Tall, Dark and Handsome
One Sunday a while back, I woke up at home in my room at
Loretta's house in Oceanview. I'd been out late the night before
with my friend Satomi and some of her dorm mates, but since it
was Sunday, I slept in. Stretching and rubbing my eyes, I
finally got up, and went across the hall to the bathroom to brush
my teeth, and wash my face. I didn't really have any plans that
day, but anyway, I went downstairs to see what my host mom
Loretta was up to. I found her in the kitchen making brunch.
Her kids Brandon and Jennifer were apparently outside. I looked
in the fridge, but I didn't have much left to eat.
"What's wrong?" Loretta asked.
"I'm all out of food. I should go to the store, and buy some
"I'm making a casserole. You're welcome to have some." She
offered me a stalk of boiled broccoli which I took, and nibbled
"Yeah, thanks, but I have to go shopping anyway." I poured
myself a little barley tea, and then went back upstairs to get
ready. I had a quick shower, and then pulled on a pair of track
pants and a sports halter. Checking the mirror, I looked a mess
- my long black hair was still wet and hanging down in my eyes.
The waistband of my track pants was hanging pretty low, and to
tell you the truth, I did wonder if my nipples were showing
through my top. Should I change into something more decent?
Then again, I just want to run up quick, grab a few things, and
come right back. Sundays are usually pretty quiet in my
neighborhood. With any luck, I won't bump into anyone I know. I
finally decided to go just like that. I grabbed my wallet, and
"Loretta?" I called, ducking my head into the kitchen. "Is there
anything you want me to pick up for you at the store?"
"No, I'm fine. Thanks."
"OK, see you later." I slid my bare feet into some flip-flops,
and off I went. It was autumn already, but it was still a
beautiful day out - warm and sunny. I tilted my head back, and
basked in the glorious warmth of the sun. I love the summer on
days like this.
Soon, I made it to the supermarket, and picked up a basket. Now
what did I need again? I checked in my pockets, but I had
forgotten to make a list. Did I have any lettuce? I wandered
over to the veggies section, and looked over what they had.
Maybe I should buy some fruit too. I passed the freezers with
ice cream. I ran one hand across my bare tummy, wondering if I
shouldn't get some frozen yoghurt instead, or just skip the cold
desserts completely. I was pretty active all summer, swimming
and stuff, but now that I'm back at school, I have to watch my
waistline. My boyfriend Ryosuke's eyes wander enough as it is.
As I stood there wondering what to do, I absentmindedly stuck a
hand down the front of my track pants, and ran my fingers through
my still damp pubic hair. Of course I don't normally do that
kind of thing in public, but I've been to this grocery store so
many times I guess I've gotten to feel pretty relaxed there. As
soon as I realized what I was doing though, I quickly looked up
and down the aisle to make sure no one was watching me. There
was one man standing nearby, a tall handsome guy in his thirties,
fashionably dressed with dark hair. I quickly pulled my hand
out, embarrassed to have been caught like that. I moved away
from him a bit, but kept watching him. He looked really
familiar. I think I must have seen him here in this store before
or maybe at the mall. He noticed me watching, looked over, and
smiled. I felt even more flustered, and moved further away. Why
was he smiling like that? Did he recognize me from some place?
off to another aisle to get away, and calm down.
I soon realized that when I'd stuck my hand in my pants, I'd
pulled the drawstring on my pants loose a little bit, so I
reached down, and tried to tighten it again. The string had
gotten all caught up in a knot, but it was hard to fix it while
balancing a shopping basket full of groceries on one arm. I
finally managed to pull the knot undone, but then a woman started
coming down my aisle. I let go of the string, and dropped my
hand to my side, trying to act like nothing was wrong. Why was I
getting so excited like this? I guess part of it was that I
didn't have any underwear on, and then almost getting caught by
that man playing with my pubic hair. Anyway, I'd better calm
down, and finish up my grocery shopping. Loretta might wonder
what's keeping me.
Then I remembered I wanted to buy some milk. I walked way over
to the back corner where the dairy section was. I still hadn't
done up the drawstring, so the waistband on my track pants had
slid down even more. They are fairly low rise track pants in any
case - hip huggers I guess they're called in English (In
Japanese, we say 'hip-hang'). You could kind of see my hip
bones, but the stretchy waistband was still more or less clinging
to the curve of my rear. I began to feel a bit naughty exposing
my midriff like this, but no one I passed seemed too worried
about it. I guess it's the fashion these days. I'm not so
embarrassed about my hips anyway. I'm kind of proud of my flat
tummy and slender waist, and Ryosuke says I have "the best ass."
