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Well, I never intended to have 6 months between entries, but here we are. I am finally starting to find more writing time and, hopefully, getting better. See my profile for more details on my process and rough scheduled. As ever I am doing everything solo, so it does take time to outline, edit, and, have internal debates about whether the story is going the way I want it to, ha!
Carson's story is now heating up and I can promise that it only gets hotter from here. Who will be the first to fall?
Enjoy!
~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Carson awoke the day before class with good expectations and possible excitement. With his mother on the verge of a breakthrough, he had to make sure that she chose a path that led to the two of them together. The manipulation gave him a little pause; it was his mother, but she had crossed the line once already.
There were a few ways to look at what surely would be a key conversation for them today. But he thought he might have a way forward: let her think that she was helping him. His planning hadn't been elaborate. but it had been calculated. Carson figured the best option was to give his mother a way to think that she would rationalize the sexual contact. It was not going to be easy, but he would take it slow.
He was about to throw his blankets off and get ready for the day when there was a knock at his door.
"Come in!" He called out.
His mother walked in, already dressed for the day. She had on her classic black skirt and oversized blouse. The blouse was open to the third button, and her cleavage stood out with a small peek of bra on the edges.
"Morning, Carson. Ready for our talk?" She crossed her legs and sat on the edge of the bed.
"What? Right now?" Carson retorted.
She nodded and continued, "I want to do it now, before you get any ideas."
He was going to respond, but she forestalled him with the wave of her finger, always the first sign of going too far.
"Let me say my piece. I really can't explain what has been going on since Christmas, but one thing is clear: you have been keeping something from me." Her tone grew low, as if she feared being overheard.
She leaned in close. "I can be sympathetic to your teenage hormones, but Carson, you have been walking around with, well, an erection every day. I know that you haven't really had a steady girlfriend, and I assume you haven't been dating either. So you are projecting feelings onto me, of all people. Then a few things fell into place about your behavior over the last couple of months."
Carson held his breath; his mother seemed to be building to her revelation.
"You have been in this room servicing yourself all that time in an attempt to hide your arousal. When break started, you didn't have enough time, so it was harder... ahem... more difficult to hide from me. Lord knows your aunt has probably been teasing you about it behind my back. Am I close?" She finally asked, with a raised eyebrow.
He tried to maintain a visage of looking guilty. "It wasn't all the time."
She smirked, "Well, I can't have you locked up in your room anymore. Nor can I have you strutting around the house in your state either. So I have come to a decision: I have helped you once; there is no reason I can't do it again."
Carson bit his tongue; all his planning, and his mother was practically climbing into his lap. This changed everything; in his wildest dreams he never thought she would respond this well to the thought of sexual contact with him. With that barrier gone, there was only one further obstacle: how fast to push her?
"So... you're saying... you would... again?" He quivered, and he wasn't acting anymore.
A small grin appeared on her face that was gone in a flash. "Well, it wasn't the worst thing in the world. I think I can give a repeat performance. Provided that you need it and only until you find a girlfriend or start dating. Which will be soon, I assume." Her eyes narrowed.
He just nodded, his mouth open in shock.
"Well, I am happy to see that the idea is one you are on board with. How do you want this to work?" She asked with sincerity.
Carson felt like a kid in an ice cream parlor who had been asked how he wanted to eat it all.
Taking a deep breath, he was glad he was partly ready to answer this question. He was always going to take things slow; it was now just a matter of pretending he was just now thinking about it.
"Well... we should have a way for me to let you know that I need help." He began with.
Brittany crossed her legs and thought for a minute, then smiled. "It's a good idea, and I think I have a perfect word. Something that if someone overheard, they wouldn't think too hard, but, would be clear to me what you need."
She moved closer to him on the bed, and he held his breath.
"Just call me Mommy." She placed her chin on her hand and arched her brow.
Carsen couldn't help it; her rich voice sent a chill up his spine, and he let out a small grunt. His mom nodded in satisfaction.
She followed up, "Now this is hands only; don't get any funny ideas. What we are going to do is already over a very firm line, and we have to remember that."
"Since it's hands only, where do I?" Carson asked.
Brittany dropped her hand and looked away; she hadn't considered that. This could be a literal mess that would be evidence.
