The Joy of Looking, Chapter 45

  • Posted on May 9, 2015 at 3:37 pm

By Naughty Mommy

The following week, on Friday night, I received another babysitting assignment at Elaine’s house. Unfortunately that meant a lost opportunity to watch porn with my mom and my sister, as we’d done the previous Friday. But maybe the next night we would.

Anyway, I was dropped off at their house at 7:15, got the kids in bed at 8:00 with no trouble, and then sat on the couch and tried to think of what to do. I’d pretty much decided in advance that more snooping was out. It felt so awful when I confessed about it to my mother, I really didn’t want to go through that again. So, it was boring TV, or reading a book, or… in the back of my mind, I had another plan.

I went to my backpack and got out my secret notebook, the one I never let anyone see. Inside was a very important phone number: Madison’s phone number. I’d looked it up one time, not long after my first thrilling conversation with her, and had kept it ever since but never used it. I was both terrified and exhilarated about calling her. How would she react? Would she be as excited as I was?

There was only one way to find out. My pulse racing, I walked slowly to the telephone and punched in the number.

A deep male voice, probably her father, answered the phone. “Hello?”

“Um, hello, could I, um, is, is Madison there?”

“May I ask who’s calling?”

“Yeah, it’s — oh, sorry, yes, it’s um, it’s Julie, from school.”

“One moment please” — and then a muffled call — “Madison, it’s for you, a Julie from your school.”

A few seconds of silence, and then her voice. “Who? I don’t know anyone named… oh, wait, I think I know who it is…”

“Don’t forget, we have to leave soon.”

Still muffled, “I know, Dad, it won’t take long.”

I was beginning to think this was a very bad idea.

“Hello?”

“Hi, um, Madison?”

“Yes, is this Julie?”

“Uh-huh.”

“Hello, Julie, how are you?”

“Fine, I guess. Uh, how are you?”

“Good, very good, thank you. Was there something you needed?”

My heart sank. “No, um, well, I was just babysitting, and so I thought I’d call you, and, you know, just, like, say hi.” I sounded like an idiot.

“Oh, well, thanks for calling, Julie. But I’m kind of busy right now. Is there anything important?”

“No, um, not at all. I just… um…”

“Okay, so, listen, I really have to go. But thanks for calling. I’ll see you at school , all right?”

“Um, sure. Okay, goodnight.”

“Bye.”

I hung up the phone, disgusted and demoralized. Crushed. Deflated. Humiliated. Pick any depressing word, that’s exactly how I felt, only worse. Sighing, I went to the kitchen. It was definitely time for a stolen candy bar.

As I sat and chewed distractedly on a Three Musketeers, I fumed at her.

How could she do this to me?! After I’d spent all those nights in my bed picturing her naked, imagining us kissing, fantasizing about her as I masturbated. Didn’t she even realize what she meant to me?

No, of course she didn’t. Madison had her own life and her own interests that obviously didn’t include me… interests that no doubt did include boys — yuck!

What did I expect, that she would come running to the phone, breathlessly panting, ‘Oh Julie, I’ve been waiting for you to call!’ Well, yes, that was what I expected, or at least that’s what I’d been hoping for.

As I thought about it, I realized how pathetic I would seem to someone else. I was acting just like everyone said a dumb teenage girl would act — and I wasn’t even a teenager yet!

So, I decided that from then on, Madison would play a much less important role in my nightly fantasies. And I was right, she did. Luckily, however, there were plenty of other girls — both fantasized and real — to replace her in my life.

* * *

To make matters even more aggravating, we didn’t get to watch porn the next night either, because Elaine asked me to babysit again. She called our house early Saturday afternoon, saying she had just heard from an old boyfriend who was in town, and was I available on short notice? I told her I was (while privately rolling my eyes), and so that night at 6:30, my mom dropped me off.

Nothing eventful happened. I didn’t snoop, and I definitely didn’t try to call Madison again. At 1:15 AM, Elaine came back from her date with her old boyfriend. She was in a really good mood and gave me $100 this time. I tried to tell her that was too much, but she insisted I take it, so I did.

On the way home in the car with my mom, I said, “There’s something I don’t understand. How come Elaine Gallagher goes on dates with men, but she only watches, like, lesbian porn? I don’t get that.”

My mother laughed. “That’s not unusual, honey. It doesn’t mean she’s a lesbian in the closet or anything, although she certainly could be bisexual. But there are a lot of straight women who enjoy looking at things like that. It’s very common.”