I reached back with my free arm, and pulled open the waistband
trying to see how my fanny looked.
Just then though, Prince Charming came barreling around the
corner. I let go of my pants, and froze. I hope he didn't see
me again. He came right up behind me, and then walked past
without even glancing this way. He stopped in front of the meat
section apparently looking for some kind of cold cuts. I felt a
bit disappointed. He keeps catching me in these embarrassing
positions, and yet he seemed more interested in the bologna than
He kept on standing there though looking as if he was trying to
decide what to buy. My mind raced thinking what I should do. I
kind of wanted to catch his attention, maybe flirt with him a
little bit, so he wouldn't think I was weird. I edged away a bit
more, and squatted down in front of the milk fridge. I soon
realized that this pulled the waistband down even more exposing
the soft white curves of my bare bottom. I could feel the air
tickling my backside, but when I looked over, he was still
focusing on the meat fridge. What is it with men anyway? Why do
they never notice me when I want them to? I stood back up, and
took a deep breath. I could feel my waistband clinging
precariously to the curve of my bare behind. I turned away
wondering what I should do next.
Finally, I leaned way forward, deliberately showing him the
cheeks of my behind, and picked out a couple of yoghurt cups, and
dropped them in my basket waiting to see what he did. He didn't
really turn this way, but I wondered if he was maybe watching me
out of the corner of his eye. For some reason, I was getting all
excited, teasing him. I didn't know where this was leading, but
I wanted to do something - anything - to get his attention.
I reached down, and picked up a large bag of milk. It was too
heavy for me to lift into my basket with my one free arm, so I
just sort of stood there, playing helpless to see if he would
offer to help. He picked out a package of meat, and finally
glanced over in this general direction.
I was so happy I pulled in my hips and buttocks a bit without
thinking about it. Unfortunately, this had the effect of letting
my waistband slide down even more. I quickly pressed the milk up
against my track pants to try to stop them from dropping any
further. His eyes kind of danced all around me, but they finally
settled on my back, and followed my spine down to the exposed
cheeks of my behind. He was trying so hard to act like
everything was normal. You could tell he perhaps wanted to get a
closer look, but didn't want to get caught staring, and so turned
Here I was still struggling to get the heavy bag of milk into my
carton when I slowly realized that someone else was watching me.
Down the aisle the other way, there was this African American
stock boy who'd been placing cans on the shelves until he noticed
me standing here with the round cheeks of my delicate little
bottom exposed. This boy was kind of young, and I'd seen him
before around the store although I don't think I'd ever talked
with him. He always used to avoid my gaze, but now he made no
bones at all about staring at my behind. Feeling a bit
uncomfortable being stared at, I finally set down the milk and
basket, and pulled my pants back up, doing up the drawstring
Shoot. I hadn't really meant for the stock boy to see me. My
little show had been more for that handsome stranger. I could
feel my face flushing hot, so I quickly gathered up my stuff, and
scurried away to the far side of the store to get away. That was
kind of silly of me, letting myself get caught fooling around by
a stock boy.
Eventually, I finished shopping, and got into line at the
checkout. I glanced around, and sure enough, my prince was in
another line a few rows over. Unfortunately, his line was moving
faster. I glared at my own cashier hoping that she'd work a bit
faster. I kept glancing over at Prince Charming, until the woman
in line behind me touched me on the shoulder.
"It's your turn, dear."
"Oh, s-s-sorry," I stammered, still a bit flustered. I then had
to watch helplessly as my prince strode out the door perhaps
never to be seen again. I felt so disappointed. I didn't even
know this guy, and here I was getting all worked up over him. I
guess I'm just a romantic at heart.
I made it home safe and sound that day, and of course didn't tell
Ryosuke or anyone what had happened. I hadn't really meant to
try to seduce this guy. I was just a bit curious; that's all.
Maybe I could ask him to help me with my English or something.
It was all completely innocent I swear.
Anyway, the next few times I went to the store, I didn't see Mr.
Tall Dark and Handsome. I bumped into the stock boy though, and
there was usually this look of recognition in his eyes when he
saw me. 'The flasher girl,' he must have been thinking. I
wanted to explain that I hadn't really meant to flash him, but I
doubt he would have believed me even if I did.
