Cindy and Rachel decide to try something new with Charles Ass
The following days were fairly tame, they got into a better routine, all three of them still nude walking around the house. Rachel loved the feeling of being nude as well as looking at her moms big tits and booty bounce around the house. She also loved to watch Charles penis, it almost seemed like it had a mind of its own. Sometimes she catch him and it would be extra small from the cold. She always thought it looked so cute like this, it just made her want to play with it and see what might happen. But a lot of the time she would see him walking around semi erect or full mast especially at the dinner table. Sometimes after eating dinner, she would go for ‘dessert’ where she and charles would exchange themselves. It was common to find others in the house masturbating regularly.
Cindy esspecially liked this, being able to see her son and daughter playing around with each other, even in a non sexual way they were definitely becoming even closer brother and sister. She had a sense of pride though when she would walk in and find her kids passionately sucking or fucking.
But tonight as Cindy came home she wanted to talk to the both about maybe going out shopping the next day. Lately they had been spending a lot of time in the house and she needed to go pick up a few things, as well as just do some window shopping.
As she walked in the door and started slipping out of her clothes, she heard Rachel moaning down the hallway. Cindy finished putting her clothes in the basket they placed by the door and walked in to see Charles laying down on the couch, and Rachel was squating over her brother, impaling herself with his big cock. She bouced up and down using her arms on the couch to steady her rhythm. Charles had his hands up each with her tits in his hands, massaging and pushing them all around. And to her surprise she noticed that Rachel had her other hand reached under herself massaging charles balls as well as lightly massaging the outside of her brothers anus.
Rachel gasped for air as she realized that her mom was standing there watching them both, “Hi mom, glad to see you!” She gasped through the words as she tried to not moan. Charles started arching a bit to thrust into her, hitting her even deeper. Rachels pussy and pussy hair was soaked and dripping as her puffy pussy lips kept clinging onto her brother. “How was your day, ooh yeah bro, give it to me please!”
“It was alright, glad to be home where I see both of you have been keeping yourselves busy.” She reached down and slid her fingers up and down her slit, slowly working a finger in as she felt the moisture emerge. She walked over and sat on the couch by Charles’ head. “I was thinking about maybe going out tomorrow for some shopping in the mall and pick up a few items and get some clothes.”
“MMM, yeah sis keep doing that, That sounds nice mom, I need some more socks.” He pulled his hands away from his sisters breasts, reaching out for his mothers this time. Both hands reaching their targets and filling them up with the soft milky flesh.
“Yeah I don’t mind getting a few things as well, I.I…” Her words drifted off as she started coming to a climax. She went up and down faster, trying to shove as much of his cock inside of her, suddenly the orgasm hit her, “UHH OOHH YEAH, SHOVE THAT COCK INTO ME” she cried out, after it subsiding she left her brother inside of her as she calmed down for a bit.
“Let me try a bit of your brother Rachel, I think its time he gets some relief.” Cindy crawled over Charles and turned around so she would be facing Charles, Rachel moved up letting his cock slide out of her, hearing a wet smack as his penis fell to his stomach covered in Rachel’s juices. Rachel nestled between her brothers legs as she looked at Cindy and Charles both on each other.
“Hey Charles, prop your legs up I want to try something while you get your turn with mom.” He moved his legs to a more upwards position, kinda raising his pelvis up a little bit.
Cindy hovered over her son as she felt back for his cock, pointing it up and slipping it in between her lips, it felt so nice having it pressed gently up against her lips, then she slid down letting it separate her. “Oh yes Charles, I love my son plowing into my little cunt!” She then dropped herself all the way down with her pussy now griding down pelvic to pelvic before she started moving up and down. She moved herself that way she would be letting charles have his fill of her tits in her face.
Suddenly she felt a warm wet tongue licking between her pussy and her anus, Rachel started licking upwards then reaching her mothers anus, circling it and trying to work her tongue inside.
“Oh sweetie that feels amazing!” Cindy arched her back trying to shove her ass into her daughters face more.
Rachel started licking from the top downward from her moms anus, down to her pussy licking her brothers cock as it went up and down. She then turned her attention to her brothers balls, licking them all and then taking one or the other and sucking it for a little while.
“MM rachel, please keep doing that it feels amazing!”
“Oh just wait for what I’m going to do next.” She then pulled away from his testicles to moved downwards and found her brothers hidden hole, immediately she pounced on it starting to lick and suck away. Just like her mom she would try to probe inside with her tongue. She licked all around feeling like she found new territory that she wanted to be hers.
“OHH yeah, sis please don’t stop, that feels great!”
