Hadley's Other Cherry Ch. 03

"It's a deal."

*****************

"C'mon... just give me one more kiss, baby..." Ted whispered not so secretly to Ginny as he pressed her against the lockers. It was Monday lunch period and the couple had been attached at the lips since the bell rang that morning.

"Te-ed!" Ginny exclaimed, pushing him away, "Stop it, we'll get in trouble!" Her protests dissolved into throaty giggles as Ted kissed and licked up and down her shivering neck. "Seriously! Ted: I have to get to class!"

Colin Flynn rolled his eyes at Ginny and Ted and leaned against the lockers. The canoodling couple had been saying goodbye for at least the past fifteen minutes and it was clear they couldn't keep their hands off of each other. Colin sighed and perused the hallway, looking at all of the students leaving the lunchroom. He wasn't used to being the third wheel and he didn't like it one bit.

Finally, Ginny managed to pull herself free from Ted, and sauntered off to class, straightening up her mussed uniform skirt and blouse as she went. Ted turned to his friend with a sheepish grin. "Sorry, Col, just couldn't say goodbye, right?" He punched his shoulder playfully and winked.

"Jeeez, Ted," Colin said, rolling his eyes again, "I hope you're getting some pussy for all that effort..."

"Prom night, man," Ted said with a wink, "I'm getting an all you can eat pussy buffet..." Ted butted Colin with his shoulder and laughed. "We'll be lucky if we make it to the bedroom..."

Just then, Serena and a few of her cheerleading friends walked out of the lunch room. She glared at Colin as she walked past, flipping her long blond hair haughtily. He studied her tanned legs as she swished down the hallway. Her uniform kilt was so short it almost showed her underpants, that is... if she was wearing any. He sighed.

"What a bitch..." Colin said to himself. He had to remind himself why he finally broke up with her in the first place: Serena Ackerman was beautiful but she was mean. You cross her once and she'll make your life hell. But then she had that round bubble butt... He got lost in his reverie as he remembered the time she let him fuck her slutty ass in the locker room after school...

"Man," Ted said quietly, noticing the quick change in his friend, "Chill: you're past her."

"Easy for you to say!" Colin retorted, "You've got a girlfriend now, and as soon as Ginny lets you bone her on prom night, you're gonna be getting pussy on the regular."

Ted couldn't help but smile at that fact. "Hey, Col! Wake up! You're taking Hadley Henderson to prom. Hadley Henderson. You know how many guys in this school, shit, in this town, would kill to have a shot at that? She hasn't given a single dude in school the light of day except for you. You asked her to the prom, she said yes! Besides, all of these little virgins are going to be dying to give it away on prom night..."

As if on cue, Hadley walked past carrying some books to her locker. "Hey, Hadley," Colin said, turning on a smile for her.

"Hi, Colin... Ted," Hadley nodded politely, smiling at the two boys. She opened her locker, reached up on her tiptoes to put the books on the top shelf and then waved goodbye. Colin had to admit, her round ass in the uniform kilt was pretty tempting. And he liked the way her long red ponytail hung down her back as she walked away...

"See ya soon!" Ted waved after her. Hadley turned and waved at them. "See, man! She totally likes you! And think about that virgin puss... She's a gymnast, so you know that shit's gotta be hella tight... I can barely get two fingers into Ginny's. I'm telling you: that shit is untouched."

Colin's mood began to lighten. "Hey you think Hadley Henderson shaves her snatch?" He tried to picture her tiny ginger pussy but all he could imagine was Serena's shaved one, the big clit with it's sparkly clit piercing and long lips protruding from her tiny shaved labia. He liked how Serena's pussy managed to look as slutty and lewd as she was...

"Well, Ginny does, so..." Ted said with a grin. He held up his fingers in a "fingers crossed" gesture, "I guess you'll find out on Saturday..."

Colin smiled: he liked the thought of that.

**********

Hadley eased her tired naked body into the warm water and sighed. Normally she didn't take the time to take baths but Wednesday afternoon practice had been extremely exhausting and her muscles ached. She leaned forward and turned on the hand-held sprayer so she could wash her back.

Hadley squeezed some strawberry-scented bath gel onto her sponge and scrubbed her skin until it was pink. Then she rinsed the soap from her body. When she got to her pussy she remembered the plug in her ass. She tugged on it gently and the fat metal plug gave way and slid from her slick anus. A few trapped air bubbles escaped from her asshole and bubbled up to the surface of the water... Hadley giggled. She put the plug on the counter and continued rinsing her body.

