Meeting My Friend's Boss free porn video

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Walking to the office I think to my wrinkles. Each and every one talking about my story, about me. At 52, I can say I don’t have many wrinkles, but some. Especially around my mouth. I hate those because I can’t apply lipstick anymore. I’ve always loved a bright red lipstick. And I think about my body. I’ve never loved my body and I’ve never taken care of it. Nobody ever taught me to love my body.

I’m learning now how important my body is. I can’t say it’s too late but for sure it’s harder. I’m lucky because even if I’m overweight, way over, I still have all my shapes. Not like some of the women I see around. But still, my butt is big, and not attractive. Or so I thought.

And my belly. I hate it. No matter how often I hit the gym, that belly, that hosted my four children, is always too big.

During my walk I look around. I love to watch people and imagine their stories. I see couples holding hands and dream. If only!

I was waiting at the light to cross the street holding two coffee mugs. Over there I see the corner where I turn and I know Bill, the guard, will be there welcoming all the employees with his bright smile. I always buy a coffee for him. It makes me happy.

Lots of people are around me waiting for the green light, and I hear somebody behind me making a sound like a purr.

What’s that? I look around and find Ian behind me sneering. Ian is Abby’s boss. Abby is the best of the friends. Her office is right in front of my store and we usually have lunch together.

Few weeks ago, during one of our lunch talking about girls’ matters (sex mostly), Ian approached, and Abby introduced us. He’s a hunk even at his age. He’s 54 (I’ve asked Abby, that’s how I know). I occasionally see him arriving or leaving the office when I pay attention to the outside. My store is in Michigan Avenue and with its large window I can see all the people walking back and forth. Chicagoans and tourists. 

“Good morning Mr. Donahue! How are you doing? It’s warming up. Do you like it? I love the warm weather!”

He doesn’t know why I love the warm spring: it’s because I can take off all the layers of clothes Chicago’s winter force me to wear.

“Good morning Mrs. Lacey. Oh, I like it just right! The view is amazing. Is this coffee for me?” he asks pointing at my two mugs.

“I’m sorry sir, I don’t know your favorite. One is for me and the other is for Bill, the guard of the building beside my store.”

In the meantime, the light turns green and we start walking together.

“Do you mind call me Ian? I don’t like the formalities.”

“Sure, and I’m Lily.”

“Are you going to lunch with Abby today?”

“Nope: she has a doctor appointment, so I’ll stay in the BOH and have lunch with the bakers.”

“Have you ever had lunch at Eataly on Ohio Street?”

“No. It’s way too expansive.”

“At what time you have your break?”

“Noon.”

“I’ll be there at 12:05. See you then. I can’t wait!”

And so he leaves, waving with a hand and that grin on his face. Without asking if I wanted to have lunch with him or not. I stay there, looking at his amazing ass and thinking. I’m speechless. And believe me it’s not easy!

My morning went smoothly, always checking the building in front of my window. A new sensation on my stomach and wetness on my panties.

 I’ve got a text from Abby saying she’s sorry to leave me alone. I’m not telling her of the change of plans. I prefer to wait and see how it goes.

11:58 and I’m ready. The door in the front building is opening. It’s not him. 11:59. Nothing. 12:04. Here he comes! I pretend to not be looking. I don’t want him to think I’m impatient.

“Twelve-O-Five. Ready?”

Oh yes! “Sure. Let me clock out”

We are walking side by side. And then he turns left.

“This is Grand, not Ohio.”

“Do you trust me?”

It’s myself I don’t trust, I want to say. “Yes, Sir.”

He looks at me with a mischievous grin. I’m lost in lust. My panties are dripping wet.

Suddenly he stops, takes a key-chain from his pocket and open a big wooden door.

I don’t know what to do.

I want to go in with him. I really do. I want to be taken. I want him to touch my pussy and make me cum with his fingers.

But there is the other part of me, the conscious one, that stops me.

“What is this place? Where are we going?”

He now faces me. And I can smell his aftershave. So musky, so arousing.

“You said you trust me. We won’t do anything you don’t want. C’mon! We don’t have the whole afternoon, do we?”

“My break on Friday is two hours,”

The brat side of myself won!

We enter an apartment very bright and small. He locks the door behind me.

“Whose this place is?”

“Mine.  When I work late I don’t want to ride the train. It’s not safe,”

I kick off my shoes by the door and leave my purse on a coffee table. I follow him to the kitchen. There is a table with four chairs, a huge counter and all the appliances a woman can dream about. Or at least I would! Looking around I can see two doors, probably a bedroom and the bathroom. Nothing else. And probably the kitchen is the biggest room!

