Princess that night, recognizing submissively that Princess Angel and her directives would inspire his every tiny erection, control his arousal and reorient his desires. little william meekly agreed to follow all her commands knowing full well that his failure to comply with her orders could result in her refusing to see or talk to him, a prospect that would have had little little William begging and literally in tears. Princess Angel had the budding little cuckwuss pantied the very next day without a sniffle of resistance on his part. At this point, knowing She had his teensy little dick all tucked away in dainty panties, She knew She had him, he was Hers, all Hers for the molding.


                                                      

Princess Angel had sent little william out on an embarrassing sissy shopping trip to buy several pairs of lacy pink panties with floral designs at Dillards and he was to begin wearing the dainty things everyday. After requiring that he send her the sales receipts to verify his panty purchase, Princess Angel decided to do a phone session with little william to expand her level of erotic control. First she had him buy a small anal plug, a vibrator, and some special session panties, (pink and girlish) and some lubricant . During the session, Princess Angel further ensnared the helpless little pussy in her dominant web. The phone session reduced little william to a whimpering and pleading little milksop who helplessly begged, whimpered and cried for his new Princess to allow him permission to push the anal plug into his bottom and for her okay to let him put on the girly pink panties once the plug had been inserted. Princess Angel knew exactly what she was doing every step of the way, She teased, taunted and humiliated him unmercifully, made him beg and plead for the slow, torturous insertion of the butt plug to continue as he squirmed and moaned, and made him repeat over and over that his puny little slender three inch dick could only qualify him to beg for the privilege of being under the complete control of an experienced Dominant Princess like Her. And She would also make him beg and plead to tribute Her while She taunted him, ultimately reducing him to a whimpering, groveling emasculated little pantywaist. Finally after 40 minutes of Princess Angel’s emasculating comments, taunts and commands, little william could take no more. Pantied , plugged, squirming and whimpering helplessly in an unbelievably aroused state, his teensy little erect peter spasmed and released semen into his pink girly panties as he cried out in a high pitched tone


“Oh Princess Angel, what have you done to me?”

Princess Angel could only snicker to Herself, knowing that little william was now more hopelessly entrapped in her plan She had designed for him. She then offered him an exciting invitation:

 “I want you at my apartment this Friday night, I’m having some friends over and I want them to meet you”.

 Little william’s heart skipped a beat as he responded

“Yes Princess Angel”

Princess Angel then made something clear to her conquered little wuss:

“I will have some explicit instructions for you to follow before you arrive. Do you understand you dickless little pussy?"

Totally ensnared in Princess Angel’s sticky dominant web, the helpless little william could only respond,

“Oh yes Princess Angel, please, oh, what can I do for You”?

Princess Angel’s plan to make little william pay for his staring at her in the restaurant was working perfectly. She proceeded in such a way as to insure that his training and attachment to Her increased on a daily basis. Princess Angel wanted to be sure that when She had him trained to her liking and that he was so hopelessly devoted to Her as the Princess who fully directed his sexual orientation, She could very abruptly dismiss him in order to watch him cry, beg and plead for her to continue keeping him on as a her devoted little lamb of a sissy cuckmaid. She would make the poor little teensy –dicked servant cry and suffer plenty for Her in good time, but only after She had milked him to Her liking and made good and sure he was hopelessly devoted to Her.. The upcoming party at her apartment marked an important step in her asserting total control over Her now helpless prey.

Princess Angel had a strikingly beautiful younger friend named Melanie who worked at Victoria ’s Secret and who had collaborated with Princess Angel in humiliating sissies in the past. Melanie also derived a certain pleasure in watching a helpless sissy squirm in embarrassment and humiliation as she ever so coyly let him know that yes, the panties he was looking for were really for him. Over an ice latte Princess Angel and Melanie made plans for little william’s upcoming visit to Victoria Secret and subsequent initiation at the upcoming new panties ceremony at Princess Angel’s house . Melanie was to wait on him, letting him pretend at first that the dainty little pair of panties his Princess ordered him to buy were for his girlfriend. Melanie was to play along for a while and eventually begin to suggest that a guy like him didn’t look like he had a girlfriend, that in reality she knew he was coming and that she would be at his party at Princess Angel’s the following night.

