Shopping with a Special Friend, 1997

Shopping with a Special Friend 1997


Saturday March 22nd, 1997
Over the years I have made some delightful friendships over the internet and the most recent, we shall call “Ed”, was a delight as he emailed me and we got to know each other over the internet back and forth and then eventually, we planned a “date” or more importantly an outing together on a Saturday for some much needed shopping.

As soon as Ed and I planned the date when we would go out shopping, I started to immediately start a list of things that I required to pick up when out, and the list grew as the date arrived closer. One thing we did agree on was that we would shop at Square One in Mississauga, my favorite mall in the whole world!, and stop for lunch.

I asked Ed what he liked to see in a woman, as far as clothes go, and we chatted back and forth and Ed told me the types of outfits he likes to see women in, and basically, a “smart sweater and lovely little black leather skirt with 3” high heels, and of course Obsession perfume”, was the thing he wanted to see, and that is what we initially planned for. As the date drew close however, and the thought of going to a shopping mall in a more “business look”, with the higher heels and shorter skirt, did not make sense for a Saturday afternoon, it would be perfect for a business day look. So with the help of Sharon, I scanned my wardrobe and we both agreed, lower, 2 1/2” black heels and a more “casual” skirt was the perfect look, so a just above the knee length jean skirt with buttons up the front, was the perfect match to a white wool knit turtleneck sweater, nude pantyhose, and 2 1/2” black heels. I toyed with the idea of a green turtleneck sweater, and short black and green kilt, but again Sharon agreed that it was too “business” for shopping, so the sweater and jean skirt stuck.

With the outfit chosen and plans firming up for the Saturday morning, I began compiling a list of things I needed to shop for and places we needed to stop and Ed was excited to escort me on what was planning to be a very exciting day, and up until the morning we met, Ed and exchanged emails both detailing our progress, so things were getting set. So the list as things got close to the date was:

· A hunter green hair net
· A bra, not underwired, but light support
· Pantyhose, sheer beige, 10 denier
· A trip to the Thrift Shop for a leather skirt, white strappy heels and of course a Bridesmaid’s dress
· A new strapless bra, potentially a “convertible bra”
· Fabric for a dress I am having made
· Pick up a dress and skirt from my seamstress
· Shop for a new leather miniskirt
· Mascara

The morning arrived and I was buzzing with excitement, as now the list not only included some shopping at my favorite mall, but a few stops in between, and I could not wait to get out and have some fun!.

I got comfortable and new that Ed would be arriving at 11 to 11:15am and that he would be calling before he left the house. So I slipped into my lingerie for the day, and that included a emerald green lacy pair of panties, a new white lacy underwire bra, a lacy white camisole and a sheer pair of nude pantyhose. I slipped them on, then my pink silk makeup robe and low black heels (to avoid putting a run in my new sheer stockings), I felt my legs and they were silky smooth and wondered that if Ed reached over to touch them while driving, I am sure he would enjoy them, I then headed to the bathroom to get my makeup on for the day.

After making sure my foundation was perfect, I applied my eyeliner, carefully, not too dark and not too light, I wanted to give a little colour to my face, but not enough to look out of place for a shopping mall on a Saturday afternoon. I then applied a light coat of purple eyeshadow to the lower lids of my eyes and then a light pink to the upper and a dash of darker highlighter to the outer lids then blended it in. as I looked at the mirror I liked what I saw and knew Ed would as well. I then finished my eyes with a coat of Mascara and viola!, they were perfect. Then came my blush, light, but enough to give me a fresh glow, and finally, my light pink lipstick. As I applied the lipstick, I looked at myself in the mirror and decided that I would pack my lighter and darker lipstick of the same brand just in case I wanted a more dramatic look as the day progressed.

With my makeup complete, then proceeded to apply my nailpolish for the day, and I decided on a medium shade of red as I was not sure what colour my lips would be at any given time, so I then sat down and applied my nail polish and then looked at the clock, 10:45am!, oh no!, Ed had not called, was their a problem?, I hoped not, but alas, 5 minutes later the phone rang, and it was Ed, only a few blocks away!. I asked him to give me a few minutes and to come by around 11:10am to give me enough time to get ready for him.

