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I have never met a man or woman as confident as the young woman who took my anal virginity. She was not dominating, or arrogant, just very confident in herself and her judgments of people. How she knew a guy like me would give her what she wanted, and what I learned to want, I still do not know.

We met when I was doing a work survey of a local university to add some decorative pieces to the administration areas and the student union's offices. I had started up a specialty business to do singular pieces of metalwork when I was 25. I later added decretive woodworking for fireplaces, exteriors of buildings, and eventually general interiors. I am 5'9", now 42 years old, and in very good shape for my age.

One Tuesday night around 1 am, I was at the university to do measurements for the bids I was preparing when I decided to get a snack from a vending machine. I turned a corner near the student union's relaxation area and met Robin by almost literally walking through her. My first impression of her was that she was Asian, cute, my height and her chest was nice and soft when compressed against mine before she went flying onto her rear.

"Sorry, I didn't mean to run into you!" was what blurted from my mouth immediately as I stood staring at her. I was mesmerized for a small eternity before I was able to hold out a hand to help her up.

I tried to frame a real apology while my mind ate up the details about her. That she seemed to be about my height, perhaps 5'8". Lush, dark, shoulder length hair framed her cute Asian features. My eyes dropped u*********sly downwards. Her breasts were C cups, and appeared large for her thin frame.

A short black skirt of some light blend swayed and flowed with her movements, as she rose. It had covered the upper parts of her thighs so far, but left the rest of her firm, stocking covered legs exposed. The absence of shoes helped explain why I had not heard her come up the cross corridor. Her age was a bit uncertain but my best guess was around 23, almost 20 years my junior.

I won't bore you with my conversation with her that night, my side of it was very inane and, I have no clue to this day why she did not just walk away from my dumb-stricken face. It wasn't until a half hour after the unexpected conversation broke up that I was able to sort out some of what she had said to me.

Her name was Robin, she was actually 22 and was born locally to parents that had moved from Japan about 25 years ago. She was the secretary of the student union, in her 3rd year of university studying mathematics. Her intelligence, confidence, and humor about the situation shone through my confused memories like a beam of sunlight through a cloudy winter sky. She told me, she was working late on both homework and some of the student union work. She mentioned she would be there most nights this week.

I had told her about what I was doing, a bit of my background, and that I would also be there also several times over the next few nights. From that came an invitation to stop by at the student union the next night and spend a bit of time with her. Reviewing in my mind what I remembered she said, I was sure that she knew how instantly physically attracted to her I was, and how charmed I was by her personality by the time we said goodbye that night. I wondered just what would happen the next night.

Wednesday went by extremely slowly, it took until around 10:30pm to do paperwork that normally be done by 4pm. I had never been so interested by a woman, and the more I went over the memories of the previous night the more I was sure it was not just her body that captivated me. I went home to shower, shave again and get dressed in something nice but casual. I did not want to spook her by overdressing for a casual chat. I thought it was likely scary enough for her to realize a 42-year-old man was enchanted by her. I was about to find out that I would be the scared one.

I know its not the acceptable thing for an older man like myself to be interested in anyone that young, and I would never have looked for someone like her, its just that lust and love does strange things to the heart.

When I got to the university around midnight I barely remembered to get the pack with my measuring tools and notebooks out of the car. I headed immediately up to the floor the student union was on.

The front of the exterior office was a series of floor to ceiling windows with a door and several columns set to divide them. The office looked out onto the floor of the largest of the student recreation areas s**ttered across the campus. I could see part of the front room was dark as I walked towards it from the east corridor and my disappointment was acute.

But when I reached the windows near the door I was able to see the light in one of the interior offices. I knocked on the door and she came out to unlock it for me. With the light from the recreation area shining past me I could see the long, dark blue, cotton dress that she was wearing, and how wonderfully she filled it.

She waved me in after unlocking the door, and said "Hello, come in! How are you?"

"Hi Robin, I am fine, how are you tonight?"

"Tonight is going great, I managed to get ahead on both school work and a list I have been making up for the student union."

She left the door unlocked and started back to her office, I followed a bit slowly, distracted by the sway of her hips in the low lighting. I did not know the layout of the office and had to follow her path to avoid tripping while my eyes adjusted a bit more. When we reached her office she stood beside her desk with its soft lighting lamp, while I stopped beside a chair facing her and let my pack rest on the floor.

She then stunned me by asking one of the most unexpected questions I have ever had from an almost total stranger. "Do you want me?" she said.

All I could do was gape at her at first. Before I could even think of dissimulating that no I just wanted to talk, my head jerked up and down in a quick nod.