                                                                 
When little William entered Victoria Secret and saw just how beautiful Melanie was his little heart began to pitter patter and he blushed crimson.. Melanie playfully showed little william the pair of panties Princess Angel had chosen specifically for the occasion of the party. As She giggled at the little wimp’s predicament, she made him feel the satiny material of the expensive pair of dainty pink flower print panties with the lacy feminine front panel. Little william's mouth went dry as he stared at the lacy panties, sly Princess Melanie teasingly held up in front of him. He had never seen anything so totally girlish in his life. He felt so small, so collared, so out of control, like Princess Angel was watching him from a few feet away, orchestrating everything, making good and sure he comply with Her demands. His teensy little pee-pee stiffened as the self assured and sexy Melanie teased and taunted him playfully at the checkout counter, coyly letting him know She knew he was nothing but a helpless little sissy in training, a peanut –dicked little excuse for a male who was being trained by Princess Angel to be her private little sissy maid. Melanie giggled to Herself as She waved goodbye to the thoroughly embarrassed and humiliated little william, who carried his Victoria's Secret bag of new panties under his left arm, sashaying girlishly as Princess Angel had instructed him.

Little did little william know that Princess Angel had invited the beautiful Melanie over that night specifically so that She could witness his new panty initiation ceremony. But Princess Angel’s devious plan would test his tolerance for abject humiliation: No amount of pleading, whining or crying on his part would keep Princess Angel from putting the little sissy in the most excruciatingly humiliating scenarios, yes, oh yes, She would require him to personally introduce his very teensy little peenie to the beautiful Melanie, and make him tell Her in his weak little wimp voice just why his pitiful little dick made him such a helpless little sissy. Then both Princess Angel and Melanie would watch him beg for the panty initiation ceremony to begin. Princess Angel was making very sure that poor little William would get a maximum dose of humiliation, She knew from experience that it would weaken him and ultimately enhance Her level of control over him. Princess Angel also realized that making him beg and whimper repeatedly for the privilege of being pantied by Her and Melanie would constitute a major advance in his training, from which there could now be no turning back.

Melanie, being the exquisite 24 year old beauty She was, could always have any man She wanted, and She was exceedingly selective. She too had always demanded lots of size and experience in Her lovers, Her current boyfriend was quite the well hung stud (thick nine inches) who provided Her with high-voltage sex on a very regular basis. In order to make poor little william feel more humiliated, Princess Angel would make sure the little wimp was totally apprised of Melanie’s demanding sexual appetites and Her choice of big-dicked stud lovers who could satisfy Her most demanding sexual appetite.  He would know very well that Melanie was a “size queen,” a beautiful, confident Woman who demanded and only went out with well hung studs. That way, when Princess Angel ordered Her helpless little william to pull his underpants down to introduce his pitifully inadequate little sissy pee-pee to Melanie he would feel more intensely the total humiliation of being so pitifully and totally under endowed. He would have to endure . Her searingly demanding feminine gaze, an emasculating gaze that would cause his little thing to shrivel to an even smaller size while he squirmed and whimpered in abject humiliation, forbidden by Princess Angel from covering himself up.  Princess Angel knew that the beautiful and haughty Melanie would snicker and laugh in disbelief and comment on his tiny little excuse for male anatomy, the diminutive little appendage that in effect had destined him to a new life as a sissy maid, not a little wimp still trying to be a man. She also knew that such intense humiliation in front of a stunning beauty like Melanie would tighten the psychological collar he was wearing and ensure his devotion to Her increase.

Interrogation and humiliation prior to pantying him Princess Angel knew exactly how to prepare poor little William for the moment he would cry and plead with Her and Melanie to allow him to pretty little pair of new panties on in front of them. Together with Melanie, She would subject him to a very humiliating interrogation about his past “sex life” that would force him to reveal extremely embarrassing details about his pitifully inadequate attempts to engage in sexual relations with women. They would conduct the interrogation fully dressed (of course) and have little William stand in front of them naked. Having him naked would allow them to watch for any excitement the interrogation would have on him so as to know just when to delve further and thus intensify his humiliation They would begin by teasing and taunting him about his tinyness, threatening to measure him and prove he was scarcely an inch long when soft, comparing him to a baby carrot. Princess Angel would then pull out a thick, veined eight inch dildo (what real men look like) to make him even more aware of his pitiful little thing, Ooh, oh a most humiliating comparison. Then the interrogation would begin.


                                          

 

                                    Princess Angel’s cucked little wuss – part 2

Princess Angel’s Seduction
of Her little Wimp Servant

                          

Manipulating and dominating inferior guys had always come easy to Princess Angel. While only a junior in college, She was so beautiful that She was always use to being demanding and getting Her way with men. She loved the feeling of power that controlling groveling men gave Her and She was beginning to invent new ways to exploit her many admirers for Her advantage. She really enjoyed seducing little wimps and bringing them under Her control for Her financial advantage.

