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Shopping for Love

A Very Personal Shopper

By Mairead JennerPublished 6 years ago 17 min read
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Chapter 1

It had been a one of those really hard days and I couldn’t wait for the day to end, so I could go home. As I waved goodbye to another satisfied customer as she left the boutique store, I glanced up at the clock on the wall: I was glad to see that it was nearly time for my shift to end. So I went back to the table that I had been working on before my last customer, Dr. Rachel Winslow, had come into the store and grabbed a stack of shirts from the cart; I heaved a weary sigh, loaded the shirts onto the table, and began to sort through them.

Don’t get me wrong, I really enjoy being a personal shopper and when I was offered this job in the upscale clothing boutique where I now work, I just couldn’t pass it up, but a hard day is still a hard day! At the age of 23, it is the perfect job for me; I mean, who doesn’t like shopping? I love it, and getting paid to spend someone else’s money is an absolute dream.

As I re-folded the shirts that had gotten messy over the course of the day, I heaved another tired sigh of relief, because I knew I would be finishing soon. We had been really busy all day and I was so much looking forward to enjoying a little bit of downtime. As I continued folding the shirts, I heard the entry bell on the door ringing and looked up to see Mrs. Lily Jacobson entering the boutique, and I just wanted to crawl into a hole and hide away from her. Because, from past experience, I knew that this woman was an absolute "bitch in heels," and she always picked the worst times to grace our store with her presence; we were so near to closing time.

There was only one thing Lily Jacobson was good for, and that was for being a large tipper. Well, alright, maybe two things; she was also one of our really big top spenders, and that was good for the store, and good for me, of course. Of course, I couldn’t crawl into a hole and hide, I had to greet her and be cordial, and I had to be polite. So, I put on my brightest smile and I waved as she approached my table. “Good afternoon, Mrs. Jacobson, would you like a glass of Champagne?” I asked, sweetly. My face was actually hurting because I was smiling so hard.

She glanced at me, but barely made eye contact, as she answered. “No,” she said, and immediately moved off and started looking through some tables.

However, I persevered. “Is there anything you need any help looking for today?” I asked, trying to keep my positive attitude.

She gave me one of those "stink eye" stares and shook her head. “If I need your help, then I will ask for your help,” she snapped, rudely. She then mumbled something along the lines of you get rotten help in a rotten boutique, but I had to pretend that I hadn’t heard what she said and ignore her.

“Okay, but if you need anything, then you know where to find me,” I said, pointing towards my cart and the table beside it.

She nodded her head but didn’t even look up, so I went back to my own table and began re-folding shirts again. Lily Jacobson started rummaging through tables and tables of apparel, and then she hit some of the clothing racks. I kept my ears open for her, because I knew that the moment she needed something, I would have to run to her. I was re-folding a few more shirts and emptying the cart, when I heard her snapping her fingers, impatiently.

I looked up quickly, and saw that she was staring at me. “Don’t just stand there, girl!” she barked out.

I sprinted across the store, until I reached her. “How may I help you, Mrs. Jacobson?” I asked, as politely as I could.

“What do you suggest wearing with this color?” She held up a royal blue scarf.

I stared at it and mentally painted a picture in my mind. “Well, are you looking for a shirt, pants, or shoes, or…“ I started to ask.

She rolled her eyes at me. “Amateurs,” she muttered. I forced myself to hold back an irate word or two that I wanted to spew in her direction, but I said nothing.

“I can’t wear just a pair of pants with a scarf, can I?” She glared at me, like she wanted me to answer her, but I didn’t dare. “I need the whole outfit!” she replied, giving me a look of someone she wanted to kill. I acted professionally, like it didn’t bother me one bit to hear her words. I held up a shirt and told her I thought it would look lovely with the scarf, and it would match her eyes. She just frowned and snatched it from my hand.

She held the shirt up and, turning from side to side, she looked at her reflection in the mirror. “Mmmm… I don’t know, find me something else!” She tossed it back to me and I moved with her onto another table. I showed her three more options, before she eventually settled on the top she wanted.

