Challenger Or Challenged

Diana Rheem smiled as she looked at the caller ID on the screen of her ringing cellphone. "Elizabeth! You must have ESP. I was just about to call you."

"Of course you were. Are you free for lunch today?"

"Reading my mind again. Our usual place in an hour?"

"Of course."

"You'll wear that new skirt you were telling me about; the one you said shows off your legs so well?"

"I wouldn't dream of wearing anything else."

One hour later Diana parked her car in front of a small Italian restaurant that was the perfect place for an indulgent midday meal. The food was excellent, and the atmosphere was one of understated elegance, with white table clothes and well-dressed waitstaff. She sat at a small table for two in the back and ordered a glass of white wine. Elizabeth entered a few minutes later, draped her jacket over the back of her chair, and sat down.

"You look terrific," Diana said.

"Thank you," Elizabeth replied. She motioned to a nearby waiter that she wanted what Diana was drinking. "You look great as well."

"Not bad for an old broad."

"Don't undersell yourself." The waiter placed a glass of wine in front of Elizabeth. She raised it up in toast to her companion. "Here's to two fantastic forty-plus year-olds. We've worked hard to keep ourselves healthy, fit, and fun." They smiled, clinked glasses, and drank. Elizabeth sat back, "You're doing it again, aren't you?"

Diana smiled coyly. "What makes you say a thing like that?"

"I've got ESP, remember? Besides, it's written all over your pretty face." Elizabeth stared into Diana's eyes daring her to disagree, which she knew that her friend couldn't do. "I'm starving. Let's order, then I want you to tell me all about your latest man project." She waved the waiter back to the table. After placing their orders, Elizabeth said, "I assume you've picked one that's younger and devastatingly gorgeous."

"You know me well. Yes, he is younger, but not a child by any means. He's a rising star in general contracting and wears business attire more than a toolbelt, but he still gets his hands dirty swinging a hammer. And of course he's gorgeous," Diana purred. "Six feet tall, a hundred and ninety pounds with just a little bit of padding where it counts, nice wavy brown hair, and warm eyes that make me melt."

Elizabeth snorted, "Melt?"

"Like warm chocolate. You know, the kind that drips off your fingertips and has to licked off."

"I'll bet it's not fingertips that you're licking."

Diana flashed her coy smile again. "You do know me well."

Elizabeth laughed. "That I do. Tell me more."

"I found him at work three weeks ago when he came to my office to set up an account at the end of the day. Since I'm the IT person at the real estate agency, everyone has to see me sooner or later. I'm glad that it was sooner, so that I got to him before anyone else could. His ass looked awesome even in the baggy jeans he was wearing - made me almost soak my panties. I had to spend an extra long time with him that day, you know, making sure that all of his vital information was correct in the firm's system."

"And in your system too, I'm sure."

"Of course. I did discover a few mistakes after the office closed, so I called him on his cell phone to get everything fixed up. We met at Angelo's Tavern to go over his paperwork."

"Was he really so dense that he didn't know what you were up to?"

"He saw right through me and wasn't shy about saying so. We laughed about it, then had a few drinks and a wonderful dinner. And then....." She stopped as the waiter brought their food. Elizabeth finished her wine, put a forkful of salad in her mouth, and raised her eyebrows encouraging Diana to continue. "And then we fucked like rabbits."

Elizabeth swallowed. "I hope that you at least made it out of the parking lot."

"We went to my place for the fucking part. But I did give him a blowjob in the car before we left. He's got a Goldilocks cock. You know what I mean."

"Not too big, not too small, juuuust right." Elizabeth recited the familiar phrase in sync with her friend.

"It really is perfect; nice and thick, about seven inches long with just the right curve. It stretches me out, fills me up, and hits all my good spots. He needs the usual education, like they all do. But, there is something about him that I can't quite put my finger on. He's a unique one for sure."

"Diana Rheem, Ms. Lion Tamer extraordinaire, are you falling for this man?"

"Not a chance," Diana scoffed. "That's not going to happen, ever, especially after... well, you know."

"Yes I do know, and I remind you once again that not every man, or every woman for that matter, is going to break your heart."

"You're right, but I'm not going to give my heart away... ever. I'd much rather spend my time and energy preparing men for a person like you. And I do not think of myself as a 'tamer'. Who wants a pacified playmate? I prefer to think that what I do is more like breaking wild bronchos; making sure they've got good manners and technique to go along with plenty of spirit."

"You love doing that, don't you?"

"Yes I do. You of all people should know."

