Former Playmates Pt 02 Dianes Story

Author's note: This part of series involving fictional former Playboy Playmates. They are all sisters and will each have two stories -- the first one will be interracial, the second will be incest. A few of these sisters are introduced in my other story: The Challenge 4. It's not necessary to read that story but you may think it's neat to learn a few things about them from it. The events of this story take place a couple months of the first. It may be able to read that one as well.

Editing thanks go to Todger65.

Chapter 1

Diane sat next to a hospital bed in Tampa Bay, Florida, gently caressing the hand of a 71 year old African-American. His name was Sam and they have been sleeping together, when they got a chance, for the last 15 years. Diane was in Tampa to visit her sister, Julianne before traveling to Atlanta for an event an old friend invited her to attend.

Sam's son, Tony, would be there soon. Diane was looking forward to seeing him; they have been sleeping together, when they got a chance, since they were 18 or so. Diane, now 52, chatted with the older Sam about various things, knowing it would probably be the last time she saw him.

"I still have that old Playboy issue you posed in," Sam told Diane.

"Oh you do? Did you like it?" She asked, smiling softly at him.

"Very much so. It brought me some happy moments," Sam joked.

"Uh huh, I'm sure it did," Diane said, kissing his hand.

"Tony will be here soon, maybe you two can go to lunch."

"Maybe, but I'm having fun talking to you right now."

"We had some happy moments didn't we?" Sam asked.

"We sure did, quite a few. You, your son, and me," Diane answered.

"You know Tony and I weren't that close in his younger years. I'm glad he brought me here."

"You just want to be closer to him so you could try to hit on his pretty white wife," Diane joked.

"Well maybe, but she's not a pretty as you," Sam replied, resting his other hand on hers. He looked at, studying her blonde hair that stopped just above her shoulders, her full lips, blue eyes. "At 52 you still look amazing."

"Thank you, Sam," Diane smiled, getting up to kiss his forehead, unintentionally causing her massive breasts to come into view, Sam staring down at her cleavage.

"No, thank you," He joked, winking at her. Diane giggled and adjusted her top, jiggling her breasts some.

They stared at each other for a moment before Diane stood, walking to close his hospital room door, "I think it's time Nurse Diane checked on her patient."

"Yes ma'am," Sam smiled, sitting up more in his bed. He watched Diane pull his bed sheets off his legs, slowly sliding her hands up his gown, over his knee, his thigh, and listened to her moan when her hands reached his testicles.

"Everything is still there," Diane joked, squeezing his balls. "Let's have a look at you," She said, pulling his gown up further, revealing his large black cock, not fully erect yet.

"Good, very good. Now let's see if it still works," Diane winked at Sam, lowering herself to pepper his growing cock with kisses. "Mmm, seems like it still does," she noticed, licking the shaft several times.

"Oh it still works, only for you though," Sam said.

"I take that as a compliment," Diane thanked him, continuing her licks and kisses to his now very erect cock. "Blood flow is working fine, girth and length are still amazing," Diane, pretending to be a nurse, noted.

The old black man smiled watching this younger blonde give him, what would most likely be his last blowjob. She took him in her mouth, sucking away at the tip, moaning as she bobbed her head back and forth on it. She began unbuttoning her blouse, her mouth remaining on the cockhead, and slid her top down, revealing her huge, bra covered breasts. She glanced up at Sam who was smiling and nodding, enjoying every moment of this.

Reaching around to her back, her head still bobbing her head up and down, she unclasped her bra, letting her gorgeous breast meat out of their cage.

"Mmm, best set of tits I've ever seen," Sam said, recounting the years he spent visiting her in Charleston. "You're husband never knew did he?"

Diane shook her head "no" while inching his cock back into her throat, taking Sam's nearest hand and bringing it to a breast.

Sam moaned again, her heavy breast filling his hand. He was getting close to climaxing, the heart rate monitor speeding up. He was getting closer and closer to releasing his load down her hungry throat. After a few minutes the heart rate monitor was beeping louder and faster, a nurse would be in soon to check on him. Sam gritted his teeth, wincing in pleasure, gripping the back of her head as the monitor was beeping very fast now.

"Ahhh," he moaned, cumming, shaking, and injecting semen down a woman's throat for the last time. "Thank you," he said, calming down a bit, catching his breath, watching Diane dislodge his cock out of her throat. She wiped the back of her mouth, smiling, quickly fixing his gown and bed sheets.