While his mom was deep in thought. Carson figured it was time to press his luck, "I could cu... I mean, I could do it on you."
"Excuse me?" Her eyes widened.
"Well, then you can just clean up, and there's nothing, you know, left behind." He said matter-of-factly.
Sitting up straight, his mother said, "You would suggest that, and what about my clothes?"
"Don't have to wear those," he muttered.
Rocking backwards, an amused but almost impressed look came over Brittany's face. "Nice try, troublemaker."
It was an interesting conversation, and Carson was wondering how much he dared go for, but he could already see where he could bend the rules to get his mother to do more than just jack him off.
"Alright, final offer. You say 'Mommy' whenever you need my help, and I will use my hands only to do so. For now I will decide where you can... aim, and, if you are good. You can make special requests, and I will see what I can do." She crossed her arms.
Carson added, "And I can ask whenever I want?"
Brittany giggled, "I imagine that no matter how I answer, you will do so anyway." She got up off the bed and made her way to the door.
"Mommy?" A voice came from behind her.
Turning around, it was a slight shock to her son on his bed, sheets now pulled down, and his cock at full attention.
"I guess this will be a test run. So eager." She smiled and shook her head.
Taking her place back on the bed, Carson laid his head back on the pillow when her hand wrapped around the base of his cock. His hips flexed up, and he let out another grunt. Starting with slow and deliberate pumps up and down. He was rock hard, and her son let out little moans when she gave it a squeeze. As she pumped, Brittany would alternate between grasping it firmly and jacking versus just using her fingers and nails to drag across the skin of his cock. Carson's cock made her heart flutter; she was breathing hard as she tried not to take things too far.
Moving her other hand into action as she grasped his heavy balls while continuing to pump his long member. She knew he was close, and Carson was desperate to hold on.
Feeling his mother's hands massaging his balls and pumping his cock was better than he could have imagined. He could maybe have held on a little longer, but he didn't want to disappoint his mom on their first 'official' handjob.
"Mooommmm!" He cried out, and she pointed to his cock to coat his stomach.
"Hmm, that's my boy." Brittany praised her son as his ropes continued to dribble out.
The amount he came was a bit larger than average but an impressive amount nonetheless. Leaving her son in bed, as he appeared to need a few minutes to catch his breath, Brittany exited the bedroom and nearly collapsed against the wall.
When she had walked in, she didn't know if she could really go through with it. After jacking him off the night before, she had tossed and turned for hours. Wondering what to do, how to move forward. Then she came to realize that he probably needed her help. He had never had a steady girlfriend; a boy didn't just start getting hard-ons for his mother overnight. She had simply missed the signs, and she had come to the conclusion it was up to her to help him.
Reaching her hand up, she looked at the thin line of cum that traced her index finger. Placing the finger in her mouth, Brittany's eyes rolled back, and she could feel her pussy clench. She thought to herself, "Maybe she would have a bit of fun too."
~ ~ Brooke ~ ~
"That little snake!" Brooke threw another pillow across the room.
He had cleaned and returned her panties. She hadn't expected that he would find the panties, return them cleaned to her room, and place them on her pillow. He knew what she had done and ignored her!
More disturbing was that she was really angry that he hadn't done something more... more sexy? That's what Brooke was more frustrated with than anything: her brother hadn't reciprocated. He bought her panties; it got her curious enough to accidentally spot him jacking off his thick cock. Now she was a big sister, in her twenties, vying for her little brother's attention. She needed to press him a bit harder to get what she wanted, whatever that was. Looking at her floor-length mirror, she knew what she had. Long legs, blonde hair, C-Cups. She had never been short of suitors, but now she was facing something... taboo.
Brooke couldn't even describe what she actually wanted Carson to do, but she felt excitement at the possibilities.
Licking her lips, she decided she was horny enough to take things up a notch. Going to her closet, she pulled out a medium-sized makeup bag. She had placed it on the far left side of the top shelf, over her clothes. It was the best hiding space she had, and she had hidden many things over the years: booze, weed (just once), her diary, and (when she got old enough) her one and only dildo. Well, first it had been an old hairbrush; many a girl has lost herself in plunging a brush handle into herself, and Brooke was no exception. Once she got to college, she made a purchase of a pink 5-inch suction cup dildo. In a dorm she had had few options to use it, but she specifically got this one so she could secure it wherever she wanted and ride it however she wanted.
