Sissy and Wimp
- 4 years ago
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You're Such A Wimp! free porn video
"You know, you can never go wrong with a black cotton Hanes Her Way panty
brief." Karen stood behind me as I sat at my desk typing.
"Excuse me?" I stuttered.
"Except if she was wearing white slacks and you'd possible see the dark
panty material through the slacks, but you're wearing appropriate slacks,
so those panties are a perfect for your outfit."
"I'm not sure what you are talking about." I turned my chair and faced
her while talking.
"You're wearing Hanes Her Way black high cut briefs. I can tell. I have
those exact same panties and I know what the waistband looks like. Men's
underwear doesn't have they little scalloped trimming. Black panties are
perfect if a woman is having her period, their sexy because their black,
and you know they say about a woman wearing black panties. They're much
more comfortable than those lacy nylon bikini or thong style panties,
wouldn't you agree, James?"
I was trying to determine if this was some kind of sexual harassment
situation or what kind of response I could give that wouldn't make me out
as some kind of deviant.
"I've always thought of you as a bit of a panty-waist, James. I'm not
saying that's a bad thing, but really, you should be a little more
careful about tucking your shirttail in. People will talk if they know
you are wearing women's panties. I'm not making any judgments, dear. I
think it's cute. I'm just saying; cover up a little, girlfriend, and do
be little more careful before you flash those sexy panties in front of
someone who gives a damn. I wouldn't want you to lose your job."
"Thank you, Karen. I'll be more careful from now on." I turned my chair
around, fixed my shirt a bit to make sure it was tucked in in the back
and started working again. I didn't think I could ever be so embarrassed.
Karen and I had been working together for a few months and this was by
far the most embarrassing thing I'd done in front of her. She left the
area, a sweet innocent little smile on her face.
I received an email a few minutes later; Karen was inviting me out to
lunch. I really didn't have the money, but she said it was her treat.
Okay, I figured, why not? If she was going to pay, and I knew what she'd
want to talk about.
She came by my desk at noon. I slipped on my jacket as it was supposed to
rain later and didn't want to get caught in the rain. We walked to her
car where she opened the passenger door for me. "Kind of makes you feel
like a 'lady,' doesn't it?" she asked me. I climbed in, and she closed my
door. I did reach over to open her door but she corrected me when she got
in.
"I'll take care of opening my door, thank you!" She said this but not in
a condescending tone. It kind of felt like she wanted to be in charge and
I overstepped my bounds a bit. "Sorry," I mumbled.
We drove to the mall, and she directed me to stay seated so she could
open the door for me. Okay, this was strange. But I liked that
authoritative persona - She was buying me lunch. After she opened my door
and I started getting out, she noticed she had a run in her pantyhose.
"Damn!" she pointed out the run and looked at me like it was my entire
fault. "I'm not blaming you, dear, but do be a honey and run into JC
Penney, get the same brand you buy for yourself, in a color that matches
my skirt, please - we probably wear the same size, so just buy a couple
pairs, and I'll get us a table at Ruby Tuesday's." You don't mind, do
you, dear?" she looked at me as if she were daring me to question her
authority.
"Not a problem, Karen. I'll meet you in Ruby Tuesday in 15 minutes. I'll
take iced tea if you get a table right away, please."
How did she know I wore pantyhose? Or what brand? This was getting a
little scary. I mean, she did catch me in the panties so she could have
made a logical assumption that I probably wore pantyhose as well. And we
do look like we're both about the same size. I wasn't sure if I should be
angry about this. I wasn't sure if she was trying to embarrass me by
making me purchase her pantyhose, but like I said, she was buying lunch,
so a few pairs of stocking wouldn't be too much to ask in return.
I bought a couple pairs of control top pantyhose in a grey tone. Karen
was wearing a gray skirt and jacket, and like she said about wearing
black panties, I don't think anyone can go wrong in a gray skirt and top.
I hoped I wasn't making a bad judgment about control top pantyhose, but
she did say to purchase the brand I prefer, and I'm embarrassed about
admitting I have a little pudge in my tummy. I even own some Spanx? and
am not afraid to admit that (privately.) The woman at the sales counter
informed me that there was a terrific bra sale going on, and she handed
me a brochure with my sales receipt.