We then worked on the pants, shoes, purse, and even finishing up finding her a matching hat; the hat was probably the biggest issue she had to decide on. She held it up and even looked to me for my opinion. We are supposed to give our honest opinion, so I decided to do just that. I scrunched up my nose. “I think it will clash with the scarf,” I said, and looked around, reached out, and grabbed another one. “What about this one?” She gave me a disdainful look, put it on her head and turned towards a mirror. After looking at herself from different angles, eventually, she shook her head and handed it back to me.

“No, I like my choice better, besides, what do you really know about it? You’re just a personal shopper, you can’t afford to buy any of these things, so how would you know?”

I felt really upset that she made such a belittling comment; however, even though I was angry, I just had to let it ride. Nevertheless, I’m sure that my face must have looked as red as my red hair. As a personal shopper, you could be honest as the day is long, and yet still not convince some shoppers. I stepped back and decided that I wouldn’t give her another opinion about it, but I knew I’d have to. Even though it was clear that she would never agree with any opinion I gave, because she just wanted to prove me wrong.

With a fixed smile, “Are you finished, Ma’am?” I asked, still keeping my composure.

She looked around the boutique and her eyes landed on another counter. She walked over to it and picked up a cashmere sweater: which was as blue as Lily’s eyes. “Margo, what do you think of this sweater?” she asked, holding it up in front of her.

“It’s Maggie,” I mumbled, “My name is Maggie.”

“Oh, whatever!” she huffed, and flapped her hand, not really even wanting any response from me.

I thought about what she really wanted me to say and it was easier to do this time. “That sweater,” I said, “it brings out the blue of your eyes. I think it’s a perfect choice.”

Lily looked at it, like she would not even consider buying it. I wanted to scream that, no matter what I suggested, she would never be happy.

After a couple more minutes, she walked over to her order and put the sweater down on top of her other items. “I’m finished,” she snapped.

I tallied up her order and gave her the grand total, and she didn’t even bat an eye at the considerable cost of the clothes she had just bought. After I loading up her purchases, she paid me in cash and told me to keep the change. I wasn’t the least bit surprised to discover that she had left me a hundred dollar tip.

“Why, thank you very much Mrs. Jacobson!” I said, with a bright smile.

She nodded. “Have a good day, Margo.” As she turned around, I rolled my eyes behind her. I wanted to give her the finger but I had to keep control of my feelings, so I just sighed with relief when she was gone and out of the store. She always made me feel like I wanted a drink, and today was no different. I went back to the table and grabbed the empty cart. Looking up at the clock again, I gave another sigh of relief when I saw that it was time for my shift to be over, so I could leave the store.

Chapter 2

After my bruising encounter with Mrs. Jacobson, when the store closed, I was going to head for the nearest bar. I thought I’d have to have a drink alone; however, fifteen minutes later, there I was rambling on about Lily Jacobson, to my co-worker from the boutique, Michael. He had surprised me by saying, “I’m going for a drink when we close up. You sound as though you could do with a drink too, so would you like to join me?”

I had laughed, out loud. “You must be psychic,” I said, “you just read my mind, c’mon let’s go!” We were both laughing as we walked out to his car; and, after a short drive, we ended up at a nearby place called Chester’s Bar and Grill. Michael gave our order to the bartender; and, when he served us our drinks, I immediately started to chug mine down, to drown out my sorrows.

Doing his best to feed my ego, Michael said, “You do realize that Lily Jacobson just doesn’t know what class is when she sees it, right?” he asked, drinking his beer and peering over the top of his bottle at me.

I laughed and nodded; then, putting on a comically false pose, I said, “Yes, of course, I’m fully aware of the fact that I’m 23, I’m young and incredibly beautiful, and that spiteful, middle-aged woman can’t hold a candle to me.” I snickered at my own joke, and took another long drink of my martini.