Robin asked, "What would you do to have me? I don't just give myself to anyone. You will have to prove to me that you want me."

There was no doubt in my mind what the answer would be, "Yes" I said.

"Strip down." was her reply.

I took off my shirt slowly, a bit stunned at what I was doing. The shoes and socks were a bit awkward, but my pants flew off. I hesitated with my hands in the waistbands of my boxers, but in a moment they join the rest in a pile to the side. My penis was just starting to fill with blood. I might have been uncertain but it was more than willing.

I was standing naked in the bright office light with a clear view through the exterior office to the hallway as she approached me. She kissed me lightly a few brief moments. And then lightly lead me by the arm to a chair beside the desk where she had me sit down.

I sat back the way she wanted me to, with my butt at the front and my shoulders touching the back and my head tilted back. I heard a bit of movement of the desk drawers while she slowly rubbed one hand up and down my cock. The slightest touch had it hardening. When she started rubbing it things went swiftly to solid thickness and I felt slightly dizzy on how fast this had happened.

Her lips slowly wrapped around the head of my cock. One hand firmly held my shaft while her other traced butterfly light patterns across my testicles. Soon her fingers ran down the path between my testicles and anus teasing the muscles there before doing small scratches and tickles at my rosebud. One finger felt moist and strange for some reason but despite my curiosity I kept my head tilted back to the ceiling, as she wanted. Only later did I learn she'd put a lubricated condom on one finger.

The one finger slowly started to press against the muscle keeping me closed. Surprisingly I trusted her and was comfortable, though still somewhat confused. The pleasure from my glans distracted me as the questing finger entered me. I'd heard of things like a finger in the ass during oral sex but never been with a woman who had liked it. Her finger slowly plunged in and out, maybe half an inch at a time. With the muscles relaxing and accepting, it started to go deeper, ever deeper. After a minute of this I all of a sudden trembled as her finger touched my prostate and caused a sensation to go through me. She must have worked her finger its full length into me.

Her finger slowly fucked my ass as her gorgeous lips were doing with my penis. She bobbed deep a moment engulfing me totally, and removed her hand from my shaft. She used her left hand to help get a second finger into the condom, her arms brushing my thighs as she adjusted it. Slowly she worked in the two fingers. Another minute and the third made a triangle penetrating me. All the while her she never let me out of her lips completely.

The constant bumping, touching and caressing of those fingers on my prostate while her lips and tongue caressed my cock was too much for me after a minute more of this. It wasn't a violent orgasm but it felt so long and exquisitely drawn out of me that I felt like I was a puppet who's strings had been cut, to lie limp in this chair. She waited a moment after I was done and then slowly eased me to the floor beside the desk with just quiet touches directing me.

I could barely look up when I heard the rustling of her dress falling but the beauty revealed drew my attention. She slowly took it all off, to reveal that she hadn't chosen to wear underwear tonight. Maybe she was so sure of my reply that she'd taken it off earlier to relax and prepare. Her body was an exquisite masterpiece of silky smoothness and rounded curves.

She reached over and pulled something she'd placed on top of the desk while I was in the chair. It was a small, almost g-string harness with 2 dildo's attached and a cord to the side. One small four-inch dildo faced inwards with a thick stem to it. A second seven-inch dildo stood out from the harness. She put that on while I watched. I wasn't sure what my emotions were, they were rolling through me so fast it was hard to concentrate on anything but her slowly stuffing the four inches inside herself.

She grabbed what looked like another harness and dildo then walked over my supine body to a patch of bare carpet where she slowly laid herself down. She just looked at me and I started to crawl over to her. Her hands guided me to sit lightly on her stomach while pulling out a tube of KY from the bundle with the other harness. Slowly lubing up her strap-on's dildo with one hand and rubbing jelly onto my semi hard penis took only a few moments.

A small push against my stomach had me slowly scooting back, easing her thin long dildo into me the pain and pleasure were mixed but the pleasurably stuffed feeling was winning out almost immediately. I must have backed four inches into me before slowing down. The head of her dildo tapped my prostate as it went by.

I still don't know how I let myself be settled there to ride her cowgirl style, but I think it was that quiet confidence and her beauty.

She reached out to the other harness and dildo. It was smaller in some ways and much different when she unfolded it. It seemed to be a mask with a set of straps to hold it and a five-inch dildo projecting. When she slowly put it on over her mouth I understood how it was worn. She reached up with her hands and gently drew me to her.

My mouth slowly engulfed the dildo on her face. I felt like gagging a bit but it wasn't much different from my old drinking contests of holding my mouth and throat open while friends poured liquor in. I felt utterly possessed by her. She was in my ass and mouth, holding me to her gently with a hand on my back. Her beautiful eyes locked mine to hers.

