My Bookstore Domme Pt 02

I hope everyone enjoys! This story I plan to be a bit of a slow burn, but by the end of it Aaron will definitely be a full fledged sissy.

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As Aaron settled in for the evening at his apartment, he reflected on his day, realizing he was now in a relationship which was both refreshing and surprising. Aaron had not been in a relationship in years, and his last girlfriend was the complete opposite of Emma, shy and indirect which wasn't bad, but Emma's approach was so much more comforting. It seemed like with Emma there would be no second guessing. If he did something that disappointed her, he would seemingly know right away. Emma's direct and forward nature was maybe the most attractive personality trait he'd ever encountered in a woman.

At the same time, he wasn't quite sure about the panties yet. However, overall the pair of panties Emma had picked out were quite comfortable and cute at the same time with the slight bit of lacing around the edges. On top of that, weirdly his cock got a bit hard every time he remembered he was wearing panties, which had been nearly every second of the last 5 hours that he wasn't thinking about Emma. If this was the norm Emma required for him to date her, then he had no problem with it.

As he finished brushing his teeth, Aaron looked down to see a new message from Emma about the plans she had for the next day:

Emma: I had a lovely first date today, darling. I'm so happy to meet someone willing to explore a female-led relationship (FLR) with. I can't tell you how difficult it has been.

Anyway, I look forward to seeing you tomorrow because those panties are only going to last you one day, so we need to get you some more. Meet me at Crystal's Boutique and Lingerie at 4pm sharp tomorrow, so we can go shopping together. After that we'll have a proper dinner on me. :)

Aaron: I'm looking forward to tomorrow. I'm excited to get to know you better.

After responding, Aaron immediately looked up what a female-led relationship was, as he had not heard the term before. It was exactly what he imagined. Simply a relationship where the female took the lead with the more dominant or alpha role. Aaron's mind quickly was reminded of Emma's book, where that was exactly what happened. Emma's main character had taught a man similar to himself to let go and allow her to take charge. In the end, it seemed to have led both of them to being more open and honest with each other, and Aaron wasn't opposed to that outcome in a relationship with Emma.

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Emma waited eagerly for Aaron at the lingerie shop. Finally, she had found someone who seemed to fit what she was looking for in a relationship. Someone willing to give up control and be honest with her.

Emma had thoroughly enjoyed her first date with Aaron. He was so cute when talking about he family, and the slight flush on his cheeks whenever she called him a "Good Girl." She couldn't help, but giggle about it now.

Before the coffee date, Emma was so nervous that she might have been pushing it to far by asking Aaron to wear the panties, but she was so excited when he took it in stride and actually put them on without questioning. It was such a turn on for Emma to have exerted that level of control over someone else. She masturbated for a while just thinking about his cute ass in those feminine panties. Emma looked forward to hopefully seeing him blush more today, as she bought him a whole load of panties to replace the rest of his underwear.

Though the best part was honestly that the two of them seemed to have so much in common. If this budding relationship went right, Emma was going to make this darling hers by the end of the year. Within a year's time, he would truly be her "good girl" with his consent of course. As long as her book sales continued moving a long so well, they wouldn't have anything to worry about financially either. Oh the day dreams Emma had of their future. It was enough to make her want to sneak off to her car to rub out a quick one.

Just as Emma had that thought, Aaron pulled up in his car to the store. Wearing another generic geeky t-shirt and some cargo shorts, just like when they first met at the bookstore. Though this time, she could see the hem of his panties peeking out the back of his shorts, as he struggled to get out of his car. Then as he walked towards her, she saw the slight hard on he had in his panties. Oh, she was going to have so much fun with him.

"Oh hello, my good girl," Emma said with praise, "It looks like you were just on time. Now let's scurry on inside, I'm sure you don't want too many people seeing you shopping for panties. Though with time, you'll get used to it."

Aaron just nodded while blushing as the two of them walked into the store. Emma's heart jumped with giddy joy teasing him.

Inside the store, Emma and Aaron were faced initially with the boutique part of the store, which had various sundresses, jumpers, strapless dresses, and more. However, for today they were just here for the panties, which was in the middle of the store, as Crystal's transitioned to its more risqué merchandise.

"So Aaron, do you remember why I said we were coming today," Emma asked with wanting to hear him say it out loud.

"Well, umm, I believe I recall you saying it was because I needed more than 1 pair of panties," Aaron stuttered as one of the blonde store clerk looked up and smirked to herself without acknowledging the newfound couple further.

