A Challenge Issued

Whitney loved the feeling of Jared grinding into her from behind. A big, strong man whose touch came across as gentle was a rare find. And the large cock attempting to separate her yoga pants-clad ass wasn't a negative at all. Damn, if it weren't for Owen, I'd be tempted to break my no-high school guy rule. I bet Jared's a beast in bed. Those cheerleaders up his way said so. I better get away before I do something. Perfect! Whitney thought as she saw a flash of honey blonde hair between the other dancers.

"Sorry, big boy. I need to play hostess for a bit," Whitney said, turning her head. Feeling horny, she barely fought off the urge to kiss his lips. Instead, she gave him a parting peck on the cheek. Moving away, she made it in the nick of time as Chastity had stepped onto her first step downstairs.

"Chastity! Hey, come with me. I want to show you to your bed for the night and some clothes I found for you."

"Ummmm," the Diamond Corp receptionist appeared conflicted, looking back and forth from the downstairs and one of her favorite bosses' daughter. "Okey dokey!"

Nearly getting knocked over by Kimberly, Whitney held her tongue and reached out to grab Chastity's hand. Tugging her along, the cabin hostess laughed as the two busty blondes hurried down the hallway while she assured her guest that they wouldn't be long. Arriving at the den's door, Whitney gave a ta-da motion, which caused the other blonde to giggle.

"For your evening stay at the Diamond Cabin, you'll be staying in my father's den/office."

"Jiminy Cricket! I also work at your father's office," Chastity clapped.

"Yes, you do," Whitney replied, grinning as the ditzy receptionist's cheer proved infectious. "And you're actually taking my dad's temporary bed. It's sofa city for him tonight."

"Oh, no! Mr. Diamond shouldn't have to travel to a different city!"

"No, Chastity, it's a line from a movie from my dad's childhood," Whitney explained, wondering how the other blonde could be so clueless so often.

"Silly Willy, I know that! I love Sixteen Candles," Chastity revealed, showing she wasn't always clueless. Entering the den first, she let out a string of oohs and ahhs.

"While Dad is giving you his temporary bed for tonight, I'm sorry to say that it's not all that comfortable. He's complained about the pullout bed every day so far. We're definitely buying a different one after this trip is over."

"That's okay. I'm super tired from today. I'll probably fall into a trance like Sleeping Beauty," Chastity responded, peering out the window at the windy night sky.

"As we know, my dad has many short-term girlfriends," Whitney tread lightly on the subject of her father's sexual conquests.

"Uh-huh! Mr. Diamond sure has a lot of girlfriends. Kitty whiskers!" Chastity surprised Whitney by waving her hand in front of her face as if she was hot. "Shenai liked to talk about all the sleepovers they had together. Which is kind of weird having a girlfriend chaperone another girlfriend, but that's Mr. Diamond!"

"Uh, yes, that's my dad. So, because of his many, uh, sleepovers, he likes to have extra clothes available in case of an emergency."

"Oh, you can never have enough clothes in case you spill, stain, or tear them," Chastity nodded wisely.

Whitney shook her head as the innocent blonde unknowingly came pretty accurate to what Harvey Diamond did to his lover's clothes.

"So true, so true. Now I picked out two different styles for you. Here's the first." Whitney reached behind her to pull out a sexy, lace babydoll. Black with pink bows, the other blonde did as Whitney expected, with Chastity leaning forward to study the lingerie in surprise. "Does it look..."

"Familiar?"

"Sinful? Wait; what?" Whitney's head did a double-take in shock.

"Galloping ghosts! I thought you sent someone to my house for clothes, but it's slightly different," Chastity stated, unsure at first but nodding firmly with certainty. "Holy smoke, they're close!"

"Wait, you own lingerie like this? I thought you church people don't wear stuff like this," Whitney responded, bewildered by the revelation. She knew that the blonde wasn't a virgin, but it wasn't by much from what she heard.

"Goodness gracious, my family doesn't go to church. Do I look like I do? Did someone draw a cross on me?" Chastity searched her clothes for a mark, even going so far as to spin around before Whitney stopped her.

"Hold up. But you are religious, right? I mean, you're so...so...wholesome!"

"My grandma says that men like women who are ladies by day and...I don't know the other part, but it's something about sheets," Chastity replied, frustration showing on her face.

"I think I'm familiar with that saying," Whitney mumbled. Holy fuck! Her grandmother doesn't sound so innocent or uptight. Wait, that's Hope, who worked at Diamond Corp for years. "But you're family names sound religious?"