I then quickly started to finalize my look for the day, I slipped on my gold anklet to my right ankle, and then took a pair of gold dangly earrings, and a good healthy dose of Obsession perfume, on my ankles, wrists and behind my ears, and then I started slipping into my clothes for the day. First it was the skirt, and as I slipped it up, I gave it a little extra tug at the top to let it ride a little higher, then my turtleneck sweater, making sure not to smear it on my face, and viola!, I was ready.

Final preparations included, packing a tote bag with my higher 3” black heels, as I wanted to wear them for Ed right from the start, but decided that for lunch, I would darken my lipstick and slip into the higher heels for a sexier look, and I am sure Ed would agree. Also, I packed some pictures from my “vanity” photo album, and then slipped in my purse and I was almost ready to go. I then took my winter coat from the closet and set it in the kitchen to get ready for Ed to arrive.

It did not take long before the tap at the door came and there was Ed, I opened the door and as Ed and I met, he looked me over and I am sure he liked what he saw, and smelled. I slipped on my coat and Ed and I made small talk and after a mad dash to get my house keys, Ed and I were off to our first stop.

I had not told Ed what our first stop was, as I did not know if Ed knew about the Amity’s and the Goodwill’s and those types of thrift shops to save a ton on clothes, and find some great bargains at next to nothing prices. So Ed being the gentleman, helped me into the car and we were off to our first stop, and that was a thrift shop not too far from my house. I tried as much as I could to stay modest I slipped into the car, but the jean skirt I was wearing naturally rode up, and since that happened, I decided to open my jacket and let Ed see what we had talked about, a silky set of legs out from underneath a short skirt next to him as he drove.

As we pulled up, I found Ed was not surprised, he had known about these places and we proceeded to go inside and start to look around, and I found I was in heaven!. Of course the first place I headed for was the bridesmaid/formal/special occasion dress section and started to look for that special dress, but as with these places, it is like rolling the dice, sometime you win, and sometime you lose, and today, it was “snake-eyes”, as I found nothing I really liked. Next was the “suede and leather” rack, a place were all of their suede and leather skirts were, and once again, nothing really worth even trying on, all super small sizes, three’s and five’s and such, way too small. Then the last place to look in the store was the shoe area, and once again, nothing really to try on or was what I was looking for, but I just chalked it up to bad luck, gathered Ed and we left for the next location, a place to buy fabric for a dress a friend was making for me.

So Ed helped me slip back into the car and off we went to the next stop on our journey and that was “Fabricland”, a large fabric store close to the first stop, and the purpose was to find material for a dress I am going to have made.

Once we arrived that the store, I took the lead and found a saleswoman and explained that I was having a dress made by a friend and was not sure about what material I was looking for, and proceeded to take a printed black and white picture of the dress out of my purse and showed her, and she commented, “what a lovely dress, I wish I could find a friend to make me a clothes like that”, and I explained that I was looking for lace over satin. She then gave me an education, with regards to fabrics and explained that it would actually be two dresses in one as I doubled the material. She was very helpful and we together found a royal blue satin and lace material that worked out perfectly. I asked her about a jacquard material, and she was not aware of any in the store. So at that point I decided to talk to my seamstress before making any final decision on purchasing the fabric. So, after thanking the saleswoman and gathering Ed, we left for the next stop of the day, and that actually to the other side of the building we were in to pick up a dress and skirt that I had dropped off to be worked on by my seamstress, Maria.

Ed was once again a gentleman and helped me into the car for the short ride around the building to see my seamstress. We arrived and I lead the way into the store and almost right away, my seamstress Maria, came and greeted me by name, “hello seniorita Jennifer”, how are you?, she was working with another customer, but eventually came out with my skirt and dress and told me the amount and I paid for it, nothing special, but I always like seeing Maria.

After Ed and I had left the store, we were off to Lunch at my favorite restaurant, Mugginess restaurant in Mississauga. Once again as I slid into the seat, by skirt naturally rode up for Ed to see, and I opened my jacket, and allowed Ed to see the show.