Cindy was still riding away on her sons cock, but she was now curoius to what caused her son to say that, “Rachel what are you doing to your brother?”
“MMM”, Rachel pulled her lips away so she could speak, “I’m licking his butthole, it feels weird but a nice feeling,” Quickly she turned back this time slowly taking a finger and licking it and started to try and play with his hole a little more.
Cindy wanted to see this for herself, she never really thought before of lickig or even getting close to her sons hole or any mans for that fact. It always seemed like forbidden. She lifted herself off of charles, sliding his big cock out of her sopping wet pussy. She moved around so she was next to her daughter and see what it looked like.
“Oh look at that, it looks so cute, I want to get rid of the hair eventually.”
Rachel pulled back and moved her brothers legs higher up giving herself and her mom more access. “Me too, try it out mom, ill take care of charles.” She moved a hand up to cradle his balls and start stoking his cock for him.
“Oh yeah, this feels great having my mom and sister take care of me.” He lightly moaned continuously as both girls went to work on him.
Cindy kept working away licking in circles slowly getting her tongue farther and farther in. She wanted to try something new as well, she took her finger and covered it in saliva, then spit a bit more on his butthole, her clear fluid leaking down and resting in its cradle. “Relax for a bit charles, I’m going to try something,” She placed her finger on the outside of the entrance and slowly started adding pressure, making small progress before pulling out and then licking for more lubricant.
“Oh mom that feels so good, your finger feels so good in my ass.” he moaned.
She continued working her finger deeper and deeper exploring the inside of her son, it felt so warm and soft, his sphincter gripping at her finger, she could tell when he was relaxed and his sister was making him get close to cumming.
“Let mommy take care of you charles, mommy knows what’s best.” She took her finger and started feeling around more until she thought she found what she sought for. She found a small soft part towards his bladder, his prostate was firm from working so much and oozing precum everywhere. She started pressing harder on it then rubbed it curling her finger upwards.
Charles cried out, she could tell that he was getting close and that she was massaging him right. Both girls kept at it until Charles couldn’t take it any more.
“Mom, I’m getting close”
“Cindy keep pumping. I want him to cover both of us.”
Charles sat up a bit so he could point his cock at the both of them. Rachel kept stroking and pointed his cock tip at the both her and her mom who still had her finger up his ass curling it faster and faster on his prostate. Rachels hand was coated from precum, it felt like her massage was making him flow non stop, charles balls and his sisters hand was covered in the slippery mess.
“Oh I’m cumming!” Chales shouted, Rachel felt his cock start to stiffen up more, and Cindy’s finger could barely move as his sphinxer tightened up around her. Suddenly Cindy was hit with his cum hitting her on the face spattering around. The next shot hit Rachel just below the chin. Both girls moved close together infont of his firing cock as it shot load after load covering the both of them. By the end they were both dripping with cum.
Both Cindy and Rachel started just licking each other clean from Charles cum.
“Mmm, charles you taste as good as ever,” rachel just kept lapping up the pearly juice from her mothers chin.
Cindy slowly slipped her finger out from her son, trying to not hurt him as his sphinx still was still rather tight. “Charles I never knew you would like to take it up the backdoor?” She laughed at her son. Sliding back she went to kiss her daughter and help clean up.
“I didn’t either, I blame Rachel for it.”
“Hey!”
“I never said it as a bad thing,” he chuckled, “Honestly it feels great, I never really realized you can get such pleasure from it.”
“Well I suppose we’ll have to try it again soon huh? Never thought I’d be doing it with my beautiful son.” She reached down and rubbed her fingers across her sons little hole.
“It just looks so pretty, its similar to your sisters. I think its time we take a shower and clean ourselves up before heading out. Also charles, I think me and rachel can help you clean up down there if you’d like?”
“Sure, can you leave the hair above my penis though, I like to have a bit still.”
“Of course,” They all got up from the couch and wiped it all down and cleaned it with a little bit of gentle cleaning spray to keep everything clean. After finishing up they all headed up to their moms shower, it was plenty big, it was one of those showers that didn’t have a door just a little step into it, it was all nice stone and had a big shower head that came from the ceiling as well as a shower wand. It was large enough to fit at least 4 people, so the three of them had a chance to move around.
Inside the shower opposite to the entrance was a little seat installed into the side of it if anyone wanted to sit and relax in the shower. It was a rather large seat that stuck out farther than a normal shower seat.
After all of them got in the shower cleaning off all their juices, cum, and sweat, it was time to take care of charles.
“Charles why don’t you sit on the bench and put your feet up as well, your sister can help hold your legs while I shave you.”