"I was thinking of climbing on this bed and riding you, but it would it feel so good, I'd get so into it and loud, that a nurse would catch us for sure!" Diane laughed, making the old man smile.

She was buttoning up her shirt when a nurse finally did enter; checking on Sam's vitals, making sure his heart rate was fine. At this point it had settled down. The nurse nodded suspiciously to Diane and exited the room. Sam's son, Tony, entered about 30 seconds later.

Chapter 2

After a few minutes of chatting, Tony took Diane to lunch at a nearby restaurant. They sat and chatted for awhile.

"I suspect he won't make it past the weekend," Tony said.

"I'm so sorry," Diane added.

"It's ok. We weren't that close in my younger years, but now things are fine. I'll miss him but am thankful we reconnected in the last 20 years."

Diane nodded, holding Tony's hand from across the table. "If he passes while I'm here, I'll be around for you if you want to talk or need some company."

"Thank you," Tony patted her hand with his other.

Diane was enjoying her dessert in Tony's car on the way back to the hospital. Nodding her head while Tony talked, his cock stuffed down her throat, a mess of saliva and drool all around its base.

"You know, I haven't seen much of your sister lately. I know she went through a rough divorce," Tony mentioned while driving, Diane working on his cock. "Julianne is the one sister I have yet to fuck."

"Oh?" Diane said, taking his cock out of her mouth for a moment. "When did you sleep with Stephanie?" she asked, referring to her other younger sister.

"A few months ago. She came to visit Julianne. I was in the backyard, enjoying a drink and she came on over, naked as can be, and we rolled around all over the back yard."

"Wow! That does not seem like her at all!" Diane laughed before resuming her task.

"Oh yeah, I kid you not. It was great too. I slept with Tiffanie, causing her marriage to end, Stephanie, that one night in my back yard, your half sister Alyssa, and of course you since we were teens."

"That leaves Julianne," Diane said.

"It does, maybe one day I'll have her."

"She's going through some bad times, maybe when she get through the rough patch she'll be more open to dating or," Diane said, kissing his cock head, sitting up, "She'll sneak on over to your backyard." She winked before continuing to suck his cock on the way back to the hospital.

They pulled into the parking garage, "We're here," Tony said. Diane sat up wiping her mouth dry. Tony had cum a few moments before, but she was hungrily sucking as much seed out of him as possible.

"So you said you're going to Atlanta soon? I am too." Tony said.

"You are? That's great! Yeah I'll leave here in a few days to go there. It's a shame we aren't going at the same time, we could ride together and I could suck this cock the whole way!"

"That would be nice, but yes I'll be going up there a day or so after you. I'm going to an opening of a strip club a friend of the family is inviting me to," Tony explained.

Diane arched her eye brow, "I wonder if we're going to the same place. I have an old friend that invited me. Bob. He's the land developer that owns the club and shopping center it's in."

"I know Bob. He's a good guy, he paid me and my father handsomely for a few tasks to complete."

"Hah, that's great you know him too. What sort of tasks though?" Diane asked.

"My dad was a private investigator and he was paid to find you. I was paid as well a few years later to help find your sister, Tiffanie," Tony explained.

"Why would Bob want you to find us?" Diane asked.

Tony shrugged, "No idea."

"Huh, interesting," Diane noted.

Her and Tony parted ways and she headed back to her sister's house. She took Julianne shopping, buying her some jewelry for the upcoming Valentine's Day, joking with her sister that she's just pretending to be sad so she could get presents. Julianne didn't find it funny and started crying. Diane hugged her depressed sister, apologizing, telling her she loved her, attempting not to tear up herself.

Chapter 3

Sam's funeral was a few days later. Diane quietly sat in the back, giving Tony a brief hug, nodding to his wife and made her way back to Julianne's house, next door to Tony's.

2am that evening and Diane's tits were bouncing up and down in the hot tub in Tony's back yard. He was gripping her waist with one hand and chugging on vodka with the other. She was fucking him senselessly, not caring if his wife awakened or not.

When Tony came inside her, she held him close, kissing his cheek, "It's ok."

Diane took a sip of vodka, wiping a tear from her eye, caressing Tony's face. She helped the hugely muscular black man out of the tub, her arms around his waist, leading him quietly inside the house. She got him a towel from the hall closet to dry him off; drying up the water they tracked into the home, and escorted him to bed where his wife appeared to still be sleeping.

