Plain Jane & Nerd Jim Grow Up Ch. 05

Smiling, her hand came up and grabbed his club through the tented warm up and pulled on its head. Jim groaned, pushing it against her cheek. She nestled on it, turned her head a little more, and kissed it through the fabric. He moaned again.

“You shouldn’t,” said Jim reluctantly as she continued to pet his thick club. She let go. “Turn over.”

She turned face down. He got some more oil and worked her shoulder a little more. Then he walked around and straddled her. His club hovered between her ass cheeks as he massaged her back. She sighed beneath his fingers. He moved further down to work on her ass. His club was now near her feet. She nudged her ankles lightly against his balls. When one ankle deciphered his hard on, it pushed against it with greater vigor. Her legs parted. He could smell her excitement, and he could see it glimmer subtly between her thighs, dampening dark pussy lips. When he pushed her firm round ass cheeks up with his hands, her nether lips opened more, beckoning him. The odor of her excitement arose from there, and he loved the sweet bouquet. He had to swallow the saliva building in his mouth or he would be dripping out the side like a mad animal. He wanted to drink the intoxicant, slide into the middle of the hill of pleasure with his tongue. And he wanted to massage her, too. To give her something she had never had. To make her feel good. So he continued.

He kneaded the back of her thighs, his fingers sliding ever so close to her pussy. Close enough to feel the damp heat exuding from it. She rubbed his club harder between her feet and moaned. He wasn’t teasing, he was massaging. It took a Superman effort to not slide anything inside her lower mouth opening and closing, beckoning. He kneaded down the leg, behind the shin.

“Turn over,” he said with a swallow.

Maybe he should cover her up like he did for his two lovely forty year olds at home. To give her his best professional massage, it would help. But when he began sliding the sheet over her legs to eventually cover her up, she said, “No.”

While oiling his hands again, he was transfixed by the small hill rising up at the base of her abdomen, lightly covered with hair.

He especially enjoyed the next massage, his hands flat on her chest moving slowly back and forth across breasts, feeling the succulent texture of her nipples and large areola. He was glad to work at the side of her. There were enough distractions. When his hands descended away from the nipples, she moved down, trying to keep his hands there.

“Don’t move. Keep your eyes closed. Relax,” he said in a low voice.

“You’re right. Feels better,” she said within a comfortable sigh.

“Shhh,” he said. After circling her tummy, he worked on her arms. The right one meant leaning his groin against her hip. He kept himself from grinding into her there. The left arm began in a position which always played on the edge of seduction. The hand of the person being massaged needed to rest near his groin. He found a way of placing it discreetly away from the club, which often was hard when giving massages, despite the rule against sex. What could he say, he loved massaging women. It turned him on. Connie would have nothing to do with discretion. She searched and found his club, rubbing it softly through the soft stretched fabric, too relaxed to be more vigorous.

“Take it off,” she said quiet as a whisper. He pulled down the warm ups and off. She slid her hands around the head and down the shaft of his naked club with the gentlest of pressure. “Put some oil on it.” He did so with pleasure. “Mmm,” she said, contentedly stroking his slippery club. “So lovely. So big.”

He moved to her thighs, moving himself away from her fingers. His fingers were sliding dangerously close to her pussy which she opened to him by opening her legs a few inches.. The tips made contact four times, a couple times lingering on the edge of her pussy lips. She moaned with each moment of electric contact. He was teasing her.

His hands moved down across her shin. He was at the foot of the bed, massaging her feet. He couldn’t help it when her left big toe was in his mouth and he was sucking on it as his hands covered the feet with massage and oil. She sent out an elongated moan. Once his fingers replaced his mouth on the big toe, the massage was done.

“I gotta go wash my hands. You don’t move.”

“Mmm,” she said, perfectly calm. Perfectly horny. She watched his magnificent club bounce in front of him as he walked naked out the door. “Hurry back,” she sighed.

He quickly scrubbed off the oil and her dirt and “bad energy” as Dr. Anderson called it which he had taken from her happily.

She watched his club bounce pointing at her as he returned. She opened her little hand, clutching it in the air, wanting it filled with his cock. He obliged. She held what she could of it and slid her hand up and down slowly, still in the relaxed mode.


“Oh,” he moaned.

“Kiss me,” she said. He leaned down and their lips touched. Hers were incredibly soft and warm. A long lingering kiss ended when she slid her lips along the side of his face until her mouth was at his ear. She suddenly bit down on his earlobe, a love bite. “Fuck me.” Her thighs opened.