William was not an altogether unattractive guy. He had had more than his share of luck getting dates with attractive women, and his conversational skills were formidable. He had even engaged in sexual relations with some of his girlfriends. Yet William had never been able to perpetuate a relationship with any of them, they always gave him the same rationale: “I want to have the freedom to date other guys.” These enunciations always stung little William and his fragile male ego yet he loved Women and was determined to continue dating until he found a Woman that would fall in love with him. Unfortunately for William, what he didn’t realize was that the root of these break-ups was his own; he was a very ineffectual male with a very small penis, only about four inches when erect and quite slender. Yet William really never thought that to be his problem, he had always bought into the popular myth the “size didn’t matter to women.” And that his failures with them were rooted in personality incompatibilities or different interests. Poor little William was indeed due for a reality check, a rude awakening as to what kind of guy he really was.

Princess Angel had noticed the guy in Her Psychology class staring at Her since the beginning of the semester. She could tell he was kind of a wimp, his hesitant, unsure attitude and his slight non-muscular build assured Her he was out of Her league, but She decided to allow him to approach Her one day just to get a feel for him. So the day William approached Her She played along coyly with his wimpy approach, and accepted his invitation for dinner on Saturday night. That night, during the date, Princess Angel could tell that William was really a wimp to the core and, by virtue of his fawning behavior, probably a very under endowed guy, Princess Angel could sense these things and She had that feeling about William, She knew She could have him collared and under Her control without a great deal of effort. After dinner, Princess Angel suggested they go back to Her apartment for a glass of wine. While listening to some jazz, Princess Angel studied Her next victim as he sat on Her couch, trying to impress Her by telling Her about the new car he planned to buy and his upcoming vacation to Spain . She slowly put Her arm around him and pulled him closer to Her. She sensed a certain uneasiness at Her aggressive approach as She locked Her eyes to his and started to kiss him. He reciprocated and the kissing quickly progressed to petting, with Princess Angel taking the lead. Princess Angel seductively asked little William what his feelings were for Her. Predictably, he responded by announcing he had always liked Her a lot, and wanted to get involved with Her so much. Upon hearing the little wimp’s declaration, decided to begin to make him Hers. When Princess Angel’s beautiful hand found its way to his crotch and discovered his pitiful little erection, She heard William moan and squirm a bit as She squeezed it playfully. Princess Angel now knew exactly how tiny he was, and that he was a total wimp and how easily She could subject him to Her feminine guiles and eventually enslave him financially. She began to weaken the helpless little wimp with Her devastating comment:

                                                       “Well, well, William, what’s this tiny little thing I found in here?
                                                                Can you tell me what this little thing is William?"
                                                                                       
Poor William was unaccustomed to hearing a woman comment about his penis, and Princess Angel’s use of the adjectives “tiny little” made him feel embarrassed as he squirmed around. As continued to tease his twitching little erection, finally he was able to respond in a meek little voice that Princess Angel sensed as that of a succumbing little wimp:

William whimpered:                     “It’s my penis, Princess Angel, and you have me very excited.”

Princess Angel giggled deviously and began to break him down:
                                                  “William, you know I’m a beautiful Woman and I have dated a lot right?”

William meekly replied:            “Y, y Yes, Angel.”

She continued, using a seductive voice with a taunting edge to it so that William would sense Her power and control:

                                                                            “Well you just listen to me William,
                                            I am a demanding Woman and I can tell You are hardly man enough to satisfy Me
                                                                because You know what William, this is the tiniest little dick
                                                  I have ever felt and you know what that makes You in my world William,
                                                                                            do you William?”

William was stunned as he listened to Princess Angel verbally emasculate him and could only utter a pleading little

                                                                                              “What Angel?”

Authoritatively, Princess Angel, all the while teasingly rubbing his little erection through his underpants, let him know just what he was:

                                                                    “William, you need to learn that guys like you
                                                                            with your teensy little pathetic dicks
                                                            really only have two uses for demanding Women like Me.
                                                       Oh yeah, I could dump you right now and never speak to you again,
                                                                             you know that William.. But William,
                                                                  I’m going to be nice about this First, a question:
                                                                            Do you want to see Me again?”

William felt the ambivalent currents course through his brain. On the one hand, he resisted the way Princess Angel was teasing and demeaning his lack of manhood, but, on the other he also feel incredibly excited by what She was doing to him. His response was immediate and predictable:

                                                         “Oh yes Angel I want to keep on seeing You, please,” he whimpered.

Princess Angel, withdrew Her exquisite hand from the from of his underpants as he squirmed and moaned. She noticed that a little wet spot had appeared on them, at the top of his pitiful erection. She giggled and continued wrapping the little wimp up tight in Her devious web.

                                                                            “William, I will allow you to see Me again,
                                                                        but it must be on My terms. You see, little one,
                                                                     I already have a boyfriend who I am “involved with.”

William felt a pang of jealousy and asked incredulously with a pleading little voice:

                                           “But Angel, I want to be Your boyfriend, you mean You are going out with someone?”

