The Kissing Cloud Series
The first part of Hanna’s story
The first part of Hanna & Jack’s Story
Pure smut. Jack takes Hanna on an unexpected adventure she won’t soon forget.
Includes M/F, D/s, Fingering, Toys, Anal, Orgasm Denial
Sitting hurt. There was no way around it. Any movement Hanna made found a tender spot on her tight, round backside and the fact that she wasn’t allowed to close her legs didn’t help. Dinner had been hard enough, and now Jack smirked from the driver’s seat every time she shifted. Hanna couldn’t have been happier.
“Nice and sore?” He asked as they turned off the interstate.
“Yes, Sir.” Hanna giggled.
“What about here?” He reached over and pressed his hand between her legs.
“Mmm, not as bad, Sir.”
“Well, perhaps I’ll have to fix that later. Give that little pussy another spanking?”
“If you want, Sir.”
Hanna gave him a wicked grin. Those four words had quickly become a favorite for them both. Hanna looked around, trying to figure out where they were going. He’d refused to say, only telling her he was certain she’d enjoy it. When they finally turned down a dark, bumpy road, there was only one building Hanna could see.
“A sex shop?” She asked, wincing as he hit every bump in the road.
“Yup. What do you think?”
“I’ve always wanted to go to one.”
“Good. I wanted to pick up some toys for us, now that you’re mine.”
Hanna grinned.
“What?”
“Yours.” She giggled.
“You really like that?”
“I really do, Sir.”
Hanna grunted as they hit the largest bump yet, right at the entrance to the store. Jack pulled into a parking spot in the back and turned off the car.
“Take off your panties.” He ordered.
Hanna’s eyes went wide. She only ever went without them when she wore tight shorts.
“I let you wear them to dinner in case you saw someone you knew, but no one here will know you. Take them off.”
Blushing deeply, Hanna obeyed, fresh arousal coursing through her.
“That’s it, good girl. Spread your legs nice and wide for me.”
Jack reached over and ran his fingers across her folds.
“Still fucking soaked. Probably still leaking my cum, too.”
He slid two fingers inside of her briefly before pulling them out and holding them to her lips.
“Suck them clean and find out, slut. Just like you sucked my cock clean on the bus.”
Hanna shivered, her nipples tighter than ever, opening her mouth to take his fingers. She sucked gently, running her tongue over them and savoring the taste of their juices mixed together. As he’d suspected, his cum still coated her insides.
“You like that?” Jack asked, reaching over with the other hand to tease her clit.
Hanna moaned and nodded, still suckling his fingers.
“Good girl. That’s my good slut.”
He teased her right to the brink of orgasm, enjoying the pleading look in her eyes as she got closer and closer, taking his hand away just before she reached the edge. Pulling his fingers from her mouth, he took the keys from the ignition and undid his seatbelt. Hanna pouted, making a wonderful, needy mewling sound.
“Not yet, little girl. I’ve got other things in mind.”
Jack lead her into the dimly lit store, Hanna’s eyes darting around, trying to take it all in through her haze of arousal. He first selected several pairs of clamps, including a decorative set and the ones that would connect to her pussy that he’d mentioned earlier. Next came a small, round paddle, a longer leather one, several canes of varying thickness, a crop, and a restraint set complete with blindfold.
“Now, since you’re so loud, I think perhaps we should get you a gag or two. What do you think?”
“I, uh, yes…yes, Sir.”
“Everything alright?”
“Yes, Sir. I’m…just not used to not wearing panties. I can, um…I can feel it. Running down my legs.” Hanna’s cheeks were beet red.
“Say it. Tell me what you can feel, little girl.”
Jack pulled her to him with one arm, brushing his lips over hers.
“I…can feel your…your cum, Sir. Running down my legs.”
“Is it turning you on?” He knew the answer, but he wanted to hear her say it.
“God, yes, Sir!”
“Good!”
Jack moved away to survey the toys again, selecting a ball gag and a rather large ring gag. Along with those, he picked out a remote control vibrating egg set, a vibrating wand, a nice, large dildo, a pair of butt plugs in different sizes and a large bottle of lube. Standing at the counter as the cashier rang them up, Jack leaned over to Hanna and whispered,
“You know, they have an adult theater here. Maybe I’ll bring you back sometime. I bet there would be plenty of guys eager to fill up a sexy little thing like you.”