Soon, though things went back to normal. I almost forgot all
about the whole thing until... suddenly one day there he was
again - the mysterious stranger. He was standing in the aisle,
looking at this shelf stacked with canned fruit. I tried to
catch his eye to see if he remembered me, but couldn't. He was
so focused on filling up his shopping basket he didn't even
bother to look over this way. Now what do I do?
Unfortunately, that day, I had no idea I was going to run into
him again, so I'd dressed in a rather frumpy style. I had on
sandals, a pair of loose-fitting jeans and a plaid lumberjack
shirt. Drat! That's probably why he isn't paying any attention.
If only he knew it was me, then I might actually be able to
strike up a conversation. 'Do you remember that time a few
I continued to follow him around the store (like a stalker I
know, but a cute one I hoped), but he still kept steering away
from me. I've got to figure out some way to get his attention,
get him to look at my face, so he'll recognize me. I snuck off
to an out-of-the-way aisle, and carefully undid my blouse. As
luck would have it, I was wearing one of my sports bras, covering
up my cleavage and almost impossible to get out of. I could show
him my bra, but it looked pretty much like a halter top, so I
didn't think that would get his attention. I wanted to take my
bra off completely, so I could show him a little cleavage, but I
couldn't very well take off my blouse in the middle of the store.
Shoot! I don't even think they have any washrooms in this
store. I ended up leaving my grocery basket, and running out to
the washrooms in the mall, but by the time I got back - sans bra
- I couldn't find my mystery guy anymore. He must have paid for
groceries, and left.
That little incident got me thinking more about what clothes I
should wear when I go to the store. I could of course dress up
really sexy, hoping he'd be there, but I didn't want to attract
too much attention, especially with that stock boy lurking about.
I need to find something that looks normal, but that I could
convert into something sexy at a moment's notice.
My first tack was to drop by the store on my way home from
swimming at the beach. Satomi was with me, so I couldn't do
anything too crazy. She had changed back into a summer parka and
shorts, but she'd allowed me to wear my bikini because we were
still near the beach. I got quite a few stares as we walked
around the store, especially whenever I'd stick my fingers into
my bottoms at the back to pull the suit out of the crack of my
rear. While we were standing in the checkout line, I teased
Satomi even more by volunteering to show her my tan lines. She
actually told me not to, but some of the people standing around
seemed interested, so I undid the side tie on my bottoms, and
showed them on the pretext of showing Satomi. Everyone seemed
happy with my little show, but I soon realized that I couldn't
come here over and over again in my bikini. People would think
it was strange.
After that, I decided to go out shopping for clothes at the mall
where my friend Yuuki works. I saw Yuuki's boss, but she was off
that day. I also tried on a whole bunch of different bras:
sports bras, front hook bras, strapless bras - but actually, all
of them were too difficult to get out of easily, so I
more-or-less made up my mind to go braless for my grocery trips
at least. I did buy some interesting clothes though: black
leather knee-high boots, white cotton bikini-style panties with
side fasteners, light blue stretch cotton short shorts and a red
off-shoulder sweater dress with a diamond pattern and little red
pom-poms on it.
The shorts were actually even shorter than my panties, so I
wouldn't be able to wear the panties with them. These shorts
were actually too risqué to wear on the street. They covered my
tummy and lower back, but left the lower half of the cheeks of my
buttocks exposed. I'd have to use the sweater dress to cover
them up when I went out. The panties had the opposite problem.
They didn't quite come up high enough at the back to cover the
crack of my bottom. I was planning on saving those for a last
Buying all these clothes was all well and good, but actually
getting up the nerve to wear them was another matter. One of my
biggest problems is I never knew when my dream man was going to
be there. Anyway, one afternoon, after I got back from school I
changed into my shorts, sweater dress and boots, and headed -
braless - for the store. I was so glad that Loretta wasn't
around to see me. When I got to the grocery store though, there
was no sign of Mr. Right.
I did accidentally flash my tits at this middle-aged gentleman
though when I leaned forward to pet his dog. I'd honestly
forgotten how open my sweater dress was at the collar, and just
stood there for the longest time leaning forward and patting his
dog. When I finally looked up at the owner's eyes, he froze,
obviously in shock at having seen my breasts dangling down like
two over-ripe peaches from such close range. I immediately
straightened up, embarrassed and aroused, and walked home in a
bit of daze. I'd better be more careful next time.