Princess Angel snickered to Herself and flaunted:

                                                 ”Why of course, William, I date Ron Sultan, whenever I have time for him.”

Oh yes, William knew Ron, he had seen him in the gym class showers and knew he possessed a very large and thick cock that made his own look the size of Princess Angel’s beautiful little finger by comparison. He could only whimper

                                                                                           “oh Angel, please no”
Angel giggled and repeated:

                                                                                        “Oh yes William , oh yes."
Now, I will ask you again, do you really want to see Me again or not ?”

William felt humiliated and small, but instinctively responded:

                                                              “oh yes, please Angel I want to see You again, please, oh please.”

Princess Angel playfully flicked his little erection with Her index finger and in Her tauntingly demeaning tone of voice, made an important announcement
                                                                                     
                                                                                
                                                                               
                                                                               
                                                                                “Well, well, I guess I just might.
                                                                     But you know William, seeing Me is a privilege
                                                          and privileges have their price don’t they My little William?”

Princess Angel briefly teased his tiny erect pecker again through his underpants.

                                                    “William, tell Me You want to earn your privilege to see Me again”

William, squirmed and moaned and helplessly replied:

                                             "Oh yes Angel, please let me see You again, I want to earn my privilege.”

                                                        “Good boy William,” Princess Angel retorted teasingly.

                                                                   “Well, little one, Ron likes for Me to wear
                                                  La Perla lingerie when we go out, and I feel sexy for him wearing it.
                                                Now, tell Me William you want Me to look sexy for My dates with Ron.”

William was in fits as Princess Angel taunted and teased him about Her hot dates with Ron and how She wanted their little relationship to be with Her. Yes, if William was to ever see Her again, he would have to start buying Her gift certificates for Her La Perla lingerie. Finally, after explaining it to William several times and having him accept Her conditions, She made one final teasing declaration:

                                                                                                “Now, my little William,
                                                                                I think you realize what your role should be
                                                                                      with a beautiful demanding Woman.
                                                                    A tiny dick like yours consigns you to serve Me financially
                                                                            as I dictate, that is if you want to see Me again.
                                                                Now, does My little William want serve Princess Angel or not?”

William felt so small and helpless, yet incredibly excited as well. He could only whimper, with the voice of a conquered little lamb,

                                                   “Please Princess Angel, allow Me to serve You, oh please, I wish to serve YOU.”

                                                     “Good little boy William, you still have much to learn yet for now the task is clear.
                               I have a date with Ron tomorrow night so I expect a $100 gift certificate for La Perla tomorrow morning.
                                                            You do want Me to look my sexiest for Ron, don’t you little William?”

William withered and answered,                   “Oh yes Princess Angel please, oh yes.”

With that Princess Angel gave the tip of his tiny erection a nasty little caress and watched as the little wimp, on the verge of cumming, whimpered and moaned

                                                                     “Oh Princess Angel, Oh Princess Angel I will serve You, Oh.”

                                                                                                      

       

                                                   Princess Angels little cuck part 2 

William went home that night with quite a little case of blue balls. Princess Angel had teased his tiny penis deviously and sent the little wimp home to send Her a $100 gift certificate for a sexy bra and panty set from La Perla. While driving home,, William couldn’t help but remember vividly the way Princess Angel had toyed with him, made him more than aware that he was nothing but an ineffectual little wimp. That She would exploit to Her advantage. Yet somehow he felt literally powerless to question Her, and as he recalled Her beauty and sexy, taunting voice that had made him feel so weak and helpless, his little dicklet stiffened again. What had She done to him he thought. He quickly went right to his computer to look up the La Perla website. He quickly found the site and began to peruse the numerous lingerie items, all very sexy and quite expensive. His mind wandered and he began to think about Princess Angel wearing a pair of sexy transparent panties and making out with Ron as She fondled his big, manly cock.

William squirmed as the fantasy consumed him making his tiny dick twitch. By the time he found the gift certificate option at the La Perla site, he was extremely aroused. While clicking the buttons to assure his gift certificate purchase, little William felt like a total wimp, a little guy who was being “psychologically cuckolded” by a Superior and Beautiful Woman whose only interest in him centered on what he could give Her in a material sense. Although he felt used, the excitement of such a Beautiful Woman using him because he was nothing but a tiny-dicked wimp in Her eyes overwhelmed him. He kept thinking of Princess Angel wearing the sexy bra and panties he was buying for Her, so She could have steamy sex with Her big-dicked stud. The scenario made him feel so small, yet he also realized his little dick had never been harder. As he whimpered to himself and squirmed in front of the computer, he felt an irresistible urge to please Princess Angel however he could, by serving Her financially so that he could feel like this again. She was so powerfully beautiful and manipulative and the feeling he was experiencing as a result of Her demands, coupled with the context of Her “cucking him” in this humiliating way had little William in fits. He wanted so much to call Her to ask Her if his gift was to Her liking, and if She might allow him to continue “serving Her.” He felt so weak he thought he would even resort to begging Her for the privilege of serving Her again, knowing that becoming Her servant would be the only way She would allow him any contact with Her.
                                                                   