“Is your wife aware of this place?”

“Kind of. She knows I have a place where I stay when I work late, but she’s never been here.”

I’d love to have a place where I could hide every once in a while. A secret place only for me, and my secret world.

While he’s looking for something to eat, I sit on the counter. Not too relaxed because my shirt can’t hide those little sausages around my waistline that I hate so much when I sit.

He then turns toward me, looking at me from head to toe and back. Very slowly, studying each feature. Each imperfection.

“Something wrong?” I ask to break the tension I feel inside.

“Au contraire! Everything is right where it should be. Don’t be ashamed of your body or afraid of it. It’s not your enemy” he then come closer. His stomach touching my knees. His hands on my calves, caressing them, at first lightly then adding some pressure. With his body he forces me to open my legs to come closer. Not that he must force much. My hands on my thighs. I’m embarrassed. I don’t want to misunderstand and don’t know what to do with my hands. His eyes on mine, then on my mouth, then on my breasts.

I love my breasts. They’re not too much but you can see them. A cup C.

He starts to unbutton my shirt, breathing deeply, inhaling my perfume. I’m not breathing anymore. Last time my husband, or any man, unbuttoned my shirt I was still in my thirties. Since then… nothing.

He then closes his eyes, inhaling, and diving his face between my breasts. He pulls my shirt and my bra’s straps down my shoulder. Slowly uncovering my breasts. He cups them and starts rolling my nipples between his fingers.

I can’t close my eyes. I want to see what he’s doing. I can’t do anything. Only feel.

His hands travel down to my waist, tickling me, then to my hips and behind squeezing my cheeks.

Oh my god! I’m so wet. It’s so arousing.

I finally move my hands. On his biceps, his muscular shoulders, his neck, in his hair. I try to breath, but this is too much. I open his shirt and look at his chest, touch his skin. My hands are shaking, the feeling is too strong. His smell is mesmerizing: a musky aftershave mixed with his sweat and the smell of the excitement.

He unbuttons my slacks and tucks his hand between them and my panties. The sensation is too much for me. I support my body with my hands on the counter and throw my head behind.

“Mmmmm. So wet. Is this all for me?”

Duh?! “Yes Sir” speaking is a hard challenge right now. His hand pushing on my pussy still on the wrong side of my panties. I try to think when the last time was a man did this to me.

I slightly push up my butt to help him pulling off my slacks.

He then opens wide my legs and dives his nose closer to my pussy inhaling my lust. Still on the wrong side of my panties.

He then rips my panties off with a sharp movement.

He kisses me. His tongue fucking my mouth while two fingers thrust inside my pussy. No resistance at all. I can’t hold myself sit anymore. I’m shaking. I lay down on the counter and pull up my feet.

His mouth starts devouring my pussy while his fingers continue thrusting in and out. In and out. I feel his fingers hooking inside my pussy.

When was the last time a man ate my pussy?

I arch my back. My hips pushing toward his hand and his mouth. His tongue playing with my clit.

I’m ready to cum. But I don’t want to. I know that once I cum, everything will end. I don’t want for this to end. After so many years I want this to last for hours. But I really can’t.

I start screaming. Arching. Pushing.

“Make me cum, please.”

“Let it go.”

His fingers pushing hard in my pussy and his tongue playing with my clit.

My legs start shaking. And I cum. Badly. That’s the best orgasm ever!

My body is now a pudding.

He helps me to sit up and kisses me. I can smell myself on his mouth. And suddenly I’m ready again. I want him inside. I get down the counter and we go to the bedroom.

I stand in front of an amazing bed and he’s standing behind me. I’m naked from the waist down. My shirt still down my arms and my bra beneath my breasts. He’s hugging me from behind. Still fully dressed but I can feel his hard cock against my ass.

The sensation is mesmerizing. I always wanted to be taken from behind but never dared to ask.

His left hand is cupping my breasts, my nipples stiffen. The right hand is caressing my too soft belly, slowly going south. He kisses my ear lobe, my neck.

“Your smell is so arousing. And your ass is the best in all Chicago.”

“You need a deep eye exam. But thank you. Yours is not bad as well. I’ve always wanted to squeeze it.” I bring my arms behind and start squeezing his butt while pushing his cock even closer to my ass.

He starts touching my pussy. I open my legs and he open my nether lips circling my clit. Oh my!

With a hand behind my neck, he gently pushes me to bend toward the bed. My hands on the bed. My ass up.  I hear him unfastening his belt, unbuttoning his pants, and pulling them down. His hard cock is now between my ass cheeks. It’s a terrific sensation. So exciting. I love it so much.