Emma responded with an acknowledging tone of a teacher who recognized the naivety of her student, "How sweet my darling. You are correct on the basic front, but do you understand the purpose?"

Aaron hesitantly responded uncertain of an answer, "Um, I'm not quite sure."

"Well, my plan for our relationship is for me to be the one wearing the 'pants in the relationship' as most men like to say. Though since I do enjoy my personal femininity, I figured it would be best to acknowledge your place in our relationship through you wearing the 'panties in the relationship' so to speak. Does that make since?," Emma asked awaiting her new squirming boyfriends reply.

"I suppose so," Aaron uttered hesitantly.

Noticing Aaron's uncertainty, Emma decided it was best to check in on him. "Darling, I want you to understand that as I pursue this 'Female-Led Relationship' everything isn't just for my pleasure. I want you to be completely comfortable in how we proceed. If you feel that what I'm asking of you right now is too much, then we can come back another day."

Vocalizing more firmly with a pep in his step, Aaron asserted, "No, I really am fine with this. I'm sorry, I'm just new to all of this, and I don't want to let you down." Then with a slightly quieter voice continued stating, "I also just am excited and I'm not sure how to respond."

Emma just wanted to hold Aaron right there in her arms and tell him everything would be alright, and she would protect him from everything, but no that would have to wait for another time. Instead she added, "Thank you for be honest with me. I know just the right way to proceed. Let's buy you some cute panties." At that moment, she jumped up and down with glee screaming a bit too loudly and getting curious looks from the store clerk again.

Over the next hour or so, Emma gave a tutorial to Aaron on all the different types of panties and fabrics used to make them. His sheepish looks of glee had her getting wet in her own panties. In the end, she bought Aaron a little bit of everything including about 10 pairs of woman's briefs, some bikini briefs with a floral pattern in the back, a couple of thongs and seamless panties, and even a G-String.

The part Emma savored the most was seeing him try on each and every single pair of panties. She couldn't help but smile, and the whole experienced had her so turned on. This was a fantasy she had never been able to play out before, slowly guiding her "boyfriend" to discover the feminine side. Any of her previous partners had laughed when she even suggested trying her own panties on in the bedroom, and here Aaron was shopping with her on a second date.

Emma decided Aaron needed to go ahead and change into a fresh pair of panties for the rest of their date. She asked him to wear a red velvet pair of the bikini briefs with the floral pattern in the back because she had some plans with Aaron later in the night and want Aaron to be as sexy as possible when she had her fun.

Aaron himself seemed to have fun with the whole experience up until they went to the cash register, and Emma had to ask the clerk to scan the torn off tag on the pair he was wearing. Emma just looked at the clerk nodding knowingly, as she giggled a bit looking Aaron, who seemed to realize exactly what was going on and was eager to get out of the store with Aaron.

From there, Emma put the bag of panties in Aaron's car and told him that as soon as he got home, he was to throw away his remaining men's underwear. If he needed more panties, the store had her card on file and he could just purchase them himself.

They then went to the Italian pizzeria a couple doors down, where she ordered some wine and a medium pepperoni pizza for them to split. As they were waiting, Emma proceeded to ask, "So, how was that experience for my good girl?"

Aaron candidly remarked with mixed confidence, "I'm still utterly uncertain. On one hand, the whole experience was titillating, as I was a bit turned on the whole time. On the other hand, I was extremely worried someone I knew might walk in and see me shopping for panties for myself."

"Well, I hope to enlighten those first feelings further," Emma disclosed with a seductive glance, "but we'll need to work on those later feelings. I don't want you ever feeling any level of discomfort around me. I'm here to help you find your true self."

Emma stopped a second as the waiter refilled both their waters and she took a sip of her wine waiting for him to move along before continuing. With that being said, I would like to get to know you on and deeper level, and vice versa. "Can you tell me where you feel most vulnerable on a daily basis?"

Aaron hesitated for a second, which changed to a more lengthy consideration of her question before thoughtfully responding. "Well, I hate being perceived by society. The daily angst I have over worrying whether or not some likes me is so disconcerting. I've been on my own for so long now that I have nothing to do but fret over my own anxiety it feels."

Emma couldn't help but reach under the table to hold Aaron's hand. Society had let him feel vulnerable at every turn, and all she wanted to do was patch up the eggshells that had broken around him. She took a minute to just deeply look into his eyes before softly replying, "It's okay. You don't have to do it alone anymore."

Aaron seemingly looked back at her with tears as the waiter interrupted their moment with the most untimely but delicious pizza either of them had seen.

