Former Playmates Pt. 06: Julianne's Medicine

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"Alright," she sighed, leaving Greg to his work.

"That was close," he thought. "She almost caught me slapping my dick around to my aunt's nudie shots."

"Don't worry big fella. Tonight Melissa will be riding you till dawn," Greg told his penis. He sat at the desk, sliding some pens, stapler, and other office supplies into the drawers. The large box he saw earlier in the week sat in front of him.

"What's in here," Greg grabbed the first piece of paper from the top, unfolding it, eyes widening at what he saw.

"I miss you. I miss your pussy, your tits, and your mouth around my cock. Send Gisele and Greg to my brother's house tonight. When I get home, I'm fucking you all night!"

"Whoa!" Greg put the letter down, realizing it was a letter his father wrote to his mother when Greg was a kid.

He stood, looking into the box, there were a ton of folded letters. He opened and quickly closed several of them. "I love you so much," "I want you so bad," "I can't wait to take you to bed," were a few of the lines he peeked at from his father to his mother.

"You're my little slut. You're all mine. I can't wait to bend you over and - " Greg folded the letter then put it away.

"Wow," he thought. "They must've been quite active in the bedroom."

He looked over his shoulder, and then peeped into the living room. His mother was sitting there, sipping coffee, otherwise motionless. Waves of sympathy came over him. She had a husband that always wanted her sexually and now she didn't have anyone.

He glanced at another letter. "I'm so proud of you for posing in Playboy. I have the hottest, sexiest wife in the world. I'm in this hotel thinking about you. My dick is about to fall off I want you so bad! You drive me crazy! I can't wait to get home and lick every inch of that perfect body of yours."

"Holy shit!" Greg yelled in his head. "Ok, I'm not reading anymore."

"I love you with all my heart," Greg glanced at the last line of the letter before folding and putting it away.

"Yeah right," he thought about his father, rolling his eyes, remembering the reason for his parents' divorce - his father's affair.

Greg saw a few old photos from the 90's in the box. They were of his mother. His father took the pictures on various boating trips they'd go on with friends. They were all of his mother in bikinis.

One was of Julianne in a bright orange, tiny bikini, sitting on the side of the boat, giving a seductive smile. Greg smiled into her image, flipping the photo over, seeing his father's handwriting. "My sexy babe."

Another old photo was a full body shot of his mother in a tiny leopard print bikini standing next to Greg's father. "Me and my woman," was the writing on the back.

A third picture was of his mother on her knees, long blonde hair blowing in the wind, wearing a tiny red bikini. There was nothing but a crudely drawn heart on the back. Greg smiled. Both he and his father had trouble drawing hearts for some reason.

The last photo he looked at was of his mother looking sweaty, tired, her tanned body glistening in the sunlight on the deck of a boat. The tiny blue bikini barely covered her breasts. On the back Greg read what his father wrote. "Just after sex with this wild woman. Going for a swim now."

Greg shook his head in sadness and disgust with his father for hurting his mother like this. He was the man that worshipped her. No wonder she's so depressed now.

He finished cleaning up, moving on to his mother's bathroom next, scrubbing the tub. He mowed the yard next, struggling with the lawnmower because the grass was so thick and high. The entire time he worked, he thought about how angry he was at his father, empathy of his mother's current emotional state washing over him.

"She was a hottie, that's for sure," Greg thought, pushing the mower back into the garage.

He said goodbye to Julianne, leaving her alone, but deep down not wanting to. Greg went home and showered for his date.

"Idiot," he called his father, while in the shower. "If I had a hottie like that, mmm," Greg laughed. "But she's my mom."

On the way to Melissa's he figured he'd go see his mother the next day, just to say hello and be around her. Greg even thought about complimenting her some, maybe that would cheer her up.

******

The date didn't go quite as planned. Normally, he'd have his cock balls deep inside whoever he took out within two hours. It took four with Melissa. Greg was distracted, thinking about his mother's situation. After he cleaned her house, took care of the yard, she didn't seem to have noticed, nodding at him as he left.

Greg couldn't shake the solemn look on his mother's face. Back at Melissa's apartment, he pulled his cock out of her, letting it rest on her lower back. He watched it spew semen all over her light-brown back, a hand gripping her hip. Melissa moaned feeling his warm cum land on her.

"You going to stay the night?" Melissa asked, curling up next to Greg as he lay down on her bed.

