The Challenge Ch. 08: To The Haven

"Who knows," she sighed. "I would hope he doesn't cheat on my mother, but if it leads me down a rabbit hole of information, it's best she knows who she's really marrying."

"Yeah. I'm going to grab a shower," Ulysses stood and stretched once more.

"I'll join you," Denise moaned, slapping his ass playfully.

A few hours later, Bob answered his front door, smiling widely, motioning Denise to come in. "It's good to see you again!" He hugged her tightly, quickly kissing her cheek.

"Yes, likewise, it's been awhile!" Denise smiled back him. "He's adorable," She thought of the old man, following him into his mansion.

"When is your first interview?" He asked.

"Oh, um, Monday," Denise lied. She had no job interviews.

"Great! That'll give us today to spend some time with one another. I'll get to know my future stepdaughter a little better," Bob said, putting his arm around the busty brunette.

"Yes!" She agreed, putting her arm around him, patting his back, as they walked.

"I love that top, by the way," He complimented her.

"Oh thanks," She smiled, looking down at her black and silver, floral pattern tank top.

"Let me show you around some," Bob said, not removing his arm from her waist. He showed her where the nearest restroom was, the huge kitchen and dining room, many guest bedrooms, finally arriving at his.

"Oh wow, Bob, you have a huge bedroom," she smiled, looking at his king-sized bed with dark red silk sheets, a fire place, and master bathroom, featuring a huge hot tub and a shower that could easily fit four adults with room to spare. Denise couldn't ignore her increasing heart rate. Thoughts of a white haired, older man, slowly sliding into the hub, followed by her, refilling his wine, made her tingle.

"Thank you dear," Bob smiled, looking over his future stepdaughter discreetly. "Happy belated birthday by the way."

"Thank you," She said, turning around, smiling at him.

"How old are you? IF you don't mind me asking."

"I turned 39," Denise chuckled.

"39. You look 29. You're one of a family of gorgeous women, all looking younger than they are. Great genes," Bob smiled. Denise blushed, looking to the floor.

"Come, let me take you to lunch and then shopping."

"Shopping?" Denise asked.

"Yes, I want to buy you some nice clothes for your interviews," he winked.

"Oh, Bob, no you don't have to do that," Denise said.

"I know, but I want to. It'll be a great time for us to get to know one another. Plus I get to walk around with a beautiful young woman on my arm," He winked.

Denise laughed, swatting at the playful older man, "People will think you're my sugar daddy."

"Well as long as you're here, I will be," He pulled her in for another hug, Denise smiling at him, resting her arms on his shoulders. "Let's go."

Denise followed him out, instinctually holding onto his arm. Bob opened the passenger side door of his car for her. He opened doors for her. He bought her several dresses and shoes. Finally he bought her lunch, sitting across her from, holding her hand, "You said you're staying with a friend?"

"Yes," Denise smiled back at him.

"You're more than welcome to stay with me," Bob said.

"I know, but I haven't seen my friend in awhile. Maybe another night."

"I would love that," Bob said, caressing her hands. "You are stunning Denise."

She blushed, "Thank you Bob. Thank you for everything today. You really shouldn't have taken me shopping."

"It's not a problem. I enjoyed it," He said.

"Why don't you come back after your interview Monday afternoon? I'll have dinner prepared for you."

"Sounds great," Denise said, guilt for lying tugging at her heart.

They enjoyed dessert, Bob paid the bill, and then took her back to his mansion. Denise thanked him again for buying her clothes, halfway wanting to return them, but didn't. She kissed him on the cheek goodbye, letting him know she'd be back on Monday.

Bob watched her leave, closing his door when she made her way out of his long driveway.He clutched his chest, his forehead beading with sweat; he took a few deep breaths, and tried to calm down. It wasn't heartburn like he originally thought. He gave Robin a call to say hello, temporarily ending the anxiety.

Chapter 12 - Showering

The next morning, Krista was also feeling anxious. She was glad Nikki was leaving in a few hours, returning to Charleston. She had made all four women sleep nude in the bed together. Luckily, she didn't urge anyone to do anything sexual - mostly likely to reinforce the nudity comfort level first. Krista slept on the left side of the bed, enjoying her Aunt Joanne's naked body against her own, feeling Joanne's butt against hers. She wanted to turn around and snuggle against her back, but was too nervous.