"That's because they're family names, silly. My great-great-grand aunt was named Chastity. Mom says that we still use the old names because men like women who sound wholesome."

"Ah, I get that. It's like the illusion of purity," Whitney nodded. Faith Kupp, Chastity's mother, did strike her as having a bit of playful sexiness to her demeanor. Although she could also be a little ditzy. Wait, Faith's not much older than dad! Could he have...

"No, Great Aunt Purity isn't a magician. At least, I don't think she was."

"Your aunt is named Purity? That's an odd name."

"Whitney, a name is everything. That's why Mom said that Aunt Purity royally messed up when she named her daughter Destiny. I don't know why. I think it's a super swell name. Sounds futuristic!" Chastity appeared happy when Whitney nodded. "But gosh, Mom said her cousin's name is why she ended up working with poles. I don't understand that one at all."

"I think your mom might have meant that Destiny worked a pole."

"B.I.N.G.O! That's what she said. How did you know? Working with poles seems weird, doesn't it?" Chastity questioned, looking baffled.

"Uh, it's sort of a stage show job," Whitney danced around Destiny's likely dancing gig.

"Shut the front door! Maybe Great Aunt Purity was a magician if her daughter works on the stage too!" Chastity exclaimed as if discovering the truth behind a family secret.

"You know, Chas, I think I misjudged your family. I thought your...joyful ways were because you were like really religious. This kind of changes things as my family isn't religious either," Whitney remarked. It wasn't that she had any issues with religious people; it's that she had her fill with people like Hester Goodley and her family values organization.

"That's A-okay! I love the Diamond family, even if Mom says they sometimes think with their wieners. Great Scott! I almost forgot. I think our family did go to church, but then, Great-Grandpa got into a fight with two priests," Chastity recalled, slapping her forehead.

"Well, arguments over religious beliefs are quite common. I'm sure--"

"Fraggle Rock! This wasn't an argument; it was a fight with punches, kicks, and biting."

"What?!"

"And there must have been water involved too. I don't know how, but Great-Grandma said that she got wet watching him win."

"Your great-grandma sounds like my kind of person," Whitney remarked. Hoping to change the subject, she pulled out the other outfit she'd grabbed for Chastity. A pair of flannel pajamas, the teen had fully expected it to be the choice for tonight. "Well, I guess you probably don't want to wear these."

"Ooh! Those look super comfy," the honey blonde studied both options. "And it's brrr outside! I'll wear those." Whitney watched as Chastity yawned loudly and deeply.

"You look awfully tired."

"I've been up since dawn. I had to put frosting on the cake for Debbie before work," Chastity revealed. This time she stifled a short yawn.

"Maybe you should lay down now. We have a big day planned for tomorrow. Do you like to ice skate?" Whitney inquired.

"Oh, boy, do I ever! Oh, but I can't stay past my welcome," the honey blonde's face morphed into sadness.

"Chastity, you're welcome to stay as long as you like. How about we go through my clothes tomorrow and find you an ice skating outfit?"

"Wowie! That sounds--Great Scott!" Whitney watched as Chastity launched forward to pick up an empty bottle of wine. "I gotta go!"

"Wait a second," Whitney ordered, blocking her path. "What's with the wine bottle?"

"I have to get more bottles. I promised Peyton, who promised Lana that she'd get more from the cellar. I know where it is because you gave me that super-duper tour earlier," Chastity reassured her.

"Hmm, you know what? I can grab those bottles for them."

"You can?"

"Sure thing, Chastity. I wanted to look for a few dresses in one of the closets downstairs. So, I'm already headed that way. How about you get some sleep?" Whitney ordered more than asked.

"Goodness gracious, you're the bestest ever." Chastity flung her arms around the teen for a firm hug.

"And lock the door, Chas. You never know what might wander in here at night."

The clink of a billiards' ball hitting another filled the lonely silence in the rec room. Growing concerned that Lana might have played a trick on him, Vance glanced over at the clock again. Deciding that he'd give Peyton another fifteen minutes to show, he picked up his glass of whiskey and took a sip.

Suddenly, the sound of feet coming down the stairs caused Vance's eyebrows to raise, along with a small smile. Anticipating the arrival of the long-pursued pretty Peyton, the experienced connoisseur of fine blondes frowned as the expected girl rounded the bottom of the stairs. A beautiful blonde had appeared. Only this one was more well-endowed and wore a navy blue sports bra and yoga pants rather than the expected maroon set.