A flush of red spread up Elizabeth's neck. "I do."

Under the table Diana slipped off a shoe and rested her foot against Elizabeth's ankle. "Shall I tell you more?" She stroked her bare toes up along the inside of her friend's leg. Elizabeth shuddered at the stimulation and nodded. "It's still early in his education, but we're making good progress. I'm doing the welcome-back-from-work foyer-blowjob thing. You know, he comes over to my place, I greet him at the door, drop to my knees, and do him before he gets into the house. Like I said, most of the time he's in a suit. But when he comes in after working on a job site, and I can smell his musky man scent through his jeans, it drives me crazy. I can barely get his zipper open fast enough." Diana took a sip from her glass keeping her eyes on Elizabeth while her toes traveled upward. "I only had to tell him once how to wrap his fingers in my hair to get a good grip on me. He's learned how to fuck my mouth just right; not too hard, not too fast, and to also let me have the control I need to take him in good and deep until he explodes. We call my foyer greeting pre-drink cocktails, with an emphasis on cock of course." Diana smiled. "I can be a little accident prone and sometimes I spill all over my chin and tits. But like I said, he's a quick study, and has learned to clean up his messes."

"You've already got him doing that? I am impressed."

"It took you husband how long to learn to do that?"

Elizabeth flushed crimson again. "Not too long. He had excellent teachers."

Diana's foot continued up Elizabeth's leg, past her knee to the inside of her thigh. "Yes, he did. And I recall how you as my A-plus student, were instrumental in helping me educate him." Elizabeth was breathing deep as Diana's toes reached the crease between her thigh and labia then crept under the edge of her panties. "I can tell that remember well." The aroma of arousal wafted up from under the tablecloth as Diana's big toe stroked the wet flesh of Elizabeth's labia. "And I'm very glad that you do." She prodded open her friend's engorged lips. "Tell me, how is Robert these days? How's his education coming along?"

Elizabeth's heart thudded in her chest and her breath came in short pants as Diana's toe swirled over the nub of her swollen clit. She tried to focus on the question, but couldn't, so she let herself float into the soaring updraft of carnal pleasure until orgasm washed over her. Under the table a stream of fragrant juices spilled out from her pulsating tunnel and over Diana's foot. Above the table the only signs of her climax were dilated pupils and the quiet gasp that slipped past her lips. After a moment, Elizabeth took a deep breath and returned to her senses. She used the napkin to blot her damp forehead and refocused on Diana. "My husband is doing very well. Thank you for asking. His studies are complete, although we both enjoy life-long learning."

Diana stroked her toe over Elizabeth one last time then withdrew. "That sounds very nice. I'd love to hear more about that."

"Perhaps another time. A show-and-tell would be even better. That way Robert can be there with us. You might even enjoy it if we invited the girlfriend that we share to join us, along with your student."

Diana's eyes went wide and she inhaled sharply. "That sounds like it would be very... stimulating."

Elizabeth was pleased that she'd both surprised and challenged her friend. "I promise that you would be very stimulated, and that you'd go home drained and walking bow-legged."

"How could I ever refuse that? Shall we set a date."

"I'll talk with Robert and come up with something." Elizabeth returned the napkin to her lap and did her best to discretely dry herself. "In the meantime, I'd love for you to keep me updated on how your educational efforts are progressing with your new man."

Diana pushed herself back from the table a few inches. "I will. Maybe we should plan a weekly lunch date like today? What do you think?"

"I think that I'm going to have a big dry cleaning bill this month." Elizabeth stood and put on her jacket, trying her best to cover the wet spot on the back of her skirt.

"I really like the way that outfit looks on you," Diana said. "And I'm going to have cleaning expenses of my own." She hooked her arm into Elizabeth's and didn't try and hide the dark circle at the crotch of her pants as they walked out of the restaurant.

Back home that evening, Diana met her man in the foyer and as usual had her pre-drink cocktail. Afterwards, they made their way to the sofa. "Jake, sweetie, fix us drinks, then come rub my feet while I tell you about my day." He turned to get the pants he'd discarded at the front door. "Don't," Diana directed. "I loved feeling your throbbing hard cock in my mouth. Now I want to enjoy gazing at it while it's happy and relaxed." Diana rolled her shoulders so that her breasts swayed. "You can ogle my tits." She looked down at herself, "You didn't miss any spots, did you?"

Jake smiled and shook his head, "I don't think so, but I'll double check if you want."

"You're so good," Diana pinched his cheek. "So very, very good. And getting better every day." She pushed Jake toward the bar cart.