They had been nude all weekend - Nikki shamelessly answering the door to a shocked pizza delivery guy the night before. Everything they did was in the nude. Besides admiring glances from Krista to Joanne, they barely noticed the lack of clothes by Sunday. Until Nikki made them all shower together before she left.

The four brunettes hardly fit in the shower, squeezed in there uncomfortably, like a sardine can. Krista watched Nikki direct Robin and Joanne to bathe one another. It was all very casual, nothing seemed sexual about it. They'd lather each other up and rinse each other off. The only sexual aspect was when Krista whispered to Joanne, "I'll do your back."

Joanne said that was fine. Krista slowly caressed her aunt's skin, gliding her hand down her wet back, covering it with soap. She rinsed her off with the extendable shower head, watching the soap flow into her ass crack. When she was done, she passed the showerhead to her mother, closed her eyes and rested her forehead in between her aunt's shoulder blades, her hands resting on her waist. "Allen, you're going to get it when I get home," she thought to herself, angry that he unintentionally awakened her aunt fantasy.

"Finally!" Robin cheered when Nikki left. "I can get some clothes on."

"Yeah, I need to be going too," Krista piped up, grabbing her clothes.

"It was kind of fun, though, wasn't it?" Joanne asked.

"I suppose it was nice to have someone to bathe me," Robin shrugged. "But Nikki is gone for now and it was crowded in there."

"Yep," Joanne agreed, putting her bra on.

Krista, fully clothed now, hugged her mom goodbye, followed by an awkward hug to her Aunt. She sped home, finding her son in the shower, stripping and joining him, not caring that she recently showered herself.

"You're going to get it!" She pushed her son against the wall, kissing down his body, going to her knees, taking his cock in her mouth. "Give me that fucking cock!"

Allen obeyed, picking Krista up, her legs wrapping around him. He spun around, pressing her against the wall, guiding himself in, powerfully thrusting into her. The bathroom echoing in her cries of pleasure.

********

In that very same moment, Krista's younger sister, Denise was in an identical position with Ulysses. She held on, her feet locked around his butt, as he thrust upward. Denise's eyes closed, thoughts of Henry filled her mind. She climaxed loudly, when visions of her and Henry in bed, followed by Ulysses joining them. Her pussy convulsed on Ulysses' shaft when she pictured Bob watching them, smiling and removing his clothes.

Bob. She'd see him tomorrow afternoon. Ulysses moved her out of his shower, quickly reaching back to turn it off, still straddling him, he guided her to his bed. Denise asked herself if she could really go through with sex if Bob came on to her.

Ulysses' machine-like fucking caused her to climax again, "Yes!" she cried out from pleasure, but also answering her hypothetical question.

That day, Ulysses took her to his gym, working out with her. They showered together afterward. That evening, they met up with his stepmother, Devin. The two women hit it off immediately. Denise learned she worked for Bob. She asked questions about his character. But Devin only had good things to say about Bob.

After several drinks, the two women were dancing with Ulysses - one on each thigh, grinding into him. When Devin went to the restroom, Ulysses pulled Denise in for a long kiss, stopping when Devin returned. As they were leaving, Devin pulled Denise in for a hug, whispering in her ear, "He loves to have his ass licked." Denise's eyes widened as his stepmother kissed her cheek.

"So, you and your stepmom?" Denise asked, later that night, lying in Ulysses' arms.

"Well technically, she's no longer my stepmom. But she's the only mother figure I've had in my life," Ulysses sat up.

"How long have you and her been, you know, doing that?" Denise asked, running her fingers over Ulysses' six-pack abs.

"Since I was 15."

Her eyes widened, "Hmm, ok."

He shook his head with annoyance, "She must've been drinking again. She gets very open and forgets to be discreet with certain information!"

"Hey, it's ok," Denise said, sliding down his body, planting kisses on his stomach. "I think it's beautiful."

"You do?"

"Yes," She thought of telling him the truth about her and Henry, but her phone vibrated interrupting her thoughts.

Denise gasped, "Henry!"

"Hey mom."

"How's your friend, sweetie?"

"About the same. It's a little better I guess," he answered.

"I miss you and him so very much my love," Denise smiled into the phone.

"Do you have any stories of sex, scandal, and spying to tell me when you return?" Henry asked.

"Ha! Nothing major has happened on that front. Sex, well, maybe," She giggled.

"Mmm, naughty mommy. You love your baby's cock the most don't you?" Henry asked.