"Ah, my lovely host has arrived to check up on me," Vance readjusted rapidly to the new development. Noticing that Whitney carried an empty wine bottle, Vance began to doubt what he'd heard from Lana earlier. Perhaps I misheard. She never explicitly said that she was sending Peyton. I merely assumed we talked about her when Lana said she had a blonde that needed a good fucking. Hmm, not that Whitney Diamond is any consolation prize. I'd do the Vandermeer name well with a romp with such a ravishing goddess.

"Wonderful," Whitney muttered under her breath. Noticing the billiards table set up in a game, she said the first words that came to mind. "Playing with your balls all by your lonesome, I see."

"Merely passing the time until fate intervenes. And Lady Luck certainly delivered this time," Vance remarked, once again taking a long moment to check out Whitney.

"Ugh, I don't have time for this crap." With that, Whitney darted down the east hallway.

Curious and having nothing else to do, Vance followed his blonde hostess. He watched as she opened a door on her right side and entered. Only a few steps behind, he reached the room in time for the door to slam shut in his face. The click of the lock caused him to shrug his shoulders.

"Ah, an obstacle has arisen," Vance said to himself. Returning to the rec room, he helped himself to another sip of Harvey's expensive whiskey. Resuming his game of pool against himself, it only took two shots before he heard the door open. In the process of lining up a shot, he raised his head, watching as Whitney stormed past the rec room and down the west hallway.

Whitney forcefully pushed hangers to the side as her frustration grew. Her initial assessment of her old dresses' locations appeared to be correct, and that wasn't a positive for once. Not with the Strattons likely engaging in a little drunken loving.

"Rummaging through your guests' belongings, Miss Diamond? How scandalous! Shall I expect to find reports on Nosy Nectar that you've also fallen to shoplifting for a thrill?" Vance leaned against the doorway, taking a sip from his glass.

"People shouldn't speak about things they don't know. Which means that you should never talk," Whitney snapped back. Slamming one side of the closet shut, she opened the other side only to find the Locketts' clothes.

"And whose garments are we searching for contraband?" Vance asked, raising a delicate lavender bra by the strap with his finger. "I wouldn't mind frisking this suspect."

"Gawd, you're the worst," Whitney grumbled, closing the closet door. Walking in Vance's direction, she brushed right past him and out the bedroom. "You better watch out. That belongs to a dark-haired woman. Won't you get burned by the touch?"

"Every woman is one bottle away from becoming a desirable blonde," he remarked, following her further down the hall. Expecting Whitney to enter the last bedroom, Vance's face showed confusion as he realized that she'd entered a rather impressive wine cellar. "A course change, I see."

"Ugh!" Whitney stopped. Clenching her fists, she kept her back to her follower but did acknowledge his question. "Look, if I tell you what I'm doing, will you leave me alone?"

"Probably not."

With an exaggerated sigh, the blonde teenager spun around to face her guest. "I'm trying to find several old dresses of mine. JoJo brought a hideous prom dress with her for the charity ball. Mrs. Tarver and I decided to give her a mini-makeover instead. Unfortunately, my earlier guess has proven correct. The dresses are in the guest room that Mr. and Mrs. Stratton are staying in, and I don't want to interrupt whatever they are doing. Satisfied?"

"Why not wait until tomorrow to get the dresses?"

"Because I want to do it now! And, well, I don't want JoJo to get cold feet."

"Ah, that makes sense," Vance nodded. "And a surprising gesture by you."

"What the hell does that mean?! I help my friends out." Whitney's face flashed rising anger from her impatience.

"I was not aware that Joanne Gibble was one of your friends. She's neither a cheerleader nor a contender for your queen bee position." Noticing the surprise on her face, Vance added, "I may be long past those high school days, but I do pay attention to the people around me. JoJo is a stellar soccer player."

"Humph, maybe you're not quite the foolish dandy as I thought," Whitney retorted. Turning around, she searched for the section with the similar wine as the empty bottle that she held.

"Having given up on your quest, are you planning to drown your sorrows?"

"Couldn't you just leave?" With no comeback coming, Whitney thought for a fleeting moment that Vance had left. Looking over her shoulder, she found herself not so lucky. "Fine, you pest. Now, I'm grabbing wine for upstairs. Rather than replace what she drank, Lana tried to pass off the task to Peyton. Ever the helper, Chastity offered to grab them, but she's tired. So I came down here."

"Ah, that explains the crumbling of Lana's plan," Vance commented, more to himself.