After about 5 minutes, they had both torn through the pizza, as Aaron respectfully asked Emma with a piercing arrow while she was finishing her last slice of pizza, "what makes you feel vulnerable as well?"

Emma's mind just went quite for a minute, as she contemplated Aaron's question forgetting about the pizza sauce on her right cheek before finally responding. "Well, I guess it is conformity. I'm tired of society telling me I have to abide by their perception of the way the world works. I want to forge my own path and my own reality, so to speak. I grew up the perfect gem for people to hate who I became anyway. I'd just rather be happy with myself and my own path at this point."

Aaron didn't have to say anything to Emma. She knew he understood. Their dinner finished shortly thereafter, but that wasn't the end of the night. Emma texted Aaron her apartment, which was around the corner, and told him to come there for a sweet treat.

Emma had other plans than eating ice cream and she only had a couple minutes to get ready for Aaron, who had been such a good girl all day. Emma decided to go for more of her "mommy" domme vibe today, since Aaron hadn't been too naughty. She put on some soft white nylon pantyhose with a sold black lingerie one-piece made of silk that had enough of a v-neck that Aaron would have a good view of his cleavage, and just as she was finished getting ready Aaron knocked at her apartment door.

As Emma opened the door, Aaron blushed while his cock seemed to get hard in his panties. Emma grabbed Aaron's hand guiding him into the apartment and closing the door behind them before continuing on into the bedroom.

Once their Emma told Aaron, "You've been so good today. I thought I would reward you, my good little girl." Emma hesitated before remembering. "Oh, and while we are in the bedroom, please call me 'Mistress' or 'Mistress Emma' unless I tell you otherwise."

Aaron looked eager, but also flummoxed and continued to not be able to say anything, which just made Emma more giddy and excite.

"Now, won't you be a good pet and take off all your clothes except your panties, Aaron. I want to see that cute ass in those panties we bought earlier. Oh, and if anything we do tonight makes you uncomfortable, please say 'pepperoni' and I'll immediately stop."

Aaron proceeded to strip for Emma with his ass pointing towards her, which was an added bonus. She loved the way the floral pattern looked against his pink cheeks. When he was done he finally spoke up an asked, "How would you like me to continue?"

At that point, Emma moved to the bed while Aaron looked at her longingly and used her pointer finger to guide him over before telling him to sit in her lap.

"Today Aaron, is about your pleasure. I just want you to feel safe in my arms, okay." Aaron turned his head nodded back at Emma with approval.

Emma proceeded to wrap her arms around Aaron, as she did so she began kissing Aaron on the neck while playing with his nipples. After a couple of moments of that, Aaron nipples grew hard, as her hand began to drift down towards Aaron's panties.

Once her right hand reached his wonderful floral panties, she had a tough time not just reaching right inside and playing with cock, but she held off and rubbed it from the outside. Aaron began to whimper in her hands. At that point, she couldn't help it as she reached inside his panties working to get him hard.

After a couple more moments, Aaron was hard in her hands as she pulled his panties down revealing his cock, which she continued to slowly tug, as Aaron quietly moaned with each stroke as if he were Emma's instrument.

Emma began to whisper in Aaron's ear. "Such a good girl. I'm so excited to get to play with you." Aaron's moans grew louder as Emma's pace sped up. "Now, if I'm to be the dominant one in the relationship we can't go around with you calling this a cock or dick anymore can we?"

Aaron moan loudly again in her hands, as he turned around to look in her eyes knowingly, as she continued. "No, we can't. This piece of work you call a cock is at best a dicklet, though I would think it would be better if we call it you're clitty. Don't you?" Aaron nodded understanding and moaning with Emma's ever increasing speed.

Emma turned his head slightly, so she can kiss him, as she slowed her pace momentarily. "Now, are you ready to cum my little girl?"

"Yes, mistress," Aaron stuttered.

"Go ahead, my pet," Emma whispered in Aaron's ear. After a few more moments, Aaron came in Emma's grip, as she caught his jizz with her left hand. Not wanting to spoil the treat, Emma licked part of the reward out of her left hand before putting the rest in front of Aaron. "Now, my good girl, we don't waste hard fought rewards." Then, he proceeded to lap up the remainder of his cum from her hand.

At that point, Emma proceeded to lie down guiding Aaron to join her as she cuddled him. After the euphoria faded away, Emma continued on by checking in on Aaron to make sure he enjoyed the experience as much as she did.