Penny's Story

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Ulysses couldn't help but chuckle, standing there in the stall, while Penny held his cock for him, letting the urine flow into the toilet. When he was done, Penny moved in front of him, sitting on the toilet herself, holding his cock at the base and began sucking it, cleaning it. "I'm really going to miss this thing," she said, her shorts down around her ankles, as her own urine flowed into the toilet. Ulysses was going to miss her too, but he knew this was the right thing to do.

Later that evening after having dinner with TJ at his apartment, the two men sat at the swimming pool, watching Penny play in the pool. There was a young kid there in the pool with her, he was probably 10 or 11, and Penny had gotten into a water splashing fight with him. Ulysses assumed his parents would be there to call him inside soon.

They watched her play with the kid, smiling at her silliness. "She's a sweet girl," TJ said, "I'm glad you taking her home."

"Yeah me too. I hope she can get her life on track," Ulysses sighed watching Penny play. "So how have things been here with you? Seeing any women?"

"Yeah a few, but to be honest, none are as good as Nicole," TJ answered, referring to his former police partner.

"Yeah she's got an incredible body."

"Have you seen her any since I left?" TJ asked.

"A few times yeah, last saw her back in April or so. We had sex, but it wasn't the same without you there."

"Yeah I know what you mean. There's the one Venezuelan woman that lives on the floor above me. I'd love if we have time and she's around for you and me to take her," TJ said.

"Maybe," Ulysses shrugged, "we do make a good team."

"Yep. So what are your plans? Leave in the morning, go to Miami for a few days, then drive home from there?" TJ asked.

Penny pushed the kid in the water, and then jumped in next to him, splashing him. "Well," Ulysses said, "yes, but I was thinking of coming back here for a few days first. If that's ok with you."

"Ah, you want to double team the Venezuelan?"

"Nah, I was thinking we could hit the gym, go to dinner, and," Ulysses paused, watching the kid's parents tell their son to come in and Penny wave goodbye to him. "Then maybe we spend some time together. It's been awhile since you and I have been alone."

TJ nodded, his cock stirring, "Sounds like a great idea."

Just then Penny climbed out of the pool, made her way to Ulysses, playfully standing above him, dripping water on him. He looked up and smiled, shaking his head at her silliness.

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

"Ahhh!" Penny screamed out in pleasure, throwing her head back on Ulysses' shoulder. He was behind her sliding his cock in and out of her in unison with TJ. TJ was on the mattress, sucking away on Penny's tits, pumping his hips upward in unison with Ulysses.

Her body was going numb. They had been double stuffing her for an hour. "You ready?" Ulysses grunted at TJ.

"Yep," he replied, gritting his teeth, clutching her ribcage. "Let's do it."

The two men began pumping into her Penny harder and faster, grunting as they worked toward their climax. In a few minutes their cocks started twitching against each other's and they simultaneously impaled Penny once more, burying themselves all the way to the base in her stretched out pussy. Their cocks erupted and bathed her insides and their own shafts in semen. They cried out in pleasure as the mutual orgasm subsided.

Penny lifted herself off and away from TJ and Ulysses. Semen flowed from her, dribbling down her leg, dripping onto the bed sheets. She collapsed on the bed next to TJ. Ulysses followed suit. The men turned to their side, Penny cradling them against her, and began sucking lightly on her nipples. After several minutes, they held on to the girl, drifting off to sleep.

Chapter 8

"We're here," Ulysses told Penny the next afternoon after they arrived in Miami. They were at the house Penny grew up in. She took Ulysses' cock out of her mouth and sat up, wiping her mouth with the back of her forearm, looking around at her surroundings.

"Looks the same," She noticed, opening the car door. Ulysses followed her to the door, where she rang the door bell.

A woman opened it, glancing at both of them, not totally sure who they were at first. Then it set in. She recognized one of them as her daughter, her eyes lighting up, her mouth dropping, "P-Penny?"

Penny nodded, smiling weakly at the woman. "What, what are you, I didn't know," the woman tried to say. "Please come in," She finally settled on saying. Ulysses followed Penny into her home.

There was a quiet awkwardness in the air. Penny introduced the woman as Holly, her mother. She was a few inches shorter than Penny, in her early 40's, had long blonde hair. "It's good to see you, sweetie. I knew you were up in Atlanta, but I didn't have your address." Holly said.

"I know, I should've at least given that to you, but I was sort of not in a good spot," Penny said.