As luck would have it, the next time I bumped into the stranger,
my sexy outfit was in the laundry, and I was just in jeans and an
unflattering t-shirt. I didn't even bother trying to get his
attention, but I made a note of the time and day, planning to
come back the next week at the same time.
Finally, one day, I caught sight of Mr. Right on a day that I
happened to be wearing my sweater dress and those bikini panties.
I was so nervous though that it wasn't even funny. There he is!
Now what do I do?
I shadowed him for a little while, just peeking at him from
around corners, until I realized that that probably looked
suspicious. I couldn't get up the nerve to walk up to him
though. I almost lost him at one point when I stayed around a
corner too long while he walked away. He seemed to be gathering
his items so quickly that day. Also, every time I got up the
nerve to go closer, there always seemed to be a hoard of other
people around, housewives mostly who might not approve if I tried
something. I didn't know what to do. The clock was ticking, and
time was running out.
Also, how am I going to do this? He doesn't have a dog I can
pet, so that won't work. I can't just flash him my breasts
either. I wanted it to seem natural, like I wasn't really
intending to show him anything. I guess I could pull my dress
up, and lean forward, and show him my panties. But then I began
to worry if these were the kind of panties he liked or not.
Might they be too slutty?
At a loss on what to do, I left my basket at the front, and
headed out for the ladies washroom again. I didn't have much
time. Rather than agonize over whether these were the right kind
of panties or not, I took them off, and put them in my purse.
That did nothing to calm me down though because now I was
completely naked under the dress.
Still a nervous wreck, I made my way back to the store. I kept
touching the cheeks of my bottom, worried a bit that someone
might see, but also enjoying the sensation of walking around the
mall with barely anything on.
At the entrance to the grocery store, I leaned forward to pick up
my shopping basket, aware that I might be flashing my bare bottom
in the process. There didn't seem to be anyone behind me, but
the fact that there might have been was just getting me even more
I peered around the store looking for my mystery man, but he was
nowhere to be seen. Thinking he might be over in the canned
fruit aisle again, I headed over that way. The canned goods were
in a part of the store that was separated from the rest of the
store by a narrow passageway through the cheese and dry goods
section. There weren't nearly so many people over this way, so
that was good. I actually needed to buy some cereal, so I went
down that aisle first, and stopped to take a look at all the
It was at the moment that out of the blue, my mystery man
appeared at the end of the aisle. He stopped, and seeing me,
looked away very quickly. That's strange. Had he been looking
for me? That would be so weird if all this time, I'd been trying
to find him, and actually, he'd been trying to find me too. I
tensed as he finally came down this way, but it looked like he
meant to pass right by me on his way somewhere else. Unable to
resist the chance to tease him, I grabbed the collar of my
sweater, and pulled it forward exposing my rear end to view just
as he passed me. He kept on walking though, and didn't look
back, so I guess he didn't notice, but even so, I was excited. I
held my collar like that for a minute or two, tempting fate by
exposing both my pussy and hot little buns to the bright lights
of the store. Realizing the danger, I eventually let it back
down, but alarm bells were going off in my head at the craziness
of what I'd just done.
Eventually, I managed to calm down enough to go see where my
mystery man had disappeared off to.
It turned out he was making a beeline for the checkout line-up,
in particular the one for eight items or less. I had more than
eight items by then, but taking some out and setting them down on
the vegetable table, I ran to get in line behind him. I smiled
right at him as I walked up, determined to make the most of this
chance. He looked vaguely nervous as our eyes met, perhaps
wondering why I seemed so friendly. There were actually far too
many people in that area, so if I had any sense, I should have
just been a good girl, but I was riding on a natural high by
then, so happy to finally have the chance to talk with my dream
Before I could do anything though, it was his turn. The cashier
was a Filipino guy I'd seen before. I'm pretty sure he was there
the day I came in a bikini, and might have been watching as I
fooled around with Satomi in line. He didn't seem to recognize
me though, and began scanning the man's groceries through one by
one while the stranger looked on.
I was disappointed though that my dream guy didn't seem
interested in chatting with me. In a fit of pique, I set my
shopping basket down on the ground, leaning ever so slightly
forward, teasing them that I might bend further, and show them my
behind. The Filipino blinked once or twice, aware I guess of
what I was doing, but the stranger was watching the cashier's
hands, checking the items against the prices that came up on the
Naturally, I was frustrated by all of this. Here I was standing
right next to my sweet prince in my sexiest dress, threatening to
show him my naked body, and he couldn't even be bothered to look.