As she sprayed the water over her belly button, a naughty thought occurred to her. She quickly pulled the plug from the drain and aimed the sprayer over her open labia, letting the warm water stimulate her. She parted the chubby labia with her fingers and let the water throb over her swollen clit. A tiny moan escaped from her lips.

She thought about the amazing weekend she had with Jack, "christening" his new apartment, and her thoughts wandered to losing her anal virginity... She wondered what position they would do it in... Would he do her ass doggy style? Or would it be more tender, spooning her and kissing her? Doggystyle was normally her favorite position, but it might prove to be too much her first time. Knowing Jack, it would probably be all of the above, she thought, smiling to herself.

She thought about his thick shaft entering her virgin ass and blushed. But she couldn't help but reach under her and insert two of her slim fingers into her stretched asshole. They entered without too much of an effort. Hadley smiled, pleased at her progress.

The warm water massaged her throbbing clit and she began sliding her fingers in and out of her slippery booty, finger-fucking herself in the slowly draining tub. She closed her eyes, enjoying the sensation and imagining that instead of her fingers Jack's big dick was fucking her ass. She knew it might be two, three, maybe even four times the size of her tiny fingers but for now she just enjoyed the fantasy...

In no time at all, her small body bucked and came, thrashing in the damp empty bathtub. She sighed with pleasure. A little more than a month ago, Hadley could barely fit a cock in her pussy let alone her ass, and now in just three days, Jack would be taking her virgin backdoor.

She couldn't wait.

**************

It had long been the tradition for the prom at St. Quentin Prep to take place on the third Saturday in May, at 3pm. The PTA chose this arrangement ten years ago because they thought that if they started the prom early enough it would discourage any late-night wild partying and debauchery. In reality, it just gave the kids less time to get ready and ample hours for the after-party.

Most of the kids who went to St. Quentin's came from fairly affluent families and it wasn't uncommon for celebrating seniors to bring the party over to someone's lake house, and continue the late-night drinking and wild partying until early the next morning. In fact, the parents in Hadley's school had developed a very surprising "Don't Ask, Don't Tell" policy when it came to prom night. Ted's parents had a lake house and this year, he spread the word among his closest friends that the after party was at his place. There, he could let his friends entertain themselves while he and Ginny got it on in the upstairs bedroom.

Because of the early start to prom, Hadley's mother had made 8 am appointments for Ginny and Hadley at her regular salon downtown. Ginny was bleary-eyed and grumpy when she met Hadley and her mom at the salon. She sank into the barber chair groaning and rubbing her eyes.

"Morning, sleepyhead," Hadley teased her friend. Her mother, who had been hovering around her all morning, had convinced Hadley to get a small trim and Hadley sat there patiently while the stylist snipped at the ends of her hair.

"Ugh, early afternoon prom is the worst..." Ginny groaned.

"Late night?" Hadley asked.

"Maybe..." Ginny said cryptically. She didn't want to talk in front of the stylist. "I'll tell you later," she promised.

After the girls left the salon, Tricia had treated them to lunch downtown and then whisked them back to their house to get ready. She parked the car in the driveway and Ginny took her prom dress out of the trunk. She slung the sparkly short aqua blue dress over her shoulder and followed Hadley to the front door.

Tricia was the one who found the pink gift-wrapped box sitting on the front step. "Hadley!" she called out, "There's a gift here for you!"

"For me?" Hadley, asked confused.

"It must be from Colin," Tricia squealed, "Oh how very sweet and thoughtful!"

Ginny raised her eyebrows at Hadley. Colin Flynn was definitely popular, hot, athletic and rich, but "sweet and thoughtful" were not accurate descriptors.

"Aren't you going to open it, dear?" Tricia asked hopefully.

"Um, not yet," Hadley said, "I want to wait until I'm dressed."

It was a feeble lie but her mother seemed to buy it. Tricia nodded and headed to the kitchen. "I'm going to fix some refreshments for when the boys get here!" she called back to them, "You girls let me know if you need anything!"

The girls didn't need to be told twice: they had been with Hadley's mom all day and they were dying for some privacy. Hadley grabbed the box and Ginny grabbed her dress and they ran upstairs to Hadley's room and shut the door.