He whispered in her ear, “We shouldn’t. I shouldn’t tie sex with massage. My teacher…”

“Fuck me,” she said, licking his ear, her thighs opening wider. She slid her mouth back to his and sucked in his tongue, encircling it with her lips. When she released his tongue, he was vibrating from the passionate need he had for her. She held his face in her hands, looking deeply into his eyes, revealing the lust in hers. “Fuck me,” she said, her thighs opening even wider. When he moved his face to start kissing her collarbone, working towards those glorious tits, she took his head and as gently as possible redirected it back in front of hers. “Fuck me.”

He climbed between her legs. She still had her hand holding his club and directed the head to her pussy, hot and wet and open. She was so small. The sheath looked like it was not meant to give his club a home. She guided the head inside. He pushed, pushed again, pumping his mammoth rod inside the tightest pussy Jim had ever felt. And it didn’t help any that he was bigger and harder then ever. She was so relaxed she let her pussy expand without resistance to the widest it had been. If it hadn’t been for the massage, she would have struggled against opening up to such a ridiculous width for her poor little pussy to encompass his massive club. God but it felt so good. The way it got all the way deep inside her and was fucking her steady, long strokes hitting all the right places, was too good. When his lips touched her titty and sucked, she melted into a mess of flesh and nerves, the nerves thrilled, the flesh pulsing, muscles and bone gone. His club was pumping inside her with long hard strokes. The strokes shortened and quickened, her panting breath copying the pace. When she was hit full throttle by her orgasm she hugged her legs around his ass and pulled him hard against her and deeper inside her. Moaning long and high, then silence, her insides quivered with the wave of ecstacy. Her juices flowed out along the closed in walls, pouring down her asshole and drowning his balls. Despite several fucks from several men, she had rarely cum, but when she did cum, as she was doing most profoundly, her liquid was quite prodigious.

He began to fuck her hard and fast in the small space provided by the give of her embracing legs on his ass. With the amount of her cum, the strokes made loud squishy noise. “Oh, oh, oh,” he groaned with each slide inside her depths. He grabbed her hips and pulled her cunny hard onto his cock. “Oh god,” he said, and let loose his seed, which, having been building since early morning and along with her plentiful cum, flooded the nonexistent space of her cunny and flowed over his ball sac and her ass. He lay down, turning her so she was lying on him, his cock still throbbing in counterpoint to her throbs inside her sheath. Each heartbeat of retreat, as his cock softened and shortened, was another post orgasmic thrill for her. She sighed and laughed simultaneously when it finally slid out. He lay on his side, and she curled up on hers with her lovely back and small round ass pressed along his torso.

He suddenly realized he had fucked her without protection. “Vic’s gonna kill me,” he thought. He said to Connie, “You protected?”

“Don’t worry about it,” she said.

Jim didn’t want to worry about it, so he didn’t. “You are trouble aren’t you?”

“What?” she said, stiffening up.

“I promised someone I wouldn’t be with anyone else unless I wore protection.”

“That some one being Victoria, who lets you sleep…with me but within certain…guidelines.” She laughed and shook her head.

“And I have never broken my oath to Dr. Anderson about sex and massage. Which means I can never give you a massage again…unless…”

“Unless you fuck me every time!”

“And only you. You are my exclusive massage fuck. You are trouble but we’ll have to make due.” His big hand gently stroked one long stroke from her mouth, down her neck, along her curvaceous side, across her hips and ass and down her legs to her toes.

Turning her body around in the small bed, looking into his eyes, she began to talk. Finally. About herself. Relaxed, her voice was calm. There was no emotional inflection. The words held all the emotions unto themselves. “I’m sorry I was such a bitch today,” she said, covering his mouth with her little paw. “Shh. Let me speak.” Her eyes glanced down. “I had a bad weekend. I was treated badly. My boss and his son, who I thought I might go out with, but certainly won’t now, treated me like a whore. They didn’t give a shit about who I was, only my body. Both of them. Together. It wasn’t good.

“We were supposed to be working on a case. I’m a paralegal, learning the trade, going to law school at Columbia. You don’t know anything about me, do you?” She laughed. He shook his head. She looked into his eyes and smiled. A generous smile. He smiled generously back. “I’m sorry. I was a bitch. I thought you were such a nerd.”