He returned a few minutes later with two martinis. "Extra dirty, just the way you like them."

"Now you're being bad." Diana took a sip from the icy glass. "So very, very bad. Are you going to get even badder?"

"I'll be as bad as you want, and as good for you as I can be."

Diana smiled, "Perfect." She took another sip of the excellent drink. "Now rub my feet and let me tell you everything." She told him all about her day at the office. He interrupted only to better understand a point she was making, otherwise he remained quiet. It was what every woman wanted from her man, to listen to her problems without offering solutions. She was glad that he'd already known to do that before they'd met. It was one less thing that she had to teach him. "Make another drink for us, and tell me about your day. Don't leave out the fine print, I want to hear the details, all your thoughts." Diana understood that a good partner would talk about what was going on in his life and more importantly relate how he felt about it. She listened intently as he talked and supported his feelings without being sappy. It was all part of her man project; teaching a guy not only how to treat her, but also what he should expect in return

from

her.

"Let's get cleaned up and then have dinner," Diana finished her drink and stood up. She took the glass from Jake and set it down along with hers in the kitchen then walked him to the master bedroom. "Today is grooming day, so we need a bit of extra time."

Jake had an abundance of body hair, and although he knew that most women didn't like as much as he had, he hadn't done anything about it. On their second date Diana said, "I love your fur. I just want less of it in my mouth is all. A few snips here and there and I'll be able to enjoy that beautiful body of yours even more than I already do. And down here," she cupped his balls sending shivers through him, "it will feel so amazing with nothing between my lips and your skin." That first grooming session weeks ago lasted hours while Diana used an electric trimmer to carefully shorten the hair overlying his chest, belly, shoulders, back, and even his butt. At his groin, she reduced his bushy mound of pubic hair to a condensed tuft just above the base of his cock. For his shaft, sac, perineum, and along the crease of his groin, Diana used a razor and shaving cream. Slowly, and with obvious pleasure, she removed every shred of pubic hair in those locations, stopping frequently to check her work by caressing his denuded skin. Every touch of her fingers sent bolts of exquisite pleasure through him. By the time she finished he was rock hard and dripping precum. Diana then massaged post-shave oil over his balls and up and down his pulsating rod until he burst and shot streams of warm, sticky goo over her hands and up onto his stomach. Jake not only felt better with less hair, especially at his groin, he appreciated how Diana put time and effort into sculpting him into something that she enjoyed. That first time made Jake appreciate the intimacy of being groomed by Diana.

"Sweetie," Diana began as she finished with the trimmer and knelt down to shaving cream to his cock and balls. "It's time to talk about something more permanent." This was going to be another step in her man's education.

"Uh uh," Jake replied as he stood very still and relished the sensations of the cool foam and her fingers on him.

She tugged on his rod tightening his skin and then scraped away the cream and a swatch of pubic hair from the side of his scrotum. "You know that I enjoy doing this, and I adore the end product." She, pulled his erection in the other direction and removed another swath of hair. "But we have to do it every two or three days to keep you stubble free." Diana directed him to pull his rod straight up so that she could attend to the front of his sac. "I don't like it if you're prickly when you thrust into me." She looked up at him. "And I absolutely love your gorgeous cock driving into me" She kissed the tip of his rigid mast making Jake shiver with delight. She resumed shaving. "Laser treatment will make you nice and smooth all the time. I will need to do touch ups now and then, and I'll always enjoy that." Diana punctuated her statement by caressing his foamy balls and up the length of his freshly shaved shaft. "But we'll have even more hair-free time for play." She kissed away the drop of precum on the tip of his cock and sat back on her heels. "Will you do laser for me?"

It took a moment for Jake to shake off the haze of pleasure that Diana had brought on. "I heard that it hurts."

"It does, but not that badly. I know you can handle it... for me."

Jake understood her implied challenge. "It will be weird spreading my legs in front of some guy while he zaps me."

Diana kissed away another drop of precum. "Who said anything about it being a guy? A woman did my laser treatment, and there's nobody else I'd trust to do you."

Jake stiffened. Was she suggesting that he'd be spread eagle with his cock and balls out in front of a strange woman while she painfully fried hair off his most sensitive parts?

Diana recognized his angst. She'd seen it before. She took the tip of his deflating cock into her mouth and massaged it with her tongue until he hardened. "She's the absolute best. And I know she'll love doing you. What kind of beautiful, sexy woman wouldn't love to spend quality time with a cock as magnificent as yours?"

"Sexy?" Jake croaked.