Michael chuckled. “That’s it, you tell em, tiger.’” He playfully patted me on the back, as he spoke, and we continued our companionable drinking. Despite wanting to forget her, I couldn’t stop thinking about Lily Jacobson; her inconsiderate behavior resonated so deeply with me.

I suddenly burst out,“Can you believe it, that old bitch honestly thinks she has more style than I do?” I was slowly starting to feel the effects of the liquor, and I laughed at what I’d just said. As I was speaking, I noticed Michael’s face had suddenly turned a bright shade of red, and he discreetly pointed a finger behind me. I twirled around to find Tiffany Jacobson, Lily’s daughter, standing right behind me. I was too buzzed to even care that she’d just heard me trashing her mother, so I just smiled at her. “Hey, Tiff...how’s it going?”

She glared at me. “It’s Tiffany, to you,” she snapped, “And what the hell do you think you are doing, talking smack about my mother?” I was puzzled by what she said, because I couldn’t detect any anger in her voice, and her face showed a distinct lack of emotion.

My mouth opened, but no words came out. This was going horribly wrong and I needed to backtrack quickly, or at least that’s what I thought until Tiffany started laughing hysterically. “Oh my God...the look on your face is just hilarious.” She cackled a little bit more, before admitting the truth. “You’re absolutely right, I can’t stand the bitch either.”

My mouth dropped. “What?” I asked.

She grabbed the stool next to me and called out. “Bartender, give us each a tequila shot and a beer, and keep, em’ coming.” The bartender jumped, quickly, as she snapped out her order. It seemed that this was the way things happened, just like when her mother, Lily, gave an order. It appeared that no one seemed to be able to react any differently around the Jacobson women: like mother, like daughter!

Much to my surprise, Tiffany immediately started going on and on about her mother, “Did you know she’s an habitual drunk too?” she asked.

I didn’t answer, I just glanced at Michael and saw that he was staring hard at Tiffany. However, that had nothing to do with what she was saying about her mother, and more to do with the fact that Tiffany was a very attractive blonde, with perky tits that popped over the top of her blouse. I just rolled my eyes at him, and looked back at her as she continued.

“Yep! We have wine and liquor cabinets at home and mom drinks, at least, two bottles a night.” She grinned. “I sometimes think it’s because she knows that liquor brings out the worst in her, but I sometimes I think it’s so that she can get through her marriage with my dad.” She laughed and chugged down half her beer. Then, she put the beer down and said, “Okay, are you ready, on three, let’s all do the shots.”

Laughing, Michael and I both agreed. She counted to three and we all downed our shots in one go; and after the martini, mixed with the beer, the strong tequila spirit made my head spin a little, but in a good way: so, I just wiped my mouth with the back of my hand, and heaved a relaxed sigh.

“I never knew this about your mother!” I slurred the words a little, and I hiccuped when I reached the end of the sentence and that made Tiffany laugh.

“There are lots of surprising things you probably don’t know about our family.” She winked at me.

I nodded. “I’m sure you’re right,” I said, a little confused, and not knowing what else to say.

She grinned. “Look, I have a great idea, let’s all go back to my parent’s house.”

I really wanted to say that I should probably get a cab and go home; but, after all the alcohol I’d drunk, I reluctantly agreed with her, and Michael seemed all too eager to comply. Tiffany called a car for us and we waited inside the bar until the car arrived. When the car, a luxurious looking limousine; rolled up, the three of us left the bar. As I clambered unsteadily into the car, I couldn’t help but admire the rich fittings. I was in awe, open mouthed, as I had never seen anything like this before.

Tiffany seemed to notice my excitement and said, “The car is fully stocked, so do you want another beer?” I glanced at her and she winked at me again. I was on the verge of saying no, when she popped off the cap and handed it to me. So, we all enjoyed a beer on the way to her parent’s house; and, after yet another beer, I started to feel much more comfortable in Tiffany’s company, than I had been when she had first showed up at the bar.