The ride to the restaurant was nice, and Ed and I exchanged small talk, and as we pulled into the parking lot of the restaurant, I dug into my purse and grabbed my darker more formal lipstick, compact and started to apply a coat. Once that was done, Ed came and opened my door and I reached back into the car and pulled out my 3” black heels out of my tote bag and slipped off the lower ones and into the higher ones and I was all set. Ed then took the lead and opened the door of the restaurant and soon we were greeted by a hostess and she asked were we wanted to sit and Ed instructed her that we require a non-smoking booth and she lead us to the table were Ed and I sat down and got comfortable.

Before we ordered dinner, I took a trip to the all familiar ladies room of this restaurant, one of my favorites and once inside I noted they did not have there usual bouquet of flowers at the vanity mirror as well as I was the only woman in the room, and proceeded to a stall to do my business, and when done made my way to the vanity mirror and checked my outfit in the full length mirror, touched up my hair and I was back to the table to see Ed. We ordered a light lunch and a drink, and continued getting to know each other, and before long it was time to go, of course Ed was once again the gentleman and paid for lunch, and one last trip for me to the ladies room, and this time it was a full house, I actually had to wait for a stall, yesh! women’s washrooms are so small!. Once I had finished my business, I left the stall, and join another girl at the mirror, and as she fluffed her hair, I applied another coat of formal lipstick, I decided “what the heck”, might as well, as it did look great. As I finished up, I looked at the other girl in the mirror and we smiled at each other, typical when two women are at the vanity!.

I went to put my coat on, and Ed, again was perfect, came and helped me slip it on, and I was not used to it, but appreciated the effort all the same. We made our way to the car and Ed opened the door for me, and I decided to leave on my higher heels and as I slipped in, allowed my skirt to ride up again, except this time, as Ed walked around the car to get in, I purposely slid it up just a bit higher, exposing maximum leg, without going too far. Ed was aware of the leg exposure, and as the ride to Square One shortly got underway, I felt the warm touch of Ed’s hand on my very exposed thigh and did not make any move to stop him from enjoying the very sheer and silky stockings I had worn just for him, I looked over and smiled and gave an “OK” look that gave Ed the green light to enjoy the thighs I had put before him. The ride continued to Square One, and I took Ed on the “long way” so that not only could we chat some more, but he could enjoy my legs, and I was enjoying the attention as well, so many memories of other wonderful times flooded back to me. Ed had his hand on my thigh whenever he was not shifting the car, and it was from gentle caresses to gentle squeezes, it was very flattering and very nice.

Eventually we got to Square One, and Ed came and opened my door, and I slid off my high, 3” heels for more moderate 2 1/2”, “shopping” shoes, and we headed for the entrance of the mall I always use, and that is, The Bay, and for my first target, to find a “convertible” bra, one like Sharon owns, that can be worn regular, strapless, or extremely low backed. Once entering The Bay, Ed let me take the lead and I checked out a few seasonal formal dresses and did not really stop to take a look, just glances, and headed right for the lingerie department. I looked over the bra selection, but started to quickly get confused and overwhelmed, so I decided, what the heck, find a salesgirl, let them do what they are paid for. So I waited patiently for a salesgirl to get free so that I could ask for what I wanted, unfortunately, I got a saleslady. I make the distinction, because this woman was acting like she was doing me a HUGE favor rather than helping me, and lead me to a section, and showed me the only real option they had, a strapless, low cut, and for $42, they had my size, 36B. So I said thanks, and Ed and I left and continued around the main outside indoor courtyard of the mall.

I made mental notes of some of my favorite stores and noted that many of them had changed dramatically, or completely disappeared!, my favorite mall, was changing!. The first stop we made was to the jewelry/accessory store for my hunter green hair net, and once again, no luck, it was a busy story, as a matter of fact the whole mall was extremely busy, I was so used to Sharon and I floating around the mall, with little traffic!, so without really seeing what I wanted and getting!, so this was different.