“Wow. That’s weird.”

“Well, the world is a strange place, darling.” She patted my leg. “And people are among the strangest things in it.”

Kate was asleep when we got home, and Molly was too, of course. It was very late, so I didn’t even try asking my mom if we could watch one of her movies together, although I really wanted to. But she must have sensed what I was thinking (she was good at that), because as she was giving me a goodnight kiss, she said, “I know you’re really eager to have some more fun, sweetheart, and I am too. In fact, I’m working on something special for the three of us, you and me and Kate. Hopefully it will happen next weekend.”

“What is it?”

“Something special, that’s all I’ll say for now.” She smiled and kissed me again. “Now you get some sleep, okay? Goodnight, lover.”

* * *

Elaine called on Tuesday around dinner time, asking if I could sit for her again on Friday night. I said I would, but before I hung up, my mother asked to speak with her.

“Hello, Elaine? Hi, this is Suzanne… oh, I’m glad to hear that… well, we think she’s pretty wonderful too…” she winked at me “…I just wanted to let you know that Julie won’t be available on Saturday this week, in case you wanted her then… yes, we’ve made some plans… all right…” she laughed then “…I’ll be sure and tell her… okay, we will… take care, bye.”

So, that’s where I spent my Friday evening, with the Gallagher brats (no, they weren’t really brats, but you know what I mean). It was boring again, as usual, although I certainly did enjoy making so much money. Elaine gave me $80 this time.

I was starting to wonder what I should do with all the cash I was accumulating. Should I put some of it in savings, like for college or whatever? Or should I blow it on a wildly extravagant purchase? It was interesting to think about. And the other thing to think about was what the plans might be that my mom had made for Saturday. She’d mentioned before that it would be something special. What could it be??

Fortunately I didn’t have to wait very long to find out.

At lunch on Saturday, Mommy told us that a babysitter was coming over to stay with Molly that night. She was taking me and Kate out to dinner, and some other things too.

“Next weekend, Molly, you and I will have some special time together, okay? Just the two of us. Maybe if the weather’s good, we can go horseback riding. Would you like that?”

“Oh, Mommy, could we?” Molly jumped and down.

Our mother laughed. “Sure we can, sweetie, if it’s nice enough.”

We spent most of the day doing chores and reading. It was kind of cold and gray outside. That didn’t stop Kate from going for a long run in the afternoon, though, around the neighborhood. She was working extra hard to stay in shape for basketball. My mom jogged along with her for a while, but then she had to quit, saying she couldn’t keep up.

After Kate got back, she took a shower. When she came downstairs, her hair still wet, Mommy took the two of us aside. It was a little after 4:00 then. The sitter was due in about a half hour.

“So, listen, girls,” she said, “I’ve made some, uh, some special arrangements for later on tonight.”

My sister and I smiled at each other. We had a pretty good idea what our mother meant when she said ‘arrangements’.

“I’d like you to think about wearing something a little provocative, okay? Some clothes, or undies, even, that will make you look and feel like a super sexy young girl. That’s what you both are, of course, and tonight I want to show you off.”

“Wow, Mom,” said Kate, looking at her in awe.

“Could I — is it all right if I wear those really high heels you got me?” I asked.

“Yes, it’s all right. I’d like that. Along with a very short skirt or dress, of course.”

“Wow,” Kate said again.

Then she turned to me, a big grin spreading across her face. “Pink and white tonight?”

I nodded. “Yep, I think it’s time.”

We giggled and ran upstairs to change, holding hands. My sister meant that she was planning to wear the pink and white striped panties and bra that she’d picked out as a birthday gift but had been saving for a special occasion. And I was looking forward to wearing the sexy stiletto heels I’d only worn out of the house once before, on my 12th birthday.

At 4:30, the doorbell rang and Molly ran to answer it. It was Danni! Molly jumped into her arms, squeezing her tightly. As I watched the cute babysitter hugging and kissing my sister, I shook my head and smiled. That certainly wasn’t how I treated Justin and Britney. Very interesting.

Danni set Molly down and complimented me on my appearance. “God, Julie, you look totally hot!”

“Thanks,” I said, turning around slowly so she could see me better.

I’d deliberated over what to wear along with my heels. I thought about a dress but finally settled on a tiny little black knit skirt that clung to me. It was so short I decided I had to wear panties, so I put on the red undies I’d worn when I talked with my mom about finding porn. She seemed to like them. On top I was wearing a tight, thin, red v-neck sweater, with no bra. My nipples were clearly evident. Cinching my waist was a wide black patent leather belt.