"I didn't last as long," he thought, cupping her ass. "Her pussy is top notch, but still, I should've lasted longer."

Greg sat up in her bed, wiping his forehead, grabbing his shirt when the thought hit him. "What if I lose her?"

"Uh, I gotta go," he said, putting on his clothes.

"Aww, you sure?"

"Yeah, I need to go check on my mom."

"Ok, well I'll see you at work Monday. Maybe I can play with this on a lunch break," Melissa said, standing to kiss Greg goodbye, rubbing his bulge.

"Heh, yeah," he nodded, taking his leave, with one thought, the thought of losing his mother, on the forefront of his mind.

He sped to her house. It was just after midnight, he knew she'd be asleep.

Greg saw her motionless body lying on her side facing away from her bedroom door. He slowly walked to her, placing his hand on her hip, feeling her warmth, he smiled. His worst nightmare hadn't come true.

He chuckled, thinking about the naughty and raunchy love letters his father wrote to her. Sitting on the bed next to her, he ran his fingers through her messy, blonde hair, seeing the photos of her younger, happier self in his mind. "She was so beautiful. Why would he cheat on her?" he asked himself.

Greg leaned down, kissing the side of her head, "I'm going to fix you breakfast tomorrow."

He stretched out, lying next to her, bringing his arm around her, holding her against him while lying on top of the covers. "I have to make her better," he thought.

Just before he drifted off to sleep, he felt slight movement of her hand coming to rest on top of his. Greg didn't see the very subtle smile upon his mother's face.

Chapter 5

Greg watched his mother eating the dinner he fixed for her two weeks later. He couldn't help but smile as she scarfed it down. He had been cooking all her meals recently. Steaks, chicken casseroles, pasta dishes, huge breakfasts were usually on the menu.

"What?" his mother paused, seeing Greg smile at her.

"Nothing. It's just nice to see your appetite so strong. In fact," Greg reached for her hand, "It's been really nice spending this time with you. I really love being here."

It was a half-truth. Part of him did enjoy it, but she was still very depressed.

"Saturday night, I'm taking you out for dinner, mom."

"No, you don't have to Greg," Julianne sighed.

"I want to. It'll be a nice place, so we'll have to dress up," Greg said.

His mother shook her head, "Fine."

"Good," Greg stood, grabbing her plate, while she made her way to her bathroom.

"Hey, wait," he stopped her. He gave his mother a long hug, holding her tightly against him. He ended the embrace and watched her retreat to her room.

Moments later, Greg was in the office room once again, reading through letters his father wrote her long ago.

"I love the way you pulled your panties to the side last month, mounted me, and fucked me. You wanted my cock so bad, didn't you? You were in such a hurry to cum. Once you did, you returned to the kitchen fixing my wonderful dinner. You're the perfect wife."

Greg put the letter down. He didn't know why he was reading them. Something about his mother in her younger, happier years, gave him hope that she could come out of this depression.

He knocked on his mother's bedroom door, letting her know he was leaving. "Come in," she said.

"Hey mom. Wow, look at you!" Greg flirted, seeing his mother with a large white towel wrapped around her body, her hair slicked back.

"Greg," she shook her head.

"What? You look amazing like that," he said, moving behind her, rubbing her shoulders. "Also, you look amazing period. I think you've gained a couple pounds since I've been cooking for you."

"Ugh, great," she scoffed.

"It is great," Greg turned her around to face him. "You are a gorgeous woman and you need to eat healthier. So that's where I come in. I've inherited your cooking skills and will continue taking care of you."

"You didn't inherit them. You just learned to read simple instructions from a cookbook," Julianne rolled her eyes.

"Maybe," Greg shrugged. "But still, I'm going to be your chef. Now about Saturday night," he turned walking to her closet. He picked out a small, simple black dress.

"I'm not wearing that. It's been years since I have."

"I'm taking a hot woman to dinner. I want her to wear this. Please?"

Julianne stared at the dress, then to her smiling son. "Fine."

"Yes!" he cheered bringing her in for another hug, kissing her cheek. "I love you and I'll see you tomorrow."

Julianne nodded her head, watching him leave. Greg didn't see another small smile form on her face.

******

"I want that big dick in me. When are you coming to Miami again?" Was the text Greg read at a stoplight on the way home. It was from Fernanda, the slut in Miami he visited every month or so. He texted her back a simple "2 weeks."

He had a lovely evening to plan. One he hoped would make his mother happy.