“I’m used to it,” he said, matter-of-factly, but not really covering the hurt deep inside.

“No. I was stupid.”

“No you’re not.”

“Yes I was. But what is it with those glasses?”

“I like them,” he said.

“But I was attracted. But I was so mad. Mad at all you men. Staring at me like I was there for your display. Using me like an inflatable dummy. Look and feel and nothing else.”

“Sorry.”

“I’m used to it,” she said.

“You are incredibly beautiful,” he said, wondering how she’d take it.

“Thanks. You too. But I didn’t see it. Maybe the glasses. More I was stewing inside and the steam was blinding me. But you are scrumptious. When I saw you sitting in bed tonight nearly naked and without your glasses, I thought my heart would stop. You don’t even know how beautiful you are.” She kissed him. A soul kiss. “I guess what first made me aware was that picture of you in Vogue. I didn’t know what to do. You were turning me on, but I wanted to be mad, to be a bitch, to put up some walls, to keep my desires at bay. How could it be good with it being such a shitty weekend for men.

“But you know my darling Jim, there you were, this gorgeous man proudly displaying his astonishing… what should we call you?” she said to his cock, slowly expanding to full size. “Vlad! Vlad the Impaler, my very own Dracula.”

“You want me to suck your blood?” he said, amused.

“You can suck anything you want. And Vlad may impale anything he wants. I’m all yours,” she said with a laugh. His fingers slipped between her pussy lips. He stroked her cunny gently, fingertips circling, finding every nuance, as his club was fattening. “Mmm, that feels nice darling, but let’s just snuggle tonight, I don’t even kiss on first dates usually, so I can’t imagine fucking more than once on a first date.” Breaking it as gently as possible that she was saying no to him. She made him aware of how tired he really was. They cuddled. Spooned. And slept.

What a day he was having. Not only did he fuck his ex, and hung out with her, but he met and fucked the most beautiful woman he had ever seen. And now he was having the best dream. The beautiful little mouth with its beautiful little tongue was sucking and licking his club. Of course it wasn’t a dream. She looked up at him as he regained consciousness, the head of his club and a few inches of the shaft were in her mouth. She pumped it in and out, then licked all around the tip, the shaft and down to the base. She popped it into her mouth and pumped some more.

Then she climbed on top and slowly and carefully embedded herself on Vlad. With several pumps she bore down until the club was buried as deep as it could fit in her cunny. He watched her breasts shake as she fucked him. He grabbed her breasts in each of his big hands and pulled and squeezed, pushing his thumbs around her areola and against her nipples. Her breasts were extra sensitive. She was rocking his club deep into her. She was blushing from the pleasure, but also from the exertion. His hands left her breasts, sadly for both of them. They took hold of her ass cheeks, pulling and opening her cunny up more. He took over the fucking, leaving her hands free to tweak her nipples and her clit. His middle finger entered her asshole. He could feel his cock sliding by through the membrane. He lunged into her more and more rapidly until he felt her tense up. The morning light streaming from the bedroom window lit her face and chest as she blushed in orgasm. He pushed deep and held, closing his eyes to further enjoy the twinges the walls of her two sheaths were providing for his cock and finger.

Suddenly he was lifting her by her hips until she was straddling his face. Her cunny, still in thrall from her orgasm, was pouring out her cum. Nearly drowning in her liquid pleasure, he kissed along the lips of her little cunny and rapidly lunged in and withdrew his tongue over and over again. The tongue licked a circle around the inner gateway to her throbbing hole. Figuring her clit might be too sensitive, he avoided touching it directly, but pushed against the nearby pubic bone with the area below his nose and above his upper lip. She was sent into another orgasm, her head tilted back, groaning her pleasure to the partially lit ceiling. Though it was another mighty ripple of bliss through her body, it was a quieter flow of cum.

“I want you back inside me,” she said, once her orgasm slowed to a pleasant buzz. He lifted her onto his club again, where it sank deep inside. His club remained still. She hugged his torso and lifted her head. He lifted his upper body. They kissed. Their tongues met and danced a slow slippery dance together. When his eyes opened, they stared into her lovely brown eyes. She smiled, breaking the kiss. “Are you going to cum for me?”

“I feel like I could be hard for you all morning,” he said.

“Fuck,” she said, lifting her cunny off his cock slowly, memorizing every nuance of his incredible tool. “I have to go to work.” He was the cork in her body, popping out. She slid onto her feet, staring at his club, mesmerized. She broke the stare and looked up at his face. “You stay just the way you are till I get back from work. And we’ll continue.”

