Chapter 1: Sexual Awakening
Alex's morning ritual had changed lately. Typically he would start his day by slamming his alarm clock, getting out of bed, brewing coffee and taking a shower. But now, Alex was generally restless, always waking before his alarm could rouse him. He would rush to his computer immediately checking his messages, today was no different.
Alex was crestfallen to yet again see "0 new messages."
Sexually speaking, Alex was a late bloomer. He had still not lost his virginity at 23.
Alex had always had submissive fantasies ever since his first sexual thoughts. These tendencies always made it hard meeting women his age, which in his mind were perceived as submissive. Finally, in an intoxicated haze Alex mustered the courage to bring a girl home from the bar to fuck. Ashley and Alex stumbled into his apartment and headed to the bedroom, stripping off each others clothes as they worked their way to the bed. Ashley began sucking on Alex's cock, but he could not get a full erection. Ashley unintentionally giggled at Alex's predicament, but then reassured him that it happens to all men (although she had never seen it).
Alex was embarrassed, blaming the alcohol for his dysfunction, The two exchanged numbers and made plans to go for coffee another day.
Once Ashley left, Alex slumped on his bed and turned on his computer. He started browsing some porn. After finding some femdom videos with women dressed in leather and latex demeaning bound and nude men, Alex's cock quickly sprang to life.
Embarrassing sexual encounters were all Alex knew. Alex realized he would need to find a dominant woman if he ever wanted sexual satisfaction. Alex was solely focused on making his submissive fantasies a reality. He knew that he had to do everything in his power to meet a dominant woman and make his dreams come true.
Alex made an account on a fetish dating website and started looking for a local Mistress. One stood out beyond all others, Miss A.
Miss A was a goddess, Alex thought she was probably mid thirties and was immediately deified in Alex's mind. Beauty is in the eye of the beholder they say: well you would need to be blind to not see beauty in Miss A. Her profile pictures showed Miss A's luscious breasts in a tight leather corset, and her gorgeous apple bottom ass in tight sheer hosiery. Another showed her long tanned legs and dainty feet, with painted toes. Her long straight dark hair fell past her shoulders, and her lips were painted a bright red. Miss A's face was always partially obstructed leaving Alex hopelessly frustrated, he wanted to see the full beauty of this Goddess. Other pictures of male submissives in various humiliating poses with the words "Property of Miss A" in big bold red lettering written on them, with their faces in full view were available for the public to see. Alex wanked his cock furiously imagining Miss A scrolling these words across his body; he erupted almost instantly.
Alex quickly composed a lame introduction message, his hands still sticky with his seed.
"Miss A, I am a young submissive who recently had a sexual awakening and I am looking to explore my submissive fetishes."
Alex pressed send.
Chapter 2: First Contact.
Miss A checked her messages nearly every day to check up on her slaves and find new prospective play partners. She was well aware of what a knockout beauty she was. She had a line of submissives waiting to serve her and received a plethora of mail daily from hopeful subs. Alex's boring message was quickly deleted along with dozens of others.
Miss A went about her week not giving Alex's message another thought. She had a session with one of her collared slaves, an older sissy sub. After her session with this sissy she posted images on her profile with the caption "fun with sissy slut", The older sissy was wearing a pink wig and panties with a black garter belt and bra. "Property of Miss A" was written across the sissy in bright red lipstick. The sissies humiliation was evident; it was etched deeply into his face from years of degradation.
At this point Alex was obsessed with Miss A, he checked his messages multiple times a day in the hope she would reply. It was the first thing he did in the morning, and the last thing he did before bed. Pictures of Miss A and her sissy were the first definitive sign of activity from Miss A since Alex had sent his initial message. At this point Alex knew he was being ignored.
Alex decided to ramp his efforts. He took a red permanent marker and wrote across his stomach, "Property of Miss A" followed by three question marks. Alex then proceeded to take several compromising pictures. He put clothespins on his nipples, spanked his ass till a red hand mark was showing. And took other pictures in various forms of undress.
He composed a new message pleading with Miss A to take him into consideration as one of her submissives. For the second time he pressed send and waited.
Within the hour, Miss A had responded to his message, "you have my attention," she wrote.
