"You say that your not like your mother Abi, but just look at all this fat I have to push aside to go deeper." He pulled her in closer to get a better grasp of her ass, which made her well rounded bosom squish into his chest. "It brings me back to the days when your mother and I started going out, when I treated your mother's ass as my greatest enemy since it never let me through easily."
"Hnn~...What about now daddy?" She whimpered as she felt her son getting closer to her most shameful place. "Do you still think the same?"
"Of course not!" He said as a matter of fact and pinched her ass for doubting his ability "That's only how it felt like at the start. After your mother spent a few sleepless nights at my room where I thoroughly played with her butt until dusk broke out, her ass would open up by itself like a flower that had just bloomed whenever it's in my presence."
"Even now, your mother complains that her butt starts twitching when she sits next to me, and drags me to our room so that I can treat her." He spoke like he was her personal doctor, that specialised when her ass started feeling funny.
"I-Is that why you...Hmm~...a-and mommy always say that your going to the bathroom together or need a break, and go away for a few minutes when we watch a movie together?" She too joined in building the story as she was currently very aroused from having her son grope around her butt while she resisted, and wanted to join in on the fun.
She was an arts student when she was in college because she loved anything that involved acting, music or dance since a very young age and acted in several plays before, so she was quite good in improv and making up situation. This was also why she was a bit excited to roleplay with her son since it was the same as being in a two-person play with him which she was elated she could do with her son, even if they were acting out erotic scenarios like the they were in now.
"You were never supposed to find that out, but as embarrassing as it is, it's the truth." He admitted. "But we don't always go away to take care of our business, and sometimes finish the job without going anywhere."
"How would you do that, Daddy?" She asked curiously, as she felt her ass tingle from being teased for this long.
"Well your dad here just slips his hands into her underwear, like what I'm doing right now when no one is looking and only takes it out after your mother is satisfied." He revealed one of the ways he silently satisfied his wife under the table.
"And no one finds out when you're taking care of mom?" She got excited at the thought of her son's hands in her skirt, while a bunch of others she knew were right next to her.
"Well I've perfected the way to use my hands to tame her body without making to much movement, so there's no problem on my end. But your mother on the hand, still can't control her moans after years of being with me and has to use her mouth to cover her wails and act as if she feels warm when her face gets warm, so there has been a few times we've almost been caught because of your mom."
"How did mom react when you two almost got caught? Did she panic and have a breakdown? Or was she cool the whole time?" She asked, wanting to know how it would at that moment where your inches away from being caught and exposed as a pervert who performs such degrading acts in front of others.
"Your mother would show a bunch of different emotions according to the occasion. Like she'd be scared when she was in front of her family, since she was afraid of getting caught by your grandparents...Or how she would be embarrassed when you were around us." He explained her kinky behaviour in front of her daughter. "But no matter what expression she's showing on her face, only one thing would remain the same which was how my hand would be drenched in her fluids after I take them out."
"Does that mean you always carry around tissues, just in case mommy acts up?" She asked, as she knew for sure that she would constantly wet her pants if she was treated in such a way and would always carry a spare underwear in her purse.
"I would use a tissue if there was one nearby. But if there isn't..."
"If there isn't?" She interupted unable to control herself.
"...I'd make her lick her liquids right off my finger and let her take it back into her." He said with a sly smile on his face which made her face flush.
And just as she was wondering how her own honey would taste, her son seemed to have a break through in his mining operation and it looked like he had finally found the core area where the forbidden hole was. She didn't really notice what was going on since she was too absorbed in listening to her son's debaucherous fantasy. But the moment, she could feel a cool breeze hit her delicate asshole she immediately knew that her weakness was exposed.
She tried to clench her ass as a last ditch effort to push away the invaders, but unfortunately for her, her son had already surrounded her exit with his fingers and firmly planted them there, while at the same time using them to keep her cheeks wide open.
"It took me a minute, but it seems like I've finally arrived at my destination." His fingers were just inches away from her most secret place, and she could feel the tips of his fingers near her asshole.
He treated her ass quite rough this whole time and she was pretty sure that he left a few marks while scraping through her ass, which she actually enjoyed. But the moment he came close to her most delicate part, he moved his fingers much more nimbly and delicately, as if he was touching a fragile flower, which made it seem like he was quite experienced in this type of play. This only made her son more mysterious in her eyes, as she simply couldn't see his past self do such intimate actions as if he's done then with several women before.
"T-That means we can finally stop what we're doing right? I mean you should have found out how similar our butts are by now." She asked, as she didn't know why he hadn't taken his hand out of ass even after ploughing all the way to the bottom.
"What are you talking about, Abi?" He asked with his brow raised, as if what she was saying was preposterous. "Sliding my hand through your mother's cheeks was never the hard part. It was always finding the entrance after that and entering which I had to struggle with, because your mother was tight as a pickle jar."
