The Challenge

Conferences were boring, Lilly decided. After all the hype she had heard about this conference, she thought she was coming to learn stuff, to be better at her job. She was being disappointed. The plenary session this morning was pretty ordinary, the topics she was nominated to go to, were crap, stuff she either knew already or was just not in her job description. Why her boss nominated her for those sessions was beyond her. Not only that, the speakers were ranging from almost okay to really lousy.

Fucking boring, she thought. Oh well, dinner then maybe some sleep.

Lilly’s employer had sent five people to this conference, another woman and three men, one being her boss, one being married to other other woman, and the other guy, Larry, was someone she is going to be working with over the next year or so on a new project in New Jersey. She saw Larry waving among the several hundred people in the giant atrium of the conference center, and she made her way to him.

“Going back to the hotel, then dinner?” Larry asked.

“Sure,” Lilly said, but didn’t add she had had enough for one day and just wanted some peace and quiet.

“Jill and Steve are heading out to dinner, and Jim is meeting his ex-wife and son so we’ll be alone for dinner. You okay with that?”

“Yes, a bit of quiet will be good right now.”

The noise in the atrium seemed to swell at that point and Larry’s reply was lost to Lilly. She thought he may have said something like ‘let’s go then’, so she just replied, “Lead on, McDuff, get me out of here!”

Larry smiled at the Shakespeare reference and turned, making a path for her to follow, leading out of the building. It seemed to take ages to get to the outside, but the Nevada heat was welcomed, even if oppressive. Larry led them to a cab and told the driver where they were staying. Not a lot cooler in the cab, but better. Larry was quiet on the drive, paid the driver, getting a receipt, upon arrival. They went to their own rooms and at the agreed time met in the dining room.

One look around the room and Lilly shook her head, “No, too noisy, need some quiet.”

“We can go up to my room, call room service.” Lilly thought for a moment, not wanting to be alone but out of the noise, she nodded.

Getting to Larry’s room, calling room service, waiting for their meals, they started taking about the day’s sessions. They rapidly agreed that day one was a waste of time, but day two promised more. “USGS and NOAA are always good value,” Larry started, “They tell us stuff we don’t know much about and with the New Jersey project, we need to be a lot more aware of the potentials for disaster along the Hudson and Passaic.”

The food was great, the conversation good, although pretty much work and conference oriented. Lilly knew he was going to hit on her though. As the wine bottle emptied and the meal slowed, Larry, predictably for Lilly, started a slow seduction routine.

Larry is in his early thirties, was married, now divorced, no kids, she took off with another man a couple of years ago, so Lilly found out when she learned she was going to be working with him. Larry is quite handsome, a really nice guy, polite always and not a lot seems to faze him, she heard.

Larry reached out and took her hand, made a soft comment about how lovely she was just to talk to. “Larry, please, before you go any further, I’m gay.”

There was a look of surprise on Larry’s face, then a calm came over him, “Oh, I’m sorry, I didn’t know.” He released her hand, “But that doesn’t mean you are not a really nice person to talk to.”

Lilly smiled, “Thank you, but I think it is time to go.”

“Oh no,” Larry pleaded, “Please, stay, we still have lots to talk about.”

Lilly nearly stood, but the tone of Larry’s voice, the gentle pleading, made her keep her seat. “Okay.” Larry is intelligent, knowledgeable, and she really needs to keep on his good side, just as he needs to keep on hers, both their careers demanded it.

Larry turned to other topics then out of the blue he said, “Oh, look, I’m sorry to bring this up but there is something you may be able to help me with.”

“Oh?”

“It’s personal, but I think you may be in a better position to advise me than anyone else I can talk about this with.”

“Oh?” Lilly was mystified at this. They barely knew each other, apart from the little she had seen of him in the office, heard from others who had worked with Larry. Nice guy, nothing fazes him, competent, always good to talk to, private, trustworthy was the verdict given by female co-workers.

“I was married,” Larry started, “And it got really nasty at the end.” Lilly had heard about the break up, but didn’t hear it had gotten nasty. “She took off with a man she knew before she met me.”

“I’m sorry to hear that,” Lilly was, she and her partner had broken up a few months ago and she was still dealing with the crap it created.

“Yeah, well, thank you, but it’s not sympathy I am looking for here,” Larry said in a gentle manner. “I really want an assessment.”

“Erm, sorry, escort an assessment? What of?”

“Yes, an assessment,” Larry went quiet, then took a deep breath, let it out slowly and said, “I have always thought my cunnilingual skills are excellent. I’ve never had any complaint but the last thing she said before walking out was ‘You can’t lick clit worth shit.'”

Lilly had to shake her head, make sure she had heard him correctly, “Say what?”