In my room, after getting dressed, I’d studied my reflection in the mirror. I looked like a hooker, I thought, a very young hooker. But that was basically the effect my mom had asked for, wasn’t it? I grinned at myself and shrugged, then toddled downstairs on the heels. I still wasn’t very good at walking in them, but I figured I just needed practice.

Kate was in a skirt too, a little denim skirt that came to about mid-thigh and showed off her long slim legs. She didn’t wear skirts or dresses as often as I did, usually opting for jeans or shorts. She also had on a long-sleeved white shirt, untucked, with the cuffs rolled to her elbows. It was unbuttoned as far down as it could go without quite revealing the pretty bra I knew was underneath. My sister didn’t have any high heels yet, but she did have those cute little ankle boots, and that’s what she was wearing. The whole outfit was perfect. She looked so sexy and adorable.

Our mother hadn’t come down yet. Kate and I sat in the family room with Danni and waited. Molly was on Danni’s lap, one arm around her neck. The teenager winked at us and said, “Happy New Year, you guys.” We blushed and giggled.

When Mommy came out of her room and walked downstairs, we all just stared. She was wearing a low-cut black bustier (I didn’t know the word at the time, but later she told me that’s what it was) under a black leather jacket along with a black leather mini-skirt and sheer black stockings. On her feet were extremely high-heeled black pumps. Talk about looking like a hooker!

“Wow,” Kate breathed.

Molly jumped off Danni and ran over to give our mother a hug. “Mommy, you look great!”

We all admired each other for a minute or two, and then got ready to leave.

My mom gave Molly a big hug and kiss, and then she gave Danni a peck on the lips, saying, “All right, you have my cell phone, and don’t hesitate to use it if you need to. I’ll call you later tonight to make sure everything is okay. See you tomorrow.”

Tomorrow? What could she possibly mean by that? But then we were out the door and on our way.

In the car, Kate asked, “Where are we going, Mom?”

“To the mall, first.”

“To the mall?” I asked, but got no response from my mother except a coy smile.

As we entered the mall, she stopped us for a moment. “All right, now, Katie, here’s what we’re going to do. We’re going to walk around for a while, and I want you to tell me if you see any hot-looking girls or women that you’d like to see me with. You know, the kind you’d especially like me to bring home to play our game. Okay?”

My sister’s eyes were wide. She didn’t say anything.

“Julie and I have done this before. It’s fun, you’ll see.” Mommy gave her a kiss on the cheek. Kate smiled.

I looked around and I noticed that some of the other shoppers were glancing at us, a few of them outright staring. I realized then how we must appear: a 12-year-old girl in a tiny skirt and stiletto heels, an even younger girl also wearing a mini-skirt, and the woman with them dressed like a streetwalker. No wonder people were gawking.

It made me self-conscious at first, a little embarrassed, but as we started walking I took a deep breath and tried to analyze how I was feeling.

I was pretty sure Kate wasn’t worrying much about what others thought. She’d always been more confident than I was, more self-assured. And my mom wasn’t likely to be concerned with it either. To her, the most important thing was not what you looked like, but what kind of person you were inside. And she was, without doubt, the best person I knew, the best person I could ever imagine knowing.

My sister and I were pretty good people too, I decided, for kids anyway. So what if anyone thought we looked odd or that we were dressed improperly for the mall. Who cares what they think! We can dress however we want, and if we feel like being sexy, if we enjoy showing off our bodies, then we will. Especially since we were all looking forward to the ‘special arrangements’ my mother had made for later that night, whatever they turned out to be.

I held my braless chest out and strutted proudly.

For the next hour or so, we strolled through the mall looking at all the pretty girls, Kate and I pointing out the ones we thought were the hottest. Mommy especially liked it when we told her what we would want to watch her doing with the women and girls we saw. She gets really turned on when her daughters talk dirty.

“Look over there,” I said at one point, touching my mother’s arm. “See that girl, the one with the pigtails? She’s cute, isn’t she? And just look at her little legs. Why don’t you go over there right now and slide your hands up under her skirt and squeeze her bottom.”

“Ooh, yes, that is nice,” she responded. We were in a bookstore, the three of us standing close together, with no one else near enough to hear what we were saying. The freckled young redhead we were ogling was about 7 or 8 years old.