Ed and I start to continue around the mall, and eventually came across a lingerie specialty store, “La Senza”. As Ed and I walked by it, the thought crossed my mind, “forget it, too expensive”, then another thought came in, “what the hell, let’s see what they have”, so Ed followed me in and I loved the look over the store, so feminine and sweet. We were greeted by a girl at he front of the store, and I decided to cut to the chase, besides she was cute, and started to describe that I was going to be a bridesmaid and needed a really low cut bra at the back and strapless as well. I mentioned that a girlfriend suggested I go with a “convertible” bra, and she noted a bra that was being shown on a large poster with a very attractive model, and I looked it over and said, “thanks, but that is not quite what I want”, and she replied, “why don’t you go to the back of the store and see our fitting specialist”. I did and once I found her, I explained what I wanted and she then lead me to a drawer, asked me my size and pulled out a very low backed bra and strapless, and said “this should work with your dress, and how low is it?”, I showed her, and she nodded, and said, “this will work”. Afraid of asking the next question, I went for it, “how much”, and the answer was $12.50!!!!, on sale. Bonus, a specialty bra for less than $13, sold!. I took the bra to the counter and waited as another woman paid for her purchases, and as the sale was rung up, Ed offered to pay for the bra, I smiled back at him and said “thanks, I got it”, that was the first time a man has offered to buy me anything while shopping, it was a sweet and genuine offer, but caught me off guard, and I paid for the bra, that was packaged in a very nice “La Senza” bag.

I thanked the girl and she told me to enjoy the bra, and I smiled back and Ed followed as we left the store and I thanked the girl as we were leaving for her help, and she said “find what you were looking for?”, and I said yes, and we left the store and started back into the mall concourse. The next stop Ed and I made was at my next favorite store, one dedicated for women’s fashions, Reitman’s. The spring and summer fashions were out and I looked around, but never really found anything interesting, and after a quick scan, Ed and I were off, back into the concourse to the next stop.

Ed noticed the sign for the washrooms and asked if we could stop, and I agreed, as I needed to use the facilities as well. Ed went to his door and I went to mine and the washroom was busy but not crowded and I easily found a free stall and did my business and as I cam out, joined another woman at the mirror and brushed out my hair, and so was she, and I decided to touch up my lipstick with my less formal, lighter pink lipstick (even though it did not really need it), but once again, the woman and I looked at each other and smiled. I then left the washroom, making sure I looked perfect and then left the washroom and waited for Ed outside, imagine that!, a woman beating a man out of a washroom, but after about a minute Ed came out, and we were off.

The next stop was Eaton’s, a large department store with a “yummy” lingerie department, and I was determined to find that light support bra I wanted. So with Ed in tow, I found the familiar lingerie department and also found a lovely surprise as I looked over the TONS of styles, manufacturers and such of bras, and that was at least three or more saleswomen in the area to help sort out the confusion. I looked around a bit, and was not having any luck finding what I was looking for, and then decided to once again, seek a saleswoman’s advice, so I found one near me and waited patiently as she helped a rather attractive and small busted woman find a “push-up” bra, and I heard her explain all the features of different bras, and after she gave her four or five styles and showed her the changing room.

She then came over and pleasantly greeted me and asked if she could help and I was thrilled with the attention, and went on to erroneously describe what I was looking for, “I am looking for a bra with light support, and since I have gained a little weight....”, she quickly responded, “oh something without underwire?”, I then said yes, and said “I think I have exactly what you are looking for”, and she was off before I knew it. She came back with a bra, a pretty one, beige, and quickly informed me that it was only in this colour, but my size and was “lovely, with a lace pattern, but most importantly, no underwire, and it will give you great support, and it is on sale for $12.95”, I thanked her and thought “yesh, I wanted a bra to let my breast flop around more when I walked”, but wanted one of these as well. So, with the bra in hand I decided that since I had her attention, I informed her I was also looking for a new girdle, and she immediately started thinking about products on sale and directed me to a display and starting showing me different products.