I found Karen quickly in the restaurant. She stood, walked to my side of
the table, helped me take off my jacket, and pulled my chair out for me.
She'd already ordered lunch for us both. I handed her the package but she
just handed it back to me. "You take care of this for a bit, would you?"
she asked. She did notice the bra pamphlet though and pulled it out as
she pushed the bag back to me. "Oh, a bra sale!" She sat across from me,
facing the restaurant, and I was sitting facing her and the wall. I
couldn't see if anyone was behind me but there were people to our right
and left. "Their bra sales are very popular," she stated as she was
thumbing through the catalog.
When I've taken women out for dinner, I usually sit facing the restaurant
so I can gain the attention of the waitress. I felt a little funny not
facing that way now. The ladies on our right were an older woman and what
I'm assuming was her daughter out for a mother/daughter lunch. On my left
was a mother with two young girls, both too young to be in school. The
mother looked a little stressed. She was having a hard time getting her
daughters to eat their lunch. So here I was surrounded by a bunch of
girls and women, and Karen was treating me like I was her date. And she
now wanted to talk about the JC Penney semi-annual bra sale. This was
getting a little more embarrassing.
I didn't notice the waitress behind me when she reached over and placed a
couple of glasses of water on table. She put an alcoholic beverage in
front of Karen, and I just got the water. When the waitress pulled away,
her bracelet pulled the package of pantyhose off the table and the
packages slid out of the Penney's bag.
The waitress bent over to pick them up, and said, "Oh, I'm sorry, but I'm
glad that happened. I've got to get some new hose and their semi-annual
bra sale starts today." Karen just agreed and told her that I was just
there to pick up some pantyhose and brought back a pamphlet. She handed
the pamphlet to the waitress and they chatted for a few minutes about the
bra sale. Apparently the JC Penney semi-annual bra sale is quit the
women's event because the older woman and her daughter joined in on the
conversation.
"Oh! We're going there next," the older woman stated. "Were there a lot
of women in the lingerie department?" she asked me as I tried to hide
behind my glass of water. I guess Karen thought I must be concerned with
my weight as she didn't order me an iced tea or an alcoholic beverage.
"No, it was pretty quiet when I was there, I mean, I just went right in
and out," I responded to her question. The older woman noticed I'd
purchased the control-top pantyhose.
"Are their pantyhose on sale as well?" she asked me. This was
embarrassing. All the ladies were looking at me like I was the
experienced JC Penney lingerie expert as I'd just come from that
department. I responded to her questions as Karen just sat there smiling
at me. Things settled down a little after the waitress placed my
pantyhose back in the back and placed it next to me on the table. I put
the bag next to the table leg after she'd left. Lunch went by without a
hitch. I mean, Karen did talk about the last semi-annual bra sale and all
the people who attended. She told me I was lucky to be in and out with
the pantyhose purchase. It sure seemed we talked a lot about women's
clothing during lunch but I let Karen do all the talking. I'm not an
expert on women's fashions. I think this surprised Karen because she knew
I was wearing the panties.
We ate a light lunch and Karen paid the bill. I'm surprised I wasn't that
embarrassed as women seem to be doing this more and more. As Karen had
made all the decisions anyways, the waitress handed her the bill. I think
the waitress probably noticed Karen had stood when I arrived, helped me
with my jacket, and pulled my chair out for me, so it would have been
logical to give the bill to Karen.
We were out the door and walking toward the mall exit when the waitress
yelled out to me. "Sir," she said. "You forgot your pantyhose." She ran
toward me with the JC Penney bag and she also had the brochure in her
hand as well. She handed them both to me. Karen just laughed a little.
I'm not sure how many people noticed that she said the pantyhose were
mine, but I sure noticed. Karen didn't even try to take the bag, just
allowed the waitress to hand the package to me. "This brochure has some
coupons that I'm sure you can use at the bra sale," she advised me as she
handed me the catalog. Karen held the door and we walked out. She placed
her arm into mine and we walked toward her car like a couple. "That was
nice of her to return that brochure to you. Those coupons are great."