A small push and I was rocking forward and back on her dildos. The strap-on in my ass would penetrate me five to seven inches while the one in my mouth had its tip at my lips. Then I'd move forward and feel that pleasurable void as the one in my ass withdrew. She bounced her hips to fuck me harder and to make the dildo inside her move. The harness moved away from her a bit when I bounced away, drawn by my how tightly my ass held to her cock. It pressed against her when I plunged back onto my impalement.

Her small, gentle hands were busy. The left reached down to the harness to push and pull it and the dildo inside her. Her thumb flicked my testicles lightly every few strokes with a randomness that teased.

The right hand reached out and grabbed the cord attached to the harness. A small battery activated a light vibrator over her clitoris. She then reached down to my penis as it occasionally rubbed against her stomach depending how I arched myself. Holding the head of my penis away from my body and tight to her, she used my precum to break a trail across her soft and smooth stomach for it to follow.

I don't know how long I rocked on her back and forth. I know she had several small orgasms at least from the way she tensed and bucked into me but time seemed meaningless as I concentrated on the sensations and her eyes. Soon, though it felt much too fast, I found myself building up to an orgasm. She seemed to approve and stoked harder into me with bucks of her waist and occasionally her head.

I felt my first spurt come forth onto her stomach. I tried in a frenzy to time my thrusts down onto the dildo in my ass, but the contractions inside me came too fast at first. With the pressure on my prostate and the way I continued to come for so long. A second peak of pleasure sent trembles through me, I felt a third smaller peak as through I'd had three orgasms during that long pleasurable moment.

We lay there connected together until we were able to recover, after minutes, from the experience. I took my mouth off her face dildo and pressed my cheek to hers as she held me. She took off the mask to kiss me gently on the lips. She started to nibble on my neck as she slowly eased her strap-on out of ass.

I don't know if any passerby saw what happened that night but I know I never cared. I'm sure some have seen us on the deck of our pool on warm summer nights. We enjoy a wide variety of sex, but often we re-enact her taking of me with many variations on the theme. We've done it outdoors while camping, at my office, and more staid places like our living room floor many times in years we have lived together.

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After their initial introduction at the Spanking Party, Bill and Debbie quickly became friends with Ron and Marion. After all, they all loved spanking games and bisexual sex. For several weeks, the two couples took turns hosting each other for private, bisexual spanking parties. Bill and Debbie both began to love the taste of both cock and pussy — even when forced to "Clean-Up" partners of both sexes. Bill, like his friend Ron, was becoming addicted to the taste of male and female cum juice...

2 years ago
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Femdom Island

The Milking Chamber "Oh my God!" I cried out at the sight in the square in the middle of the park. "I can't believe it!" The sight was too shocking for my mind to accept. "I said you would be surprised!" Lori smiled back at me, standing by my side. I knew an assignment into this female dominant culture was going to be a challenge - a challenge, that is, for me because I was male. For Lori, I think she enjoyed it. If I had known the extent of the challenge, I never would have...

1 year ago
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Getting a Hard Pegging

I had some of the hottest sex with my wife the other night! She pegged the fuck out of me! It started with us laying on our bed naked after a fresh shower. Whenever I see her naked like that I can’t help but want to spread her butt cheeks and lick her ass. She laid and moaned as I tongued her hot asshole over and over again. “Do you like that?” I asked. “Ugh… yeah!” “Then tell me!” “Ugh… Lick my ass!”, “then spread your ass wide”. I’m training my wife to ask and beg for me to lick her ass more....

Bisexual
2 years ago
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Peg Ray and Pegging

Peg Ray and PeggingI started planning a three-night stay in my old home town and what happened was the last thing I expected to happen to me during the trip. I posted to social media I was in town and my ex-wife messaged me back very quickly. After a messy divorce and a few years later I found out she was now a lesbian and was in a relationship after all these years. I gave her my number and soon we were talking and it was nice. In the process of our conversation, I told her I was married and...

1 year ago
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A Good Pegging

Hank always thought his sister’s significant other Lisa was sexy. Even though she had an air ‘butchness’ about her. Lisa’s hair was done up feminine. She wore dresses occasionally to work and she used makeup. But she had a mannish way of walking and talking. She relished dirty jokes and just like men she made the occasional inappropriate sexual remark. She clearly was the ‘man’ of the relationship with his sister even though they both said that the relationship wasn’t about masculine/feminine...

