Story: “The Hiltons” Part 4

“Color Swatches” AI art by me.

Teri felt Cindy’s hand squeeze hers three times.  It was their way of asking if the other was okay.  Teri squeezed back twice to say she was OK.  Her ass was on fire, but…so was her pussy, and they’d just started.

“Daddy?” Teri asked in a soft voice.

“Yes, Baby?” He answered as he picked up another crop.

“Thank you for my whipping, Daddy.” She murmured.  “Please, may I have more?”

“What?” Daddy asked in surprise.  “You’ve never…”

“I know, Daddy.” Teri had never truly begged for more spanking, paddling, or whipping.

“What’s changed?” He asked.

“I…I don’t know, for sure, but…I can’t deny that what you do to me makes my insides burn and tingle.  I know you think…Cindy can take more than I, but…I want us to be the same.” Teri shrugged.

“Eyes,” Daddy told her.

She looked up from staring at the cushions to see him holding an evil-looking crop.  Her thighs tensed, and her clit throbbed to see it in his hands and know it would be on her flesh.  

David looked at his young bride, who continued to surprise him all the time.  Her eyes were locked on the crop he held.  Experimentally, he swished it, and her eyes tracked it.  “Like it, Baby?” He murmured.

“Mmmhmm.” She purred.  “I do.  I want…to feel it, please?” Her eyes came up and begged him.

Cindy watched this exchange and finally spoke.  “Daddy, if we move closer together…couldn’t you whip both of us at the same time…kind of?”

David swallowed at the mental image of their asses side-by-side and a continuous whipping of them both.  He would get to hear their cries, tears, and sobs in stereo.

“Good girl, Cindy.  Teri?  Are you willing?” He asked.

“Oh, yes, Daddy.  I love that idea.” Teri began to scoot closer as Cindy did to her.

David enjoyed what the movements did to their breasts that hung down.  

Cindy became aware of his gaze and looked up at him with a grin.  “Daddy likes the jiggle?” She teased.

“Daddy loves the jiggle.” He answered.

His girls giggled and jiggled extra just for him.  It was good to be Daddy.

For the next half hour, he tried out the other two crops and didn’t really hold much back.  It was delightful and like playing a fleshy xylophone as he swished the crops through the air.  His arm was getting a bit tired.

Stopping, he began to massage and knead their dark red bottoms.  Each girl had two or three good marks on their bottom.  Being a sadist, he poked them and listened to them howl and squirm.  

“Did Daddy…get a workout?” Teri panted.

“Yeah,  Daddy sounds…winded.” Cindy teased.

He laughed.  “Are you sure you want to tease me when I haven’t used the cane yet?”

“Uh oh.” Teri gasped but then giggled.

“We’re in for it now,” Cindy answered with her own laugh.

These women were wonderful.  They honestly could take their whippings, then giggle with him afterwards.  He bent down and softly kissed the lower back of Teri first.

“Oooo, Daddy…what’s that for?” She murmured.

He didn’t answer and did the same to Cindy.  

“Mmm…thank you, Daddy.” She purred and wiggled for him.

“That was for being my very, very good girls for me.” He told them in a soft voice.  “I love you both dearly.”

Each girl made a quiet noise of pleasure.  

“Daddy, you’re melting us,” Teri whispered.

“Yes.” Cindy agreed.  

He looked at the two gorgeous red bottoms and wondered whether or not to use the cane.  His cock was having other ideas.

“Would you two be terribly disappointed if I postponed the cane?” He asked.

Each girl looked back at him over her shoulder.  

“Why, Daddy?” Teri asked as she tilted her head.

“There’s something else I’d like to do to each of you.” He grinned.

Her eyes widened, and she made an Oh with her mouth.  “I don’t mind at all, Daddy.” She purred.

“Me either, Sir.” Cindy cooed.

As both girls watched, he undid his slacks and let them fall to the floor.  He dropped his boxers next to show them just how inspired they’d made him.  Slowly, he turned and went over to get the lubrication.  He’d recently made the switch to silicone lube as it lasted a lot longer for either anal sex or anal toys.  Cindy had been the one to point this out to him in a very respectful manner.  

Teri felt the sweet chilling feel of knowing she was about to be filled very tight with her Daddy.  Mmm…his hand on her sore bottom felt so good as his finger drew a sexy line with the lube down her crevice.  Her rimmed her slowly, and she moaned as she arched up to him.  Daddy was always so good at making sure they were well-lubed and never took them raw.  Cindy had talked about it with her, and Teri admitted she was a little curious about it.

Cindy closed her eyes to feel the sensations more intensely as her new Daddy got her ready for taking her ass.  Her previous Daddy hadn’t really wanted to do this very much and wasn’t as careful about lubing well.  She knew what it felt like to be fucked raw, and it had its moments when it was a play CNC.  She hoped Teri would be ready for that soon.  She had some ideas of doing it outdoors on a camping trip or something with bondage involved.

“Ohh.” Teri gasped a little as she felt his tip tapping at her entrance.  He usually did Cindy first.  “Daddy?” She asked.

“Someone needs a lesson in knowing what they want, remember?  I told you what you’d have to do.” He pressed a little more.

Teri felt her face burn red, but shut her eyes tight like it would help.

“Please…Daddy…take my bottom.” She whispered.

He spanked her!  “Big girl words.  I told you.” He growled.

