The Inheritance Naughty List Road Trip (Closed to Jonathon Bair)

PantyMon

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Monday morning and my alarm clock didn’t even wake me for once. I was already out of bed, dressed and sipping a coffee in my kitchen while scrolling the news on my iPad.

Today of all days I was intrigued, and curious as to how this day would unfold. I was dressed in a simple black pencil skirt and a white blouse, nylons with patent leather black pumps on. It’s a bit more conservative than i normally dress, but I’ve also never been to one of the high rises downtown to a lawyers office and wasn’t exactly sure how to dress. My mind was racing as to just exactly why I was written into my Uncle’s will. He was the older brother of my father, we would see him occasionally as I was growing up. I don’t know if my dad and him ever really got along or if it was one of those obligations to hang out with him just because he was family. He always gave me these creepy vibes, even when I was a young girl, then as a teenager his leering and comments he’d make to me when my parents were just out of ear shot were really nothing more than gross. He never crossed a line but he just was one of those guys who thought he had it all and was way to full of himself.

I made my way down to the law firm, and found myself seated along in a rather large conference room with some amazing views of the city. An elder gentleman came in, he kinda had this Sean Connery gentleman look about him.

He proceeded to tell me that my Uncle has left me $2 million dollars, not one but 2 with a lot of zeroes. My jaw dropped and I had no idea that he was this rich let alone that I was even a thought in his will. The lawyer, Mr. Braden, shared that there was a stipulation attached to this inheritance. He said he didn’t know what it was, but he slide one of those larger 8.5x11” yellow envelopes with a sealed clasp across the table to me. It was addressed to me.

I opened the envelope and began to read the letter and the more I read the more I felt a growing pit in my stomach. My uncle had created a naughty list and if I wanted the inheritance I had to complete the list within a six month timeframe or else the money was going to be donated to a chairty.

My eyes looked up at Mr. Braden, “you have to be fucking kidding me.” I said with a slight tone of disgust. “I’m afraid not.,” he replied. “This is what your uncle put in his will and if you want the money, this is what you need to do.”

With that I picked up the envelope off the table, stood up and as politely as I could, thanks Mr Braden and I exited the law firm.

——————

Once I got home, I kicked off shoes, cussed at my uncle to the sky, calling him all sorts of names. As I began to calm down a bit that’s when I heard the unMistakable sounds of water running.

“Oh no. Shit. Fuck” I said as I ran into the bathroom to find that the toilet fresh water had never turned off and the water had filled the bowl and was cascading down on to my bathroom floor. In a panic I grabbed the towels to stop the spread of water and went to shut the freshwater valve off that is behind the toilet and the valve snapped.

“Well fuck me.” Could this day get any worse? I think to myself.

I run back out to the kitchen and grab my phone and call an old family friend, an ex boyfriend in high school some 15 years ago who happened to be a plumber.

“Jon?” I say as you answer the phone, you can hear the frustration and panic in my voice. “I really need your help, my toliet is all fucked up and it’s leaking everywhere…any chance you can come right now? Please.”
 
I go by the nick name Jon, as it is short for Jonathan. I am a 34 years old who is driving to his next job. With out thinking I hit the phone button on my vans steering wheel as my phone is synced to my person work van. I try not to laugh at such a simple fix has to be one of the most common calls I get. After a few seconds of a chuckle and said "first thing first. Do you know where the water shut off is to the house? Yes I know it is going to suck that will make any sink in the house unusable till I can get there on my lunch hour after this job. Can you see the flex pipe, at runs from the floor to the toilet? Dose that look like it needs to be replace, or just the valve to control the water? I gotta get the parts out of my own pocket as this is not a company job so I am going to need to eat at your place otherwise it is going to be a long day with out any food. I am expecting this job to take about half a hour, and should be there about 40 minutes from now."

I role my eyes thinking why did I never get a new phone number. Half my graduating class must have this number, and soon as any work needs to be done suddenly they all seam to remember how to reach me. I smile and shake my head thinking of the few Christmas cards and post cards I got over the years. So she is getting some special treatment, where most my graduation class has to book a appointment with the company and pay company rates. I try not to think of Alex's smoking body. I was always amazed by how she takes care of her self, and could give any 18 year old a run for her money. I knew I was a sucker for her, but man her hips and below sure can drive me wild and she knows how to use the lower half of her body... Alex's top half is nothing to bitch about as she is just as sexy up top as down below.
 