Princess Angel checked Her email the next morning to make sure little William had complied with Her demand. She knew instinctively he would because given Her past experiences She understood perfectly the psychological makeup of tiny-dicked wimps and how easily She could manipulate them. Upon verifying that little William had indeed sent Her the La Perla gift certificate, She emailed him the following message:

My Little William:
I see you have successfully complied with my simple request. Good job William! You are off to a good start in your new job as My little servant. I will make use of the gift certificate because as you know, I love to look My sexiest when Ron and I go out. I may even tell him I have a little friend who likes to contribute to our erotic pleasure. I ‘m sure he won’t mind William. Now I have a new request William. I want you to write a little essay for Me on just how you felt as you were buying Me the La Perla gift certificate. You must be descriptive little William. Did your teensy little thing get stiff? Ahh, I know, poor thing, tell Me all about it. I know you will. Secondly, I want you include in your little essay just what you are thinking about while I’m out with Ron, particularly at about 12 o’clock when you know I will be modeling My new bra and panty set for Ron. Be sure to give Me all the details William and if you don’t comply, we are finished.
Princess Angel

Princess Angel sent the little wimp Her email knowing full well She had little William weakened and helpless, and that before long She would begin to subject him to new and more humiliating tasks for the ultimate purpose of enslaving him financially to Her.

                                                                                                    

Princess Angel's little cuck Part 3

Poor little william was in fits. He had sent Princess Angel Her gift certificate and had not heard back from Her. He obsessively checked his email and paced the floors of his apartment in great anticipation of any contact from Princess Angel, he just really needed to know something, what She might be thinking of him, what She might ask him to do next for Her. When he observed that he had received an email from Her his heart rate increased and he felt that little surge of electricity pulse through his tiny dick. Upon reading Princess Angel’s demand that he descriptively write and articulate his feelings for Her increased his arousal, and as he sat down at the computer to intimate his feelings of subservience to Her he couldn’t help but pull down his pants and stroke his little peter a bit as he composed a lengthy email to Her, replete with the details of his feelings. explicit instructions, his excitement increased and he felt also felt a peculiar sense of fulfillment knowing that his La Perla gift certificate had pleased Her.

In the first part of his email william poured himself out to Princess Angel; he conceded that She was correct in labeling him a “tiny-dicked wimp,” that he had reflected on his sexual history and She was indeed correct about him, he was in fact an ineffectual male with a woefully small penis and that reality was precisely the reason he had been spurned by all his ex “girlfriends.” Then he proceeded to beg and plead with Princess Angel for the opportunity to continue as Her little wimp servant, for it had excited him to no end to be used and humiliated by such a Beautiful and Dominant Woman. The excitement of writing for Her and exposing his willingness and need to serve Her was intensely arousing, and poor little william would stroke his pitiful little erection after writing every line. All the while, he couldn’t forget the way She had taunted and teased him at Her apartment, and he was now begging Her for a second chance to see Her, for Her not to drop him the way all his ex girlfriends, had:

“Oh please Princess Angel, I realize I’m such a little wimp but I beg You, please let me serve You again, please, I want to ask permission Princess to see You, Oh please Princess Angel, please allow me to continue to talk to You, to serve You, oh please, I    
                                                                                                 beg You, please.”

While little william practically worked himself into a frenzy pleading and begging to his Beautiful New Owner to accept his submissive role, his having to write about what he felt about Princess Angel’s date with Ron activated his most intense sexual arousal. Precisely at the indicated time (12:00 a.m.) william sat down to write on how he felt about Princess Angel wearing Her sexy bra and panty set from La Perla in the presence of Ron. And although Princess Angel had never mentioned it to him, he just knew that She was fucking him and his enormous, virile cock. Yes, Ron was giving Her the high-voltage sex a Woman of Her beauty and attitude demanded and deserved, an experience he could never dream of providing Her. Little william then recalled his own sexual inadequacies: his problems getting his little thing up because of nervousness about performance, his cumming prematurely often before penetration and his disappointing his girlfriends with his totally tiny sized dick and his totally wimpy attempts at erotic fulfillment. Then he thought about Ron and Princess Angel, Ron’s cock size, his muscular rather dark complexion and his confident attitude around Women. Then Princess Angel, Her perfectly toned and tanned body, dressed in those transparent, little lavender panties that She had made him buy for Her, the ones that She would let Ron pull down Her smooth legs as She readied Herself for intense sex with Her stud. All these images had little william moaning and whimpering like the wimp he was, writing the following lines to his Goddess, Princess Angel:
                                                                                     
