Memoirs
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Tales From The Salacious Memoirs: The Old Gal free porn video
As always, a true story from my salacious memoirs. This one is from the early '00s. Enjoy!
I met Carla online several years ago in an AOL chatroom for locals that was hosted by another friend of mine for whom I'd done many computer repairs. Carla had asked some computer-related questions in the room and as the room's resident IT guru I chimed in to answer them. We eventually began chatting one-on-one after 30 minutes or so in order to keep from monopolizing the group chat. She told me she was 56 years old, married, a grandmother, and lived in a neighboring town about 45 minutes away. For the next 2 years our chats were strictly computer-related. She eventually told me that she worked from 4pm to 3am four days a week so we would usually "schedule" our chats to happen on most afternoons after she had gotten up but before she had to start getting ready for work. Occasionally on one of her days off I would catch her online or in the morning if she had stayed up after working the night before. From time to time she would sign on and say "hi" while I was in the middle of a masturbation session, which is where this particular story begins.
One day Carla popped up online while I was well into one of my occasional long masturbation sessions, the kind I like to have about once a month or so. She noticed after a while that my chat responses were far shorter and much more infrequent than they typically were and thought that she had said or done something to upset me. I assured her over and over again that she hadn't done anything that would upset me but she just was not convinced. I finally told her that it wasn't anything like that at all and that I could tell her what the problem was but it was somewhat embarrassing. She told me to just tell her and so I told her that I was sitting there masturbating. She paused for a very long time. I actually thought she had quit talking to me when she finally sent a new message after more than 15 minutes. She asked, "Can you really talk on here and do that to yourself at the same time?" I told her that I could chat but just slower than usual. Over the next 30-45 minutes she asked a couple of questions but largely remained quiet. I asked why she was so quiet and she said that she didn't want to disturb me because she knew I was having fun. When I told her that I would be quiet for a while while I finished she just said that she'd be there and to come back when I could. I climaxed, got myself cleaned up, and sheepishly came back to the keyboard to tell her that I had returned. She asked me if I felt better and I told her that I felt pretty good. We shifted to a computer-related conversation and it was as if my masturbation had never taken place.
The next several times that we chatted online were our normal computer-related conversations. She never mentioned the masturbation chat and I never mentioned it either. I thought the matter had been forgotten.
A few months later we were chatting online as I was trying to get some work done on a friend's computer. My responses were slow as a result and she eventually commented on it. She asked if I was "playing with yourself" and I told her that I was switching back and forth between my computer and my friend's computer. I asked if she wanted me to play with myself (with an accompanying smiley) and she said that it was embarrassing but pretty hot when she knew I was doing it. I told her that I might do that for her the next time we chatted and that was the end of that.
A couple of days later I ran into her online again. After some general chitchat she asked if I remembered what I had told her the last time we talked. I decided to be coy about it and asked what she meant. She said that I had told her that I would play with myself the next time we chatted and she wanted to know if I wanted to do it now. I had the time and the privacy and figured that since she wanted me to do it I might as well do it. I told her that I would need to undress and would be back in a few minutes.
When I let her know that I was back she asked if I was really going to do it. I told her that I had already started and was typing with one hand at that moment. She asked me how long it would take and I told her that I could climax in a few minutes or I could stretch it out for hours. I said that if she wanted to, she could tell me when to climax. She found that funny and said that she had about an hour before she had to get ready for work. I said I could easily make it last that long. Although we didn't have cybersex, per se, we did have a sexy chat and I reached my climax right on cue. She said it had been her first time helping a guy masturbate but she had enjoyed it and wanted to do it again when we had the chance.
Over the course of the next few months she took advantage of a few more opportunities to help me reach a climax but when I asked if she wanted to join me with her own fun she said her computer wasn't in a place where she could get comfortable and take care of herself too.
One day she told me that she needed a recommendation on getting a new cell phone because her old one wasn't acting right after being dropped a few too many times. I told her that I had a BlackBerry and loved it. She said she had also talked to her nephew and he had also recommended a BlackBerry. A few days later she told me that she had purchased a BlackBerry but it was so different from her old cell phone that she would need a lesson on how to use it. I offered to show her some BlackBerry basics and she asked if there was anything else I wanted to show her. When I asked what she meant, she said that she would love to watch me stroke myself if I was willing to do that for her. I said I could do that, because who was I to say no? We scheduled to meet at my place on her next day off.
Carla came over around 9:30 that morning as we had scheduled. She was 5'8" and thin, with short salt-and-pepper hair and matched the picture she had sent a few months earlier. She wore a dark purple blouse and black slacks with a pair of heels that put us at eye level. She looked like a very proper businesswoman and I complimented her on her appearance. After a few introductions and some chitchat we sat down and she took out her new phone. I looked it over and began to show her some basic BlackBerry navigation, features, and shortcuts. After a while she said the lesson was starting to get over her head and she wanted to get to the main event, watching me masturbate. She asked if seeing her breasts would help me take care of things. I assured her that it most certainly would. She sat back and unbuttoned her blouse all the way to to her waist to reveal a burgundy lace bra. Her breasts looked nice in that bra and I told her so. She slipped each strap off her shoulders and reached back to unhook the clasps and reveal them to me fully. Her nipples were full, dark, and hard and I felt myself getting hard as well. I went on autopilot and leaned in to suckle the nipple closest to me. She leaned back and sighed. I nibbled softly and she groaned. When I reached up to cup her other breast in my palm she said, "So you do like this old gal's titties, huh?" I told her that she had definitely gotten me hard. She replied that she really wanted to watch me stroke it. I told her that I just needed to get undressed and get some lube and a towel.
When I returned to the room, Carla had completely removed her blouse, d****d it over the back of the sofa, and was sitting there in her slacks only. Not wanting to walk into the room stark naked, I still had my boxers on and a bath towel over my shoulder. There was nowhere for my erection to hide and I was happy to let her see her effect on me. The head of my dick was already poking proudly out of the fly opening of my boxers a little and dripping a small bead of precum from my excitement. I sat on the sofa beside her. I didn't want to immediately start stroking myself but Carla immediately asked if she could touch my cock. She reached down, gently wrapped her hand around the head and tugged it clear of my boxers. "That's a really nice piece of wood you have there," she said as she rubbed her thumb through the precum and dry-stroked me a bit. She was giving me a nice handjob.
"Keep doing that and you'll be the one to stroke me off, not me," I said as I relaxed a tad and felt myself getting harder in her hand.
"You'll just have to excuse me. I haven't touched any other man's dick besides my husband's in over 25 years, so this one is different and I really like it," she said with a smile and a twinkle in her eye as she continued to caress, squeeze, and stroke me. "You'll just have to let this old gal enjoy herself some, if you don't mind."
I didn't mind at all, and if she wanted to be the one to stroke me all the way to orgasm on purpose or by accident I certainly had no problem with it. We sat in silence for a long time as she stroked me, varying her speed and pressure as she did so. I surrendered myself completely to her gentle hand. I reached over to feel her breasts as she tugged my dick with intensity and focus, like she did want me to cum right in her hand. Her boobs were nice B-cups and her nipples were about the thickness of pencil erasers and equally hard. She definitely knew how to give a handjob and I liked it.
"Can I ask you something really serious?" she finally said and paused in her stroking.
I wondered what she was going to ask. I said "Sure" and waited.
"I've never had a dick this thick before and the head on this thing is huge. You're not shaped like my husband at all. I can't even wrap my damn hand all the way around this big thing. Do you think I can see what it would feel like inside me?" As she asked this she was blushing.
Her question surprised me. She was supposed to watch me masturbate, nothing beyond that. Before going any farther I wanted to be sure she knew what she was asking. I asked if she was sure she wanted to go that far.
"Son, I haven't had another man's dick in so long I don't even remember what it feels like. I'm 58 years old and I have some hard young wood right here in my hand. You've got this old kitty of mine dripping wet and I'd be a fool to pass up this opportunity."
"Well, I've never had a sexy grandmother sitting beside me topless while stroking the hell out of my dick either," I said. "If you think you can handle it inside you, I'm up for it."
"I'm not saying I can handle it, but I at least want to give it a try," she said with a laugh. "You might split me open with this thing, but I want it."
I slipped my boxers off.
"Here on the couch? No, I'm not young anymore. I can't do a couch. I think I'd prefer a bed," she said.
She stood and gathered her blouse and bra. I led her to the bedroom.
"No fair that you're naked and I'm not, right?" She took off her shoes, then removed her slacks and panties.
I had to reflect for a moment that this grandmother was standing in front of me, stark naked, and she wanted me to have sex with her. I ran my fingers up and down her sides then took her hips and brought her closer to me. My erection was throbbing against her thigh. We stood there kissing and caressing each other. Carla pulled the covers back on the bed and laid down. For a moment I thought about simply mounting her because I could see how wet she already was. She had her legs positioned up and bent at the knee with her thighs spread open so I could mount her, but I decided to treat her to an orgasm or two with my tongue before letting her try to take me inside her. I couldn't wait to taste her juices.
She was surprised that I dove straight for her clit but she relaxed quickly. The surprise for me was that she talked to me the entire time that I was licking her. She told me how to lick her and I dutifully followed her instructions. When she neared her orgasm she grabbed the back of my head with both hands and held me firmly against her. Her body quaked with her orgasm and she didn't release my head until it was over.
I let her have a moment to recover before I eased up onto my knees and positioned the head of my cock against her wetness. I ran the head of my cock up and down in her juices then I pushed forward a small amount and eased the head into her.
"Holy shit, you're already stretching me with just the tip. Give me a moment. I'm gonna have to work that thing in."
I didn't go any farther into her until she gave me the go-ahead. I eased in a little more and she grimaced. I stopped.
"No, no, no, I'm gonna get that fat thing inside me. I'm not giving up. Ease it on in and don't stop unless I tell you."
I withdrew a bit then eased in some more. I withdrew a little again and eased in some more. After doing this several times over the next 10 minutes or so I was just a little shy of burying myself to the hilt inside her. A few more thrusts and I was fully inside her. I held myself there. I could feel her squeezing me tightly.
"It hurts but it's so nice to be full. Now, are you really going to fuck this old kitty?"
I didn't need much more encouragement than that before I withdrew again and began stroking her pussy in earnest. She was quite tight but she was more than wet enough. She wrapped her long chocolate legs around me and just as she had done when I was licking her, she talked to me. She was definitely much more vocal than anyone I'd ever been with and she was totally unashamed in expressing what she liked. She guided me to slower, longer strokes when she needed them and faster, shorter strokes when she needed those, then told me to pinch her nipples as she came again with my dick buried inside her. She bucked against me and I could feel her contractions.
"Oh, damn I like this shit! You know how to work that fat dick, don't you? You're making me feel fucking good. I just knew that thing would feel good!" Her hips were moving in rhythm with my stroking. Soon I felt my own climax coming.
"Oh, Carla, I'm about to cum, where do you want it?" I said and started to withdraw myself.
"Oh, hell no, you worked hard for this. Put that dick back inside and I want you to cum inside this old gal. I want you to show how much you like this old kitty," she said and pulled me into her with her legs. Just a few strokes later I grabbed her breasts firmly with both hands and did cum deep inside her. I held myself inside her until the last of my spasms ended. "Ah, yes, I can feel that nice warm juice. You know how to make an old lady feel good."
After my climax waned I rolled off onto the bed beside her.
"Thank you so much for that," she said. I didn't quite know how to react. I had never had a woman thank me for having sex with her.
"No, thank you. I enjoyed it," I said. We talked for a few minutes more. She pointed to my cock which was still hard and throbbing as it poked the air.
"Is that thing going to go down?" she asked.
"Probably not yet," I said. "Why, do you want some more dick?"
"Maybe I do. Do you think I can try to ride you?"
I positioned myself in the center of the bed and she slowly swung her legs over to straddle me. "It's been a while, so I might fall off," she laughed. She poised herself over me and slowly took me inside. "That's what I'm talking about. You are filling me all the way up." She began to ride me and continued to talk to me. Within a couple of minutes she was having another climax. Within a few strokes of recovering from that one she grabbed my shoulders and ground herself hard against me until she convulsed in another climax. "Oh, shit yes this is good. Are you going to cum again in this old gal?" She really didn't need to ask that. After watching her have about 4 or 5 more fantastic climaxes of her own on top of me, I grabbed her waist and came again easily. She rolled off me and watched as my erection finally subsided. We laid there in silence for a few minutes. She reached over, put her hand on my wet cock then kissed me.
"Thank you so much for showing this old gal a really good time. I mean that."
We talked for a little more then she said she had to go because she had to stop by the store to get some things for her grandc***dren before going home.
I met Carla online several years ago in an AOL chatroom for locals that was hosted by another friend of mine for whom I'd done many computer repairs. Carla had asked some computer-related questions in the room and as the room's resident IT guru I chimed in to answer them. We eventually began chatting one-on-one after 30 minutes or so in order to keep from monopolizing the group chat. She told me she was 56 years old, married, a grandmother, and lived in a neighboring town about 45 minutes away. For the next 2 years our chats were strictly computer-related. She eventually told me that she worked from 4pm to 3am four days a week so we would usually "schedule" our chats to happen on most afternoons after she had gotten up but before she had to start getting ready for work. Occasionally on one of her days off I would catch her online or in the morning if she had stayed up after working the night before. From time to time she would sign on and say "hi" while I was in the middle of a masturbation session, which is where this particular story begins.
One day Carla popped up online while I was well into one of my occasional long masturbation sessions, the kind I like to have about once a month or so. She noticed after a while that my chat responses were far shorter and much more infrequent than they typically were and thought that she had said or done something to upset me. I assured her over and over again that she hadn't done anything that would upset me but she just was not convinced. I finally told her that it wasn't anything like that at all and that I could tell her what the problem was but it was somewhat embarrassing. She told me to just tell her and so I told her that I was sitting there masturbating. She paused for a very long time. I actually thought she had quit talking to me when she finally sent a new message after more than 15 minutes. She asked, "Can you really talk on here and do that to yourself at the same time?" I told her that I could chat but just slower than usual. Over the next 30-45 minutes she asked a couple of questions but largely remained quiet. I asked why she was so quiet and she said that she didn't want to disturb me because she knew I was having fun. When I told her that I would be quiet for a while while I finished she just said that she'd be there and to come back when I could. I climaxed, got myself cleaned up, and sheepishly came back to the keyboard to tell her that I had returned. She asked me if I felt better and I told her that I felt pretty good. We shifted to a computer-related conversation and it was as if my masturbation had never taken place.
The next several times that we chatted online were our normal computer-related conversations. She never mentioned the masturbation chat and I never mentioned it either. I thought the matter had been forgotten.
A few months later we were chatting online as I was trying to get some work done on a friend's computer. My responses were slow as a result and she eventually commented on it. She asked if I was "playing with yourself" and I told her that I was switching back and forth between my computer and my friend's computer. I asked if she wanted me to play with myself (with an accompanying smiley) and she said that it was embarrassing but pretty hot when she knew I was doing it. I told her that I might do that for her the next time we chatted and that was the end of that.
A couple of days later I ran into her online again. After some general chitchat she asked if I remembered what I had told her the last time we talked. I decided to be coy about it and asked what she meant. She said that I had told her that I would play with myself the next time we chatted and she wanted to know if I wanted to do it now. I had the time and the privacy and figured that since she wanted me to do it I might as well do it. I told her that I would need to undress and would be back in a few minutes.
When I let her know that I was back she asked if I was really going to do it. I told her that I had already started and was typing with one hand at that moment. She asked me how long it would take and I told her that I could climax in a few minutes or I could stretch it out for hours. I said that if she wanted to, she could tell me when to climax. She found that funny and said that she had about an hour before she had to get ready for work. I said I could easily make it last that long. Although we didn't have cybersex, per se, we did have a sexy chat and I reached my climax right on cue. She said it had been her first time helping a guy masturbate but she had enjoyed it and wanted to do it again when we had the chance.
Over the course of the next few months she took advantage of a few more opportunities to help me reach a climax but when I asked if she wanted to join me with her own fun she said her computer wasn't in a place where she could get comfortable and take care of herself too.
One day she told me that she needed a recommendation on getting a new cell phone because her old one wasn't acting right after being dropped a few too many times. I told her that I had a BlackBerry and loved it. She said she had also talked to her nephew and he had also recommended a BlackBerry. A few days later she told me that she had purchased a BlackBerry but it was so different from her old cell phone that she would need a lesson on how to use it. I offered to show her some BlackBerry basics and she asked if there was anything else I wanted to show her. When I asked what she meant, she said that she would love to watch me stroke myself if I was willing to do that for her. I said I could do that, because who was I to say no? We scheduled to meet at my place on her next day off.
Carla came over around 9:30 that morning as we had scheduled. She was 5'8" and thin, with short salt-and-pepper hair and matched the picture she had sent a few months earlier. She wore a dark purple blouse and black slacks with a pair of heels that put us at eye level. She looked like a very proper businesswoman and I complimented her on her appearance. After a few introductions and some chitchat we sat down and she took out her new phone. I looked it over and began to show her some basic BlackBerry navigation, features, and shortcuts. After a while she said the lesson was starting to get over her head and she wanted to get to the main event, watching me masturbate. She asked if seeing her breasts would help me take care of things. I assured her that it most certainly would. She sat back and unbuttoned her blouse all the way to to her waist to reveal a burgundy lace bra. Her breasts looked nice in that bra and I told her so. She slipped each strap off her shoulders and reached back to unhook the clasps and reveal them to me fully. Her nipples were full, dark, and hard and I felt myself getting hard as well. I went on autopilot and leaned in to suckle the nipple closest to me. She leaned back and sighed. I nibbled softly and she groaned. When I reached up to cup her other breast in my palm she said, "So you do like this old gal's titties, huh?" I told her that she had definitely gotten me hard. She replied that she really wanted to watch me stroke it. I told her that I just needed to get undressed and get some lube and a towel.
When I returned to the room, Carla had completely removed her blouse, d****d it over the back of the sofa, and was sitting there in her slacks only. Not wanting to walk into the room stark naked, I still had my boxers on and a bath towel over my shoulder. There was nowhere for my erection to hide and I was happy to let her see her effect on me. The head of my dick was already poking proudly out of the fly opening of my boxers a little and dripping a small bead of precum from my excitement. I sat on the sofa beside her. I didn't want to immediately start stroking myself but Carla immediately asked if she could touch my cock. She reached down, gently wrapped her hand around the head and tugged it clear of my boxers. "That's a really nice piece of wood you have there," she said as she rubbed her thumb through the precum and dry-stroked me a bit. She was giving me a nice handjob.
"Keep doing that and you'll be the one to stroke me off, not me," I said as I relaxed a tad and felt myself getting harder in her hand.
"You'll just have to excuse me. I haven't touched any other man's dick besides my husband's in over 25 years, so this one is different and I really like it," she said with a smile and a twinkle in her eye as she continued to caress, squeeze, and stroke me. "You'll just have to let this old gal enjoy herself some, if you don't mind."
I didn't mind at all, and if she wanted to be the one to stroke me all the way to orgasm on purpose or by accident I certainly had no problem with it. We sat in silence for a long time as she stroked me, varying her speed and pressure as she did so. I surrendered myself completely to her gentle hand. I reached over to feel her breasts as she tugged my dick with intensity and focus, like she did want me to cum right in her hand. Her boobs were nice B-cups and her nipples were about the thickness of pencil erasers and equally hard. She definitely knew how to give a handjob and I liked it.
"Can I ask you something really serious?" she finally said and paused in her stroking.
I wondered what she was going to ask. I said "Sure" and waited.
"I've never had a dick this thick before and the head on this thing is huge. You're not shaped like my husband at all. I can't even wrap my damn hand all the way around this big thing. Do you think I can see what it would feel like inside me?" As she asked this she was blushing.
Her question surprised me. She was supposed to watch me masturbate, nothing beyond that. Before going any farther I wanted to be sure she knew what she was asking. I asked if she was sure she wanted to go that far.
"Son, I haven't had another man's dick in so long I don't even remember what it feels like. I'm 58 years old and I have some hard young wood right here in my hand. You've got this old kitty of mine dripping wet and I'd be a fool to pass up this opportunity."
"Well, I've never had a sexy grandmother sitting beside me topless while stroking the hell out of my dick either," I said. "If you think you can handle it inside you, I'm up for it."
"I'm not saying I can handle it, but I at least want to give it a try," she said with a laugh. "You might split me open with this thing, but I want it."
I slipped my boxers off.
"Here on the couch? No, I'm not young anymore. I can't do a couch. I think I'd prefer a bed," she said.
She stood and gathered her blouse and bra. I led her to the bedroom.
"No fair that you're naked and I'm not, right?" She took off her shoes, then removed her slacks and panties.
I had to reflect for a moment that this grandmother was standing in front of me, stark naked, and she wanted me to have sex with her. I ran my fingers up and down her sides then took her hips and brought her closer to me. My erection was throbbing against her thigh. We stood there kissing and caressing each other. Carla pulled the covers back on the bed and laid down. For a moment I thought about simply mounting her because I could see how wet she already was. She had her legs positioned up and bent at the knee with her thighs spread open so I could mount her, but I decided to treat her to an orgasm or two with my tongue before letting her try to take me inside her. I couldn't wait to taste her juices.
She was surprised that I dove straight for her clit but she relaxed quickly. The surprise for me was that she talked to me the entire time that I was licking her. She told me how to lick her and I dutifully followed her instructions. When she neared her orgasm she grabbed the back of my head with both hands and held me firmly against her. Her body quaked with her orgasm and she didn't release my head until it was over.
I let her have a moment to recover before I eased up onto my knees and positioned the head of my cock against her wetness. I ran the head of my cock up and down in her juices then I pushed forward a small amount and eased the head into her.
"Holy shit, you're already stretching me with just the tip. Give me a moment. I'm gonna have to work that thing in."
I didn't go any farther into her until she gave me the go-ahead. I eased in a little more and she grimaced. I stopped.
"No, no, no, I'm gonna get that fat thing inside me. I'm not giving up. Ease it on in and don't stop unless I tell you."
I withdrew a bit then eased in some more. I withdrew a little again and eased in some more. After doing this several times over the next 10 minutes or so I was just a little shy of burying myself to the hilt inside her. A few more thrusts and I was fully inside her. I held myself there. I could feel her squeezing me tightly.
"It hurts but it's so nice to be full. Now, are you really going to fuck this old kitty?"
I didn't need much more encouragement than that before I withdrew again and began stroking her pussy in earnest. She was quite tight but she was more than wet enough. She wrapped her long chocolate legs around me and just as she had done when I was licking her, she talked to me. She was definitely much more vocal than anyone I'd ever been with and she was totally unashamed in expressing what she liked. She guided me to slower, longer strokes when she needed them and faster, shorter strokes when she needed those, then told me to pinch her nipples as she came again with my dick buried inside her. She bucked against me and I could feel her contractions.
"Oh, damn I like this shit! You know how to work that fat dick, don't you? You're making me feel fucking good. I just knew that thing would feel good!" Her hips were moving in rhythm with my stroking. Soon I felt my own climax coming.
"Oh, Carla, I'm about to cum, where do you want it?" I said and started to withdraw myself.
"Oh, hell no, you worked hard for this. Put that dick back inside and I want you to cum inside this old gal. I want you to show how much you like this old kitty," she said and pulled me into her with her legs. Just a few strokes later I grabbed her breasts firmly with both hands and did cum deep inside her. I held myself inside her until the last of my spasms ended. "Ah, yes, I can feel that nice warm juice. You know how to make an old lady feel good."
After my climax waned I rolled off onto the bed beside her.
"Thank you so much for that," she said. I didn't quite know how to react. I had never had a woman thank me for having sex with her.
"No, thank you. I enjoyed it," I said. We talked for a few minutes more. She pointed to my cock which was still hard and throbbing as it poked the air.
"Is that thing going to go down?" she asked.
"Probably not yet," I said. "Why, do you want some more dick?"
"Maybe I do. Do you think I can try to ride you?"
I positioned myself in the center of the bed and she slowly swung her legs over to straddle me. "It's been a while, so I might fall off," she laughed. She poised herself over me and slowly took me inside. "That's what I'm talking about. You are filling me all the way up." She began to ride me and continued to talk to me. Within a couple of minutes she was having another climax. Within a few strokes of recovering from that one she grabbed my shoulders and ground herself hard against me until she convulsed in another climax. "Oh, shit yes this is good. Are you going to cum again in this old gal?" She really didn't need to ask that. After watching her have about 4 or 5 more fantastic climaxes of her own on top of me, I grabbed her waist and came again easily. She rolled off me and watched as my erection finally subsided. We laid there in silence for a few minutes. She reached over, put her hand on my wet cock then kissed me.
"Thank you so much for showing this old gal a really good time. I mean that."
We talked for a little more then she said she had to go because she had to stop by the store to get some things for her grandc***dren before going home.
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