"Mmm, yes, nothing and I mean nothing compares to it. I want to devour it, I want to feel it explode in me, I want to - "

"Whoa, whoa, that's enough mom," Henry stopped her. "My penis twitched and it hurt. So let me let you go, and we'll talk later."

They ended their phone call. Denise curled up to her substitute cock-provider, they chatted about her schedule tomorrow, Ulysses telling her to come and go as she needed. She silently wondered if she'd be spending the night at Bob's.

********

Nikki was moaning with pleasure while slamming her ass into her mountable dildo in her own shower that night. She was cumming to thoughts of a family-wide orgy. Her sexually deviant mind was racing with potential possibilities and ideas Bob's challenge to her sister created.

Chapter 13 - Getting Closer

"Tell me you didn't wear that dress to your interview!" Bob joked the next evening, opening the door for Denise. She was wearing a dark red, tight, slinky little number he had purchased with other, more professional dresses.

"No, of course not!" Denise smiled, kissing Bob on the cheek, entering his home.

"Well you look incredible," he said, spinning her around with her hand, looking over her hourglass figure. "How did your interview go by the way"? Bob said, taking her hand, leading her to the back of the house, out onto the balcony which overlooked his huge backyard and swimming pool.

"Uh, well, not so good. But I have a couple more, so hopefully something will stick," Denise answered.

"Yes, I'm sure everything will work out. Care for some wine?" he asked, grabbing a bottle from a small wine rack next to some stairs, which led to the pool house. Denise smiled and nodded, watching the old man pour her a glass. She took in her surroundings, his home was huge.

"Here you are, dear," Bob said, standing behind her, reaching around to give her the glass. He put his hands on her waist, gently massaging her with his thumbs. "You smell wonderful too," he said after leaning into her hair to breath in her scent. Denise blushed.

"Thank you again," She placed her glass down, turning around in his arms, resting her own on his shoulders. "My mother is very lucky to be marrying such a charming man."

"It's all an act," Bob joked.

"Is it?" Denise raised an eyebrow. The two stared into each other's eyes. Bob glanced down at her generous cleavage. Looking back into her eyes, a small smile formed on Denise's mouth.

Their trance was interrupted by the cook letting them know dinner was served. Bob let the cook know they were eating outside and to bring the food to them. Bob guided Denise to a small, candlelit, table for two near the pool.

She smiled at him through the candlelight's orange glow, illuminating their faces in a soft orange. "Bob this is amazing. Your house, your kindness, everything."

"I'm just glad to be spending this time with you. I've convinced your mother to move in after the wedding. You, her, your whole family could move in for all I care."

For a moment Denise thought about how amazing that would be, but then remembered her secret with Henry would be difficult to maintain. "Bob that does sound great, but I'm sure you and my mother would like privacy for your intimate moments," Denise said, giving him a naughty smile.

"Perhaps."

"I'm sure she'd love to climb in that hot tub with you. I know I would. I mean, uh, use the hot tub," Denise caught her slip, blushing as dinner arrived.

"Aww, you got my hopes up. An old man like me would love to share a bath with you," Bob winked, cutting into his steak.

Denise thought back to her first husband. She was in her early 20s, he was in his 60s. She loved bathing him, even though he was perfectly capable. She loved kissing him, making love to him; his fatherly appeal was similar to Bob's. She was eating her steak, trying to ignore her increasing wetness.

The cook brought out dessert, followed by a small box. After Denise finished her cake, Bob stood, opening the box, making his way behind Denise. He pulled out a pearl necklace. "Bob?" She asked.

"Shhh, relax," He said, bending down, pushing her hair out of the way, putting the necklace around her, clasping it. He slowly massaged her shoulders.

"Bob, I don't know what to say."

"Don't say anything," He extended his hand, helping her stand. "Stay the night."

"Bob, I can't. I didn't bring clothes," Denise said. "I wouldn't need them," She thought to herself. "Plus I have another interview in the morning and I,"

"Ok, It's fine, darling," Bob said, caressing her face. "Will you come back tomorrow?"

"I'd love to," She caressed his face in return. He led her by the hand back inside, this time to the dining room. There was a cabinet in the corner that had a stereo system. Bob turned on a CD; it was some old Frank Sinatra music, a slow song.

Denise knew what he wanted to do without being asked. She gladly took his hand for a dance, staring lovingly into the old man's eyes.

"I know from your mother, that you and your father weren't close. I'd be honored if you considered me like a father," Bob said.