Charles did as his mom asked, he moved back so his entire butthole, balls and cock were all on for show, he thought it felt super weird with his mom and sister seeing such a vulnerable part of him. But honestly it felt kinda hot that his mom was going to shave him and make him hairless. He had tried trimming it down back there before, but it had always been nearly impossible or he was too worried about cutting himself.
Rachel moved down crouching on the ground as she held the shower wand for her mother while she grabbed a electric razor, shaving cream and and smooth skin razor that she would typically use for her own pubic shaving. Both girls went on their knees eye level with his little hole nestled within all the hair.
They both started and worked quickly, charles could tell they both knew what they were doing or at least had a better idea than he did. His mom cut all the hair she could with the eclectic razor, then Rachel helped hold his legs up a bit before washing him off and starting to apply the shaving cream all over his perineum, balls, cock (He was definitely hard from this experience), and everywhere around his butthole.
He looked down at his mother skillfuly working to clear away all the hair making it as clean as possible. After about 10 minutes Rachel gave it a final wash off. “There you go charles, your butthole clean as the day you were born.”
He looked down and all he could see was how nice his hair looked with his cock and balls completely smooth and hairless. He took a hand and reached down to feel. His fingers brushed all around his hole and he couldn’t find any stubble at all.
“Wow, thanks mom, it feels amazing, I love it!”
“Glad you do, it looks so pretty with your pink little hole now so clean and pretty looking. It looks like mine now.” Charles reached down with his finger and started rubbing the sensitive skin around it. It felt so wonderful with no hair and rubbing around it just made a pleasurable feeling inside him. “Hold on Charles, I want to make sure you don’t get any razor burn or rubbing later, let me put some lotion on it.”
Grabbing a nearby bottle, she squirted some in her hands before rubbing it in her palm then placing each hand on the inside of his cheeks, she worked her fingers into his skin moving further inwards towards his little place. The lotion felt cool and cold soothing his red skin. Her fingers moved across his anus gently placing and rubbing in the small amounts of lotion. She didn’t want her boy to be uncomfortable when they go out shopping.
After about another minute making sure it was all absorbed into the skin, she bent down and placed a little kiss on his pink ring, her tongue brushing out on him giving him shivers, “Oh mom that feels so great, I..” She quickly pulled away leaving him stranded wanting more.
“No more for now, its time we get dressed to head out.” Both Cindy and Rachel got up and headed out of the shower.
“I take it I don’t get any help to get rid of this?” He pointed down at his stiff erection just as hard as ever, Both girls just laughed at him as he got off the chair.
Rachel quickly grabbed the shower wand again and turned the water as cold as it could go and started spraying him down.
“Ooh woah thats cold! Hey turn that off!” he laughed while trying to get to her, she just kept spraying him in the face so he couldn’t see forward. After only a little while she turned the water off, and Charles was left standing there naked dripping, but this time he no longer had a 8 inch hard on, instead he was left with his penis maybe an inch or two.
“Looks like you don’t have a issue with your penis any more sweetie,” Cindy said laughing, she turned away and headed to go change.
“Come on bro, its time to get ready, here” She handed him a towel before bouncing away to her own room to get dressed, charles followed to his own room shortly after.
There wasn’t much need for anything special to dress in, Charles just put on some nice light brown shorts, kinda like golf shorts, then a maroon/red shirt, he put some loose boxers on, it felt kinda annoying having his penis contained again by the clothes, but it didn’t bother him too much. He realized that clothes felt strange on his newly shaven butt and hole, the underwear was much more sensitive wherever it lay.
After finishing putting his shoes on he headed downstairs and once again waited for his mom and sister to come down. He already knew what his mom and sister look like naked, but there was something about them wearing clothes that are scandalous in public that look almost even sexier.
And just like he expected, his sister and mom both came down at the same time. His mom came down wearing a white sundress with red florals on it, it went up to about her mid thigh showing plenty of leg. And similar to before she was letting her cleavage almost completely fall out of the dress, something that Charles loved to see from his mom.
Rachel was wearing a white shirt slightly oversized for her, charles could easily see her nipples poking through the shirt, she obviously decided to forgo wearing a bra with it. Each step she took sent her breasts swinging every direction bouncing, it looked so beautiful watching her tits bounce. Then he looked down to her leggings she wore, they were a pink almost a light purple. Very tight against the skin, and as Charles had seen before, her pussy was always a little puffier than normal, so she had a very obvious camel toe poking through the leggings.
“Glad to see you both are ready to go shopping finally” he said, as he stood up he had to adjust his pants so he wouldn’t get his semi erect cock pinched. They all headed out to the car and made their way over to the mall only a short drive away.