Pulling out the trusty cock, her brother's member briefly flashed in her mind, and her heart quickened.
Shedding her bottoms, Brooke licked her finger and wetted down the cup. Kneeling over, she lined the dildo up on the wide surface of a leg on the end of her bed. It was her favorite position, straddling the leg of the bed, one leg under it and the other outside. She would then impale herself as hard as she could, from behind. Whether it was blowjobs or doggystyle, Brooke loved to be on her knees and taking it hard and fast.
At the moment, she could feel the wetness between her legs become cool air as she spread her legs to take up the position.
Now on all fours, she could feel the end of her toy teasing her outer lips. Working her hips, Brooke nestled the tip of the cock right on her entrance. With a practiced movement, she arched her back and slid her knees back a few inches. This had the effect of placing her knees in line with the leg of her bed, ready for the first of many thrusts.
"UGH!" Brooke let out a guttural grunt as she forced herself to slam into the bedframe.
With her legs in this position and the cock at the perfect angle, she could press every inch into her and grind her clit against the smooth base as she bounced.
"That's it, baby, that's it..." Brooke cooed as she stared, long, slow strokes.
She could feel her juices running down her legs as her deep plunges coated the toy and her inner thighs.
She started to moan, "Yes, that's what I need. Give me more!"
The bed started to creak, and she even felt it move slightly; this was new. She must have really been going at it, but that wasn't going to stop her this time. She picked up the pace as much as she could without dislodging the toy.
Her mind was only focused on feeling full and the dildo forcing her tight pussy to open to the invading rubber phallus.
"Oh.. fuck... Carson!" She gasped, and her eyes snapped open.
On her next thrust, her mind formed an image of her brother gripping her hips and pounding his thick cock into her. He was much bigger than her toy, and it sent her over the edge.
"Carrrrsooonnn!" Her hair flew back; she had whipped it up. A long moan escaped her, and she panted as she rode the orgasm. Her lips ground into the bed as she shook.
Collapsing to the floor, she let out long breaths before she rolled over. The sweat on her body made the air in the room feel cold from where she lay.
A stray thought came to her mind, and she smirked to herself. Why should she give up so easily? It was not like she hadn't already done it. What if she continued to supply her brother with panties? He would surely appreciate the effort, and she figured he would cave eventually. It would also give her time to plan for what she would do when he did.
A giggle erupted from her: A panty a day to keep the blue balls away. Orgasms always made her think and act silly; maybe her brother could make her feel silly soon enough.
~ ~ Ronnie ~ ~
Twisted up. That was how Ronnie felt as she poured herself a glass of wine in the kitchen. Whenever she had a problem, she always talked it out to herself. It was late Sunday, and everyone else was in bed, or at least in their room.
Glancing up the stairs, she thought of her sister, "I always told you that you needed to have a little fun. You'd have thought you would have at least had a couple of boyfriends."
She had never seen her sister act the way she had been since Christmas. Ditto on her 'barbie doll' niece, who had started locking herself in her room.
"You." Ronnie had wandered up the stairs and in front of her nephew's door. "What are you up to?"
It was no secret that her nephew had been a world-class leerer for a while. It had been a delight to tease him, but after his 'fake girlfriend' scam at Christmas, the young man had developed some self-confidence and it was affecting her in a way she hadn't planned. While it had been a surprise for him to do what he had in her bathroom, she. Rhonda Lexington. Had frozen in the face of his brazen act of stroking himself off. She knew what he was doing and didn't stop him. He knew that she knew and had done it anyway.
Then there was his follow-up performance in the hot tub. She had him on the ropes, calling him out, then he turned it around on her so fast. Plenty of men in her past had given her great thrills, even a couple she dated because they knew what they were doing and weren't creeps. But a precious few were able to understand what she really wanted. Even then, she couldn't admit it to herself, so she brushed those guys off.
Now she was in her mid-30s, and needed a man to take charge. Put her in her place. Ronnie knew herself all too well, and she was finally able to admit it to herself.
Still outside his door, Ronnie finally made her way back downstairs. "Damn you, Carson."
The rational side of her told her to run away and that this was a thousand ways wrong. But every other part of her told her to give in to him.
"That's it!" Ronnie grinned as she entered her room.