Jon was a sweet, caring and good looking guy. We broke up all those years ago really come to think of it just because we or rather I was just a stupid teenager. All these years later I still think of him from time to time and of course I’d see him around since both our parents were still family friends. The annual Christmas open house my parents would throw, Jon’s parents always put on a helluva 4th of July barbecue. So we would see each other and catch up when we saw each other. It always brought a smile to me when I did see him.

“Jon, yes I see what you’re talking about, I can’t tell if the red or blue plastic tubing things are broken or not, but the valve definitely broke in my hand. I can Venmo you some cash for the parts and then of course I will pay you for your work. And Lunch? You got it.”

After college and when I was in my 20s I worked in the yachting industry as a sous chef and I knew my way around a kitchen. It was something I loved to do, but after that period in my life working in a kitchen professionally I also knew that I wanted to just keep it as a passion or hobby and I didn’t want to proceed with it more as a career.

While I waited for you to arrive, I changed out of my pencil skirt and blouse and I just slid on white mini tank dress that sat just a little above me knees. I ran into the bathroom and put on some fresh makeup, not too much as I didn’t want you to know I was getting a little dolled up for you, but just enough to look pretty. I looked at myself in the mirror gave a little twirl and checked out my ass, I wanted to also tease you a little so I made sure I had a little visible panty line. I was wearing a simple pink everyday wear bikini, nothing fancy, but still so fun to tease.

I then go to work in the kitchen. I knew you had a long day in front of you and I wasn’t helping by making you give up your lunch so I needed something hearty for you.

grilled pork chops, a lite salad with a citrus vinaigrette dressing, red onions, tomatoes and feta and roasted asparagus in a cast iron skillet. Simple and filling.

As I was busy chopping and cutting I heard the doorbell ring. I washed my hands and let you in. “Oh Jon, thank you so much for squeezing me in today. I can’t tell you how appreciative I am.” My tank dress was a little low cut and the girls were out. “I’m working in fixing you a great lunch and I’ll have it ready for you in 30min. I sure hope you can join me for a bite if your schedule allows for it.”
 
I let out a sigh hearing you can not tell if the tubes are broken or not, but that is kinda a normal thing most folks do not look at. I say "Ok I will swing by the hard-wear store and send you a text with the cost of the replacement water turn off. For now get any water you will want for cooking and maybe a glass of it spare till I can get there and turn off the water to the house. I can also check on your water heater to make sure it is working when I get the water back on, that is not something the company covers by the way. Just looking out for your pretty little butt."

I know I would never talk like that to just a regular customer, but then lets face it. This woman has been the focus of many jerk off fantasy's and with us being ex's she was one of the wildest girl friends I had over the years.

My next job goes a bit faster then planned but not by much. I did get more then just the one that I knew I needed, as I planed on inspecting all the pipes if one was bad, then it is just a matter of time till the rest go to. I smile as I see you standing close to the sink so I know I can sneak some peaks at your feet and legs as you cook. I tell you "I want to inspect all the pipes here, if one water shut off is bad, then just matter of time till the rest fail and you would be calling me again. Tho right now I will be just inspecting the rest and will come back later tonight to replace the rest on my off time. I will get your toilet back working tho so the house has water before I leave and should be done by the time lunch is done. *in a play full tone* You didn't happen to leave any of your bra and panties laying around in the bathroom for me to work around did you?" I smirk clearly remember your large panty collection with a bra to match any panties you have.
 
“Oh Jon.” I smirk playfully as you talk about my bra and panties on the floor. “You’re such a perv” I tease back.

As you get to work in the bathroom, and me in the kitchen, I grab a step stool as I don’t really need the large metal mixing bowl for what I’m doing, but I wanted to tease you and give you a little show.

I stand up on the step stool and am reaching up into the cabinets making a cute little grunting noise mostly to get your attention as I sway my hips back and forth as I stand on my tippy toes, but ultimately providing you with an easy and clear view right up my skirt.

I guess since my uncle had given me this naughty list, I could think of this as a little test to see if I could even go through with the list.