“When is that?” he asked.

“Six.”

“Let’s say I resume the position at six. I do have places to go, people to see.” She smiled and nodded, glancing at his club projecting high above the base, leaning towards his head and throbbing. He adjusted himself on the bed and set the club waving at her.

When she turned towards the bedroom door, she spotted Jane. “Oh my god. Hi.” They both turned scarlet with embarrassment. “How long have you been there? Long enough?”

“Long enough,” Jane breathed quietly. She left Harry too early for a morning fuck. She needed to shower and change and head to work. Not wanting to wake Harry, she wrote a note promising to call at lunch if he was around to plan dinner after work.

Once inside her apartment, Jane noticed her empty bed and heard the sighs coming from Connie’s bedroom. She looked around to make sure Jim wasn’t somewhere else in the apartment. She figured he had to be in there with Connie. She hoped so. Otherwise when she opened the bedroom door, it could get rude. When she did, she saw all was good. She loved watching Jim’s mighty club bore into Connie’s little holes. She watched Connie give Jim a blow job, noticing she wasn’t as effective as Jane. She wished it was her lips.

“You got time?” Jane asked Connie as she moved up next to the bed. Connie shrugged, then nodded, unsure, confused and hot. “Let me show you what Jim likes.” She took hold of his club at the root and slid it inside her mouth. She tasted Connie’s juices. “Very nice. Never tasted a girl before except myself.”

Connie nodded dully. “Thanks,” she managed to say.

“Now watch,” said Jane, and proceeded to pump his club through her lips, against the back of her mouth, and down her throat, and with a total of six plunges inside her mouth, Jim’s club was embedded as deep down her throat as he could reach, her lips touching his pubic hair. She slipped his wet club out of her mouth and masturbated him with her hand.

“I can’t do that,” said Connie.

“He likes it. If you want to, you’ll learn.”

“Take off her panties,” said Jim to Connie. Connie rolled Jane’s tight white panties down her long legs and off. Jane was a little too large for Jim to lift, but he guided her to move over him and straddle his face. She sat her hot dripping cunny onto his mouth and began stroking , licking and sucking his club. He was soon thrusting deep into her mouth and sucking hard on her clit.

“I’m cumming,” said Jim, muffled by Connie’s pubic bone and cunny. She understood, and pulled the head of his throbbing cock out of her throat and into her mouth where the club head spurted hot white ropes of cum. She handed the club head to Connie, whose face was studying carefully nearby.

Connie tasted his sperm for the first time. A little sticky, a little icky, but she wanted all she could get. Connie wanted this guy. Jim excited the hell out of her. She loved the way he talked, his confidence, his open warmth, but she loved fucking him best. She had found by far the best fuck toy of her life, and she planned to keep it. His character was a definite perk. Lust, however, defined her view of their relationship. She couldn’t love him. Love meant giving herself over to him. But he wouldn’t receive. And he wouldn’t give back. She couldn’t love this man unless he gave himself over to her. If his heart wasn’t somewhere in Minnesota with some pretty middle aged lady, would she want it with her here?

“Suck gently, rub gently,” Jane said before she could say no more. Jim’s tongue and lips were sending Jane over the precipice. “Ooooh. That’s so good,” groaning out her pleasure. His tongue hunted inside her pussy for vibrations in the walls as his lips sipped her nectar. But then she was off him as was Connie.

“Work,” they said and hurried: Jane into the bathroom and Connie into the kitchen. Connie brewed up some coffee while Jane took a quick shower. They traded locations, Jane in the kitchen and Connie in the bathroom, showering. Connie strolled naked through the apartment after her shower, retrieving her coffee Jane had filled and entering her bedroom. Jim’s head was propped up. He smiled, enjoying the incredible view of the most beautiful woman in the world dressing. She gave him a dirty look, saying fuck you for having it easy on a Monday morning. The frown shifted to a smile.

“I can’t wait to see Nick, Mr. Nyblock, my boss. To think I was so scared, more scared than anything, to have to face that snake in the grass. God I just feel so good. He thrives on intimidation, but I’m not scared. I’m happy. He won’t know what to do. I’m going to be so smooth, so on it, so casual, I’m going to blow him away. Six o’clock. Remember. We’ll celebrate.” Connie scurried out the door and was gone.