His hands on my ass. His finger slipping between my lips, up to my back hole. Nobody ever touched me there. The sensation is travelling along my spine. My nipples are growing longer, longing for his rough touch.

“Do you like it? Can I go deeper?”

“I actually prefer not to be asked. I just want to feel. Do what pleases you. I’ll stop you if something makes me uncomfortable”

He then enters my hole with the finger lubricated with my own wetness.

“Oh, my god!”

“I want to fuck your from behind. Do I need a condom? I’m safe.”

“I’m safe too and no risk to get pregnant” There’s nothing anymore.

He then enters my pussy with his cock. His finger still in my hole. He bents toward me and with a hand rolls my nipple.

“This will be rough and fast. Sorry but your ass is too good and the feeling of my dick in your pussy is the best I’ve felt for a long time. Touch your clit. I want us to cum together.”

So I do. It’s always been something private. I’ve never touched myself in presence of somebody else, but I’ve always wanted to.

In a little bit I’m ready. I want him to fuck me harder. I want to feel pain. And pleasure.

“Please, harder. Faster. I’m ready.”

His finger slips off my hole. He grabs my hips and starts to push hard. I hear the moisture noise of his dick in and out my pussy. His thighs hitting my ass. My breasts dangling. But I don’t care. I just want to feel.

“Fuuuuuuuuuuck,” we’re screaming in unison.

That afternoon my mind is reliving the two hours of pure sex. The absence of panties to remind me he’s torn them off. I left them there. Totally forgotten. Or maybe not.

The conscious part of me felt dirty and sordid.

The other one felt so good.

A text from Abby makes me return to the present:

“Everything’s good. Sorry I left U alone”

“Oh. I wasn’t alone. In fact, I was in very good company.”

“???”

“It’s been hot! Call U later”

 

 

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My Stressed-Out Boss By FLA527 Another in the Shooting Stars series A TG - RS story Gerald Simpson sighed heavily, it had been another long day. Made even worse because my unit had to work late due to a project upper management assigned our team. Anyway, finally all seemed to have finished their assignments and were heading out. Going around, checking in to make sure all had turned in their work and thanking them for pitching in by staying late. And as I moved through the area,...

3 years ago
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Letting Loose With The Boss

I love my job and I love the work I do. I think that's helped by the fact that I have one of the biggest crushes on my boss. I feel the need to please him in everything I do and so in the last couple of months, I've really delved into my work and became insanely focused on that. I often work late at night and all weekend, just so I had could give my boss some positive news.My boss could see how hard I was working and would often comment, saying that whilst it's always great for progress in the...

Office Sex
4 years ago
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New Boss

My company recently brought in a new boss to take over our branch since the former retired the previous month. He is a black man. Tall, broad-shouldered with a chocolate complexion; he's got the build of a quarterback, and he's married. I am his secretary; my name is Alicia.I have been with the boss going on six and a half months now and I could tell that he's got a thing for the ladies. He certainly enjoys flirting with them and sometimes I've noticed how often he tends to keep late hours...

4 years ago
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My wife and my boss

This is my hubby's very first story!! I loved it so I decided to share, hope you enjoy!The following is a story that is not true but one that I hope soon comes to pass…My wife and I have been in a very fun hotwife/cuckold relationship for several years now. I am not a traditional cuckold, no cage for me, no humiliation. I do like it when she says she likes another guys cock more than mine or that their cock was a lot bigger. When we have sex we love telling each other out fantasies. Its been...

2 years ago
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Wife Getting Fucked By Her Boss

I was a middle class man not so rich ,i was studious and got admission for engineering .While in college i noticed a girl who was having big ass and boobs,but was not so beautiful but her looks were average .I didnt like her for her beauty but was so impressed by her ass.Till then i havent seen any girl having that big curvy ass.I used to masturbate thinking about her ass.At that point of time i didnt know wat exactly was fucking but i knew some things.As time passed i became close to her .We...

4 years ago
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The cum Boss

So I went to school, got bullied like always, the same 3 big guys, they are one year over my grade, one escorted me in the bathroom, they told me to get undress, I told them, come on guys, do we have to do this every time? They said, Yes, we have too, in till you understand that your ass belong to us, I said, but I do everything you guys ask me too, they said very mad, stop winning and get ready for your Boss unless you want to get a beating again, I said, OK, Ok, ok, no beating again, just do...

2 years ago
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Whos The Boss

For the past twelve years, I have worked at a small manufacturing plant in my town. After five years of dedicated, loyal service I was promoted to foreman and just a few months ago after my boss retired, the owner chose me to be the new plant manager. I'm proud that I achieved this before I hit 40 (I'm 38). I've been married for 10 years and have two young k**s. Life has been pretty good to me so far. It's been an easy job so far; we only employ around 40 people and many of them have been here...