Diana grinned. "She is, big tits and all. She will take care of you the way you deserve and the way I show her to."

Jake startled again. "What?!"

"I'll be there with you of course. I want to make sure that everything is perfect, and that she treats you with extra special care."

Diana was going to be watching while a sexy laser technician was between his legs, eyeing him, and painfully lasering his skin?

She looked up from where she was kneeling. "I'm getting all worked up just thinking about her inches away from your gorgeous cock as she makes you even more perfect than you already are. Look at me. I'm getting excited just thinking about it," she spread her legs and showed Jake her glistening wet labia. "I hope you're hard the whole time like you are now. That would make it even better." She tickled the underside of his bare sac. "I'd really like it if you did laser, but it's up to you." Diana repeated her dare.

If she wanted him bare, and to watch a beautiful woman between his spread thighs, who was he to disagree? He looked down at her, "I would never deny you."

"Oh my," she shivered hard, "That is music to my ears."

"Of course it is," Jake said and intertwined his fingers in her hair.

After another one of Diana's epic blowjobs (or was he fucking her mouth?) and a quick shower, they prepared dinner together. As they ate, Diana shared an edited version of her lunch date. She only hinted that Elizabeth might be interested in having sex with them. It was a delicate topic to bring up, especially so early in her process of training a new man. She knew most fantasized about being in bed with two (or more) women at the same time. But she also understood that the actuality of it could be intimidating to a guy; would he be able to satisfy two women? It was her responsibility to make sure that her man was up to the task.

Jake didn't miss the hint. "Is that a challenge?"

Diana was a pleasantly surprised how Jake caught on. "Call it what you will. I would love for you to enjoy the pleasures of two women, and if you so choose, Elizabeth's husband as well."

"Men don't interest me, except in how we can best satisfy you, or multiple 'yous'."

"To each his own and I like your interest. Are you brave enough to take a few more steps?"

Jake fixed Diana in his gaze. "Try me."

"Oooh. I will, and I won't let you forget that you said that." Diana finished off her wine. "Right now I'd like to enjoy the pleasures I already know you can deliver." She stood up. "You've gotten two blowjobs. It's my turn." She took a step toward Jake and rested her hand on his belt buckle. "Take care of the dishes. Then meet me in the bedroom. And make sure that you're ready... naked... hot... hard." Diana gripped his cock through the jeans he was wearing. "Take a blue pill. It's going to take a while to satisfy me." She released him and strode to the bedroom.

Jake ravished Diana. He started with her breasts, spending long minutes caressing them with his lips and tongue until her nipples were rock hard and a half inch long. Then he added teeth and fingers, nipping, suckling, and teasing until she was squirming and panting. He didn't go anywhere near her groin until Diana was begging for him to attend to her throbbing pussy. Jake took his time there too, first running his fingers over her slippery wet mound, then burying his tongue between her folds. Her first orgasm hit hard, as she screamed out her pleasure. Jake let her recover, but only for a minute, and then began again with his lips and tongue. It took longer for him to push her back up the mountain of bliss, but that wasn't a problem for either of them. Jake wasn't in a hurry, he loved the sight, smell, and taste of Diana's sopping pussy. And she, just as much, loved the feel of his mouth wandering over her engorged sex as his tongue searched for and ultimately found her aching clit. Diana's second orgasm was as good as her first. Jake moaned his own pleasure as he nosily drank the river cum that she poured out. They rested, holding each other close until the pressure of his throbbing erection against her skin became too much for Diana to ignore. "I want you in me," she said. "Fuck me however you want, I don't care. Just fuck me good." Jake did exactly as Diana asked. He began with her on all fours and him behind, as he speared his hard cock in and out of her until she was gasping and shaking. Then he rolled her supine, re-entered her, and slowly surged the length of his drug enhanced cock as deep into her as he could. He resisted her repeated entreaties to go faster and kept up a stately rhythm making sure that the crown of his hard cock pressed into her g-spot with each stroke. When he finally gave in to her entreaties, Diana was tossing her head back and forth shamelessly pleading, "Oh god, fuck me harder! Please, please! Fuck me harder!" He propped her feet onto his shoulders and let loose. The sound of their skin slapping together as he pounded into her was as loud as Diana's nonstop, profanity-laced exhortations to keep going, and her lurid commentary about how good it felt. She climaxed moments before he did, arching high in the air as he released jet after jet of his seed deep into her. When they finally untangled themselves from each other, they were exhausted. Just before sleep swept over Diana, she thought how well Jake had satisfied her, and how educating him wasn't going as she had planned.