I caught you looking and then I dropped my meat thermometer that was in my hand so I bend down to get it giving you even more of a show. As I stand up, I turn and look at you smiling and I see your smiling too. I guess I did enjoy being a bit of an exhibitionist tart. Thinking to myself that I should have worn a bit more sexy panties. Oh well next time.
 
As to be expected the first thing I got replaced was the water shut off. Then I went to the kitchen and got down on my back "to inspect at the kitchen sink" tho I must of spent half the time admiring your sexy set and legs, till you had to get up on your tippy toes. At that time I stopped working and smiled as I looked purely up your skirt. My eyes focusing on your hips as you put on the little show for me. When you drop the meat thermometer. I knew I was busted but had a large ass grin on my face showing I clearly enjoyed the sexy view. If there was any doubt the hard on in my work pants would end any doubt.

When the little show was over, I went back to work checking the pipe connections with my right hand. My left hand was free and I let my hand sneak over to your calf and give them a bit of a rub. I know I shouldn't but damn you got some of the best legs I ever seen!!! Just that perfect blend of tone with out being overly tone, and your skin is always so soft. Clearly I am enjoy doing this job more then what I should be, but come on I am a guy after all and by some long shot I still get along well with my sexy ex. Man has there been many nights I wanted to call you up out of the blue and tell you I wanted a date with you, and get back together. Tho something about are lives just seamed crazy enough to keep me from making that call... And now I know your dealing with a death in the family. I wouldn't be this much of a playful perv if you really was taking it hard. Sure I can see you are hurting some, but not like a crippling hurt, as if that was the case I would be offering you my shoulder to cry on rather then asking about your panties and bra's being left in the bathroom..

(As my hand starts to feel her leg, I wonder how she will react..Will she allow it to keep going or stop it.)
 
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As your hand begins to feel my leg, I’m secretly enjoying it. All these years as our lives have gone in different directions yet we’ve always found safe harbor in each other even as friends. I enjoyed your touch.

As your hand crept higher and higher I did finally and playfully swat away your hand. “Oh Jon.” I said. With a little cute giggle. “If that goes anywhere where you think it’s going you’ll loose your job cuz you won’t make it back to work. How about you come back tonight after your off, I’ll make us a nice dinner and we can sit and catch up for real. Plus, something happened today, I’m still trying to process and it’s not because a valve broke. It’s something else and I’d value what you think of it. I can’t get into it right now, but how about you come back tonight at 7p?”

It’s a good thing you couldn’t see up my skirt any more too I was clearly getting wet from your soft and gentle touch.

“You tell me what you want for dinner and I’ll make it. It’s the least I can do you e been so helpful today too and honestly I’d really love to catch up with you in earnest. Sound like a plan?”

I bend down giving you a good shot down they shirt as I give you a little peck.
 
I am kinda thrown for a loop, with how you let me hand move so freely over your leg.. I can tell the "stop" is not a full wanted stop, but more along the lines "let put this on pause" . Hearing you worried about if I make it back to work puts a devilish grin on my face. A look you know oh to well of I am thinking about being naughty and skipping out on my responsibilities. I sigh and say "Ya you are right, tho it would be fun and worth it", but in the tone you can also tell I am leaning to being the responsible adult and not skip out on work. As the temptation is totally there to do so...

Hearing I am wanted to come back tonight for dinner, give me hope of maybe what ever this is will get picked up again later tonight. I kinda like how tonight we seam to have traveled back to the us in highschool that was are good times, unlike when we broke up for college and got us in the funk for the last almost 2 decades... I say "You know even if you get one of them pre-made take home to bake lasagna I will still go crazy over that, tho I would enjoy a nice meat and pasta dish to. I am still that simple guy that eats anything in front of my mouth.*gives a bit of a playful wink to hit at more then just food* I can text you when I am on my last job as I do not really have set hours, tho 7pm is a good ballpark time." I get up and as I am standing you give me a nice view of your tits where I let me self stare at them for like 30 secs, just enough time to make sure you know I am enjoying the view still, but not long enough to be a creep...

I give you a kiss on the cheek and say "when I come over tonight, please be comfortable with out make-up on. You do not need to be all dolled up for the day, if you want to be that relaxed with me that is. Ya we can talk about anything you need to tonight, maybe get some cuddling in."
 