"Well, you're here now, and you can stay for as long as you want." Holly added. There was tension and Ulysses could tell Holly wasn't trying to be too overbearing or emotional with Penny. He had no idea why she left in the first place, but it sounds like her choice to run away wasn't objected to very much by her mother.

The three of them chatted a bit; Penny explaining Ulysses was a good friend and offered to give her a ride to Miami since he had work here to do. Holly was very polite, thanking him several times, offering him some water. He watched Holly give Penny a light hug. It was awkward but he could tell by the way Holly closed her eyes that she was glad her estranged daughter was safe. They ended the hug, Holly rubbing Penny's shoulders, "It's good to have you back."

Ulysses cleared his throat, "It was nice meeting you Holly. But I should probably get going." Penny turned to face him, watching him stand, her eyes full of sadness.

"Will I see you again?" She asked.

"Sure, I'll be back in Miami at the end of this month, I'll come by and say hello if that's ok," Ulysses looking to a nodding and smiling Holly.

Penny rose to hug him. Ulysses held her tightly against him, genuinely missing her already. He pushed her away, only to be hugged tightly by Holly. "Thank you," she whispered in her ear.

Ulysses watched Penny out of the rear view mirror of his car, confused, wondering why she left, wondering why Holly didn't break down in tears when she saw her daughter. He had no idea, but it was done now. Penny was home where she belonged.

Ulysses checked into his hotel, went to his room, took a brief nap, and then called a friend.

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

Fernanda opened her door, smiling warmly at Ulysses, "I told you I'd stop by when I was in town next," he told her.

"Yes, yes you did," Fernanda said, removing her fluffy pink bathrobe, letting it fall to the floor. Another naked woman appeared next to her, sliding her arm around Fernanda's waist.

"Who is this?" Ulysses asked, confused.

"It is my sister Sandrah," Fernanda answered.

"Sandrah?" Ulysses asked, looking to his hands, counting on his fingers, thinking about Claudia. "How many sisters do you have?"

"Just get in here silly!" Fernanda grabbed him by his shirt, pulling him into her house.

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

Several days later, Ulysses found himself in Tampa Bay once more, showering in TJ's apartment, preparing to head home to Atlanta.

TJ entered the shower a moment later, the much larger, taller, muscular black man sliding his arms around Ulysses. "This was a good idea. It had been awhile with just you and me," TJ told his half-brother Ulysses.

"Yeah it has," he closed his eyes.

"Tell your stepmom I said hello when you see her. She was always so good at servicing cock."

"I bet your stepmom is as well," Ulysses joked.

"Maybe I'll find out, if my Dad ever screws up and she runs into my arms," TJ chuckled.

Ulysses turned around in the shower, going to his knees in front of TJ, "I'm good at it too." He smiled up at his best friend and half-brother.

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

Devin collapsed on Ulysses' chest, whimpering once more from another orgasm. "Have a safe flight tomorrow," She said breathlessly.

"I will," Ulysses replied, opting to fly to Miami for his second visit in June instead of driving. The last two weeks or so was spent having sex with Devin and Jennifer, occasionally at the same time, but usually not.

"I want you to go there and not worry about Penny. You can check on her, see how she is, but please go out, have fun, take your mind off her and even Michelle."

"I've been trying to. You have helped with that," Ulysses replied.

"Good, it's what I'm here for. Go out one night while there, find the prettiest girl you can, and just have fun with her. Got it?" Devin asked.

"Got it," He answered.

Chapter 9

Ulysses pulled his rental car into the driveway of Penny's house. She greeted him warmly at the door, throwing her arms around him. It was later in the day. Holly and her husband, Jon, greeted Ulysses as well. There was something odd about Penny; her embrace seemed to indicate sadness and relief to be seeing Ulysses. He shrugged it off, attempting to no longer concern himself, and headed to the living room.

The four of them chatted for about an hour or so. Holly and Jon seemed very friendly and personable. Penny sat next to Ulysses, quiet, and holding his arm. After a little while, they all looked to the driveway after hearing a car honk.

"That must be Scott, Penny," Holly said. "Scott is Penny's older brother. He offered to take her to dinner tonight and go for a nice ride around Miami to see new sites she hadn't seen yet," Holly explained.

They all stood, Penny nodding to Ulysses, smiling weakly. They hugged each other once more, "Well, have a good evening Penny," Ulysses said holding her tightly.