Diane left his home, traversing nude across the short gap between Tony's and Julianne's house and took a shower, heading to bed shortly after.

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

The next day she arrived at her friend Bob's huge house in Atlanta; hungry and tired from long day of driving. Bob greeted her, smiling warmly at her, hugging her. Diane thought about why Tony and his father were hired by Bob to find her and Tiffanie but decided she'd ask another time.

Bob had dinner prepared for her and they ate together in his large dining room area. They talked about the strip club opening, Bob thanking her again for coming to the event. He suggested if she wanted to dance she could.

"Oh no, my dancing days are over," Diane said. Bob laughed understandably, thinking about the day he met her as an adult 15 years prior, the lap dance, and the night of sex. They had remained close friends ever since then.

"Well if you want to do private dances in the back room, you certainly can. Maybe a private dance for me here tonight?" Bob winked. Diane laughed at the 70 year old multi-millionaire.

"I'll be glad to," Diane rose to her feet, walking seductively across the table. She went to her knees, allowing her large breasts to slide across Bob's crotch a few times before rising to her feet and turning around to gyrate her butt across his lap. She turned once more and straddled Bob, running her hands through his white hair, kissing him slowly.

Diane knew not staying with her sister Tiffanie in Atlanta while she was there was a good idea. Bob took Diane to bed, kissing her neck, bare breasts, and tummy, before arriving at her trimmed bush. Moaning, while holding his head there, Diane knew Tiffanie had settled down in her wild ways and that Diane had not. She knew this time here in Atlanta would be filled with sex with Bob, and maybe other men at the strip club. She was so looking forward to it.

As Bob climbed on top after her climax, entering her and thrusting, Diane looked lovingly up at her friend, "Perhaps he knew my mother," she thought to herself, trying to reason why Bob hired private investigators to find her and Tiffanie.

Diane noticed his lovely blue eyes, smiling up at him while he slammed into her, shaking the bed. She was getting close to climaxing again. Her long legs wrapping around Bob's waist, holding him there, wanting him to fill her with cum.

They came simultaneously a few minutes later, looking into Diane's eyes, rolling off to her side. She turned to face him, her fingers trailing through his trimmed white beard, smiling at each other as they drifted off to sleep.

Chapter 4

"How do I look?" Diane asked Bob the next night before the opening of the strip club. She was wearing a short, sequined, red cocktail dress that hugged her curves and came down mid thigh.

"You look incredible," Bob said, fixing his tie.

"Here let me help," Diane said, standing before Bob helping with his tie, looking into his eyes once more when she finished. She kissed him on his lips and the two left his home for the event.

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

"Nice to meet you Miss Diane," Fat Rob, a mountainous black man shook Diane's hand after Bob introduced them at the strip club's opening event.

"If it's ok with you, can she sell some private lap dances?" Fat Rob's employer, Bob asked.

"Of course!"

"Thanks," Diane replied, "My 'on stage' dancing days are long gone!"

Fat Rob leaned in close, whispering in Diane's ear, "Miss Diane, I'd love to pay you, but perhaps with something other than money?"

Diane looked confused, but caught on when Fat Rob gently guided her hand to the large bulge in his crotch. She glanced at Bob who was chatting with another associate. "Absolutely," She grinned.

Tony arrived a little later, receiving a hug from Diane. He presented her to his son, TJ, a tall, muscular police officer in the Atlanta area. Tony informed Diane TJ was moving back to Tampa Bay soon and this was a final night out. Tony suggested he and his friends come to this event. Diane smiled, noticing how amazing TJ looked; she hadn't seen him since he was 18 or so. She thought fondly back to having sex with TJ's dad before he got home from high school.

"Which reminds me, Diane, care to give him a private dance?" Tony asked.

"Oh no, dad that's fine," TJ embarrassingly said.

"I'd love to," Diane grinned, accepting some cash from Tony. She led TJ to the back room, giggling at his awkwardness.

TJ sat in slight shock, watching Diane work before him. "Not bad for an old lady, am I?" she asked the 30-something.

"No ma'am. But you aren't old, maybe in your 40s?" TJ asked.

"Ha! No, try early 50s," Diane answered.

Moving and dancing slowly to the music on TJ, Diane leaned in close, "Did you know that I've had sex with your grandfather and your father?"

"Um, wow, no I did not," TJ shifted his weight in his seat in the back private rooms.

"I bet you are just as endowed as they are."

"I wouldn't know," TJ answered.