Chapter 3: Building "Trust"
Miss A was practically salivating at the thought of what else she could extract from this sub. If his desperation for her had already grown to such a fevered pitch that he was sending her highly compromising pictures, she speculated what could she get from him if she actually tried. Here she was, minding her business when a young attractive submissive falls right into her web.
Miss A loved to take total control over a subs life: mentally, physically, spiritually and financially. Part of that process was to collect an array of blackmail material so once a sub was in her clutches, there was no turning back.
She had never had to blackmail a slave, she mused about the profound level of Stockholm's syndrome they all came down with. Miss A did however appreciate the power a healthy looming fear of blackmail had in keeping her slaves in line.
Alex replied in under a minute, she read the next message from this sub whos name she still did not know, with her mouth and pussy watering.
"How may I serve you Miss A?"
Miss A instructed the sub to write her an essay explaining why he was interested in being her sub. To detail all his fetishes explicitly, and outline why she should consider an inexperienced sub worthy to submit. She requested another array of photos from him under the pretense of building trust. In reality Miss A just wanted to further her power over him. More blackmail content to throw in his face if he suddenly decided to get cold feet couldn't hurt.
Alex wrote a essay which detailed all his fetishes: chastity, humiliation, feminization, corporal punishment, bondage, the list went on, and on. His list of fetishes was like a laundry list of every typical femdom video on the internet. He told her that his very first sexual thoughts were of submitting to a dominatrix. Telling in great detail the humiliating years of puberty, being laughed at when asking girls on dates, and of his most recent attempt at a sexual encounter. Alex went on in length pleading his case of why he was worthy of submitting to her, mostly by self deprecating and gushing about Miss A's beauty. He signed the essay simply Alex.
He attached another array of compromising photos she had requested of himself sucking a life like dildo, which he had to purchase. Pictures wearing makeup, and lingerie and hit send. His need to submit far outweighing his rational mind.
Miss A was thoroughly pleased at the photos and essays. Alex had followed orders to the letter, and his essay was insightful giving her a real understanding of what life experiences had made him so submissive.
She could not wait to have this sub wrapped around her well manicured fingers, and suspected it wouldn't take much coercing based on his obviously genuine submissive desires. But, in her experience 9 out of 10 submissives who contacted her were a pure waste of time.
She replied "text miss" followed by her phone number.
Chapter 4: Meeting Miss A
Over the next few weeks Miss A had Alex send photos on command, he was required to text her daily and ask how he can serve his Mistress. Serving Miss A always involved sending more personal information and blackmail material.
Miss A learned Alex was a student at the local university, he was 23, single, knew what neighborhood he lived in and knew he was obviously a true submissive. Finally, Alex had asked when they could meet.
Miss A ensured she always maintained the upper hand. She refused to ask any sub to meet for the first time as it would shift some power to the sub by admitting her desire to meet him. Even still, that didn't stop her from feeling a flash of heat in her sex when she saw his request, "About time this stupid subby grew some balls for me to crush." thought Miss A as she played with her sex.
Maintaining her composure, and to keep Alex on edge she replied "I am busy tonight, maybe another time, I expect you to be available IMMEDIATELY upon my request, and FYI i enjoy spending my days at the spa."
All Alex could say was "Yes Miss A", he understood the expectation that he should bring a gift. He dropped what he was doing and got on the first bus to a local spa. He wasn't sure how much he should spend on her gift, he wanted to impress his new potential Mistress so he got two of their most expensive gift cards, 200$ a piece. A hefty price for a broke student.
Miss A waited until after midnight that night until she thought he would be in bed sleeping, she wanted to inconvenience him. She texted Alex while playing softly with her clit.
"Be waiting for me at the John and 2nd in 20 minutes, I want someone to buy me a drink."
Alex, struggled to sleep ever since first laying eyes on Miss A's, so even though he was in bed he was wide awake. These weeks of texting with his Mistress had kept him on edge, and she had forbidden him from masturbating. He frequently disobeyed this order, multiple times a day in fact. He bolted out of bed, showered, wanked his cock, cumming after a pitiful 3 strokes. He got dressed in his nicest clothes, a button up dress shirt, jeans and his dressy shoes then rushed to the corner, gift cards in hand.