She nodded back and made her way out the door to the honking car. "Ulysses, please, stay for dinner. We'd love to sit and chat more with you," Holly pleaded.

"Sure," he smiled warmly at her invitation.

Dinner was wonderful. It was a chicken pasta dish, garlic bread, sweet tea, and chocolate pie. Conversation was even better. Ulysses found Holly and Jon extremely outgoing, funny, and entertaining. He was perplexed as to why any child would want to run away from them. He discarded those thoughts; sipping more of his tea, while listening to Jon explain how he met Holly after dinner.

They told a few more embarrassing stories on each other, Ulysses wanted to, but never brought up Penny, opting to let them go into details about her life if they chose to. What Holly did next shocked but amazed Ulysses at the same time.

After a quiet pause in the conversation, she looked to her husband, he nodded to her, and she stood, pulling her white spaghetti-strapped tank top off over her head, unclasped her bra, releasing gorgeously large tits, and smiled at a baffled Ulysses.

"Uh," he looked to Jon.

"Ulysses, I'll cut straight to the point, my husband enjoys filming me having sex with other men - mainly black men. Would care to have some fun?"

"Uh," Ulysses replied, glancing at Jon once more.

"Yep, I have my own private collection of her. She's amazing. We're swingers you see, so we have a lot of wild, fun times together. Don't worry I don't post the videos to the internet," Jon assured him.

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

Ulysses groaned, pulling his cock out her pussy, waiting for Holly to get on her knees in front of him, just as Jon, the "director" instructed him. He stroked his cock a few times before splattering Holly's face with semen.

"Awesome! Great job you two!" Jon complimented them. Ulysses felt silly, weird, and foolish for agreeing to do this, but her breasts were amazing, and it had been since Devin the previous day since he had sex - far too long without cumming.

He left later than evening with thoughts of Penny running through his head. "What kind of people did I leave her with? What's happening here?" He asked himself.

Devin's request to let things go, focus on himself some instead of others, and to have a wonderful time found their way back into his thoughts.

Lying awake in bed that night he planned his next evening. He'd go to a nearby night club and do what Devin suggested, find the prettiest girl there, and simply have fun. He was working in the morning - an all day photo shoot with Michelle. He was dreading that, knowing the sexual tension he felt with her would be there, knowing how he felt for her not wanting to cause her any grief or guilt by making a move on the married woman - he had learned to let them make the move first.

After an agonizing day on the set with Michelle, Ulysses stripped, climbed on to bed, threw his legs back over his head and proceeded to suck his own cock dry. He loved yoga, he loved having a big, long cock, he loved sucking it has his preferred method of masturbation. He moaned as his seed filled his mouth. Sighing while he laid back on the bed, he thought about the evening, not once worrying about Penny and the odd situation with Holly and Jon.

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

"After you," Ulysses said, opening the door of his hotel room for Denise. He met her at the club he went to. It was her 38th birthday. She was one of the most beautiful women he had ever seen. Gorgeous thick, brown hair, perfect hour glass body, huge breasts; she was the prettiest girl there.

She entered, smiling as she put her purse on the chair nearest to the door. She looked around the large penthouse suite, noticing the track lighting in the small kitchen area. Ulysses adjusted the dimmer switch and headed to retrieve the wine. Denise trailed her fingers along the soft, velvet sofa. She walked toward the large window, with the shades pulled back.

"Oh wow, you have a great view," she said, coming to a stop at the window, looking over the city of Miami.

"I certainly do," Ulysses said, approaching her from behind. "The view from the window is nice too."

Denise smiled, shaking her head a bit. Standing behind her, Ulysses sniffed her hair, "You smell amazing, Denise."

"Thank you," She smiled, still looking out the window. She could feel Ulysses' breath on her neck and slightly turned her head to the side. She could feel something else too. It was hard, large, and budging against her butt. She smiled a knowing smile to herself and very subtly moved her hips to the left then right, causing her butt cheek to slide across it.

"I almost forgot," Ulysses said, moving to stand next to her at the window, "your wine." Denise took her glass, turning to stare into Ulysses' eyes.

"Shall I make a toast?" he asked. "To a wonderful birthday and to making new friends."

Denise nodded as they touched glasses, and then took a sip, never taking their eyes off each other.