Diane paused, looking around the room into the other stalls. She saw only black men in them. The dancers were all white of varying ages. Some of the strippers were on their knees, their head bobbing up and down in the men's laps; some were straddling their patrons, their breasts being hungrily sucked on. Diane smiled, thinking that this was a great club.

She pulled her dress up, revealing her braless breasts, sat on TJ's lap and brought his head to in between her tits. TJ tried to speak by he was muffled by their mass.

The song ended a few minutes later, Diane loving TJ's bulging erection pressing against her bare crotch. "Ok, looks like that's it," TJ, trying to maintain his manners, said.

"Oh no, I'm not done with you. One more song," Diane winked at him, a new song blaring through the speakers. She went to her knees, unzipped his pants, giggling when his eyes widened. Diane fished his cock out, peppering it with kisses.

"You are the one family member of Sam's I have yet to fuck. I'm going to do it right now," She grinned climbing onto his lap, guiding his massive erection into her.

"Oh wow," TJ stammered. "This probably isn't legal and I'm off duty."

"Don't be nervous, look around," She said.

TJ did so, looking beyond Diane into another stall, noticing a short haired brunette squatting up and down on a black cock. He nodded to Diane and loosened up a bit.

She smiled and began squatting up and down on TJ as well, just like the brunette. "So big, just like your dad and grandpa." TJ winced, nodding his head.

"Grab my tits," Diane ordered her, TJ complying, moaning lightly at their weight in his hands. "That's it, just like that, enjoy yourself. I am," she said.

TJ opened wide and began sucking a huge tit, grabbing it with both hands, sucking hungrily at its nipple. Diane moaned and began squatting fast and faster, milking his cock. "Yes!" she cried out.

The song was almost over and her orgasm was near. TJ's face was contorting with pleasure; she knew he was close too.

"Cum inside me baby, it's ok," She said, out of breath. TJ gripped her ass tightly, gritting his teeth and began bucking his hips upward to meet her downward squats. He was cumming, filling her with his potent seed.

"Ahhh yes," He moaned, Diane shaking and convulsing on his cock, collapsing in his arms, holding him.

"Thank you," She said, happy at her accomplishment, hoping Tony would achieve his own goal of sleeping with all her sisters -- only Julianne remained.

She put her dress back on while he put his cock back into his pants after she cleaned it with her mouth. Diane took TJ by the hand and led him back out to meet up with his friends. She kissed his check, wished him good luck on his move to Tampa, and went to find Bob.

Chapter 5

After mingling more with Bob and Fat Rob and providing a few more special lap dances for the black customers, it was time to head back to Bob's.

Fat Rob paid her first, taking her to the back office of his, revealing the fattest cock she ever saw and offering it to her. Diane's mouth attacked it with gusto, stretching her lips as wide as they ever have been.

"I guess this is why they call you Fat Rob," She said looking up to him. Fat Rob nodded and smiled.

Her other set of lips were stretched out next. Fat Rob laid her on her back on his desk, pulling her legs apart and entering her. He held her by her outstretched legs and pounded her pussy mercilessly, making her cum in seconds with his very fat cock. After he sprayed semen onto her tits and tummy, Diane moaning as she rubbed her "payment" into her skin.

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

Later that evening, Bob was behind Diane in the shower, thrusting slowly in and out of her.

"Diane, listen," Bob said, after his cock slinked out of her cum-dripping pussy.

"I want you to move out of your house in Charleston. I'm building a neighborhood there and I'd like you to move into it at some point. It's not finished yet." Diane was taken aback by his kindness. This rich old man really cared for her. She began putting two and two together.

Bob sighed, looking over her large breasts, "Diane, I -- "

"Shhh," Diane hushed him. "I know you're my father. I look like a female version of you!" she laughed. Diane caressed his face, pulling him close for a hug.

"I'm going to take care of you when I pass away," Bob said.

Diane nodded, wiping away tears, the steam from the shower enveloping then. He took a risk in telling her. Diane figured it out though. The private investigators, the look in his eyes, their resemblance, it made sense now.

She promised Bob not to tell her sister, Tiffanie, letting him be the one to do so. The next morning they made love once more before she left, heading back to Charleston.

When she returned home, she saw the divorce papers were signed by her husband, causing her to smile -- a nice little present for her return home, not wanting to be there around him The smile turned to tears when she thought about the man whom she assumed was her real father. Wiping her eyes, she knew that he would still be her dad, and Bob would be her father -- knowing there was a difference.