The Filipino boy seemed quite keen to see me, but that wasn't
really the point of all this. I'd seen the Filipino boy hundreds
of times before, and could chat with him anytime, but this was
perhaps my one chance to chat with the stranger.
Soon though, another woman, middle-aged with glasses got in line
behind me, and asked if I intended to rescue my groceries from
the basket. With my basket on the floor, a too short dress and
no undies on, I was torn. I certainly didn't want to flash my
bare bottom to her, so I turned my back to the cashier and
stranger, intending to flash them instead.
The Filipino tensed as I glanced back at him over my shoulder.
So as not to look strange, I launched into a spiel of snappy
banter. "I hope I only have eight items. I haven't counted. Do
you have to leave one item behind if you have more than eight?"
At first, I bent over at the waist, but realizing that this
probably looked positively indecent, I quickly shifted to
squatting down. Tall, Dark and Handsome finally turned, and
looked straight at me. I glanced back over my shoulder, and
smiled at him, knowing full well that he could see my bare bottom
peeking out from under the hem of my dress. I know this must
sound weird, but I felt strangely proud of my achievement,
finally managing to show him the lengths I was willing to go to
please him. The counter was now blocking the cashier's view, and
I was pretty sure that no one else was behind him, so I'm fairly
sure that he was the only who could see my spankable little
bottom. He was holding his mouth normal, but I could tell that
his eyes were swimming, shocked and amazed that I was running
around the store without any panties on under my short dress. As
soon as I'd finished unloading the basket, I stood back up, and
opened my change purse,
pretending like nothing had happened. The cashier guy was
glaring at me suspiciously, but evidently, he hadn't gotten a
good look at me, and so could just guess what I had on underneath
The cashier had finished scanning all the man's groceries, and
was waiting for him to pay, but the stranger was still staring at
me, transfixed by my sensual beauty (or so I hoped). The clerk
cleared his throat though, and the man finally paid him, and then
moved down to the end of the counter to bag his groceries.
I just stood there, smiling innocently, reveling in the
deliciousness of the situation. This guy wanted me, and was no
doubt undressing me with his eyes, wondering what I looked like
under my dress. I wanted to show him more, but the problem was
that there were all these people joining the line behind us, and
I didn't want them to realize what I was doing.
The cashier finished ringing up my bill, and the guy was also
almost done bagging his groceries. A bit jittery anyway, I
spilled the contents of my change purse onto the floor, not
really on purpose, although I must admit that I was kind of
hoping that the guy would come back, and help me pick up the
coins. He just stood there though, watching, but not moving to
help. I went to lean forward, but immediately realized that this
might pull my dress back up giving away my secret. I really
didn't want the women behind or the others to see. Who know how
they might react. I just hovered there for the longest time,
helpless, unsure what to do.
The Filipino clerk, concerned that I was holding up the line,
finally came out from behind his counter, and kneeled down to
pick up my change. Trying not to give myself away, I leaned ever
so slightly forward holding my change purse out for him to put
the coins back into. The man picked up his bags, and moved off
to my right a bit, evidently trying to get another peek at my
behind. I was a little angry at him, for not offering to pick up
my change, so I straightened back up to make it harder for him to
see my backside. 'If you want to see more, you have to earn it!'
Anyway, eventually, the clerk went back to the cash register, and
I paid him. The man continued to linger around near the entrance
way. I'm pretty sure he was now hoping to ask me out, perhaps
thinking that I was an 'easy' woman. I took a closer look at him
though, and for the first time noticed what appeared to be a
wedding ring on his hand. Oh god! He's married. I should have
Disappointed, I walked right past him. I could feel his eyes
glued to me as I walked away. I wanted him to know that I was
rejecting him, so I didn't look back, but actually, just before I
turned the corner, I lifted my arms up as if to stretch raising
the hem of my dress, and flashing him my bare bottom one last
After that, I went back to dressing more conservatively again,
and actually even switched to shopping at another grocery store
just so I wouldn't meet him, the stock boy or the cashier for a
while. I have gone back since, and even caught sight of Mr.
Right again, but I just hid my face in my hair hoping he wouldn't
recognize me. Ah well. There are plenty of other fish in the
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