3 years ago
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In a car with my boss

I was home alone that night, relaxing inside a hot bath tub after a long day at the office, when my cell phone rang. It was my boss…"Hi Ana…could you work late tonight and help me entertain a client?”He added he needed to take the new client to dinner outside. And when I accepted the proposal, he begged me to wear something sexy…My boss picked me up later. I was wearing a tight short red dress. It was low cut showing off my huge tits. A pair of red stiletto shoes completed my sexy outfit. My...

2 years ago
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Big booty big breasted black boss

Richard's fingers fumbled as he folded the paper in his hands. The origami swan was not turning out as expected and he soon realized there was no hope for the creation. He threw the paper wad at his cubicle wall in defeat. The work day couldn't end soon enough.A glance at his computer monitor revealed only three minutes had passed since he last checked the time. He sighed and leaned back in his swivel chair. Just before he was about to close his exhausted eyes, he heard the office door open. He...

3 years ago
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Sex With Divorcee Sister Of Boss

Though I have started writing, but I am still in dilemma that I should write my sexual experience or not, because in my perspective changing name can never be enough to hide the identity especially from the person with whom I got involved sexually and certainly if that person will read this, it will be disaster for me because this is about my sexual encounter with a sister of my boss, and worst impact of this will be, I will lose my job. Still with changed names I am starting to write down with...

1 year ago
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Displeasing the Boss

She sits on the leather chair fidgeting. Her boss has called her into his office clearly upset about something. "Diane," his boss started. "I heard that you were doing something of the questionable nature during office hours." "Sir?" "Have you been sending personal emails during office hours instead of doing your work?" "I-I'm not, sir." "I heard otherwise," his boss said raising a brow. "I'm sorry. It won't happen again." "Oh it's not. You're fired." "Sir, please. I promise it won't happen...

Group Sex
2 years ago
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The perfect night with my boss

The perfect night with my boss Two days ago, I had the perfect night with my new boss. I changed jobs in April after a few weeks of personal turmoil (more on that in another story?). I t wasn’t the first time that my boss and I spend the night together, but it was the greatest one up to now. Call me a slut for sleeping with my boss, but I can’t help being attracted to older men. They are so gentle, careful and experienced. They treat me like a princess, so I can’t help treating them like a...

3 years ago
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Paula First job for my boss

I received the first assignment from my Boss about two weeks later. His contractor from Istanbul was coming. Ibn Mustafa Halid. I remembered this name because it was also a test for me if I would meet the expectations of my boss. At the beginning I had to get him accommodation in Victoria. I went this morning before noon. The receptionist, who remembered me as a whore in tight sweaters, miniskirts and stilts, looked at me in surprise. This time I was dressed in a light blouse, gray skirt over...

4 years ago
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SEX WITH MY BOSS

I had a really bad week. Actually, bad would be an understatement, shitty would be more appropriate. Problems after problems had punctuated my Days. I managed to get a new job as an assistant executive at an accountant firm. For some reason, I was the only man working in this office, and since I was the new guy they were bullying me. I thought that I might just need to pass the week and it would stop.I decided to change my mind by going to my favorite bar. It was a really popular one, it seems...

3 years ago
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The perfect night with my boss

The perfect night with my boss Two days ago, I had the perfect night with my new boss. I changed jobs in April after a few weeks of personal turmoil (more on that in another story?). I t wasn’t the first time that my boss and I spend the night together, but it was the greatest one up to now. Call me a slut for sleeping with my boss, but I can’t help being attracted to older men. They are so gentle, careful and experienced. They treat me like a princess, so I can’t help treating them like a...

Straight Sex
2 years ago
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New Girl In City First Time With Married Boss

Hi everyone! My name is Neha and I’m 28 yrs. old. I wish to narrate my first experience few years ago when i came to Mumbai to join my first job after college. I come from a small town, so moving to Mumbai alone just after college when i was just 20 yrs. old was a big decision for me. I had a boyfriend in my college and he had got job in another city. My new job was very difficult and exciting at the same time. I found new roomies and i was staying with another 3 girls in a 2bhk flat. I had got...

2 years ago
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Shes the BOSS

  Working for a multinational company, my new role as the training manager allows me to travel abroad quite frequently. This is a great job and particularly at my age, 26, is considered a very remarkable achievement. I have been in this company for about a year now. From the time i joined about a year ago, up till today, i conduct several training sessions within the company and and abroad and almost every day i have a female student (colleague of course) approach me in private after class for...