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I thank you for rushing to my aid as you leave and I give you a hard smack on your ass as your leaving, “see you tonight for supper.”

Once you’re gone, my heart is racing.

I put on some music and look through my closet, “don’t get all dolled up.” I say to myself as I laugh. “Ok, I need something casual like I didn’t plan it, but I want to look hot too.” I debate about a pair of leggings and while my ass looks great in them, I want something more playful.

I decide to run out to Target and I pick up this cute white satin mini skirt (https://www.target.com/p/women-39-s-satin-mini-skirt-wild-fable-8482-cream-s/-/A-92885296)

But I don’t get the matching top, I’m just going to wear a red ribbed tank top. While I’m there I get all the fixings for a lasagne and Cesar salad, plus a couple of bottles of a Pinot Noir.

When I get home, I do all the food prep and have the lasagne all ready to go, and it’s now about 6p so I out the lasagne in the oven and head to my bedroom to shower and get ready.

After the shower I head to my panty drawer and open it up, I stand before it admiring my colorful collection trying to decide what I want to wear. I find a red satin thong with a wide lace waistband. I slip it on and admire myself in the mirror. I put on just a simple white t-shirt style bra, and I pull up the satin white mini skirt, it feels so soft against my skin. I trim and look at my ass and you can make out the red thong really only when I bend at the knees a bit. Ok note to self I think. I pull on the red tank top, and then for a final accent I wear a simple black sweater that is open on the front it’s not a pull over sweater. Since I’m staying in I just stay barefoot my preference anyway. I apply some light makeup and pull my strawberry blonde hair back into a pony tail.

I give myself a final twirl in front of my full length mirror and admire how good I look.

I return to the open concept living room, I put on some old skool Blazy Foley country music and open a bottle of red I pour myself a glass take a few sips and prep the salad.

Just as the timer for the lasagne dings so does the doorbell. “It’s open” I yell “come on in.” And as you walk in you find me bending down taking the lasagne out of the oven.
 
The rest of the work day was hell on me.....The jobs was easy but I could not get Alex off my mind, and to top it off how playful we got only made my mind race with how far she would let it go tonight when I did not have other jobs after her. I had a really hard time thinking about something to turn me off so I did not show up to the job sites with a hard on. Granted most of the jobs was doing something like unclogging sink drains, changing shower heads or installing new shower heads. Tho one was installing all new piping for a full bathroom revamp, then a fix a kitchen sink. Mostly 30 something moms, 40-50 year old females. They may have enjoyed the eye candy, but did not want to give the company a bad rep.

When I finally get back to Alex's house I am rock hard. My 2 and a half inch thick cock with the 6 inch long outline pressing into my pants. When I see what you have on I pause in place for a second mouth hanging half way open as my eyes go up and down your body 4 of 5 times. (It is clear the casual but hot is having the effect you wanted on me) As you are bent over taking the lasagna out of the oven I can see the thong outline. I say softly out loud "Oh god" in a tone that hints that you look so good I want to take you right then and there. I gulp as I can see you seamed to be just as primed I am. It takes all my self control I can muster to be ready to walk to the table or over to the stove/counter top depending on what you say when I ask "Do you need any help?"

I know if I do not end up sleeping over here the night, soon as I get to the company truck I will have to jerk off in it or pick up a hooker for a quickie to blow off some of this sexual tension. The idea if I do end up going home tonight, stopping for the first hooker I can find sounds like the best option so some chick will be getting laid tonight. Tho I am kinda hoping it is Alex who will be riding my shaft.
 
I can feel you staring at my ass so I give my hips a little playful sway. I stand up turn and face you, I clearly notice how hard you are and I try to casually play off that I saw. I set the lasagne down on the kitchen island to cool and I pour you a glass of red wine.

“Jon, something really weird happened to me today and I’m not talking about the whole valve thing that was just icing on the cake. You see I had a rich and dirty uncle whose just passed away, he has left me a mind blowing amount of life changing money, but it comes with strings or rather a checklist.”

I slide across the kitchen island to you the same envelope I was handed from Mr Braden. At this point I’m leaning with my elbows on the kitchen table again giving you a great shot right down my tank top so you can see my cleavage and my white bra. I smile at you as I’m loving just teasing you.