"Wait; what?" Whitney questioned, standing up straight. "Lana's plan? No way! Did she try to set you up with Peyton? Why?!"

"Acting as a concerned best friend, Lana believed that Peyton needed a proper night of sex. It seems she's quite stressed out by her studies," Vance explained what he knew.

"Guess you're shit out of luck," Whitney chuckled, grabbing two bottles of wine.

"Not all. Lady Luck works in mysterious ways. Lana meant to send Peyton down here, but fate intervened by sending you," Vance responded, cracking a winning smile.

"Wow. I mean, wow! You're definitely full of yourself," Whitney laughed. Gesturing to herself, she reminded him, "I have a boyfriend."

"You say that as if Owen Nevin is competition for me."

"Correct. You're not even on Owen's level," Whitney pointed out gleefully.

"And I take that as a compliment. If I ever rise to his level of selfishness, then shoot me," Vance declared before his eyes narrowed. "Still, I'm rather shocked that Peyton and Lana allowed you to date Nevin."

"Allowed? What's that mean? I don't need anyone's permission for who I date," Whitney proclaimed.

"I thought karma would eventually find justice for what Owen did to Wendy Crane."

"Wendy? What the hell are you talking about?"

"You don't know? Well, my dear Whitney, Owen's the one who used Wendy for her tutoring by leading her on. His breaking of Wendy's heart is what left her ripe for Roderick Taft," Vance assembled the pieces of the puzzle for the teenager.

"No...no! Lana would've said something to me. You're wrong!"

"Ask Lana, Peyton, or Finn. They all know the story," Vance suggested, following Whitney as she stormed out of the wine cellar. "Still, I'm rather more shocked not by your ignorance but by your accepting an inadequate lover."

"Huh?" Whitney halted near the bathroom.

"I assumed that as a Diamond--with your family's reputation--that you would have high expectations in a lover. From every source that I've heard, that does not describe your current boyfriend."

"Owen is great in the sack!" Whitney declared, not appreciating the way Vance talked down to her.

"Is he? Again this what I've heard from other women, but I'd strongly disagree. Owen has been called jealous, a selfish lover, not passionate, rather bland in a wham and bam way, and quick on the trigger," Vance listed off.

"I can tell you that Owen is not quick on the trigger," Whitney argued, seizing on the one topic that she could disagree on entirely. Frustrated that Vance had come awfully close to her personal review of Owen's lovemaking, she double-downed. "I bet that you blow faster than Owen!"

"Hmmm, interesting," Vance said, moving to lean against the bar. Whitney unknowingly followed. Tapping his fingers on the top of a barstool, he appeared to be mulling the subject over. "I accept your challenge."

"What?! I wasn't asking to test you. You're crazy!" Turning around, Whitney started toward the stairs.

"So you forfeit for Owen?"

"I did no such thing!" Whitney spun back around hotly.

"Failure to compete is a forfeit. I'm just saying." Vance held his hands out to emphasize his point.

"Oh, don't think I can't see what you're doing! I'm not naive, you know!"

"I never said that you were. Ignorant perhaps," Vance replied. "And what game am I playing?"

"You think that I'm going to get pissed off enough to defend my boyfriend's honor by fucking you. Please! If you believe that, then you're the foolish one." Stopping in front of him, Whitney jabbed a finger in Vance's face. "I'm not a cheater."

"I'd never suggest a contest so underhanded and crass. No, I think a simple handjob would suffice."

"I'm not jerking you off!"

"Then let's just admit that Owen is a two-second kind of guy."

"You--You're insufferable, Vandermeer!" Whitney nearly screeched.

"It's a simple contest that you actually control. If you can cause me to cum first, then your current boyfriend's honor is upheld. If not, then I win the contest."

"And what's the prize?" Whitney challenged in suspicion, not realizing that her position on performing a handjob had shifted.

"No prize. I'm not trying to trick you, Whitney."

"No, you think I'll get overcome by lust after seeing your cock that I'll beg for a fuck," Whitney speculated, folding her arms.

"Once again, no. My only reward will be proving you wrong." Vance paused. "And the potential bump in my reputation amongst your friends."

"I am not going to run to Peyton and brag about your staying power," the blonde teenager scoffed. "I don't trust you one bit. You're trying too hard to act nonchalant over this."

"Frankly, I couldn't care either way. I'm mostly bored. Without Peyton venturing down here, this will at least pass the time," Vance admitted his true feelings. "That's if you have any serious skills."

"Oh, I know my way around a cock, and I'm going to have you whimpering in seconds," Whitney vowed.