She whimpered but took a breath.  “Please, Daddy…fuck my ass?”

“Better.” He murmured and entered her slowly, and she tried to relax and let it happen.  It was happening!  God, it felt so good.  It was so intimate, so naughty, so…she felt so submissive giving this to him!

David took her gently the first time, then began to pull out.

Teri whimpered.  “Daddddy….?”

“Beg every thrust, or I stop and no more for you tonight.” He announced.

Teri wanted to stamp a foot but didn’t.  “Please, fuck my ass again?”

He thrust harder and rougher.  She groaned under him, but he began to pull back again.  She didn’t need reminding this time, but begged again, sounding more needy and husky.

Her lesson was well learned, and her throat was a little raspy after the first dozen thrusts as her voice got louder.  

“Please, fuck and spank my ass, Daddy?” She cried out now.

He obliged, and that got her close enough that she was soon begging to cum.  

Teri knew he’d make her beg to tears, so she didn’t even stop begging until it became a burning, desperate need, and she sobbed it out.  

“You may.” He finally told her.  Those two blessed words that she had to earn each time, but she also loved them.  Her body spasmed as he now thrust fast over and over to get her over the top.  Such a good Daddy, he was!  She squealed and thanked him over and over and over.  Daddy said if she forgot, then she’d go without.  

Teri collapsed across the back of the couch in a blessed afterglow.  She was barely aware when Cindy began to make her noises.  She begged for each thrust without having to be told.  Her voice was sobbing before even getting close to cumming!

An evil idea formed in her head, and she knew from experience she’d better act on it before she thought about it too much.  She slid off the couch.

David was enjoying the tightness of Cindy, plus she knew how to grasp him as well.  He wanted Teri to learn it as well, but had held off asking her.  His sweet wife was already trying so hard to please that he didn’t want to push her too far.

These thoughts banished from his mind as he felt two soft lips and a hot, little tongue begin to play with his balls.  

“Teri?!” He blurted.

There was a very naughty little giggle from behind him, and she went faster and harder, then sucked a ball into her mouth.

“Oh God.” He groaned.

Cindy could imagine what Teri was doing and was proud of her!  “Suck him good, Teri.  He won’t know what hit him!” She moaned.

Teri felt a flush of pride at Cindy’s words, and it made her bolder.  There was one place she’d never thought to put her tongue, but…yeah, butt…

David moaned as he felt his wife tonguing him back there and then back down to his balls, then around.  “Oh, such…such…a…”

“Hush, Daddy.  Just keep working on Cindy.” Teri told him, then went back to work.

He closed his mouth and his eyes as his sensations were unbelievably good. 

Cindy was reasonably sure she wouldn’t have to beg more than once.  She was right, as Daddy was a little overcome by being double-teamed.  She begged her best, though, because she was a good girl.  

“Yes, yes, you may.” He gasped.

Cindy made sure to really grasp him hard as she was riding to the climax.  Daddy made that lovely, basso noise he did when he was coming into one of them.  She felt him squirting into her tight space, and it made her cum even harder.

David was…gone.  Teri hadn’t stopped, and her hand now grasped his butt cheeks and clenched hard.  Her mouth traveled over one cheek, and she bit down slightly and sucked.  

“Oh, Babygirl.” He breathed.

Teri giggled and moved to the other cheek.

Cindy pushed herself up out of the haze of an excellent orgasm to press back on Daddy until he took a few steps backward.  “Beep beep beep beep.” She said softly so Teri would know Cindy meant to back up.

David wondered what was going on until he felt Cindy pull herself off of him and turn to kneel.  No way.

“Now this is a proper double-team,” Cindy murmured as she swallowed his cock down to the root and began to suck hard.  

Teri found she liked biting Daddy’s butt and did it again and again while he squirmed.  It was nice to make him be the one to writhe.  She knew what Cindy was doing and decided to go back to where she’d been before.

David stood there as his two girls pleased him with their mouths, teeth, lips, and tongues from the front and the back.  They kept it up with patience until he could feel himself harden once more.

“There we go,” Cindy murmured as she popped off for a moment.  “Wanna trade, Teri?” She asked.

It amused David that he was not part of the conversation.  The girls were taking charge at the moment, and he wasn’t about to complain!

“Sure! Thanks.” Teri said.  “Turn around, Daddy, please?” She added the please as she realized she’d sounded rather pushy.

“Mmmhmm.” He answered and turned.

Cindy was even more aggressive from behind than Teri had been, and it wasn’t long before he grabbed Teri’s head and tapped the back of it twice to signal he was going to cum.

This allowed the girl to let out a breath and then be able to suck longer and harder.  It was also just polite.

Teri took it all and made deep throaty moans as she drained him dry.  

David felt a little dizzy once the blood started to return to his brain.

“Daddy seems a little tipsy.” Cindy teased.  “Let’s get him down onto the couch.”

Each girl helped him up and over the back of it to lie down.  

David was in a deep daze, but his girls silently went about cleaning things up and then came around to begin kissing and caressing him.

“Want a drink, Daddy?” Teri asked.

“Please.” He asked with eyes still closed.

Daddy’s two girls kept looking at each other with a great deal of pride and joy as they attended to their Daddy.  He was such a sweet Daddy.  He deserved to be spoiled a little.  They didn’t let him move much of a muscle all night and fed him dinner.  

David was a pleased Daddy.

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