After a shower he received a text from Aline. "It's been awhile, you ok?"

Greg chuckled replying to her text, "Yep, been busy. We'll fuck again soon."

The next day at work, Greg had Melissa pinned against the bathroom stall, making her cum. "Saturday night," she tried saying in between Greg's hard thrusts.

"What about it?"

"You, me, and my friend. Ahh! Threeway!" she was cumming.

Greg was too, filling her with semen. "Yes!" he replied.

Back at his desk, he remembered his planned evening with his mother. He figured he could take her to a nice dinner, spend some quality time with her, and then come back to his place around 11pm for a double dose of pussy.

Chapter 6

"Good, this is really good," Gisele commended her brother on the phone. He was on his way to pick up his mother. "Be really sweet to her. Compliment her. Make her feel great."

"I know, I know. I'm working on it. I also cook for her. I think she's gained a few pounds in the past couple weeks, she was pretty underweight."

"Even better. That's so sad about her job though," Gisele said. "We'll need to figure something out when it comes to that."

"We will. I'm almost here. We'll talk later," Greg ended the call.

"That's what I'm talking about. Look at you!" Greg exclaimed seeing his mother exit her bedroom, wearing a tight, black dress. "Hot!"

"Greg, stop," she grabbed her purse.

"Just being honest," He glanced over her hourglass figure, her long legs.

"No you're being flirty. Cut it out."

"So? No harm in flirting with a gorgeous lady," Greg extended his arm to her.

"Thank you. But I'm your mother," Julianne grabbed it, walking with her son.

"Again, so? We're going to have a wonderful evening."

He escorted her to his car, opened the door for her, and did his best to make her smile.

He failed for the most part, but Greg was persistent. He was in a tough spot because he wanted to talk about her younger, happier years, but they involved his father - someone he didn't want to bring up at all. So he stuck to talking about himself.

"Remember that? I showed up to the prom with you?" Greg asked over dinner.

"Yes. You took your mother to your prom. It was very strange."

"No it wasn't! You were, I mean, are, the best looking woman I know. What 18-year-old kid wouldn't want to take you to the prom?"

"A normal one, probably. Certainly not the 18-year-old son of one," Julianne rolled her eyes, taking another bite.

"Well I had a great time and you did too. You were laughing, dancing with me. All my buds wanted a dance. Good times," Greg reminisced.

"Greg, you just wanted to be able to say you took a Playboy Playmate to the prom."

"Well, maybe, but it wasn't just that. None of the girls in school compared to you," Greg told another half-truth. In hindsight perhaps this statement was true, but also trying his best to lift his mother's spirits - he never once exhibited a crush on his mother in his younger years. Looking at her now, watching her slowly eat, he couldn't help but think she was still beautiful after all those years since his father took bikini photos of her and since Greg finished high school.

Greg once again grabbed her hand, sitting across from her, "You really are beautiful. I'm just not saying that. I mean it." His mother's eyes met his for a few seconds, his thumb caressed her hand.

"Greg," she whispered only to be interrupted by the waiter bringing the check and wishing them a good night.

Greg released her hand, grabbed the bill, eyes to his wallet to fish out his debit card. He didn't see his mother smile and blush.

"Shall we?" he extended his arm once more. He held her hand all the way all the way to her home.

"You don't have to invite me in. But any man would love it if you did," Greg said at his mother's front door, slightly regretted his choice of words - his father's infidelity on his mind.

"You probably have some girl to go visit anyway," Julianne said, turning the key in the door.

"I'd rather stay with you, to be honest."

"Greg, go home."

"Alright," he hugged her tightly, kissing her cheek. "I love you."

"I love you too," his mother replied.

******

It was such a small world Greg lived in. At 11 pm he found himself lying on his bed, nude, while Melissa and Aline covered his body in kisses. Aline was the friend Melissa mentioned. Licking their way down to his cock, kissing it, one on each side, Greg's eyes snapped open.

"Mom," was who he thought of. "I need to be there with her."

He watched the two dark, exotic beauties service his dick, thinking, "No, I should stay and enjoy this."

The two women moaned, one sucking at his big balls, the other on his big cockhead.

"No. She's alone. I have to keep this going to make her better," Greg sat up, causing the two ladies to pause.

"Hey, I'm really sorry, but I have to go."

"But," Aline said.