Erotic
4 years ago
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A Conversation about Pegging

Kim and I were sitting on the couch relaxing when she looked up from her laptop with a grin on her face. “Honey, I was reading an article today about a sex act for which a local sex writer coined a term. It is called pegging. Have you heard about it?” she asked with a slight twinkle in her eye. “Yeah, I have heard about it. I have read a few articles of his about it and some other stuff.” “Well, I am glad you know what it is. I thought I was going to have to go into a long, drawn out...

Straight Sex
3 years ago
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Femdom Origin

...It all happened to me earlier in life, when i had very little idea and understanding of what real erotic meant. Ever since i was a child, i had this fantasy of being amongst a group of girls, who would humiliate, disregard, torture, abuse me, even beat me up. At the time i had no idea where this all came from, or what it meant. I could not make much sense of this all, and i´d still be in the darkness now, if it wasn´t for this one experience, which opened up the horizons for me, in regards...

2 years ago
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FemDom Training Club

Hello my name is Elizabeth and I would like to tell you about the Femdom Training Club that I started about 7 months ago. My husband “CUB” has been after me for years to take a dominating role in our sexual relationship. He wanted me to become the Dominatrix and force him to do things he would not do on his own. He wanted some just down and dirty fucking or as he would say he just wanted some recreational sex. I really didn’t want to play along with him on this but one time when we were...

4 years ago
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Femdom Fantasy Romance

This is a continuation of Femdom Fantasy Realised, a story of discovery between Cate and Ben, which I suggest you read first. This story contains femdom, anal and group sex. If that offends you please choose one of the many other great stories on this site. Please use safewords when playing and always stay safe. Please also feel free to make a comment. ooOoo Cate and continued to see each other a couple of times a week, usually for a quiet dinner at home. This was worked around Cate’s...

3 years ago
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First Femdom Act

Friends, you are reading this sex story on indiansexstories dot net Hello, everyone. My name is Ram Prakash and I am from Hyderabad. I always dream of losing my virginity in a femdom act. So I posted an ad on a dating site explaining my fantasies regarding the femdom act, how I like to get dominated by women. For the first 2 weeks, I didn’t get any response. Later, I received a message from a woman named Swapna(name changed) from Hyderabad. She is 34 years old and has 2 kids. We started with...

3 years ago
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Pune 8211 My First Femdom Experience

Hi, This is Amol presenting my first story. A little bit about me: I am 30 years old, unmarried guy, slim, average looking, working in Pune. M addicted to femdom. Only watch femdom videos. I am psychologically a submissive. This story is of my first real experience which happened last year. One Tuesday night i was surfing a bdsm dating site as usual when i stumbled upon a lady(MistressXXX) who was giving paid online session and then real meeting. We talked on skype, she gave me few...

1 year ago
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Femdom Shorts

Summertime With FemdomShe bumped the double fold of her cunt against his crotch, feeling the comfortable tautness in her thighs as she straddled him, kneeling and squirming on top of his supine body. Somehow, in the bump and crash of stripping and making out between the door and the bed, they’d ended up that way, him on the bottom the way she liked. He was naked, except for the black band of the collar at his throat and one sock, and she was stripped down to her skin, smooth, sticky with summer...

3 years ago
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Femdom Fantasies Becomes an Unpleasant Reality

Femdom Fantasies Becomes an Unpleasant Reality By: Ken Bristol want2b Chapter 1 (Discovery) Ed came walked into the kitchen Saturday morning and saw his wife Diane glaring at him while sitting at the kitchen table with her knees tucked up under her and holding a cup of coffee.  Diane, in an ominously quiet voice said:  ?Sit down, we need to talk.? Ed poured himself a cup and said:  ?what’s your problem?. ?You are.? She replied. ?I don’t understand.? He said. Diane continued:  ?I feel like I...

2 years ago
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My English Teacher8217s Femdom Sex

My name is Rahul and I live in Pune. It was a time of chill winter. I was studying in the 1st year of college when this incident happened to me. In December, we were going to get winter vacation for 25 days. In my college, I always had a crush on my English teacher. Her name was Sumangala. Let me describe her first. Her height was around 5’1″ and her body shape was really good. She was very attractive in the entire college. Also, she had long hair till her waist. One day on November 30th,...

3 years ago
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Professional Femdom a Narrative

The following four events represents a three days of work in the life of Victoria Grayson, an unlicensed, self proclaimed sex therapist and atypical Dominant. Her clients consist primarily of wealthy housewives, mothers, and high placed businesswomen. Fees for her services are mixed, but expensive: $500 to $800 for an hourly session or $2,000 to $3000 per day. Additional charges could be imposed for the more bizarre fantasies and fetishes. Clients are also responsible for all...