I told Karen that I really was a guy and had no reason to wear a bra, but
she told me not to be silly. "One can't wear pretty panties without
wearing a cute bra to go with it." She once again opened the car door for
me, took the package as I got in, then handed it back to me before
closing the car door behind me. This time I didn't reach over and open
her door. She walked around, unlocked and opened her own door and slipped
right in. It was like she didn't even worry about that run in her
stockings any more as she didn't mention anything about it after lunch. I
was looking at her legs and noticed that she'd actually removed her
pantyhose. She must have done that while I was at JC Penney. I asked her
if she was just going to put on the new pantyhose when we got back to the
office, but she told me no. "Why, don't you think I have nice legs,
James?" she asked me. Why did she ask me to get the pantyhose if she
wasn't going to wear them anyways?
She pretty much opened the doors for me all the way to our office. She
made me carry the package, though I thought I bought them for her. She
didn't even take the package when I offered it to her when I got to my
desk. "No," she said, "those are for you! Why don't you go and put on a
pair? They'll make you feel sexy!"
She didn't look like she was going to take 'No' for an answer so I took
one of the pairs out of the back and walked toward the men's room. There
are not a lot of guys in our office, so I wasn't too concerned about
there being anyone in the restroom. I went into one of the stalls,
removed my trousers, and carefully rolled the pantyhose up over my
panties. Karen was right. I did feel kind of sexy. I don't normally wear
pantyhose, but sometimes, during the winter, I might put on some cable
tights under my slacks. That always makes me feel kind of young girlish.
I remember looking at girls in my middle school in their short skirts and
cable tights. I always liked that look.
Karen was still at my desk when I returned and she did something she's
never done before. She hugged me really close and rubbed my bottom. "I
love the feeling of the nylons rubbing against a panty. Don't you,
James?" she asked me. I didn't want to offend her by pushing her away,
and I did like the feeling of her rubbing my slacks against the panties
and hose. I did suggest that we really shouldn't be hugging each other in
a work environment, but she just blew that statement off. "Don't get your
big girl panties all in a bunch," she laughed as she broke away from the
hug and started walking back to her desk.
As it was Friday afternoon, the office environment was a little more
relaxed and I was getting a lot of work done. I was totally comfortable
in my new pantyhose, and wasn't worried that Karen now knew I was a bit
of a panty-waist. Hell, she was encouraging it. I got another email about
closing time, again from Karen, inviting me to attend the semi-annual bra
sale with her the next day. "We'll go early for the best selections," she
informed me. "I'll pick you up at 8:30."
I didn't even know she knew where I lived but apparently, she knows all
about me. "Don't forget the brochure, James. It's got the coupons!"
She picked me up right on time. She opened the door for me, again, I was
riding in front passenger seat. I don't know if you are aware, but women
love to go shopping in groups. Unfortunately, I wasn't the only passenger
in the car. Sitting in the back seat was one of Karen's best friends,
Alice. The only way I know about Alice is because she's Scandinavian and
I cannot pronounce her last name. Isn't that funny? Alice looks
Scandinavian. She's tall and she's blond, and she's beautiful, and well
developed. I turned around and said good morning. Alice was wearing a
blouse that seemed way too tight. It made the bra she was wearing seem
like it was incorrectly fitted. I think she wore a bra like that because
she was planning on a bra fitting and wanted the new bra to make her
blouse look good. Hard to believe I could pick up on all that in the few
seconds it took to turn around and say good morning, but I've watched
some of those bra advertisement shows like the "Ahh, bra." And I paid
attention.
"I hope you don't mind that I invited Alice along, James. You can see she
needs something to make that blouse look good."
What could I say? I was trapped, going on a women's semi-annual bra
extravaganza. And it was early enough to wonder what the heck was all
this excitement about a bra sale? But I was trapped into going. I'd tell
you that it was an exciting event, but to be honest, I was so embarrassed
about being invited along, not knowing why Karen wanted me there, that I
can only remember one significant part of the shopping experience.