"I'm sorry. It's my mom. I'm worried about her," Greg got off the bed, searching for a t-shirt and gym shorts.

"You two can stay if you want, but I need to go," Putting on his shoes, he glanced at the two naked women standing at the foot of his bed. "Sorry."

When Greg closed his door behind himself, Aline and Melissa turned to one another, eyed their bodies up and down, shrugged, grabbed each other's face and began hungrily making out. They fell backward on to Greg's bed, rolling around, falling off it, and hit the carpet with a thud.

He arrived at his mother's dark, quiet house, once again standing in her doorway. Greg approached her sleeping body, his hand trailing her hip, feeling her warmth. He slid under the covers, wrapped his arm around her, holding her against him.

"Greg?" Julianne whispered groggily.

"I told you I'd rather spend the night with you more than anyone else."

Rising on his elbow, he looked at her face, caressing it before kissing her cheek again. "Mom?"

"Hmm? What is it?" Julianne rolled to her back, causing Greg's hand to rest on her stomach. He instinctually began rubbing it over her t-shirt.

"My apartment lease is up for renewal next month. I'm moving in with you. No discussions. I'm going to help with bills and take care of you."

"Oh Greg," Julianne placed her hand on his.

"I am. Ok?" he kissed her forehead.

Greg finally saw his mother smile widely. She nodded her head and hugged him.

She slid over towards the middle, allowing Greg more room. Lying on his back, holding her in his arm, he continued his flirtatious ways. "I'm going to be roommates with the hottest woman on the planet. I'll try to keep my hands to myself."

He felt his mother slightly shake in his arms, chuckling softly.

Chapter 7

Much to his mother's chagrin, the next day Greg took her shopping. He got her a new cell phone, moved her on his plan, and then bought her matching shoes and a dress - both white. Julianne complained she was too old for a short dress like that, but Greg would have none of it.

He took her home, cooked her dinner, and made sure to always have his arm around her, his hand holding hers, or giving her hugs and kisses on the cheek.

Greg packed a suitcase of clothes and essentially moved in with his mother. All his other stuff would be dealt with closer to his official move out date the following month.

The next week, Julianne still went to bed earlier, but her son coaxed her to stay up a little later than normal. Those were quiet evenings on her couch, his arm around her. When she went to bed, Greg would sometimes sneak into the office to read the letters.

"This is why you're perfect - the perfect wife, the perfect woman. You knew how hard it was for me to make that sale. You joined me in the shower, turned around, and offered that perfect pussy to me. I'm so thankful for you, Julianne."

That letter hurt to read. He remembered his father traveling a lot when Greg was 14. "The perfect woman," he whispered his father's words. "I'll treat her like she deserves. I'll never hurt her, I'll always be there for her."

When Greg climbed into his mother's bed later that evening, he smiled when she rolled over to face him, his arm sliding around her body, resting on her waist.

"You ever thought about dating again," Greg held his mother from behind the next morning after breakfast. She was looking to the backyard.

"No, never."

"Good. More for me. We're dating now," Greg joked.

"Ha. Yeah right," she said.

"I know I'm right. Tomorrow you have a very busy day. I've made an appointment for the spa. I'll drop you off after breakfast. You'll have a steam bath then a lovely massage. After that, I'll take you to lunch, then to your hair appointment."

"Greg, are you serious? You're doing too much," Julianne said.

Greg spun her around to face him, grabbed her face and quickly kissed her lips, "No I'm not. I'm happy to do it. I'm happy to be here with you."

Julianne blushed, looking to the side. "Oh and then," Greg continued, "I'll take you to a movie tomorrow night."

"Greg we don't have to do this."

"Like I said, we're dating now. I've never dated anyone before," He admitted, feeling shame. It was true. Most of his associations with women involved sex. There was an occasional dinner here and there, but it was always physical.

"You haven't? I thought you were a big shot ladies man," his mother said.

Greg shook his head. "I had friends, but nothing serious or real." He paused, realizing he used past tense. He wondered if he'd see Aline, Melissa, or other ladies in the near future. "No," he answered his question in his head. His focus was being there for his mother.

After her incredible Saturday, Julianne sat next to her son in the movie theater, his arm around her. She was looking at him, before the lights lowered and the movie started. She didn't realize she was smiling - the first long and legitimate smile in ages.

She felt amazing. The spa visit, followed by the salon, had her feeling rejuvenated. Greg complimenting her trimmed hair with blonde highlights, made her day.