3 years ago
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Brandy is Punished by Her Femdom

I have several Doms and three Femdoms that I visit, but I like variety and my sexual appetite is almost insatiable so I need to see different people for different experiences. I am upfront with them and my Doms all know about the others. Everything in my life was fine until one of my Doms contracted COVID-19, so I had to quarantine for 10 days and get tested regularly; well guess what even though...

3 years ago
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Strapon escort

I broke down and finally called the number of an escort service I got online. I was very nervous having never done anything like that before. I had a very particular fantasy I wanted to indulge and thought this was the best way. A sexy sounding lady answered the phone. “As you might already know we specialize in making fantasies come true, so what are your fantasies?” She asked in a sultry sounding voice. “I … well … one of my favorite videos is ‘babes balling boys’ and I well …” I stammered...

2 years ago
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strapon guy part 2

part 2this one is a little shorter but i'm trying to build a story here :)Still being a little lightheaded from the great sex we just had, I was reading a magazine on the kitchen counter. I was standing but I had to bend over a little because the counter was a little bit to low. I heard Linda (that's here name) walking towards me. I didn't pay to much attention to here because the articles where really interesting. Suddenly I felt something looking for my asshole. I looked behind me and saw her...

4 years ago
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strapon

. Here comes the story; I was meeting this woman through a internetsite. She was a lesbian, she claimed, but has always wanted to dominate a man with spanking and straponfucking she said that she wanted the man cry like a baby when she was finished with him.Well she took off my clothes and inspected me, pinch my ass and said wow what a nice little ass I am going to treat today. Eventually she went to the floor and laid me over her legs and then she began to spank me with her hand and she spank...

4 years ago
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Popping His Cherry Pegging

I love my husband. We married over 20 years ago and we are still best friends and exclusive lovers. Our life together has been difficult or at least challenging at times, but it has always been a good life. We've raised three wonderful c***dren, the youngest of which entered high school this year. My husband works hard and has become a very successful real estate broker. I've run the household and worked in the healthcare field. We have always been a very busy family.Last week my husband left...

3 years ago
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I Want to Fuck You Pegging

My last boyfriend broke up with me because I was "too aggressive." Our society expects women to be passive during sex. I have never wanted to be a woman who just lies there, passive and moaning, spread-legged like a frog on a dinner plate. I love to be on top. I always straddled him and put my hands on his forearms so I could pin him down, and then I pounded my pussy into his crotch. When he got close, I'd slow down and go up and down in long, teasing strokes to finish him off. I loved to watch...

2 years ago
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Road to Pegging

Road to PeggingBy Peter n SharieThis is the first story we ever wrote. We like to start off telling our story from the beginning of the road to pegging. In our story it’s about my wife using a dildo on me for the first time. We thought it would be interesting for some couples where the woman is reluctant in using a dildo or strap-on on her man, as my wife was very much reluctant up until the time of this story.My wife and I have been married for 29 years and together for over 34. We have...

3 years ago
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Porn leads to pegging

We watched porn all the time all different kinds we watched a pegging vid and she kept asking me if I’d do it and I never really said anything until she said she’s grabbing a new dildo I told her get a double sided she asked why I said just do it so she did and brought it over I said “you’ve been all on the pegging thing and I wanna make you happy so I thought this would be a lot more intimate we’ll have to scissor or ride eachothers ass I’d rather be super intimate and use that” she said “I...

1 year ago
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Femdom Friday

Introduction: Mrs R get her way while Mr A is treated like a dog Her early morning alarm went off in the dark quite room before she could hit the snooze she felt her husbands hand quickly grab her naked butt as he has done so many mornings. Except this time he spread her cute bubble butt and pushed his face between her cheeks. He slowly licked her tight ass gently until he was sure she was awake, then slid his tongue around and began to play with her pussy. By now he could hear moans coming...

3 years ago
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Femdom Fart Society

In the year 2024, newly elected President Alexandria Ocasio-Cortez declared that all men needed to be subdued, so that women could thrive in the United States. Slowly, Ocasio-Cortez pulled away more and more rights from men, starting by taking away their right to own weapons, and then their right to purchase property, their right to accept a higher work position than a woman, and so on and so forth until men were left with fewer rights than dogs and cats. Some people were of course hesitant to...

Fetish
2 years ago
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Femdom University

When Emma was in high school, she heard about a small group of major universities introducing schools of Femdom. She absolutely adored the idea of locking cocks in chastity and breaking their balls as a career. On her 18th birthday, she spent half of her life savings buying femdom porn. She played with herself four times a day for a month. She noticed that all of her favorite dommes had her same black, medium-lenght hair and sharp features. There was one difference that really bothered her...

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