"This is way to pretty to be a bra," the woman standing next to me was
saying. We were standing at one of those round tables with partitions
dividing the bras into different sizes and this lady standing next to me
shows me this bra. "It's got to be a bikini top. Why would anyone want to
cover this up with a dress or blouse?" She was holding the bra out at me
and telling me about this bra. I can still hear her voice. Why was she
telling me about this? Karen just stuck me at that table as she and Alice
went to the dressing room to be fitted properly. I felt like such a wimp,
looking the bras at the table for something that I thought would go well
with those panties I was wearing yesterday. That's what Karen told me to
do. Find a bra that went well with the black Hanes Her Way high-cut
briefs. I tried to tell her I don't wear bras but she wouldn't listen.
She just stuck me at that table and I fumbled around holding up bras that
might coordinate, and then trying to find the bra label to confirm size
and stuff. I honestly didn't even know what I was looking for.
I did get a few strange looks, and one of the sales ladies asked me if I
was finding everything I needed. The women around the table snickered a
little. "We've got some absolutely scrumptious panties to coordinate with
your new bras if you'd like me to show you." The sales woman said. My
gosh, Karen and Alice were taking a long time in that dressing room. I
didn't want to leave my area, as I knew Karen would expect to find me at
that table when she came out. I mean, how long was I expected to stand
around that table and look at the bras? Can you imagine being in a
lingerie department for two hours with women all around the place talking
about their cup sizes and trying to fit into bras that were a little too
small for them. It didn't seem to bother them that there was a guy, and I
was the only one there, mind you, just standing there all by myself.
Eventually Karen and Alice came out of the dressing room, and Alice did
find something to make that blouse look good. I mean really good. Karen
had Alice stand in front of me and model. I felt like I was in heaven,
getting permission from Karen to look at Alice' bust line and for me to
tell her how wonderful her new bra made that blouse just perfect. I
really did, and I got to spend a few seconds with Karen's permission to
star at another woman's breasts.
"Okay, you've had enough time," Karen told me as I might have spent a
little more time than I should stare. "Okay, panty boy," Karen said,
"Let's do some shopping for you."
Karen, Alice, and I went over to another of those round tables filled
with panties this time. Alice started digging through panties that would
go well with her new bra. Karen had me stand next to her and she kept
holding up different panties and asking my opinions. I tried to tell her
that I didn't really need any new undies but she wouldn't hear of it. "A
woman can never have enough pretty panties," she informed me.
The worst part was I had to stand in the payment line with what seemed a
thousand other ladies, waiting to make 'my purchases.' Karen picked out
the ones she wanted me to have. She and Alice continued to shop while I
stood in line. She had me purchasing at least a dozen panties. I didn't
want to even look at them, as women in the line would see me admiring my
panty selections. I just held them as low as possible, kind of behind my
back and tried looking anywhere but at all the lingerie around me. The
lady behind me in line started a conversation. "I can't believe how many
women are here this morning." How the heck was I supposed to respond to
that?
"Yeah, it's pretty crowded," I said.
"The JC Penney semi-annual bra and panty sale is always a popular event,
but then, the Victoria's Secret's sales are really popular as well. Have
you ever been to that one?" She asked me.
"Well, no, not really." Come on lady, I'm a guy. Why would I attend the
Victoria's Secret semi-annual bra and panty sale? I wanted to say that
out loud but didn't really have the nerve. I didn't think that line would
ever move fast enough.
"These are cute," the woman the register told me as she started folding
the panties after she ran them through the infrared scanner. "Do you need
these panties gift wrapped?" I wanted to say yes, to pretend like I was
going to give them as a gift, but at that moment, Karen and Alice came up
to me. "You're going to love how those feel on you, James." Karen did
that on purpose. She was trying to embarrass me even further. "No, I
don't need them gift wrapped," I told the sales woman. "Thank you,
though."
You want to know the oddest thing about this day? All I can think about
what it would have been like to be in fitting room with Karen and Alice.
Totally cool! Right?
Latisha
- 08.10.2021
- 50
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