After giving you a good long look, I stand up erect and take a sip of my wine.

“So what do you think?” I ask
 
I hate to have to change from the sexual hunger for Alex as she has been teasing my poor cock all afternoon even when she was not with me. A clear change in my face turns more to the supportive long term fiend that they are as she tells him about the day. Clearly I am interested and glad to see she is sliding the envelope to me. I only nod as I open the packet up and reading. The look of shock but also a smile showing I am partly enjoying this crazy list of demands. You also notice my eyes leaving the paper as I take a few seconds to look down your tank top. The frustration on my face as I keep losing my place, so I end up reading very little of the document each time before I peak back up looking down your shirt.... I am so playing into you being a cock tease and that damn smile as you enjoy driving me crazy. We both can clearly read each other, knowing this is a game....

When you stand up I take a sigh of re-leaf that the playing on my sexual attraction to you is still there.

When you ask “So what do you think?” I smile and say with a playful smile "Well for starter some little cock tease was working her magic and being very distracting, so I did not really get to read much. I only got to part 3 *I shrug* I can help you with 1 and 2 if you want me to. I would love to read more on the crazy list to see where I can help out with. For number 3 I would love to be there for that even if I have to hide in the closet or something."
 
I swipe the papers out of your hands and put them back in the envelope.” That wasn’t exactly the help I was looking for though.”

“Honestly I’m not even sure if I’m going to do any of it.” I say. I begin to cut up the lasagne into squares as we hang out around the kitchen island. I dish us up and slide a plate over to you. I also grab the bottle of wine and refill your glass for you.

After I fix my plate, I walk around the island and sit down next to you. “This is nice” I say, “just catching up a bit. Thanks again for your help today with my plumbing issue too.” I extend my glass and we clink in a cheers and take a sip of our wine.

Just as I brought my wine glass up to my lip, I spilled wine down the front of my shirt. “Well shit, just on par for this day.” And without a hesitation or even thinking I strip my shirt off. Revealing my supple cleavage in a simple white t-shirt bra. I turn to face you, “I’m sorry, I’ll only be a second.” And I stand up and head into the laundry room as I wanted to spritz Stain spray onto the shirt so the red wine doesn’t set.
 
I look up shocked as the envelope gets taken out of my hands and hear that is not the help you was looking for. Even tho in my mind it is screaming take her, I try and be good to sit here and listen/have this talk with you about what is going on while you cut up the food and plate it up.

As you move to sit next to me, that makes it harder for me to be good where my eyes keep going to check you out even tho you can tell I am trying to focus on the conversation. I smile and nod in agreement with “This is nice” and “just catching up a bit." I get a much more pronounced smile on my face as you say "Thanks again for your help today with my plumbing issue too.” in my mind I want to make a sexual joke/offer about fixing your plumbing but I hold it back, and I do extend my glass to your glass for the clink then sip the wine.

I am glad to sip the wine as it is not my preferred drink where I love a good strong whisky and coke or 151 spiking some ice tea. I know wine is your drink so I do drink it with out any gripes. Just to me this light drinking might as well be wine coolers to what I really enjoy. Tho in the wines own way it is good so not a total loss... Then it happens. The spill on the shirt. I am kinda shocked by how fast you pull the shirt off and sit there standing in your bra letting my eyes take in your supple cleavage. When you say “I’m sorry, I’ll only be a second.” I say "no worries...." but I see you are walking away so I do not bother to finish that though.. I just smile and watch your ass as you walk away. I think to my self "Damn it to hell she is such a cock tease!" a few seconds later I get up and fallow you into the room. I stand silent at the door watching you do your thing. Soon as you are done treating the shirt I say "I rather enjoy how you are now. Please do not put anything on over it, *a playful tone in my voice now* or are you to much of a chicken to eat a meal with me just in your skirt and bra?"... I do not mention the panties you got on part of me will have you take my challenge and remove them so you only eat in the bra and panties. Tho I am not really expecting that kind of facing my challenge.
 
As you say that to me, I toss the shirt in the wash and get it going. I make direct eye contact with you and walk right by you and back to the kitchen island. I sit on my stool, take a sip of wine and begin to finish my lasagne in just my white bra and skirt. Gawd I was enjoying driving you wild and while I was so fucking wet from all this teasing I still wasn’t sure if I was going to give it up to you.

We continue to chat and catch up about of lives over the last 15 years, what we did, where we’ve been, but I can tell that I’m such a distraction to you.

As we wrap up dinner, I clear the island and just toss the dirty dishes in the sink as I’ll take care of them later. I put a lid on the Pyrex dish and add the lasagne to the fridge.
 
When you do the direct eye contact with me and walk by. I can not help but smile as you taken the bait. I also know you will be enjoying the teasing your doing, so I am kinda punishing my self with how fucking sexy you look in your bra and skirt...

I really am enjoying this deep chat and catch up about are lives over the 15 past years. Sure we know bits and peaces from seeing each other at family events. Most the time I hated it as part of me wanted to try and relight that old spark, but the time was never right. Then with the sink things seamed to line up....

As we wrap up dinner my mind is racing about the big question should we sleep with each other... I know I could push the buttons that most likely work to do it, but part of me wants to slow things up, even tho a good long max up sex night is long over due!!! As you slip the food in the fridge I slip up behind you pushing my hard cock right into your ass as I say "I got something on my mind and it is hard to say... My mind is saying the smart thing to do is in conflict with the rest of my body. I want you to feel just how turned on while I say this so you know I mean it. I want to spend the night with you, but at most I think we should limit to using some toys on you and hold off on you playing with my cock. As I so just want to fuck you right here and now bent over doggy style, but for a while I think we should work into that with toys. If you want to try and relight the sparks we have? If you offered right now I do not know I got the will to say no to be fully honest with you."
 
I feel you press into my back, and I just can’t take the teasing anymore. I turn around and face you and toss my arms up on your shoulders. I look deep in your eyes, “you know where the toy chest is.”

I respond with a smirk.

When you leave the room to go get the toys, I unzip my satin skirt and let it fall to the ground. When you return I’m standing next to the kitchen island braless and just in my red satin front thing with a lacy back.

“Well what did you find?” I ask
 
I get a playful smirk hearing about the toy chest... I put on this toy then say "seams like you got a new one, my how things came from a basic dildo to wear." I lick my lips and look over your body 3 times before asking "Do want me on my back laying on the couch or you bent over the table?"
 
I smile and say let’s start right here.

I turn and face the kitchen island and bend forward sticking my ass out. The lace detail of my panties accentuate the curves of my ass.

I can’t believe this is happening, but I’m so excited as it’s been a while since I was last with a guy. I was going to enjoy every moment of this.
 
I smile and I get close to you and say "here is the remote to control the speed... if you want it in a set place do not be shy to place it there, otherwise I am going to have fun teasing you with it."
 
I take the remote from you and then reach behind and use a finger to hook my thong and I slide it to the side exposing my glistening pussy with a nice little landing strip tuft of hair. I slowly and sensually sway my hips as an invite for you to begin.

I look across the room and the mirror on the other side of the room and watch you as you begin.
 
I quickly realize the flaw in the toy I picked... For it to go in her vagina, I gotta get a face full of her ass! I do not let that hinder me. I start moving the tip along her pussy lips to get it nice and wet while teasing her. While my face is moving back a inch then pressing into her ass. I am glad she seamed to plan ahead and showered as it still smells relatively nice from the shower hours ago...

If this toy is as good as I hope it will be for her, then I hope to be wearing this often and mostly looking up her front as I can lick and nibble on her clit while the toy dose its magic in her. She has a sexy ass so I will not gripe if I get her sexy ass in my face allot. I want her to enjoy her self, and I want to work us into being a full thing in time. This sexy little minx still has that crazy power over me to make me be like pudy in her hands if she wants me like that while I can be very manly... She just gotta use the look or tone that will almost always get me to bend to her will, as I do want to see her happy.

I try not to think about her sexy ass being pressed into my face, but I do focus on using the vibrator that is attached to the chin harness to the best of my abilities. I try to keep the tip pointed down as I know the top part of the pussy should have the most amount of nerves. To use the toy to it's fullest you need to be on your back... I tell you "I want to fuck you with this properly role over so your back is on the table and your feet are up in the air!" I plan to slide this thing back into your pussy soon as your back hits that table. I want to fuck you with the toy using it how it is made so I can drive you from one orgasm to the next.
 
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