“I’ll bet she’d really like that,” I continued. “I’ll bet she’s just waiting for a hot grownup woman to touch her and get her excited, making her pussy wet.”

“God, Julie,” Kate whispered. “You’re just… god, Julie…”

“And see that lady over there?” I added. “The one looking at the cookbooks? I think she’s the little girl’s mommy. They were talking earlier. Wouldn’t you like to see them touching and kissing each other? The way you do with me and Kate?”

“Mmm,” my mom said, “if you keep this up for much longer, I might just start grabbing you two, taking off all your clothes and kissing you, right here in the middle of the store.”

“Oh, man,” Kate moaned, sounding very aroused. I looked and her and saw that her face was flushed. She wasn’t used to hearing our mother talk that way in public.

A little while later, we came to the Victoria’s Secret store. Melissa noticed us as soon as we entered and hurried over. “Hi, you guys! Wow, you look fantastic!”

She kissed Mommy and me on the cheek and then winked at my sister. “Hi, Kate!”

“Um, hi.”

Kate was looking at Melissa wide-eyed. This was the first time she’d seen her after learning about some of the things the girl had done with our mother while I watched them.

“What are you guys up to today?” Melissa smiled.

I volunteered, “We’re just walking around the mall, looking for hot girls.”

“You are?”

“Uh-huh,” I nodded. “Just like me and my mom were doing the night we came in here to see you and Tracy, and then, and then all that other stuff we did.”

“Speaking of Tracy…” Melissa looked around the store and finally spotted her friend, waving to her and calling her over. It was February now, and they weren’t nearly as busy as they had been at Christmas.

“Hey!” Tracy called as she approached. She was in a tight-fitting knit dress, dark gray. The dress was very short, showing off her pretty legs, and had long sleeves pushed up to her elbows.

“You’ll never guess what they’re doing today,” Melissa said to her.

“Checking out the chicks?” Tracy grinned.

“That’s right,” I giggled.

“Tracy, I don’t think you’ve met Kate,” Mommy said. “She’s my second youngest daughter. Kate, this is Tracy.”

“Hi, Kate. Nice to meet you!” The sexy blonde held out her hand and my sister took it.

“She’s so cute,” Melissa said. “Do you remember when you were in here on your birthday, Kate, and I helped you try on some things?”

“Uh-huh,” Kate answered shyly. It was amusing to see her this way, her usual cockiness nowhere to be found. But then she said, “I’m, uh, I’m wearing some of it now. I mean, um, you know, the pink and white panties and bra that I got.”

“You are? Ooh…” Melissa looked her up and down, obviously trying to imagine her in her underthings. Kate blushed with the attention, but she smiled too.

My mother looked at her watch. “We can’t stay long. I just wanted to stop in and say hello. And have you meet Kate.”

“I’m glad you did,” Tracy smiled. “I’m happy I got to meet her.”

Melissa said, “It’s great to see all of you. Maybe we can… get together some time.”

“Yes, that would be nice,” said my mom. “I’d like that very much. I’ll call you, okay?”

She kissed both girls on the cheek, they kissed her the same way, and then we left. When I glanced back in through the window, Melissa waved sweetly to me and blew me a kiss.

“I really like Melissa,” I said, to no one in particular.

“I do too,” my mom replied, squeezing my hand.

A short walk took us into another corridor of the mall, and there we arrived at Grayson’s, a classy upscale furniture store. This was where Mommy and I had briefly spoken with a gorgeous brunette named Carla on that memorable night a few months earlier. As soon as we came around the corner and saw the store, I started thinking about her again — and a moment later, there she was, standing right in front of me!

“Good evening.” She smiled warmly at us and took my mother’s hand. They exchanged kisses on the cheek.

I stared at Carla, admiring her exotic almond-shaped eyes, her wide mouth with ruby red lipstick, and her delicate pale skin. Then I looked at the rest of her. She was wearing a knee-length pencil skirt, deep brown, with matching pumps and dark nylons. Her creamy satin blouse had french cuffs and was unbuttoned low enough to show some cleavage.

My mom introduced Kate to Carla, and they shook hands. Then Carla said, “I’m all set. Let me just get my things.”

She walked toward the back of the store, her hips swaying in the tight skirt. My pussy tingled as I imagined seeing her naked with my mother later on that night. That’s what I hoped would happen, anyway.

Continue on to Chapter 46

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