Ginny watched excitedly as Hadley unwrapped the gift. As soon as she opened the lid, she knew it was from Jack. She recognized the tissue paper from the lingerie store and carefully folded away the paper to see what was inside. Arranged delicately inside the box was the pale green matching bra and panty set she had tried on for him. Laying on top of it was a plain note card that read:

So I can be close to your body all night. Have fun, Princess. J

"Let's see, let's see!" Ginny chanted, practically jumping on the bed. Hadley lifted the delicate lingerie out of the box. "Oh... my God... Hads, are these from him?" Hadley nodded. "Holy crap, these must cost a fortune! You didn't tell me he was loaded too!"

"Ted doesn't buy you expensive lingerie?" Ginny teased her friend.

Ginny snorted in response. "Fat chance! Those wouldn't last 2 seconds on me! The only thing Ted cares about panties is how fast he can get them off of me. That's why I've stopped wearing them..." Ginny pulled down the edge of her shorts and flashed Hadley her bare ass. Hadley laughed and slapped at her playfully.

"So you going to wear them tonight?" Ginny asked. Hadley nodded. "Oooh put them on, put them on!"

Hadley peeled her jean shorts and panties off in one go, until she was standing there naked from the waist down. She picked up the green lacy panties and tried to remember which way faced forward. She decided the bow went in the front and then stepped into them carefully. "What do you think?" she asked Ginny, who was staring at her crotch intently.

"Honest opinion?" Ginny asked. "I think they would look better if you shaved."

"Really?" Hadley asked, checking herself out in the mirror. The cheeky panties were low cut but rose enticingly high on her rounded ass. The material was green mesh and lace and very sheer all over. Hadley didn't grow much hair on her pussy, and what she did have grew in a small patch above her lips. Sure enough, she could see the darkened outline of her tiny bush through the panties.

"You should do it, Hadley! Guys love it. Trust me." Ginny winked at her. "Ted says Colin likes it shaved..."

"Ew! Ginny, gross. Why would Ted tell you something like that? Besides, Colin is not seeing my pussy so it doesn't matter."

Ginny shrugged. She didn't know Hadley's older boyfriend, and while she was sure he was great and all, she hadn't given up hope that Hadley and Colin would get together. Colin and Ted were best friends and then they could go on double dates...

"Well, I need to shave mine," Ginny said, grabbing her toiletries case from her overnight bag. "I want to be smooth as a baby tonight. I'll help you shave yours if you like..."

"I don't know..." Hadley said. "Doesn't it grow back all scratchy and stuff?"

"Nope!" Ginny said, "It's awesome. Come on, I'll show you."

Hadley followed Ginny into the bathroom. Ginny stripped naked from the waist down and then climbed into the tub, turning on the warm water and fishing her razor out of her bag. "Come on in!" she called to her.

Hadley carefully removed her panties and climbed into the tub with her friend. They were teammates so they were used to seeing each other naked, but something about this situation felt slightly awkward to her. She shyly covered her pussy with her hands.

"Hadley, chillax: I've seen your pussy like a million times," Ginny stated, "Now take some of this gel and rub it in wherever you have hair." Hadley sat on the edge of the tub, ran her cupped hand under the water and then sudsed up her pubic area.

"Ready?" Ginny asked, brandishing her razor.

"Careful with that thing," Hadley begged her.

"I will!" Ginny said kneeling down in front of her friend, "Here we go..." Carefully, with the concentration of a surgeon, Ginny stroked the edge of the razor up one of Hadley's lips, removing the hair in small gentle swipes. Every couple of strokes she rinsed the razor under running water, washing the wispy blonde hairs down the drain, before returning to her work.

"Hey, open your legs a little wider," she commanded Hadley, "You got an innie and I want to make sure I got it all."

"I got a what?" Hadley asked.

"An innie pussy. Ted told me. That's what you call it when your pussy lips are all closed like yours, because everything's on the inside. He said I have an outie, see?" Ginny stood to show her the difference. Hadley noticed that Ginny's inner lips and clitoris protruded out from her small labia. Ginny bent down to study her handiwork again. "Innie pussies are cute but they're a lot harder to shave..."

When Ginny was satisfied with the job she rinsed Hadley off with the water and handed her a small mirror. "Check it out," she said.

Hadley held the mirror down to see her bare pussy and while it didn't look too different, the whole area looked smooth and clean and the skin on her chubby labia felt very soft.

"Okay, my turn," Ginny stated, lathering up her pubic area and handing Hadley the razor. "Now you help me."

Hadley knelt down and shaved her friend, carefully avoiding the clitoral hood and sensitive labia that rested between her pussy lips. When she was satisfied with her work, she rinsed off Ginny's pussy, grabbed a towel and stepped out of the tub.