“My ex- she told me I was fucking awful at oral.”

Lilly blinked, “Yeah, that’s what I thought you said.” She thought for a moment, her voice hardening, “Well, I’m not the one to ask that of, believe me.”

“Oh no, I’m not asking to actually do it, I am asking for advice in how to improve my skills,” Larry pleaded, “What I am asking for is tips, to talk about it and maybe you can help me get better at it.”

Lilly thought for a few moments more, and felt her pussy swell a little. She hadn’t had anything that wasn’t battery powered between her legs for months now and maybe, this might give her a bit more to get excited about when masturbating. “I-I-I really don’t know how to respond to that. Why would you ask me?” She was also thinking this could get interesting.

“Well, you said yourself that you were gay, and if anyone has a good understanding of oral sex with a woman it would be you as both a giver and a receiver. Look, I know this is not an easy topic to discuss with anyone, but the fact is, I haven’t even had a date since we separated and the divorce was finalized a year ago.”

“And you want advice?”

“Yes. I tell you what I do and you can tell me if it is any good or not.” Larry looked at Lilly, with that same gentle pleading look.

Her head was saying ‘get the fuck out of here,’ but her pussy was saying this is intriguing. She went with her pussy.

“Okay, but how can I be sure you’re not going to get all aroused and try to rape me?”

Larry was shocked, the look on his face said it all, Lilly thought.

“I-I- would never- never do such a thing,” Larry was adamant, “Sexual violence is- is just beyond the pale, so-so disgusting.”

Well that fit in with what she had heard about him, so okay, next step. “Look, I’m gonna walk out if I really get uncomfortable here.”

“I won’t try and stop you. You’re free to go any time,” Larry said, “But please, what is said here, stays here.”

“That depends on you. Keep your hands to yourself.”

“Of course, always. And I will stay this side of the table.”

“So what is it you want to know?”

“If my technique is really workable or if I have been kidding myself.”

“Okay, for starters, every woman is different.”

Larry nodded,” Yes, and I try to listen to what they tell me.”

“Tell you?”

“Yes, their breathing, their gasps, coos, and how their bodies react.”

Lilly was impressed, a man who is thoughtful, a welcome change to her perceptions of males in general. “That’s good, a good start anyway. So how do you get started?” She felt her body tense, and a flash of an image or a feeling of a tongue on her pussy.

“Usually start with light touches, then softer, more intimate words-.”

“Not that far back, let’s start at her being partially undressed. Are you undressed at this point?”

“No, not usually, unless she is a lot more aggressive, I usually start at the top, expose her breasts, then lick and suckle the nipples.”

Lilly’s nipples reacted to that thought, fuck she heard her internal voice cry. “Good, helps get her aroused, then what?”

“Sooner or later her clothes are off and I kiss my way over her torso, tonguing her belly button.” Lilly loved getting her belly button teased, she felt her heart beat increase, her blood pressure rose from the image. “I have already ran my hands over the inside and outside of her thighs, over her pudenda but teasing, not stopping to play with her clit. Usually a gentle rub up and down the lips of her vagina then up and gently caressing her torso while my lips are working on her skin.”

Images of such actions jumped into Lilly’s vision, and the tingling of lips and tongues on her body seemed to creep over her body. Fuck, she thought, I am so fucking horny.

“I kiss over her pudenda, run my tongue through her pubic hair,” Larry stopped, “I prefer a nice, neatly trimmed patch, the little girl look just doesn’t do anything for me, I’m afraid.” He looked at Lilly who was completely silent, he went on, “I roll my tongue over her vagina, feeling out the different bits, separating the labia, exposing the inner labia, then wipe upwards to the clit.”

Lilly had to stifle a moan, she could feel a tongue doing that to her, she loved it. She was sure her panties were soaked by now and Larry could smell her arousal.

“I wrap my lips around the clit and gently suck it, prod it with my tongue and suck on it a bit more. Not hard, but gently, feeling the clit get aroused and swell under my tongue.” Larry paused, took a breath, “I usually let go at this point, running my tongue up and down her labia, escort bayan finding the vaginal canal, tongue fuck her for a bit.”

“You may want to vary that a bit,” Lilly advised him, “Lot of women like a tongue to be wiping around the canal, as well as in and out.”

Larry raised an eyebrow, he’d not thought of it before, “Yes, thanks, I’ll bear that in mind.” Taking another breath, “I lick my way back up to the clit and start sucking on it again, prodding it, wiping over it. I keep this up for a while and it is usually about here that she may cum for the first time.”

“The first time?”

“Yes,” Larry seemed mildly surprised by the question, “I learned early that a woman could come two or even three times, but I can usually only manage once, then I need a substantial rest, so I try to maximize her pleasure before I do.”