Her pussy was delicious, he ate it for hours. Her tits were amazing, he sucked them for hours. She was incredible in bed, they had sex for hours. They were rolling, moaning, slamming, kissing, licking, sucking, fucking, and cumming all the way until morning.

He was following his stepmother's advice.

Chapter 10

It was the first of September. Ulysses was back in Miami staying at Denise's house instead of a hotel. He went to work, he took her to dinner, and then he fucked her all weekend. Oh how he loved making and watching this goddess cum. He had forgotten about Penny.

On his way back to the airport, his eyes shot open as he drove passed the exit he recognized that would take him into Penny's neighborhood. Ulysses checked the time, he'd be arriving at the airport earlier than planned, he had time to stop by and see her. He spun the car around, speeding off back in the other direction.

"Oh hi, Ulysses," Holly greeted him, a solemn look on her face. She adjusted her silk robe to cover up a nipple. She didn't invite him in.

"Hi, I just wanted to say hello to Penny before I flew out this morning."

"Yeah, well, she's not here," Holly quickly informed him.

"Oh, will she back soon?" Ulysses asked.

Holly shook her head, "She went back to Atlanta."

"What?" Ulysses couldn't believe it. He looked to the grounded, his heart pounding, looking back he saw a huge naked black man walking around Holly's house behind her.

"When did she leave?"

"Around the end of July," Holly said. She had only been in Miami about a month.

"I don't understand. Why?"

Holly shrugged, "We caught her having sex with her brother, she played it off like she was being raped by him, but we know that's not the case. She got upset and left. Simple as that."

Ulysses blinked rapidly and nodded. "Al-alright," he stuttered, slowly turning around. Holly closed the door behind him.

Sitting on the plane, Ulysses was miserable. He felt like he failed her, he felt like it was his fault, he felt sad and angry that she didn't try to reach out to him when she returned to Atlanta. He just didn't understand.

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

"I'm sorry sweety," Devin, lying naked in his arms, running her fingers up and down his chest, told him a few days later upon his return. "I know this is cliché, but things happen for a reason."

"Yeah, I guess you're right." Ulysses replied. "I just don't know why she did that?"

"What? Sleep with her brother?" Devin asked. "Yeah incest is very disturbing," she said, raising to her elbows, kissing her stepson, her tongue slithering around his chest.

Ulysses chuckled, pushing her away, "No, I mean why did she come back to Atlanta and not contact me or come by? I could've helped her."

"You're going to have to let it go. Some people are troubled and it would take a miracle for them to change. Sadly, you're just an amazing, wonderful man, not a miracle worker," Devin explained.

Ulysses smiled, running his arms over her pale, naked body. "Just try to forget about her," Devin urged him.

"I'll try," He replied.

The following week Ulysses was back at the very same strip club. He couldn't forget, he had to see Penny again, he had to check on her to see if she was there, if his suspicions were correct, and he had to try talking to her.

He waited and waited, but she never came out to dance. He asked one of the strippers if Penny was there. She assured him she was. But she never came out on stage. Ulysses decided to sneak around back to the office areas. He crept down the hall, looking in each room, seeing no one.

There was on room near the end of the hallway. Ulysses remembered it was Fat Rob's, the owner of the club; he made his way to the closed door.

He heard her. He heard her moaning. "Uh, Uh, Ahh, yess!"

Ulysses peeped into the glass window of the door and he saw Penny bouncing up and down on the fattest cock he had ever seen. Her head was thrown back, Fat Rob was clutching her waist, and his black cock was covered in creamy, white, pussy juices.

Penny turned to the door, as if she knew someone was watching her. She kept bouncing, unflinching when she saw Ulysses come into a clearer view. He stood watching her fuck. Her mouth was hanging open; her eyes were half closed, their gaze meeting Ulysses' eyes. They stared at each other for a few moments. Ulysses sighed and walked away.

On his way out the same stripper he asked earlier regarding Penny, stopped him, "Hi. Did you find her?" she asked in her thick southern accent.

"Yeah, I did. Thanks," He said, moving to the side to leave the club.

"Hey wait, why you don't stay for a few minutes. I'll dance for you," She asked.

"No thanks, I'm going home," Ulysses replied.

"Well, why don't you wait a few minutes? I'm clocking out soon," She replied. Ulysses looked her over. She was a brunette, thick long hair, large breasts; she slightly resembled Denise from Miami.

"My name is Crystal," she informed him.

"I'm Ulysses. Nice to meet you," He shook her hand.

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