I was lost, but told her that I was interested in something that could give me support as well as not being too uncomfortable. She then started to think and told me that she was trying to find a solution that would be on sale, then lead me over to a section that had Wonderbra “control panties” on sale and she started describing one of the models on sale and I started to indicate I wanted something a little “stronger”, and she started to describe a 60% rubber product, but I declined and decided on the model she pointed out. So with both of the lingerie purchases in her hands, she directed me towards the cash register and rang in my purchases telling me, “you will be really happy with the bra and girdle, especially at 1/2 price!”, I totally agreed and paid by cash and Ed and I left Eaton’s and continued around the mall.

As we approached The Bay, I informed Ed that I wanted to see if a little clothing shop that always had great junior ladies fashions, was still open just near The Bay, and as I looked around, I could not find it. What I did find was a woman’s clothing shop called, “Dynamite”, it is a store dedicated to a more younger style. As Ed and I entered, I found a rack of what looked like skirts on sale for “2 for 1” and at $10, they were worth the look. Ed seemed to like the items of clothing as well, and as I found a red one my size, I held it up, and Ed said “I like the colour red on a woman”. I took the lead and looked at Ed and asked, “would you like me to try it on?”, and he quickly responded, “yes”, so I took the skirt and headed for the change area, and I was not sure that the size would fit, but I figured, “what the heck”. I came towards the back of the store which was the change area with lots of mirrors and stalls, and a very cute girl in a white jumpsuit, and very well done makeup, smiled at me and said, “would you like to try that on”, and I told her yes, and she lead me to a stall, and I looked back at Ed and he was smiling.

I entered the stall and hung coat, and took off my jean skirt, and then grabbed the skirt, I realized it was a “skort”, a combination of skirt and shorts, giving the impression of a sexy little skirt at the front, and a pair of shorts at the back. I fumbled a bit trying to make sure everything looked perfect when I stepped out of the stall, and as I was doing that, the cute salesgirl that was helping me asked me through the door if, “everything was alright with the red skirt”, to which I “replied, no problem”. Once I was sure everything was perfect, I opened the door and joined about three other girls looking over potential purchases, and of course Ed looked over how the skirt looked and gave an approval comment. The cute salesgirl also came over and as I looked it over made the comment, “are you comfortable with the length?”, I told her “yes, no problem”, and I felt like telling her that the skort I was wearing is almost twice as long as my shortest skirt, and I feel comfortable wearing that!, but I did not. She also made the comment that the skort was on sale for $10, and it was “2 for 1”, so I looked over at Ed, who obviously liked the look, and said “well dear”, and he went back off to the rack, leaving me and the salesgirl to look over the red one. Before long, Ed returned and had a black skort in the same size to match the red. I went back into the stall and slipped off the red one and slipped on the black and came out of the stall and Ed looked it over and complimented me on the look, and I agreed I liked it as well. I then went back into the change stall and slipped out of the black skort and hung it up on the Ed of the door of the stall, and as I turned around to get my jean skirt and started to slip it on I noticed the black skort was gone. I finished slipping the jean skirt on and then put my coat and left the stall and headed to the front of the store were I met Ed, and he handed me a bag from the store containing the two skorts he had me try on and I thanked him and added it to the bags I was already carrying, and we left the store.

We eventually ended up at the Bay and I told Ed I wanted to price check the bra I got at “La Senza” with the one I saw earlier at the Bay and I found that the Bra I was looking at in the Bay was $37.50!, and I got the same style and size at a specialty shop, “go figure”. Ed and I left the mall and headed back to his car for the next destination, what originally was to be Shoppers Drug Mart in Oakville for pantyhose and eyeliner.

As I approached the car, Ed opened the door, like the perfect gentleman, and I slid in again, and once again, opened my coat and allowed my skirt to ride up to a high height so Ed could see (and touch) maximum thigh, and exposed my sheer and silk legs. As we drove back to Oakville, Ed took full advantage of the opportunity before him and I felt his hands enjoying my thigh and I was enjoying it, I did not pursue it further at this point but knew Ed was having fun.