"Only after seeing how easily my finger slips into you, will I know how similar you are to your mother."
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"No Daddy! You can't put your finger inside of my butt!" She exclaimed in fright at the thought of her son entering her from the back entrance, as it was way too much for someone like her, who was quite tame and inexperienced when it came to any sexual activities due to the nature of her relationship.
"It's nothing to be scared of Abi. It's just my finger." He acted as if it was really nothing special. "Your own mother has taken something much bigger than a finger and has enjoyed every inch of it, so you honestly have nothing to be afraid off."
"B-But it will hurt...I don't think I can handle the pain." She said hesitantly, as her resistance to getting fingered from behind lessened since he made it really seem like a pleasurable act.
"I promise it won't, Abi. At most, you will feel your hole getting a little tighter and something wriggling around inside. But nothing more than that." He said solemnly. "And if it does hurt or if you feel uncomfortable, I'll take it out immediately, so you have nothing to worry about."
"Will you really take your finger out if I tell you to?" She asked as she looked up at him with teary eyes, like she was asking if she could trust him.
"Of course, Abi. The moment you say the word, my finger will escape the dark and come into the light."
"You promise?" She asked in a low tone.
"I promise." He solemnly sweared, which made her cover her head in his chest, which was also her silently giving him her approval to do what he must.
He gave a slight smile at winning his daughter over with a few words for persuasion, and his fingers wriggled closer to her asshole, which was currently clenched right when it knew that it was currently going to be penetrated by a foreign object. Her buttcheeks also tightened up, which made it feel like her son's hands were enveloped in a water bag full of hot oil because of how warm her body was at the moment. But no matter how much her cheeks tried to squeeze out his hands, they were no match for the experienced hands, which easily navigated in between her crevices and reached her asshole.
His fingers were right next to her dark hole that has never been explored, and they were barely touching the outer rim, where the feeling of her skin changed and became much more delicate. Her fingers were almost gliding on her gummy skin because of how smooth it was, and she could feel her son running the tips of her fingers across the outer rim and circling it.
She trembled at the ticklish sensation she was feeling as her most sensitive area was being lapped by his fingers, and the thought that her son could probably feel the outer grooves on her rim embarrassed her to the extreme, and she held onto him so tightly that her fingers were digging into his chest.
But no matter how much it hurt her son as she clawed at his skin, he didn't seem to mind one bit and was carefully circling the outer area of her asshole like he was trying to find the exact radius and shape of her rim so that he could visualize it in his head like a blind person.
He was poking and stroking that thin membrane of skin so much that he could probably sculpt a statue of her anus without even using his eyes.
"Abi, I was wondering if you wanted to paint with me tomorrow?" He asked a weird question out of nowhere, while at the same time caressing a part of her body that no one has ever laid their eyes on.
"S-Sure, daddy, I can bring out my paint kit and canvas and we can go...Hmm~...t-to the park tomorrow to paint the lake there." She didn't know why her son suddenly wanted to paint with her, but nonetheless she was happy to spend time with her and immediately agreed to his suggestion.
"The park?...Yeah, I don't that would be the most appropriate place to paint the figure I have in mind." He said, like any public place would be inappropriate for the painting he was going to draw. "We also aren't going to be painting, and it's more like we're indenting a certain part onto paper."
"You mean like stamp painting with flowers or leafs...Hnnn~...w-where you dip a flower into paint and press it onto paper to get that shape?" She was an art student, so she immediately figured out what her son was talking about but was still struggling to keep her moans in as her son was still playing around her asshole.
"Yes, that's exactly what I'm talking about, Abi." He said in a praising tone, while spreading her cheeks more so he didn't leave any part of her rim untouched. "We're going to do that stamp painting that you probably already did in school for art school."
"But only this time, we aren't going to use flowers or vegetables."
"Then what are we going to use?" She asked as she felt her ass loosen up from the thought of having a pleasant time with her son tomorrow.
"We're going to your asshole." His sudden statement made her blink her eyes, and her ass, which had just loosened up, tightened up immediately.
"...W-We're going to use what, Daddy?" She asked, wondering if she had heard wrong. But unfortunately for her, her hearing was pitch perfect, as her son said
"We're going to use your asshole...I mean not the entirety of it, but the outline of your anus on the outside, which I'm touching right now." He applied pressure to her outer ridge, like he was showing her what she wanted to paint. "I'll use some paint that's safe on your skin, since that part of your body is quite delicate and tender, judging by how it feels and twitches when I touch it, and apply it to your orifice. And then, after adding enough paint, you'll just have to press your ass on some paper, and we'll get a picture-perfect print of your anus."
"Daddy!!!" She couldn't hear anymore of the absurd painting he was trying to make with her asshole, which had been hidden all these years, and she couldn't help but shout out to stop him.
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