“Oh Princess Angel, Your little wimp feels so helpless and aroused knowing
You are wearing the exotic lingerie You made me buy for You, and knowing that my gift might enhance Your erotic pleasure excites me so Princess Angel. I understand a Woman of Your beauty needs and deserves a real man, a well endowed man, oh i understand my place a little better now Princess Angel, but please, please Princess Angel allow me the opportunity for this to continue, oh please, i hope You enjoy Your date with Ron, oh"

As william envisioned the steamy sex scene that was surely unfolding at that moment in Princess Angel’s apartment, he squirmed and moaned with intense feelings of submission to Princess Angel. He finished writing and sent the email to Her feeling totally used and thoroughly cuckolded, feelings which had increased his desire to continue serving Princess Angel, however She might wish for him to serve Her.

The next morning, Princess Angel checked Her email to make sure william had complied with the specifics of Her writing assignment. She was confident he would, She knew the inner-workings of these little dicked boys all too well. She giggled softly upon reading william’s intimate confessions, knowing full well She had him right where She wanted him and that She could now begin the next stage of his training. She was not about to let him see Her again, not just yet anyway. No, the next step was a series of phone calls, She would let Her taunting, sexy voice lay the groundwork for the upcoming instructions She would give him.




 

                                                       Princess Angel's little cuck Part 4 

Princess Angel composed Her next email to poor little william with a specific set of instructions that She knew would have Her new little wimp more securely ensnared in Her dominant web. The contents of Her email were as follows:

Well, well, My little william, I see you did as I instructed and sent Me the
La Perla gift certificate. And your pitiful little email makes very clear
that you enjoy serving Me and would like to continue. I am considering
allowing you that privilege william, but you realize it is a privilege that must
be earned, and you have much to prove yet. I will say I enjoyed very much
the sexy little bra and panty set, and so did Ron! I even modeled them for him
before I took them off in front of him. I’ll leave the rest to your wimpy little
imagination william. Let’s just say we didn’t sleep much that night. Now little
william, since your desire is to continue serving Me, we need to clarify your next
Set of tasks. First, I won’t be going out with you again because as you know,
I don’t allow a total wimp like you with such a teensy little dick to see Me often,
If at all. However, there will be a place for you as my meek little servant. We will
Discuss the specifics of “our little arrangement” over the phone, and I will be
calling you My little william. But before I call you little william, I expect a $225
direct deposit to my bank account. I know you realize I have many needs, beauty
lotions, creams, lingerie, perfumes that Ron likes Me to wear,
.or anything I might like to purchase to keep Myself looking beautiful. I do
know you like to please Me and I enjoy having a tiny-dicked wimp like you
pay for My pleasures, so, little william, that’s the way it’s going to be now
isn’t it little one? So expect My call once I see that the deposit has been made,
no sooner.
Princess Angel



When little william received Princess Angel’s email, he trembled with excitement. Just seeing that an email had arrived from Her made his pulse surge and his tiny little penis twitch. The prospect of a phone conversation with Princess Angel excited him to the extreme, and he knew he would soon be sending Her the requested money in order to insure a conversation with Her. While william was preparing to send Princess Angel the money online, he felt a distinct sensation of helplessness accompanied by strong sexual arousal. By the time he was sitting at the computer on the verge of pushing the send button to transfer the money to Princess Angel he had become so excited that he ended up pulling down his shorts and playing with his puny erection as he contemplated just what he was doing: He now was coming to the realization that being exploited, used and humiliated by a Beautiful and Dominant Woman like Princess Angel was sheer bliss. In fact, he never felt his little dick get so hard and stay hard for so long just thinking about Her and what She was doing to him.
                                                             
Although he didn’t fully understand his emotions, He knew he felt an obsessive urge for Her to humiliate him even further, to serve Her more fully, to listen to Her taunt and tease him for being such a helpless little wimp, to have Her tell him how Ron was pleasing Her with his big, thick cock while he (william) was at home stroking his tiny dick and whimpering helplessly. As william finally pushed the “send” button to complete the money transfer, he felt an incredible rush of erotic energy that brought him to the verge of spasming right there. As he whimpered “Oh Princess Angel, Oh Princess Angel,” He had to stop stroking right before his tiny member spew cum all over. He trembled as he pulled up his shorts and began thinking incessantly about a telephone call.

                                                                                                 




                   Princess Angel's
             little blackmailed wimp

Poor little william was now very securely ensnared in Princess Angel's blackmail web. She had successfully induced him in stages, leading him to high points of arousal through Her perfected humiliation techniques. Little by little She used her skills in Female Domination and skillful manipulation of helpless little wimps until She knew he was helplessly caught with no way out.