"Bob, I - "

"You could even call me your father," Bob suggested, pulling her closer against him, her breasts mashing against his sports-coat covered chest.

"I don't know what - "

Bob leaned in, whispering to her ear, "or dad." Bob planted several kisses along her neck and cheek. Denise's heart fluttered, her breathing increased, she wanted to kiss him back, but at the same time she wanted to run.

"Bob, I, I better go. I have an early interview," She pushed him away, slightly shaking nervously.

"As you wish. Will you come back tomorrow?"

"Yes," She said without hesitation. She knew where this was going. She felt guilt flowing out of her. Her mother would want to know if he tried to seduce her. Denise would let it happen, too.

She grabbed her matching red purse and headed back to Ulysses'. Bob watched her car pull out of his long driveway. He did his best to ignore the pain in his chest while they danced. He calmed himself down, took an aspirin, and then called Robin to see how her day went.

Chapter 14 - For Herself

After a sex-filled night with Ulysses, cumming over and over again, thinking about Bob, his gifts, his words, his home, and where everything was headed, Denise arrived at his house around noon.

Bob acted like nothing had happened the previous night, welcoming her warmly, giving her a hug. He led her out back once more, stating how hot it was. Pulling out a bag near the pool house door he handed it to Denise.

"Which is why I bought you this," He said, nodding at the bag.

Denise's mouth dropped when she pulled what looked to be a small garment from the bag. Upon closer inspection, she saw it was a tiny, black string bikini with diamonds consisting of the top and bottom straps. She had no idea if they were cubic zirconia, or the real thing. She only knew that Bob could easily afford it.

She was speechless. "I have some business to tend to, please take a nice swim, enjoy your summer," Bob said.

Denise's mouth still open, nodded, and made her way to the pool house to change. When she exited, donning her new bikini, Bob was indoors, leaving her alone. She had put on a bit of suntan lotion found in the pool house.

By the pool, she decided to lounge in the sun - thinking about her situation, the gifts, the affection, and her own desires. She considered calling her mother to discuss things, but changed her mind. Denise was enjoying spending time with him. She was enamored by Bob and his kindness. She briefly thought of him as a father-figure. Those thoughts led to making love to him. She never once questioned why they led to pseudo-incest with the man, her thoughts naturally went there. Perhaps her mature man fetish, perhaps it was her incestuous relationship with Henry, perhaps she just wanted to - for herself.

After awhile, she slowly entered the water, enjoying the cool and refreshing sensations on the hot day. She swam and went under the surface, wondering if Bob would join her. He never did.

Back inside the house, in his master bedroom, Bob's doctor was reminding him to take it easy. He gave him a prescription, and told him to call if he had any questions. Bob nodded and walked his doctor out, feeling his chest tighten, he asked his driver to take him to get the anti-anxiety prescription filled, not wanting to drive himself in the event something happened to him.

"Hi there!" Bob called out to her from the balcony overlooking the pool an hour later.

"Getting in with me?" Denise called back.

"No, we have to get ready!"

"Ready? For what?" Denise asked back. Bob held up a white bathrobe, coaxing her out of the water. He watched, with a sly grin, her curvy, busty frame emerge from the water. Denise pushed her long, wet hair back, grabbed a towel and made her way up to him on the balcony. He smiled, holding the robe open for her to slide into. Afterward, he grabbed her hand and led her to his bedroom.

"Go ahead and shower. They'll be something on the bed for you when you get out," Bob winked at her, leaving her to bathe.

She showered quickly, wrapped the towel around her, and was once again shocked at what she saw on the bed. It was an elegant, silvery, gray dress, next to it, diamond earrings.

It was a perfect fit. It came to her middle thigh, any shorter and it would've been inappropriate for a dinner date. The material was silk soft; it also supported her breasts perfectly. The slight dip at the neck exposed very little cleavage. Denise put on the earrings, turning around in front of his full body mirror in the corner of the room. She was speechless once again.

Denise was going to enjoy this night. She was going to thank Bob for his kindness. She wasn't thinking about anyone else but her and him. She nodded at her reflection and left his master bedroom. She wasn't wearing underwear.

Chapter 15 - Even Closer

Bob ended his call with Robin, talking about her and Joanne's Bahama trip soon, not suggesting she use that gift vacation to seduce her sister. He hadn't brought it up at all, not mentioning the challenge to Robin since he offered it to her that night in July. Tucking his cell phone in his coat pocket, he waited for his date to arrive.