As we entered back into Oakville, I thought about the exit we were getting off at for Shoppers Drug Mart and suggested to Ed that we check out another Thrift shop, the Salvation Army thrift shop, just down the road from Shoppers and he agreed. So before I knew it, we were at the shop and Ed and I found a parking spot close to the door and headed into the shop. I immediately headed for the bridesmaid and formal section, and Ed looked around on his own. I quickly scanned the racks and found a short fusia dress, Nu-Mode and the size I could not tell right away, but the size looked about right, and I started to look at the waist and thought that it might just be right, but was not really my style, it was pretty, with a satin bow at the back, and much different than my other bridesmaids dresses, but I left it on the rack and continued scanning around. Eventually I found the skirt racks and started looking and came across an “Esprit” short little jean skirt, with about my waistline, but it had no size on it, but eyeing it made me take a chance at trying it on. So I decided to try on the skirt as well as I stopped by and decided to grab the bridesmaid dress I was looking at earlier and took both into one of the two change rooms and started to get ready to slip them on.

I got undressed down to my pantyhose and camisole and slipped on the bridesmaids dress and came out backwards of the change room and asked Ed to help me zip up the back, which he did, and of course my camisole was hanging out everywhere and Ed made a comment, but I informed Ed, I was not planning on wearing my camisole with this dress anyway. Once I was sure of the fit, I asked Ed to help me out of the dress and I slipped back into my sweater and then the jean skirt, and it fit PERFECTLY, and I came out of the change room to show Ed, and he liked it as well. So I slipped back into the jean skirt I wore in and gathered my things up and headed for the cash for the best surprise of the day. As the salesgirl rang in the purchases, the total came to $5, yes $5!, I could not believe it, and paid the bill and Ed and I were off to the last stop of the day, Shoppers Drug Mart.

Ed was once again the gentleman, opening my door for me and allowing me to slide in and then we were off to Shoppers for my mascara and pantyhose. The ride to Shoppers was only a minute or so, and before long, we were in looking for some Max Factor mascara and then I got 5 pairs of ultra sheer nude pantyhose to stock up on, so I do not run out in the future. After gathering the purchases, I took them to the cash, paid for them and we were off once again.

I checked my watch and was hoping Ed was not ready to take me home yet and I suggested that we stop at the roadhouse just behind Shoppers for a drink and Ed agree, so Ed drove us the short distance to the roadhouse and I decided then I would take the opportunity to use the ladies room in the roadhouse to slip into one of the new skorts Ed had bought me.

As we pulled into the parking lot of the roadhouse and Ed stopped the car, I reached back and pulled out the bag containing the skorts had got me and took them with me as we entered the roadhouse. Ed and I requested a table in the nearly empty establishment and we were taken there by the hostess. I told Ed what I was looking for in the way of a drink and then excused myself to the ladies room. I found a stall in the empty washroom and slipped out of my jean skirt and into the red skort Ed had got me and made sure I looked good. I then slipped out of the stall, made my way to the large mirror and applied a fresh coat of lipstick and freshened my perfume and then packed my jean skirt in the bag and joined Ed.

Ed smiled as I walked towards our table and commented, “I love seeing a woman in red”, I smiled and said thanks, and was glad he liked it. Ed and I talked and I soon found that all of the walking I had been doing took a toll on my feet and the lower height heels were making my feet sore, so I asked Ed if he could take a trip out to the car and get my 3” heels to help the pressure and once again he did, and he came back in and I slipped on the new heels and said “ahhhh”. Ed and I talked for awhile and sipped on our drinks and before long, we were off, he driving me back home, and as the last part of the journey started, I made sure my thigh was exposed for Ed (which was not hard with the short little skort on) so he could enjoy the silkiness of my stockings on the last part of our journey home. I opened my purse and applied a last coat of dark formal lipstick to my lips, making them appealing and sexy.

As we stopped in the driveway, Ed helped me with all of the packages as we entered the back entrance of the house. As I got things settled, Ed and I chatted about how much fun the day was, and just before he left, I came close to him and moved my face to his, I thanked him the way a proper lady should. It was short lived, and after a moment we parted and he left and that was the end of a wonderful day.

© Jennifer Blake, 1996/1997