It all began with little william's desire to confess what a tiny little wimp he was to a beautiful Dominant Woman. He found Princess Angel on niteflirt and was instantly attracted to Her beauty and Dominant appearance. The first time he spoke to Her on the phone She coaxed many of his most intimate secrets from him, his ridiculously tiny penis size, his woeful inadequacy as a male in bed, his secret desire to be pantied by a Domme like Her and his longing to be taken by Her with a strap-on. Princess Angel played Her hand perfectly, She coaxed him into additional calls and eventually pantied him and began to dildo train him. She also began to financially dominate him, a facet of domination he had never experienced but found very exciting, especially since it was Princess Angel who was using him. In scarcely a months time, Princess Angel had him securely collared and was now ready to advance the next stage of Her devious plan.

Princess Angel began by taking him to new heights of submissiveness by dildo training him and the making him beg Her never to dump him like all his previous girlfriends had. She made him learn to beg pitifully, using a sissy voice and pleading Her incessantly to keep him as Her sissy-wimp. Eventually, She was able to advance this phase of his training to the point that She could get him to beg Her for almost anything, even for the privilege of touching his tiny dick, buying panties and for Her to take well endowed lovers. She effectively owned him and Her sultry, bitchy voice had him ready to do almost anything for Her.

Using a clever and astute approach, Princess Angel began to psychologically dominate him, letting him know that he was now a "special slave" with special privileges, which, as She spelled out to him on numerous occasions, required additional commitments. She began to refer to him as her best slave, Her faithful one as She continued to train and financially dominate him. Finally, using a convoluted interrogation about his pitiful sexual history, She persuaded him to reveal his full name to Her as well as his High School. With that information She was then able to research him and She eventually discovered his true identity.

Princess Angel was so experienced in blackmail techniques that She initially kept Her hand close to the vest. However, little by little She began to reveal to him details about Her knowledge of him. She revealed these details to him at vulnerable stages of Her training of him, like when She was making him insert his dildo for Her. He would whimper and squirm, wondering how She knew these things, yet the excitement of Her taunting, the dildo and Her knowledge of his identity was overwhelming. One night, while She was training him in this way, he actually began to cry like a sissy, as he realized just how much power She had over him and that he was effectively powerless to prevent Her from ruling his life completely. he begged and whimpered, cried a bit more and pleaded to Her, his panties pulled to his knees and the dildo fully in , begged Her to let him go. Princess Angel only laughed and reminded him of his status, and that he would now have to be willing to increase his financial outlays to Her or else. Poor little william cried and begged some more, but the truth indicator was right there in front of him, his tiny dick had never been harder and he had never felt so helpless, so owned, so ecstatic.
                                
                                               

                                                                              Me reading this story
                                                                               

Princess Angel’s decision

The day had finally arrived. Princess Angel and Melanie were so upset with Shaun for his panty theivery that his day of reckoning with both of Them, and their registered nurse friend Sheila, was about to become a reality for poor little shaun. Yes, little Shaun had been a "bad little boy" in their absence and sterner measures for dealing with the little pansy were now in order. Princess Angel had just enough, She and Melanie had been considering this course of action for quite some time now but now his transgression (trying on Her expensive panties while They were out) had would now make Her definitive decision on the little sissy's castration. But Princess Angel had actually orchestrated everything to make little shaun think otherwise, that he would actually have an excruciatingly humiliating yet exciting evening in the company of Princess Angel and Her friends, Yes, She had told him with one of Her larger strap-ons in front of Her friends so that They all could see and witness clearly just what a little pansy slut She had turned him into. When She informed poor little shaun of Her plan to take him with Her big strap on in front of them, he got butterflies in his tummy and tingles all over. He was actually excited about the upcoming evening, but had no idea what Princess Angel’s actual plan was.

Princess Angel’s plan was to put Her poor little shaun “on trial” for being just what he was; a totally useless male. And just to be fair to Her little pussyboy, Princess Angel had asked two of Her devilishly beautiful friends to join Her and Melanie on the jury to decide his ultimate fate. One of the friends, whose name was Sheila, was a registered nurse and had secured the use of a clinic in order for the fateful inspection to be carried out. Her other friend, Jessica, was more than willing to help, as She was a Beautiful Female Supremacist and was an online Domme Herself.