She couldn't just throw herself at her nephew; she needed to test him and see if he was what she hoped for. Her sister flashed into her mind but kept thoughts of Brittany in the back of her mind. Thoughts of betrayal, incest, and worse were not what she wanted right now.
He liked bold moves, so maybe she could take a page out of his book. She could have him walk in on her stroking her pussy, but that didn't seem to be enough. There needed to be another twist she could add that would catch him by surprise and ensure he would be baited to strike back. As she climbed onto the bed, she reached into her loose shorts to feel her slick pussy lips. Of course, even before this whole thing started, she would be wet. Ronnie loved sex, and her body craved it; it was hard for her to remember a time that she didn't love a good orgasm.
It suddenly occurred to her how she was positioned on the bed, and an idea came to her.
She whispered to herself, "Oh. Carson baby, you won't know what hit you."
~ ~ Carson ~ ~
As his first week back at college unfolded, Carson wasn't really sure he would remember anything about the first few days of class. By Thursday he was a bundle of excitement and arousal by the time he got home each day, so that by the time he fell asleep at night, he had forgotten that he had actually been out of the house.
But, of course, who wouldn't rush home to get free handjobs? It had taken some confidence the first day to come home, drop his bag, and pull his cock free to show his mom his need.
On Monday she had been in the kitchen; he had come up to her as she was washing some dishes.
"I'm home, Mommy." Was all he got out.
His mother had turned, and the eyes bugged out of her head when she saw his cock standing proud out of his pants. Admittedly, Brittany had been shocked at his blunt request, but she righted herself and had him lean back against the counter as she started to jack him off. It had been very clinical, and they had made very little eye contact as she worked him to orgasm. When he came, she had placed a dish towel in front of him to catch the cum. He had enjoyed the fact that his mom was up to the task she promised, but he was going to start pressing the boundaries.
That started later on Monday when he went to her room and she took care of him again. This time he shot on her bedspread and shooed him off afterwards to remake the bed. During that session, Carson had started to talk more and try to engage her in some dirty banter.
She didn't respond, but her son had worked Brittany up enough to take a very long shower, with two orgasms after his mess was cleaned up.
The next morning, Tuesday, he had snagged her on the way downstairs and pulled her into the bathroom. This time she stood to the side of Carson while she jerked him off into the sink. As he was reaching climax, he reached around and grabbed her, just above the hip closest to him. Once his orgasm had subsided, Carson kept his hand on his mother and moved it up and over to wrap it around her.
"Thanks, Mom!" He gave her a big grin.
This continued throughout the week. Carson had gone to her two more times on Tuesday, twice on Wednesday, and on Thursday morning. Each time he found a way to squeeze a thigh or an arm or hold on to her as he came.
As Carson made his way home Thursday afternoon, he had a plan. While she clearly was getting worked up by the sessions, she had yet to engage with him. But he thought he knew how to get her going this time, and then he would hit her with his first request.
Brittany was in the kitchen again, only this time she heard him coming.
Turning around, she saw him already reach for his pants. "Hang on, let Mommy help this time."
If he hadn't been hard before, he was certainly hard now. She undid the button on his pants, but his stiff cock made it tricky to free it from her angle. So she knelt down and grasped his waistband and pulled both pants and underwear down to watch his erection bounce free. Looking up at her son, there was a new level of intensity as he saw her on her knees in front of him. Brittany stayed put as she began to work his rock-hard cock with long strokes, giving his head little twists each time.
"Fuck, Mom, you look so amazing right now!" Carson gasped.
"Damn right!" His mother's response was almost a whisper.
This was his chance. "Yeah, Mom, your hands feel so good."
"You like your mom's hand on your... erection, huh?" His mother asked.
"My cock is always hard for you, Mom." He grunted in reply.
Her hand started to gather pre-cum and fly up and down his shaft. "Yeah, it is; it's a perfect cock," she almost seemed to be talking to his thick member.
"I'm gunna cum soon, Mom; my cock is gunna cum for you!" Carson geared up for the finale.
His mother replied with a plea, "Yes, do it, Carson, cum for Mommy!"
"Please, Mom. On your face, please?" Was his urgent request.
Brittany only had seconds to answer, "Oh... I...," she could see his balls tighten.
"Yes!" She said without thinking.
The first shot of semen came flying before she could process her own answer. Carson watched as his mom continued to pull on his cock, even as the ropes painted her face. She did not move or change the angle to avoid the continuing streams, each one splattered on her face, and she closed her eyes as the cum began to run down her face.
It was one of the biggest orgasms of his life, and his mother's face being painted in his cum was adding to the thrill.
As the last bit of cum came out, Carson staggered to sit down at the dining table. For her part, his mother stood and tried to open her eyes through the cum.
"We should do that every time." Carson let out a sigh.
Briittany chuckled, "That was very... unexpected," she looked over at Carson, "I guess that is one way to make sure we don't make a mess. Excuse me."
Carson watched her go and then immediately zipped up to follow her; he wanted to see what she would do.
His mother made her way to her own bathroom in the master suite; Carson was able to follow and used the full-length mirror to view inside. He was still close to the door but had a decent view.
Brittany was shocked by the face that looked back at her in the mirror. The clearly defined pearly-white ropes of cum crisscrossed her face, and there was a little line that had run just on the side of her mouth. Without thinking, she slipped her tongue out and tasted her son's spunk. There was the hint of tang and slight bitterness, but overall it made her eyes flutter. This was her son's handiwork, and she felt warmth spread across her body. Slipping her hand into her yoga pants, her fingers were practically sucked into her pussy.
Her other hand scooped up a line of cum, and she slipped the coated finger into her mouth.
Carson was rock hard and couldn't believe his eyes. It made sense; the problem with the deal was that his mother wasn't getting any satisfaction, so she was probably worked up. Her body tensed up as she fingered herself. It was so hot, it was so tempting to try and join in, but he contented himself with watching for now.
Brittany had no thought but the building sensation between her legs. Her hand was alternating between working her clit and using two fingers to pump in and out of her hot pussy. She was now smearing cum all over her face in an attempt to get more into her mouth. Thoughts swam in her head: Carson blowing another load on her face, a load on her tits, feeling his fingers between her legs. Then finally, as 3 fingers slipped inside her, she thought of Carson's cock stretching out her cunt.
Catching herself, she doubled over the bathroom sink and arched her back as she gasped out, "Oh FUUUUUCCCCKK, AHHHH!"
Closing her eyes, she flipped herself around and sat with her back to the vanity as she rode the aftershocks. She thought she heard some footsteps and figured Carson was coming upstairs to his room. Using her foot to close the door, she stood to strip and get in a quick shower. She felt the cum drying on her face, and she smiled. Maybe another orgasm too.
Carson had scrambled back to his room and sat in his desk chair. The thrill of watching his mom had slightly cooled, but his cock was still rock hard after witnessing her masturbate for the first time. Unsure if he wanted to take the edge off or not, he looked over to see a lacy pink piece of fabric on his bed; he chuckled.
His sister had been leaving panties for him all week; however, this was the first time she had left them in his bed. It had been in the bathroom or in a clothes basket traditionally. Each time he did what he had done the first time, cleaned them, and returned them to her room. Brooke had become quite, well, bitchy towards him as the week went on. At first she had been coy and almost flirty with him, but that quickly devolved. Another development was her shrinking outfits. He nearly burst out laughing when she had been sent upstairs the previous night to put on more clothes than the crop top and boyshort panties she had been wearing. He privately thanked his mother for doing so because it was having the desired effect on him.
Remembering that little stunt gave him a wicked idea, and he, reluctantly, zipped up the pants he had been planning to pull open. His balls still felt full, but Carson was going to wait it out for a very special surprise for his sister.
~ ~ ~ ~ ~
It was mid-morning the next day when Carson made his move. While he did like what leaving them to their own devices was doing for his plan, they still mattered to him, so he couldn't avoid them entirely. Besides, his sister obviously was looking for a reaction, so he would provide one. Brooke would be due back from her run soon, so he only had a little time to execute his plan.
Bringing the panties out, Carson started a quick jack-off session. With plenty of memories of being masturbated by his mom, he could work himself up very quickly when he wanted to. As his hand worked its way up and down his shaft, images of his mom swam in his head. Then the images warped into Aunt Ronnie taking over and starting to blow him. Moving into seeing Brooke, showing her on her knees, ready for her turn. The image shifted to seeing all three of the women in his family in front of him and ready for him to blow his load. As the first ropes spattered their faces, Carson snapped back to where he was. On his bed, coating her panties in his cum. Once finished, the inside was caked in a thick layer of spunk.