“So what are we all needing to get, charles needed underwear, I wanted a new shirt, and then go to look at some lingerie.”
“Ooh, that sounds nice,” rachel got excited, she really didn’t have much for sexy clothing item and was really looking to add to a collection, even though she knew she wouldn’t wear it much.
“And I guess I’ll just stand around outside huh?” said Charles, he figured his mom and sister would be trying to act normal and have him be a gentleman. They arrived at the mall and started to get out of the car.
“I mean Charles it would only be fair if you got to help see what you might like for us to wear.” said Cindy. Charle’s cock twitched a little bit at the idea of him seeing them in public like that, something to look forward to.
They all made their way around checking out different shops, seeing what looks interesting, Charles got his socks and underwear, Rachel and Cindy both peaked at the different shirts and found what they liked. They all were having a good time, Charles only concern was being careful to be staring at his sister or mom for too long at get suspicious by other people around. Both girls were drawing a little bit of attention, especially rachel with her leggings and bouncing tits.
Getting towards the end of their time, they finally went over to check out the lingerie store, it was kinda like a victorias secret, except they had a few more items in it that weren’t in your typical store.
As the girls got their lingerie looking forward to seeing what Charles would think of them, picking out tiny thongs, and bikinis for the future. They each grabbed a few items and started heading towards the dressing rooms. Charles felt so out of it in the store, he was fine with being there with his sister and mom, but other customers being only girls it made charles look and feel very unusual. He noticed they were about to go try their clothes on so he went over to maybe tell them that he’d wait outside, they he ran into a little corner of the store that almost seemed hidden from the rest. His eyes dropped down and he was surprised at what he saw on the shelfs. Cindy and Rachel both confused at what got his attention made their way over.
On the shelves was a decent collection of sex toys, they had vibrators, wands, balls, fleshlights, strap ons, butt plugs, and many different toys as well. All different sizes and shapes.
“Hey Charles see anything you like?” rachel joked about with him, she too was excited by all the options. “Maybe I’ll get somthing.” She reached out and picked up a nice vibrator that curved inward and had a little attachment for massaging the clit.
But what caught Charles eye was the butt plugs, they had this large pack that had a different variety of colors and sizes from small training ones all the way to large ones that he was surprised anyone could fit inside. “I think I might get this, Charles grabbed the butt plugs, he had this idea that maybe he could try them out with his mom and sister as well. There was also 3 vibrating ones inside that he would love to feel inside him as well as control his mom with.
“Looking to put something a little bit bigger in your butt besides your sisters finger?” Cindy poked at charles butthole with her finger teasing charles.
“Yeah I think I might, this would be fun to do with you guys, plus I think its time I try something a little big more excited don’t you think.
“Sure, I think it’d be great for all of us to try them out together, plus I’d love to see my sons sexy hole again. Being able to put a butt plug inside my boy sounds super exciting. I never knew you wanted it so badly up your ass charles, but i’d love to help you out.”
“Thanks mom, I,” he quickly cut off talking as a gorgeous worker at the store walked over to them.
“Hey anything I can help you guys with?” she asked, glancing down at the different items in their hands, she just smiled at their different toys. Noticing that Charles had the butt plugs, she reached over and grabbed a big bottle of K-Y jelly and handed it to him. “Trust me, you’ll want this to make it a bit more comfortable.”
“Oh thanks,” he was taken off guard by how blunt she was with a guy wanting to but butt plugs.
“Anything else I can do for you guys?”
“I don’t think so, just doing a bit of fam.. Family shopping,” said rachel not meaning to say it but accidentally slipped out.”
“Thats great to hear,” she didn’t even seem to hesitate and continued, “Do you guys want to try those items on though?
“Yes please,” Cindy perked up, “Do you have a larger room that we could use? I’d rather help my daughter with the clothes.”
“Of course.” She led them over to a small row of rooms, and on the end there was a room for wheelchairs, she unlocked it and left it open. “Let me know if theirs anything else I can do for you folks!” She turned around and walked away.
“Wow, I can’t believe she didn’t care that we are family, thats kinda hot” Cindy said, peeking around she looked to see if anyone was looking. “Both of you come in here.” She pulled both of her kids in the changing room with her closing the door behind them. It was a nice room where you couldn’t see under or over the door no matter what. You could barely hear any noise outside the stall anyways.
Cindy pushed charles down on the large wooden bench that went from one side of the stall to the other. Rachel sat next to him.
“Mom what are you doing?” he questioned as she immediately went to start pulling his shorts down and in one swift sweep, she had pulled them off and threw them in a corner
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