Princess Angel and Melanie had made all the necessary preparations at the clinic and were now waiting for Sheila and Jessica to arrive. They had the helpless little sissy firmly secured on the examination table in one of the clinic rooms. His body hair had been shaved and They had him dressed in a pair of pink little panties and a pair of matching girly ankle socks. Princess Angel informed him to be on good behavior because She wanted to show him to two of Her good friends. Poor little shaun was visibly nervous, he really had no idea what Princess Angel was about to announce even though She had threatened him with castration in the past and he knew She might be serious and just might take his last little vestige of maleness to ensure that he be Her permanent little eunuch maid forever. He feared this but he expected it, he was still thinking about having to take Her big strap on. As he waited, firmly secured on the examination table, he squirmed and whimpered as he struggled to free himself from the seatbelt like straps that secured him, but it was useless.

When Sheila and Jessica arrived, they got a good laugh at little shaun, so firmly secured and pantied on the examination table, squirming and whimpering in front of the sadistic Dominant Women. Princess Angel greeted both of them, thanked them for helping out and proceeded to announce that the little gathering's purpose was to decide if tiny would lose his little testes or not. When shaun heard the real reason They had all convened, he began to cry and squirm helplessly as he begged and begged Princess Angel not hurt him, that he would be a "good little wimp" from now on. Princess Angel and Melanie just smiled and told him to shut up, to quit whimpering like a little girl.

As shaun began to cry, Princess Angel announced the criteria They were to judge him on was his usefulness as a male. If They found him to be a “useless male”, the punishment would be imposed. Princess Angel acted as a DA and stated: “Jessica and Sheila, before We take a look at his tiny little useless pee- pee, I thought both of You might like to see his sexual history. All of what You see here on this information sheet are confessions little shaun made to Me as part of his training with Me. As You both can see clearly, he has a distinctly pitiful and inadequate "sexual past." As little shaun watched in fear, Jessica and Sheila both giggled as they read about his seven failed relationships and the reason the Females he was involved with decided to dump the helpless wimp:

1. Dropped by girlfriend number one for being to such a scaredy cat to even try to make love to Her.

2) Dropped by number 2 for chronic premature ejaculation and for being a little crybaby when She wanted to discuss it with him.

3) Dropped by number 3 for impotence and crying like a baby when confronted about it.

4) Dropped by number 4 for being caught stealing Her best friend's panties.

5) Dropped by number 5 for impotence and premature ejaculation.

6) Dropped by number 6 when She caught him jacking-off to sissy sites on Her computer.

7) Dropped by his last girlfriend for impotence and when She found out he wore panties.
                                             
Princess Angel continued presenting Her case for castration: "As You both can see, my tiny little shaun is a worthless and useless male sexually. I would also like to bring Melanie to the witness stand, as I deem it appropriate to call on Her for Her first hand experience with a "male" as pitiful as little shaun".

 The fact is, Melanie dated him for about two months until She became fully aware of his totally woeful sexual inadequacy." Princess Angel's questions to Melanie revealed all the details of shaun's impotence and inadequacy with the beautiful Melanie, whose taunting voice and derisive comments about him made poor little shaun sob for mercy. Finally, after all the humiliating details were given by Melanie, Princess Angel decided it was time to proceed with more direct evidence. She proceeded

"I will now show both of You just how tiny his little penis is."

 With abject embarrassment, little shaun squirmed and pleaded,

"no, please no Princess Angel, i promise, i"

Princess Angel just laughed and slapped the helpless little pussy on the cheek, shutting him up. She then proceeded to slowly pull down his little girly panties just far enough to treat Her friends to a close inspection of tiny's teensy little flaccid peter. They both laughed out loud and pointed out it was most definitely the absolute tiniest little thing They had ever seen on a grown male. And it was true, little shaun's thingy was about the size of a baby carrot.
                                          
Yet the show was not over. Princess Angel also wanted them to see it's pitifully small size when erect so She ever so gently teased the head of his tiny member with Her beautiful little finger, pointing out teasingly that Her little finger was actually larger than tiny's poor little baby dick.  shaun squirmed and squealed helplessly as They watched his reaction to Princess Angel's' teasing little jabs with Her finger. As shaun squirmed helplessly, his teensy stiffened to it's full three inch length, and scarcely as big around as a ball point pen. Princess Angel then taunted Her helpless sissy:

 "Ahh, poor little shaun has an "erection", Jessica, do You and Sheila think my wittle sissy really deserves to keep his wittle thingy? I mean is it good for anything or should I take it from him?"

 All four Women giggled devilishly but poor little shaun was crying like a little girl, because he knew well that Princess Angel and Melanie had succeeded in persuading the "jury" that his castration was indeed imminent, and that Sheila, the registered nurse would help Princess Angel and Melanie carry it out. He squirmed, cried and begged for mercy, but the vote was unanimous, he was going to lose his last little reminder of maleness. Princess Angel then announced the verdict but also indicated that They had yet to decide whether to chemically castrate him and thus ensure that his teensy little thing never got stiff again or actually remove his testes, They would just have to deliberate a bit more..

                                                                          Me reading this story: