Ladyboys Moving to Thailand and my first Ladyboy
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New Cleaning Lady (Part 2) free porn video
Briefly, I went to work for this guy filling in for his regular cleaning lady while she cared for her husband. To his pleasant surprise, when I showed up the first day, he discovered I was a middle aged black lady. He laughed about it saying it wasn't a problem just that he hadn't thought about it. He just assumed younger and white. If you will read "New Cleaning Lady" first (if you haven't already) you will see how hot he and I are for each other.
***********************
He took me at my word when I told him how I wanted him to just take me whenever he wanted while I was working. He did it my next time there. I was on my hands and knees cleaning a spot off the rug in the family room. He walked up behind me, slipped his thumbs in the waistband of my stretch shorts and pushed them to my knees in one motion. He started rubbing his cock all over my ass and then my pussy while he reached around and squeezed and fondled my tits. I arched my back, thrusting my ass up towards him, making it easier for him to rub against me. Then he put two fingers in my pussy circling them around, getting me wet and driving me crazy. He grabbed his cock and rubbed the head back and forth over my clit. Then he started to ease it into me trying to take it easy til I lubed his cock with my juices.
As hot as that was for me it just slid right in with no resistance. He started fucking me hard then, grabbing my hips and pulling back nearly clear out and then shoving it all the way in to his balls. And what balls. They were still hanging loose and kept hitting against my clit. Gawd that was a hot feeling. I held still and let him pleasure himself with my body. Loved doing that for a guy. Being the first time fucking me it was really hot for him so it didn't take long. He shoved it all the way in and held it. I worked my inner muscles gripping and squeezing it in a massaging motion. I could feel it jerking inside me as he responded to what I was doing to him. Then he started working it in and out full length. He started cumming and groaned as he shot his first wad. He kept going in short thrusts and shooting each time. Just as he seemed to be about finished I started cumming too. I told him he needed to keep going til I finished. He didn't disappoint me. He just kept right on thrusting. I kept urging him on til I finished. He just laid across my back with his cock still in me totally exhausted from the workout.
"Gawd you are sooooo good. I've never felt a pussy that could work my cock like that. And you were right. Just taking someone like that sometimes with no warning is really hot."
"You got it baby. I get off on it big time. Don't get me wrong - I like it sometimes gentle and with a lot of french kissing first too. That slow build up can make for a really mind blowing orgasm for both of us but this way is just as good."
After we got our breath he slowly pulled out of me and we went to the bathroom to clean up. I needed to get back to work if I was to finish everything that day.
************************
The next week the cleaning lady called and asked if she could work the next day after her scheduled time as she needed to take care of some business on that day. I saw no problem as she worked there a lot of times while I was gone anyway and she had the key the former one used to let herself in.
It turned out that I didn't have to be gone but I had forgotten one thing. I didn't cancel my nephew coming over to do some stuff on my computer. Normally that wouldn't be a problem but in this case it could. You see, when my wife died over a year ago he would come over a lot to keep me company. We got to talking one day and I told him that since she died I like to go around the house in low cut briefs and most of the time even completely naked. If he was ok with it I would like to feel free to do it while he was here. I explained it wasn't sexual just a nudity thing. I didn't want to do anything with him. He laughed and said he liked to go around naked too but had nowhere to do it as his family was always around. He said he was actually going to ask me sometime if it was ok for him to do it here. So much for worrying about my nephew's open mindedness. After that, when he got here we would just simply strip to our shorts or be naked and never really thought much about it anymore.
Big mistake!
The cleaning lady arrived on the agreed day and was working in the back of the house. Jeff, my nephew, came shortly afterwards and headed upstairs where he was to begin his project on the computer. After going over what we needed to do I remembered I had to go to the hardware store for a valve for the pool pump. I told him I would be gone for about an hour and left, never thinking about the cleaning lady, assuming he knew she was there.
********************
I was just finishing cleaning the room in back of the house when I heard the door slam and looked out the window in time to see Harry get in the car and back out the drive. I thought that it would be a good time to strip down to my skimpy workout outfit. This one was white and it was for private workouts as it was so thin you could see right through it. I was feeling really horny anyway. I would be ready for him when he got back.
I went into the kitchen to get a cup of coffee and take a break for a few minutes before heading upstairs to change the beds. I had been hitting it pretty hard and had worked up a sweat. I drank a few sips of the coffee and decided to go on up.
I went into the bedroom at the top of the stairs and began removing the sheets. I threw them on the floor in the hall as I headed down to get clean ones. As I passed by the old master bedroom he had converted into an office I thought I saw someone go into the bathroom. Thinking it was just my imagination I got the new sheets out of the hall closet and headed back.
When I finished putting on the new sheets I went back down the hall to his office. I stopped up short. Sitting at the computer was this young guy. I could see he had on only a pair of minibriefs. I could see the screen and he was looking at some porn. And much to my surprise it was pictures of naked black female bodybuilders.
Being the nasty person that I am, I just walked on into the room like I didn't know he was there. It startled him and he spun around in the chair. He'd been caught.
"Who are you?"
"I'm the cleaning lady. I clean this house every other week."
His eyes roamed over my body studying me. And I was doing the same to him. This kid was really cut from good stock. Strong and muscular and in really good shape.
"I d-d-didn't know anyone was here," he stammered.
"Relax honey. You are fine. No harm done. Where's Harry?
"He went to get some stuff to work on his pool equipment I think. Said he would be back in an hour."
Both of us were in a very exposed condition. He could see my body right through my outfit like I had nothing on and the briefs he had on were white also. He was stretching the material so much they were just as transparent as mine. And was he ever stretching them. He had a huge, and I mean huge, bulge in those things.
"Looks like we both have caught each other in a rather compromising condition doesn't it?"
"I'm sorry," he said. "I didn't know anyone was around and I like to be like this in private. Except for when my uncle is here of course. He likes to be like this too. But I guess you already know that guessing by the way you are dressed. That outfit is super sexy. I can see why he likes you for his cleaning lady."
"Why thank you Hon. That's the nicest thing anyone has said to me for a while. Being an old lady, I don't get compliments like that very often."
"You should. You are a hot lady. Do you exercise and workout a lot?"
"As a matter of fact I do. Gotta keep this figure for as long as I can hon. I want to keep the men looking."
"Well - you sure have me looking. You got as hot a body as the ones I am looking at here on the computer. And I mean that."
"You mean that you find me sexually appealing?"
"Oh my gosh yes. You're hot! Really hot! And since you are dressed like that to work around my uncle you must be pretty open minded too I bet."
"You caught me red handed. Honey, I have to go to the ER every once in a while to put my brains back in my head from being so open minded."
"Now that's funny. Never heard it put that way before. Then you can probably guess what I was getting ready to do here when you caught me."
"I think that is pretty easy to figure out. Look honey. I'm not married. I can do anything I want and I do. That means I don't care what you do when I'm around just like I told Harry. I've seen it all and nothing embarasses me in any way. I love sex and watching someone take care of themselves is as natural as being here talking with you."
"You really mean that don't you? I sure hope we get to know each other better. Oh my gosh - I forgot! When my uncle comes home I'm not sure what he will say finding out I've seen you like that and you caught me nearly naked looking at porn."
"I bet he won't say anything because I'll go back downstairs and when he comes back I'll cover for you."
"Thanks. We are going to get along just fine, I know."
I got downstairs just in time and caught Harry at the door. I was still dressed in my skimpy outfit. He took one look at me and gasped.
"I forgot to tell you Jeff was coming over. He didn't see you did he?"
"How old is he first before we talk about this?"
"He just turned nineteen why?"
I knew he would just get a big laugh out of it (at least I hoped he would) so I told him the whole story and how it was my fault since I saw him before he saw me. That I just walked in on him to be nasty and see what he would do.
"Oh ok then. I'm ok with it if you are. Hmmmm I wonder. How much did you see? Did you see his cock?"
"I just saw a pretty huge bulge in his briefs is all. Why?"
"Tell you what. I am going to go back out and stay the rest of the time you are supposed to be here. Tell him I made a call just now and had to go help a friend move some stuff to his garage. But don't tell him you told me anything. That you didn't have time to because I did all the talking when I came in. Ok?"
"But why? What am I suppose to do?"
"Just go back up there and be your nasty old self as you like to call it."
With that, he left. Sooooooo - I headed back up to tell him where Harry had gone. Guess he heard us talking so he had put pants and a shirt back on so his uncle wouldn't know what he was doing. Of course I had slipped my shorts and top back on to make him think I had done it to cover for him.
"He had to go help a guy move some stuff. He said he would be gone til at least after I was out of here. I still have two more hours to work so had better get back at it."
"You going to work in that?"
"Oh - do you want me to work in my other outfit instead?"
"My gosh yes. That would be cool! Would you please?"
"Only if you go around the house like you and he agreed to do whenever it was just you two. Now you can include me in your naked routine."
"I'd love that," he said. "Since you have already seen me almost that way already it won't make any difference now anyway. Right?"
With that he took off his pants and shirt so I took my stuff off too. Now we were both back like we were when I caught him. I told him I had to go back to doing the beds and to enjoy himself. He laughed and sat down to his computer and brought up the sexy female bodybuilders sight again and began rubbing his cock through his briefs right there in front of me.
I finished up the beds and went downstairs to get a fresh cup of coffee. I was sitting at the table with my legs crossed real sexy like Harry likes, when in walks Jeff completely naked.
"Mind if I have some juice with you while you drink your coffee?"
I didn't answer as I was too enthralled with looking at his cock. It was huge to say the least.
And I do mean huge.
"How long is that thing when it is really hard?"
"Ten inches. My girlfriend measured it for me."
"Can I touch it?"
"Oh would you please. That would feel really hot. I have never had a bla........."
And he stopped short realizing what he was about to say.
"It's ok. I'm proud to be the first black woman to pleasure that thing and I hope it gets to pleasure me too."
He moved over to me and I took it in both hands feeling the hotness and the heaviness of it. It was beautiful. Long and smooth and a perfectly shaped head though it looked too big to ever get it in either my mouth or my pussy.
It kept growing and getting longer and harder, responding to my attentions. It was soon fully hard, throbbing like no other cock had ever to my touch. I took the head in my mouth by opening as wide as I could and finally succeeded. It jerked to each touch of my tongue to the opening. My mouth was strecthed to the limit. But that was not where I wanted it. I wanted that thing plowing my pussy and right now.
I stood up and stripped. He went for my tits and cupped and fondled each one lovingly. Then he leaned down and sucked the nipple of the left and then over to the right. This made my juices flow so much I was sure they were going to run down my leg. While still sucking my tits he reached down and fingered my clit and with the other hand rubbed and squeezed my ass cheeks feeling me up all over. All the while his cock was pressed against my leg.
I couldn't wait any longer and turned my back to him and bent over, placing my hands on the table.
"Fuck me now you big hunk of a man. Fuck me with that big pole of yours. Make me cum with it over and over."
I was shorter than he was by quite a bit. I expected him to squat down and shove it up into me. Instead he grabbed me by the hips and lifted me up level with the head of his cock while I hung onto the table. He eased his cock foward and holding me steady started pushing it in my hot pussy. It resisted at first but he shoved and half of it went in. I almost screamed but I was so wet it went easily after that. He shoved it the rest of the way in and held it.
I felt like I was impaled on the big end of a baseball bat. Gawd it felt fantastic. The feeling was overwhelming. Then he started pumping it in and out all the time holding me in the air controlling everything about this grand fuck. This kid really knew how to please. He was hitting all the right spots. He then stood still and worked my body back and forth on his pole like he was using me to jerk off. He slid my pussy back and forth slowly over the full length of his long hard cock while I balanced myself by holding onto the table.
I started cumming and moaned so loud he laughed.
"Got you cumming already do I? Well - you got me cumming too. Here it cums. This is going to be a really big load so hang on."
I felt the hot flow of his juices as he unloaded in me. Seemed like he would never stop and I came right along with him. Both our juices were running down my leg. When we both stopped cumming he pulled slowly out of me and put me back down. I turned around and hugged him to me letting his still hard cock rest between my legs and pressed up against my pussy.
"Thank you honey! That was the best this old woman has ever had. And don't you tell your uncle I said that." We both laughed big and loud. It was one really good round of sex and I sure hoped there would be more.
He assured me there was a lot more waiting because his uncle had called him on his cell and told him that I was up for anything and not be afraid to go for it. Then he told me about a fantasy he and his uncle had that they would both like to share with one woman at once. He said they had agreed on that cell call that I was the one they wanted to share it with if it went ok with you and I today.
"So that is why you came down here naked. To shock me into wanting that big tool of yours. You nasty boy. But I'm sure glad you did. This is going to be one of the hottest places I have ever worked. Thank you both!"
***********************
He took me at my word when I told him how I wanted him to just take me whenever he wanted while I was working. He did it my next time there. I was on my hands and knees cleaning a spot off the rug in the family room. He walked up behind me, slipped his thumbs in the waistband of my stretch shorts and pushed them to my knees in one motion. He started rubbing his cock all over my ass and then my pussy while he reached around and squeezed and fondled my tits. I arched my back, thrusting my ass up towards him, making it easier for him to rub against me. Then he put two fingers in my pussy circling them around, getting me wet and driving me crazy. He grabbed his cock and rubbed the head back and forth over my clit. Then he started to ease it into me trying to take it easy til I lubed his cock with my juices.
As hot as that was for me it just slid right in with no resistance. He started fucking me hard then, grabbing my hips and pulling back nearly clear out and then shoving it all the way in to his balls. And what balls. They were still hanging loose and kept hitting against my clit. Gawd that was a hot feeling. I held still and let him pleasure himself with my body. Loved doing that for a guy. Being the first time fucking me it was really hot for him so it didn't take long. He shoved it all the way in and held it. I worked my inner muscles gripping and squeezing it in a massaging motion. I could feel it jerking inside me as he responded to what I was doing to him. Then he started working it in and out full length. He started cumming and groaned as he shot his first wad. He kept going in short thrusts and shooting each time. Just as he seemed to be about finished I started cumming too. I told him he needed to keep going til I finished. He didn't disappoint me. He just kept right on thrusting. I kept urging him on til I finished. He just laid across my back with his cock still in me totally exhausted from the workout.
"Gawd you are sooooo good. I've never felt a pussy that could work my cock like that. And you were right. Just taking someone like that sometimes with no warning is really hot."
"You got it baby. I get off on it big time. Don't get me wrong - I like it sometimes gentle and with a lot of french kissing first too. That slow build up can make for a really mind blowing orgasm for both of us but this way is just as good."
After we got our breath he slowly pulled out of me and we went to the bathroom to clean up. I needed to get back to work if I was to finish everything that day.
************************
The next week the cleaning lady called and asked if she could work the next day after her scheduled time as she needed to take care of some business on that day. I saw no problem as she worked there a lot of times while I was gone anyway and she had the key the former one used to let herself in.
It turned out that I didn't have to be gone but I had forgotten one thing. I didn't cancel my nephew coming over to do some stuff on my computer. Normally that wouldn't be a problem but in this case it could. You see, when my wife died over a year ago he would come over a lot to keep me company. We got to talking one day and I told him that since she died I like to go around the house in low cut briefs and most of the time even completely naked. If he was ok with it I would like to feel free to do it while he was here. I explained it wasn't sexual just a nudity thing. I didn't want to do anything with him. He laughed and said he liked to go around naked too but had nowhere to do it as his family was always around. He said he was actually going to ask me sometime if it was ok for him to do it here. So much for worrying about my nephew's open mindedness. After that, when he got here we would just simply strip to our shorts or be naked and never really thought much about it anymore.
Big mistake!
The cleaning lady arrived on the agreed day and was working in the back of the house. Jeff, my nephew, came shortly afterwards and headed upstairs where he was to begin his project on the computer. After going over what we needed to do I remembered I had to go to the hardware store for a valve for the pool pump. I told him I would be gone for about an hour and left, never thinking about the cleaning lady, assuming he knew she was there.
********************
I was just finishing cleaning the room in back of the house when I heard the door slam and looked out the window in time to see Harry get in the car and back out the drive. I thought that it would be a good time to strip down to my skimpy workout outfit. This one was white and it was for private workouts as it was so thin you could see right through it. I was feeling really horny anyway. I would be ready for him when he got back.
I went into the kitchen to get a cup of coffee and take a break for a few minutes before heading upstairs to change the beds. I had been hitting it pretty hard and had worked up a sweat. I drank a few sips of the coffee and decided to go on up.
I went into the bedroom at the top of the stairs and began removing the sheets. I threw them on the floor in the hall as I headed down to get clean ones. As I passed by the old master bedroom he had converted into an office I thought I saw someone go into the bathroom. Thinking it was just my imagination I got the new sheets out of the hall closet and headed back.
When I finished putting on the new sheets I went back down the hall to his office. I stopped up short. Sitting at the computer was this young guy. I could see he had on only a pair of minibriefs. I could see the screen and he was looking at some porn. And much to my surprise it was pictures of naked black female bodybuilders.
Being the nasty person that I am, I just walked on into the room like I didn't know he was there. It startled him and he spun around in the chair. He'd been caught.
"Who are you?"
"I'm the cleaning lady. I clean this house every other week."
His eyes roamed over my body studying me. And I was doing the same to him. This kid was really cut from good stock. Strong and muscular and in really good shape.
"I d-d-didn't know anyone was here," he stammered.
"Relax honey. You are fine. No harm done. Where's Harry?
"He went to get some stuff to work on his pool equipment I think. Said he would be back in an hour."
Both of us were in a very exposed condition. He could see my body right through my outfit like I had nothing on and the briefs he had on were white also. He was stretching the material so much they were just as transparent as mine. And was he ever stretching them. He had a huge, and I mean huge, bulge in those things.
"Looks like we both have caught each other in a rather compromising condition doesn't it?"
"I'm sorry," he said. "I didn't know anyone was around and I like to be like this in private. Except for when my uncle is here of course. He likes to be like this too. But I guess you already know that guessing by the way you are dressed. That outfit is super sexy. I can see why he likes you for his cleaning lady."
"Why thank you Hon. That's the nicest thing anyone has said to me for a while. Being an old lady, I don't get compliments like that very often."
"You should. You are a hot lady. Do you exercise and workout a lot?"
"As a matter of fact I do. Gotta keep this figure for as long as I can hon. I want to keep the men looking."
"Well - you sure have me looking. You got as hot a body as the ones I am looking at here on the computer. And I mean that."
"You mean that you find me sexually appealing?"
"Oh my gosh yes. You're hot! Really hot! And since you are dressed like that to work around my uncle you must be pretty open minded too I bet."
"You caught me red handed. Honey, I have to go to the ER every once in a while to put my brains back in my head from being so open minded."
"Now that's funny. Never heard it put that way before. Then you can probably guess what I was getting ready to do here when you caught me."
"I think that is pretty easy to figure out. Look honey. I'm not married. I can do anything I want and I do. That means I don't care what you do when I'm around just like I told Harry. I've seen it all and nothing embarasses me in any way. I love sex and watching someone take care of themselves is as natural as being here talking with you."
"You really mean that don't you? I sure hope we get to know each other better. Oh my gosh - I forgot! When my uncle comes home I'm not sure what he will say finding out I've seen you like that and you caught me nearly naked looking at porn."
"I bet he won't say anything because I'll go back downstairs and when he comes back I'll cover for you."
"Thanks. We are going to get along just fine, I know."
I got downstairs just in time and caught Harry at the door. I was still dressed in my skimpy outfit. He took one look at me and gasped.
"I forgot to tell you Jeff was coming over. He didn't see you did he?"
"How old is he first before we talk about this?"
"He just turned nineteen why?"
I knew he would just get a big laugh out of it (at least I hoped he would) so I told him the whole story and how it was my fault since I saw him before he saw me. That I just walked in on him to be nasty and see what he would do.
"Oh ok then. I'm ok with it if you are. Hmmmm I wonder. How much did you see? Did you see his cock?"
"I just saw a pretty huge bulge in his briefs is all. Why?"
"Tell you what. I am going to go back out and stay the rest of the time you are supposed to be here. Tell him I made a call just now and had to go help a friend move some stuff to his garage. But don't tell him you told me anything. That you didn't have time to because I did all the talking when I came in. Ok?"
"But why? What am I suppose to do?"
"Just go back up there and be your nasty old self as you like to call it."
With that, he left. Sooooooo - I headed back up to tell him where Harry had gone. Guess he heard us talking so he had put pants and a shirt back on so his uncle wouldn't know what he was doing. Of course I had slipped my shorts and top back on to make him think I had done it to cover for him.
"He had to go help a guy move some stuff. He said he would be gone til at least after I was out of here. I still have two more hours to work so had better get back at it."
"You going to work in that?"
"Oh - do you want me to work in my other outfit instead?"
"My gosh yes. That would be cool! Would you please?"
"Only if you go around the house like you and he agreed to do whenever it was just you two. Now you can include me in your naked routine."
"I'd love that," he said. "Since you have already seen me almost that way already it won't make any difference now anyway. Right?"
With that he took off his pants and shirt so I took my stuff off too. Now we were both back like we were when I caught him. I told him I had to go back to doing the beds and to enjoy himself. He laughed and sat down to his computer and brought up the sexy female bodybuilders sight again and began rubbing his cock through his briefs right there in front of me.
I finished up the beds and went downstairs to get a fresh cup of coffee. I was sitting at the table with my legs crossed real sexy like Harry likes, when in walks Jeff completely naked.
"Mind if I have some juice with you while you drink your coffee?"
I didn't answer as I was too enthralled with looking at his cock. It was huge to say the least.
And I do mean huge.
"How long is that thing when it is really hard?"
"Ten inches. My girlfriend measured it for me."
"Can I touch it?"
"Oh would you please. That would feel really hot. I have never had a bla........."
And he stopped short realizing what he was about to say.
"It's ok. I'm proud to be the first black woman to pleasure that thing and I hope it gets to pleasure me too."
He moved over to me and I took it in both hands feeling the hotness and the heaviness of it. It was beautiful. Long and smooth and a perfectly shaped head though it looked too big to ever get it in either my mouth or my pussy.
It kept growing and getting longer and harder, responding to my attentions. It was soon fully hard, throbbing like no other cock had ever to my touch. I took the head in my mouth by opening as wide as I could and finally succeeded. It jerked to each touch of my tongue to the opening. My mouth was strecthed to the limit. But that was not where I wanted it. I wanted that thing plowing my pussy and right now.
I stood up and stripped. He went for my tits and cupped and fondled each one lovingly. Then he leaned down and sucked the nipple of the left and then over to the right. This made my juices flow so much I was sure they were going to run down my leg. While still sucking my tits he reached down and fingered my clit and with the other hand rubbed and squeezed my ass cheeks feeling me up all over. All the while his cock was pressed against my leg.
I couldn't wait any longer and turned my back to him and bent over, placing my hands on the table.
"Fuck me now you big hunk of a man. Fuck me with that big pole of yours. Make me cum with it over and over."
I was shorter than he was by quite a bit. I expected him to squat down and shove it up into me. Instead he grabbed me by the hips and lifted me up level with the head of his cock while I hung onto the table. He eased his cock foward and holding me steady started pushing it in my hot pussy. It resisted at first but he shoved and half of it went in. I almost screamed but I was so wet it went easily after that. He shoved it the rest of the way in and held it.
I felt like I was impaled on the big end of a baseball bat. Gawd it felt fantastic. The feeling was overwhelming. Then he started pumping it in and out all the time holding me in the air controlling everything about this grand fuck. This kid really knew how to please. He was hitting all the right spots. He then stood still and worked my body back and forth on his pole like he was using me to jerk off. He slid my pussy back and forth slowly over the full length of his long hard cock while I balanced myself by holding onto the table.
I started cumming and moaned so loud he laughed.
"Got you cumming already do I? Well - you got me cumming too. Here it cums. This is going to be a really big load so hang on."
I felt the hot flow of his juices as he unloaded in me. Seemed like he would never stop and I came right along with him. Both our juices were running down my leg. When we both stopped cumming he pulled slowly out of me and put me back down. I turned around and hugged him to me letting his still hard cock rest between my legs and pressed up against my pussy.
"Thank you honey! That was the best this old woman has ever had. And don't you tell your uncle I said that." We both laughed big and loud. It was one really good round of sex and I sure hoped there would be more.
He assured me there was a lot more waiting because his uncle had called him on his cell and told him that I was up for anything and not be afraid to go for it. Then he told me about a fantasy he and his uncle had that they would both like to share with one woman at once. He said they had agreed on that cell call that I was the one they wanted to share it with if it went ok with you and I today.
"So that is why you came down here naked. To shock me into wanting that big tool of yours. You nasty boy. But I'm sure glad you did. This is going to be one of the hottest places I have ever worked. Thank you both!"
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- 22.05.2020
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