Making his way across the hall, he entered his sister's bedroom. Inhaling his sister's scent - she had been fond of strawberry shampoo for as long as he could remember - he could feel his cock slightly twitch. He moved to the dresser and opened the top drawer to reveal all her panties. Scooping up the lot, he placed them on top of the dresser and returned the used panties to the drawer. They were laid out on display as he closed the drawer and gathered up the rest of her underwear to stash in a safe place.
As he closed the door, he muttered, "Your move, Brooke."
As he hid the panties in an old suitcase under his bed, Carson debated whether he had dared too much. To mitigate the fallout, he thought he would actually go hang out with friends for a while. Brooke, like most of the family, didn't get mad often, but if they did, it was best to let the person cool off first.
When he made an appearance at one of his buddy's homes, he got way more attention than he anticipated. He spent the next few hours trying to play video games as each of his friends took their turn grilling him on why he had been radio silent. Eventually they gave up. but they knew him enough to realize that he was hiding something. Carson wasn't really worried, though; he would still hang out, and, if need be, he did have a plan to explain away his absence. But that was getting way ahead of himself. For now, he would just keep them at bay and hope that they would get bored.
They ordered a pizza, so it was late when he finally sent a text that he was on his way home. By sending a text, he figured if Brooke was storming around, his mom would give him a heads-up. It was a little over a thirty-minute drive home, and as he got in his car, Carson got a text from his mother. It contained just an eggplant and hand emoji with a question mark.
"Nice Mom," he grinned to himself, sending out a text with a weight and 2 ball emojis.
Hopefully, she got his 'heavy balls' reference. If his mother was going to try and 'sext' him, he would have to show her some moves.
With the prospect of a handjob from his mother when he returned, the drive seemed to drag on and on before he pulled into the cul-de-sac where his home was. It was an offshoot of a nearby development of 5 luxury homes, and his family lived in the one at the end of the street. The homes each had more extra lot space to accommodate the large homes and amenities. Carson always hated the neighborhood; it was out of the way from everything fun to do in their hometown and gave off an aura of being 'rich and snobbish.' However, as he passed each home, there was a silver lining, and he would take full advantage of it soon.
Not wanting to seem too eager, Carson took his time walking up into the house and up the stairs. Figuring he would stop and change into something a bit more comfortable, he opened his door, and he nearly screamed out loud at the sight before him.
Ronnie was in his bed, and she was in a red babydoll that was barely covering less than half of her tits and a tiny red thong. The flairs of the lingerie exposed most of the skin on her body, and she was covered in sweat. From the looks of his sheets, his aunt had been rolling around on the bed for a while.
"Thank God, Carson. You're finally home!" Ronnie gasped out.
"I..." He couldn't think of anything to say.
Throwing herself onto her back, Rhonda started frantically rubbing her clit through her thong. Her fingers pinched the fabric so she had direct contact with the fleshy nub.
"Shit! Shit! Shhhhiiitt!" Ronnie tensed up, and Carson watched in awe as her hips started thrusting up, off the bed.
With each thrust, a spray of her juices shot upward and rained down on her and his bed. There were three long shots, and then Ronnie started to rapidly flick her clit again, sending the smaller shots of squirts across her thighs, soaking the bed under her.
Ronnie finally relaxed, and she was looking up at the stunned look on her nephew's face. It could have been the fact she had been slowly working herself for over an hour on his bed. But she felt it was more likely she had cum so hard because he was watching. Pulling herself up, she adjusted her outfit and walked over to Carson. Patting him on the cheek, slid her hand down to press her palm against his chest.
"Thanks for the use of your bed, baby." She was out of breath but slowly swayed her hips as she walked around him and out the door.
Standing in his bedroom with a raging hard-on Carson's mind ran through his family. His mom, asking to jack him off whenever he wanted; Ronnie, soaking his sheets in squirt; and Brooke, leaving her cum-stained panties for him.
Suddenly, it seemed he might be fucking all of them even before he dared dream it was possible. It might be time to ramp up his timeline, and he had a mother who was waiting for him to do just that.
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