"Thanks, Hads! And I'm sure Ted thanks you too..." Ginny said with a wink.

Ginny happily chattered away to her friend about Ted, the amazing time they spent in his hot tub last night, and their plans for tonight. The girls zipped each other into their dresses and sat side by side at Hadley's vanity applying jewelry, make-up, and other finishing touches. Hadley was content to let her friend do most of the talking. She suddenly felt like she had butterflies in her stomach and she wasn't sure why.

Soon Hadley heard the doorbell and her Dad calling upstairs to them, "Hadley, Ginny... the boys are here!"

"One second!" Hadley called out to her Dad. Ginny was clapping and squealing while she tried to catch a glimpse of the limo out the window. "Gimme one sec," Hadley said to Ginny, "I just need to use the bathroom."

Hadley entered the bathroom, closing the door behind her and exhaled, enjoying the brief moment of privacy. She fished a small box from the bottom of the basket under her sink and took out her green butt plug and a small bottle of lube. She applied the lube to the plug like Jack had taught her and then carefully lifted the long hem of her gown and pulled down her underpants slightly. She pushed the plug against the tight knot of her back door for a few seconds, breathing deeply, until the ring gave way and the plug sank deep inside. It felt so good, Hadley couldn't help but pull on the jeweled end teasingly for a few seconds before making sure it was firmly lodged inside her. Then she pulled up her green lacy panties and let the hem of her dress fall back into place.

The girls looked beautiful as they walked downstairs, Harvey Henderson thought to himself. Ginny was wearing a short aqua blue dress, the asymmetrical bodice had one strap and was dotted with sparkling beads, and the full tulle skirt flounced as she walked down the stairs, teetering precariously on a pair of outrageously high heels. Her normally straight brown hair was styled in a sophisticated up-do, and though she wore too much make-up for his and his wife's liking, he had to admit she looked wonderful. But as lovely as Ginny looked, Hadley was another matter altogether.

His daughter seemed to be glowing as she walked down the stairs. The light pink strapless gown she wore was trimmed with tiny delicate fabric flowers and the elegant shape of the dress complimented her slim body perfectly. She wore her hair in loose curls around her shoulders, fixed in place with a delicate, sparkling jeweled headband.

Tricia squeezed Harvey's hand as their only daughter walked gracefully down the stairs in her prom dress. She quickly wiped away the tears and began snapping as many photos as she could of the darling couples: Colin presenting Hadley with a delicate pink wrist corsage, the two girls smiling on the lawn, the couples standing next to the limo... She didn't say a word when she saw Ted kissing Ginny outside by the limo, but she was relieved that she had such a cool-headed sensible daughter. Hadley would be responsible tonight, she was sure.

Finally it was time to go. The two couples piled into the limo and waved out the window to Mr. & Mrs. Henderson. "Bye, Mom!" Hadley called, "Bye, Dad! See you guys tomorrow!"

"Bye, Mr. and Mrs. H!" Colin added, "I'll take good care of her!" He rolled the window up as they drove off.

Ted and Ginny immediately started making out, which left Colin and Hadley little choice but to talk to each other.

"You look super pretty, Hadley," Colin said to his date, "I'm glad the pink corsage I got matched your dress okay."

"Yeah, thanks," she replied shyly, "It's really nice."

Ted and Ginny came up for air. "Both of you girls look banging!" Ted added, "We are going to the prom with the foxiest girls in school!" Ginny giggled and grabbed him by the face. As they kissed again, Hadley tried not to notice Ted snaking his fingers under Ginny's dress.

Hadley noted that Colin looked really handsome in his tuxedo, but other than how they looked, they had very little to talk about. They sat in awkward silence for a few minutes. Hadley was trying to ignore Ted and Ginny, who were practically dry-humping at the other end of the limo, when she felt Colin drape his arm over her shoulder. She looked up at his handsome face, confused. He smiled a sexy smile at her. "So did you buy the dress especially?" he murmured.

"Yes, I did," Hadley said matter-of-factly, trying to wiggle free from his intense hold on her.

"Well, it looks beautiful on you," Colin smiled, then leaned close, to whisper in her ear, "And I bet it looks beautiful off of you as well..."

Hadley was taken aback by his overtly sexual remark. It had taken exactly three minutes before her date had gotten totally skeevy and Hadley did not like it. She scooched away from him and tried to concentrate on looking out the window.