Chapter 3

When we got to the Jacobson mansion, we stumbled out of the car and we were all laughing at every stupid thing we said. Tiffany led us to an incredibly beautiful pool house; and, as you can guess, by that time, I was definitely feeling the effects of the alcohol I had consumed. I couldn’t even see straight; but, I can tell you that we were all in the same predicament: well, that many drinks does that to a person, doesn’t it? Once we were in the pool house, Tiffany took hold of me, and maneuvered me across the room.

Then, placing her hand on my chest, she pushed me down on to a sofa. Surprised, I looked up at her, not knowing what she was going to do, as she moved in closer and straddled me. My body was already feeling warm from all the liquor that was coursing through my system, and when Tiffany wrapped her hand around my neck and came in for a kiss, I didn’t know how to react. I can only put it down to all the alcohol I had drunk, and I had a moment of madness and went for it. I was so surprised when found that I was actually enjoying her kissing me, that I inched my hands up under her shirt and started lifting it off, over her head.

We parted, just long enough to get her shirt off, and I had been right, her tits were really perky and I was surprised at myself because I suddenly found that I wanted to taste them. She tore my shirt off and our bodies came together again and we started to move in a rhythmic fucking motion. Then her tongue slipped in between my lips and she kissed me deeply, with a fierce hunger. With my eyes closed, I reached behind her, to release the clasp on her bra. However, as I did so, I felt it fall away from her body, and when I opened my eyes and looked up, I saw that Michael was standing behind her, and that he had done the job for me; then I saw Michael’s hands reach forward and he started massaging Tiffany’s tits.

It got me really excited when I realized that this was about to turn into a threesome, so I quickly started to pull off my pants. Micheal sat down next to me, and I saw that he was naked, and his cock was standing at attention. As soon Tiffany saw it, she was off of my lap and kneeling down in front of him, and was eagerly sucking his dick right into her mouth. As she did so, Michael’s body stiffened beside me, and he began to groan with pleasure.

I stood up, leaned over, and placed my lips on his and I saw his eyes widen in surprise, but then he grabbed my head and hung onto the kiss. So, there I was, passionately kissing Michael, while Tiffany was sucking his cock. He was busy pumping his cock hard into her mouth, when, pretty soon, I suddenly felt him go rigid and bite down on my lips. It was evident that he was gushing his load into Tiffany’s mouth, so I broke away from the kiss, because he seemed as if he had already lost interest in me.

I looked down at Tiffany, and saw that she had a string of Michael’s cum hanging from her lips. I felt jealous, because I realized that I wasn’t going to have Michael inside of me tonight. The fact that he hadn’t even looked at my own large tits, convinced me that he wasn’t interested in me. He had Tiffany, and that’s all he seemed to need: for now, at least. I felt a bit sad that I was just an extra person in their way. So I pulled my pants back on, and buttoned them up, grabbed my shirt; and, as I headed out of the pool house, I could hear their enthusiastic groans beginning to intensify.

Disappointed, I finished pulling my shirt on, and decided to take a stroll through the house. The place was absolutely huge, like something that was usually the home of a big movie star, but I tried not to be jealous. As I quietly wandered in to yet another room, I spotted Rick, Tiffany’s Dad, and Lily Jacobson’s husband. He was sitting at a bar, with his back to me, and he had his laptop pulled up, so I quietly moved closer behind him, not wanting to interrupt whatever he was doing. However, curiosity got the better of me, because I wanted to see what he was watching. When I got closer, my eyes grew bigger: I could see that he was masturbating while he watched whatever was playing on screen.

One hand was very gently stroking his really big thick cock, I could see blue veins running down it: and, he held a drink in his other hand. His eyes were latched onto the laptop, which led me to believe he had porn pulled up. I gasped, and desperately wanted to get out of there, unnoticed, but it was too late. He must have sensed me behind him and he turned his head around, and his eyes met mine. He didn’t look away, he kept on stroking that big thick cock, until I saw his face contort and his eyes close, when I heard him groan, I realized that he had finished the job.

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