Mature
4 years ago
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My female boss

Hi my name is Gina, I'm 26 with black hair, I have B-cup boobs and I'm 5'4. Sometimes you feel a certain way about your superiors. Usually you love them or hate them, but my female boss was something special I think. She was nice, but not too nice. She is 5'9 with brown hair and eyes. She had a very nice body too, with nice C-cups boobs, so she is very sexy for being 37. I've had her for a boss for about 3 years, and I've masturbated thinking about us having sex. The biggest thing is that I...

Office Sex
4 years ago
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Ninas New Boss

Things had certainly changed for Nina since being demoted at the office and then being sacked from her last job. Initially, she had floundered, but when looking at job adverts realised she didn’t really fancy going back into an office scenario where she had to make so many decisions and lead a team. So, she started to apply for jobs as an assistant, and eventually got one as an assistant in the accounts department of quite a large firm. So, even though Nina was now forty-one-years-old, she had...

Spanking
3 years ago
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Caught with the boss

I’m 32 and have been married to Greg for 11 years now. As far as I know, Greg has always been a faithful husband and I have no reason to believe that he has ever cheated on me. I, on the other hand, cannot say the same about myself. I’ve been fucked by many other men since I’ve been married and Greg never knew anything. That is until he caught me last month. My husband has always been a great lover, but I could never resist the advances of strange men. I have to tell you...

3 years ago
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THE SHEMALE BOSS

I was selected for the senior executive post in a MNC. I was very happy to get good package. After training phase, I got my location. When I reached my office, I was some late. I had to report Ms Suhani. She was my manager. She was young and filled with lot of energy. She said to me, “Amit, this is your first day, so I manage but remember your time.” I replied, “Ok Boss, I am being on time.” I saw her figure, she was totally gorgeous. She was in saree, her cleavage was attracting me. My dick...

1 year ago
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My New Boss

I moved to a new organisation and my new boss happened to be a lady which I know quite well but I haven't met before. she is 'gaddam' gorgeous and sexy and my 'innocent' self had a crush on her heavenly figure.HOW I KNEW HER:I met her on one adult forum, we kept in touch for a while exchanged emails and we got talking frequently but after a while, I was super busy with work and trying to change my job reduced our communication.One bored Saturday in my new place of work, I decided to send a mail...

3 years ago
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Boss Lady 20 The Big Boss

So as we head to the shower I am walkin behind you and grab u and pull u in with ur back to me with a tight grip around the front of ur neck I pull you close and say "now its time to show u who da Big Big Boss is!!!" U moan out "mmmmm daddy dats right show me who da real Big Boss is" so we go into the bathroom and I turn on da shower and we get in. As we get in u grab the bottle of bodywash and clean me up and I return the fav washin ur front sensually teasing you as I carress ya nipples and ur...

4 years ago
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Sexy Wife of My Boss

I have been reading stories for the past few years. So this is my 1st experience which I want to share with you and I would love to receive your comments mail me about me 25 years Single from Chandigarh. I am going to tell you how I made love with my boss wife. If any aunt or women from Chandigarh, Panchkula or Mohali (I love aunties from 30 to 45 the most) want to have sex with me can mail me on I stay alone, after completed my studies I start in a private company. My boss is in a nice man....

4 years ago
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My sisters joy with her Boss

Hi this is my first story in ISS. The story had been a real life one in my life when we were staying in Pune and had a farm house in Satara near Pune. We were staying in Pune since my birth and we were 4 people before my dad left to abroad for his extra work. We didn’t went due to our school engagements and other property dealing over here. So we stayed here only. After an year of papa’s departure we were all having our self jobs. Mom was having here job in one of the office near our house....

3 years ago
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The Boss

Mae had worked for Mr. Sen for 3 years. She was a very good assistant and did her job well. Today Mr. Sen asked her if she could stay tonight and work for a few hours on a special project. Mae replied "Yes, Mr. Sen., you are the boss." As they were working that night Mae leaned over the desk to reach for a report and Mr. Sen could see down her blouse. He noticed she was not wearing a bra and she had great full breasts. He replied "Mae, are you not wearing a bra tonight?" She answered "NO sir, I...

2 years ago
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The Boss

"Hey Sally, can you work late and help me entertain a client? I need to take him to dinner." She replied "Sure, I would love to." The boss then said "Great, wear something sexy. He does like women." She laughed and left to change her clothes.When her boss picked her up she was wearing a tight short red dress. It was low cut showing off her huge tits. The boss stared and said "Wow baby, you will thrill our client tonight. He can't say no to our contract with tits like that for him to see." She...

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