Hanna bit her lip, whimpering and nodding. Jack smiled and took pity on her, knowing she had to be aroused past the point of being able to think. Back in the privacy of his car, Jack pulled her in for a deep kiss.
“Such a good girl.” He murmured when their lips parted. “What did you think of your first trip to a sex store?”
“That was incredible!” Hanna breathed.
“Did you really like my idea about the theater?”
“Oh, yes, Sir!”
“You’re awfully eager for someone who was a virgin less than a week ago.” Jack chuckled.
“I’ve watched a lot of porn. Had a rich fantasy life.” Hanna shrugged in reply.
“Lay your seat back.”
Hanna gave him a confused look, but obeyed.
“Face down, ass in the air.”
Jack fished out the butt plugs and the bottle of lube, opening the former with the pocket knife he always kept near by.
“Since I know how much my girl likes it up her tight little ass, I figure I’ll go ahead and fill you up for the drive home. Now, which one do you think?”
Jack held them both up for her to see. Neither was particularly small.
“I…I don’t know, Sir.”
“I think I’ll use this one for now, then.”
Jack selected the smaller of the two, putting the other back in the bag. Coating it liberally with lube, he said,
“Reach back and spread your cheeks for me, slut. Mm, you look so fucking sexy like that. Now, take a deep breath.”
He pressed the cool, slick tip against her puckered hole and began to push. Little by little the plug slid in, stretching her open for him. Hanna’s whimpers turned to groans, getting louder as he neared the widest part of the base.
“Just a little more. Breathe for me. That’s it.”
When Jack could see she’d relaxed some, he pushed the rest inside in one quick motion. Hanna cried out, lurching forward, whimpering as the pain coursed through her. Jack rubbed her back gently to soothe her.
“Good girl. Such a good girl. I know, it hurts. But it won’t for long. Your body just needs to adjust, baby. Shh. That’s my good girl.”
“It’s so big!” Hanna whined.
“Oh, I know it is. I bet you feel nice and full, don’t you?”
Jack pressed lightly against the base. Hanna let out a small moan.
“Yes, Sir.”
“Like when you had Paul and Lawrence, my buddies on the bus, in your pussy and ass at the same time?”
Hanna moaned louder. Jack chuckled.
“I thought so, you dirty slut. Doesn’t hurt so bad now, does it?”
“Mmm, no, Sir.”
“Good. Go ahead and sit up, put the seat back up. I figure I can get us back to Silverspell in enough time to have a little fun before I take you home.”
“I could call my Mom and tell her I’m staying at my best friend’s house. Ally knows I’m on a date with you.”
“Would you like to?”
Hanna blushed and nodded.
“Alright then. You can call her when we get back. Just know you’ll still have that nice, big plug up your ass when you do. Maybe I’ll even have you sit on my cock.” Jack laughed.
“Mmm, alright.”
His eyes went wide with surprise.
“Damn, you are something else!” He exclaimed, still laughing.
“She still treats me like a kid, so yeah, I’d get a kick out of that. I’m not a little girl anymore.”
“No, but you are my little girl.”
Hanna blushed and giggled.
“You like it when I call you that?”
“Yes, Sir.”
“Well, then, would my little girl like something to make her pussy feel good on the ride back?”
“Yes, please, Sir!”
Jack pulled the vibrating eggs from the bag and opened them, then grabbed a roll of masking tape he always kept in the back seat.
“Spread your legs, slut.”
Hanna obeyed and quickly found a cold, metal egg sliding into her dripping pussy. Jack ordered her to hold the other one on her clit as he tore off a length of tape to hold it in place, then another.
“There. That shouldn’t go anywhere.”
Picking up the remote, Jack turned them to their lowest setting, enough to keep her right on the edge without going over until he wanted her to. Hanna moaned, throwing her head back and closing her eyes. The seat pressed against her bruised bottom and the base of the large plug as the eggs buzzed, her breasts aching to be touched.
“Don’t worry, little girl. I’ll let you come. Eventually.”
With that, Jack started the car and headed back towards the interstate, making sure to hit every bump and pothole on the way.
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For more from Hanna’s story, check out the links below!
Pop Goes The Cherry
Claiming Hanna
Part One Part Two Part Three Part Four
Training Hanna
Part One Part Two Part Three Part Four
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Clara Blackstone, Author 