Lilly nodded, “You keep pleasuring her orally then? Bring her off a second time?”

“I try to, but some women are washed out and need a short break to catch their breath.”

“Okay, what do you do then?”

“Kiss my way back up her body, then hold her, tell her she tastes wonderful, then do it all over again.”

“No penetration at this point?”

“Sometimes, but I prefer not unless she demands it. It’s about her pleasure, mine comes later.”

Lilly was astounded by this, a guy who actually thinks beyond getting his dick in. Not something in her experience, but then, she only ever fucked a couple of guys and they were young nineteen-twenty year olds, whereas Larry is a late-30’s grown up. The distinct lack of pleasure from guys was the main reason she gave in to her initial impulses and started dating and fucking women. In the meantime, her pussy was demanding attention. he brain was completely focused on getting an orgasm.

“Well all that sounds great, but I have to wonder if you can follow that up.” Larry blinked, seemed puzzled by her comment. “Okay, here’s a challenge. I’ve changed my mind, you can physically demonstrate what you do on me.” She couldn’t believe she was saying this, “And to make it interesting, for every time you make me cum, you get to fuck me. So one fuck per cum. Deal?”

Again, Larry looked puzzled, “You mean, you want me to actually make you cum?”

“Well, yeah, you can try,” Lilly responded, “But I have to warn you, no guy has ever made me cum. So if you can, you get to put your dick inside me. And just to make it a bit more of a challenge, you make me cum when fucking me, I’ll give you a full blow job. Or, if I don’t cum, I’ve not given a guy a hand job since college, so that can be your consolation prize.”

“But you’re gay?”

“Well yeah, but that doesn’t mean I haven’t sucked dick, or had a man inside me. Besides, I love strap-ons, and often suck on one before and after I’ve had it in me, or I’ve used it on my partner, so maybe I can suck a dick after all.”

Lilly stood, making her way over to the bed, She turned and undid her jacket, then blouse, sliding them over her shoulders. Standing there in her bra, a soft, silken bra that was almost see through, Larry thought, her dress at her narrow waist, “Well, come on, let’s see if you can make me cum.” Lilly was sure he wouldn’t but she was certainly going to have some fresher memories to masturbate over later.

“You’re sure?” Larry asked, “Because I don’t want-“

“Of course I’m sure, now come on, let’s see if your tongue really is up to it.” Lilly was sure she wanted a tongue and right now, it didn’t matter if it was a guy she was that horny. She was at a loss to explain why she was feeling this way, never been like this before, likely never be like it again- maybe.

Larry approached her, wrapped his arms around her, began kissing her neck. He figured a safe place to start. He slid his hands down her back feeling for the buttons and zipper holding her skirt up. He felt thickened material and found the zip lever, slowly slid it down as he nuzzled her neck, kissing her soft skin. One side then the other. She shimmied a little at the touch of his lips, his gentle nips as he found and opened the buttons holding the skirt, allowing it to fall around her feet. He manoeuvred her away from the skirt, closer to the bed.

She knew he had intended to seduce her, he was freshly shaven, so likely had a shower as well, fresh aftershave, pleasant and not cloying. She responded to his actions without thought, just feeling. Lilly had no idea why she was doing this, apart from the fact of her general horniness, not having sex for so long.

Sliding his hand up her back, gently caressing her skin, he opened her bra in one, smooth, practised movement. Lilly was impressed, his touch was far more softer and gentler than she expected, the trick with the bra though, that was pretty good. She felt her bra slide off her shoulders, falling to the floor as Larry stepped back to give it some room. He kissed her shoulder, then down over her collar bone and towards her now exposed breasts.

Larry thought, yummm, nice tits, not flabby but firm, and covered with large aereola, bayan escort promisingly bigger nipples.So far they were pretty soft, but as his mouth reached the breasts, they were starting to swell. He took a nipple in his mouth and caressed the other, sliding his hands over her skin, arousing her, he hoped. He guided her another step towards the bed, and hooked his thumbs into her panty hose and panties. If he can get them down in one movement, that would be good, he thought.

He slid himself down her body, taking her remaining clothing down with him. He kissed her torso as he moved down to his knees, her panties and hose on the floor. He kissed her lower torso, tongued her belly button. Lilly felt his tongue there and couldn’t help herself, she gasped. Fuck me! She thought, that was unexpected. He slid his tongue down lower as he guided her hips backwards, seating Lilly onto the bed.

Larry avoided her pussy, noting it’s swollen condition and fine layer of pubic hair over the mons. He dropped his hands down, easing her feet out of their restrictions. Holding a foot up, he ran he tongue over the instep, to the ankle, kissing the skin on the inside of the leg, just above the ankle bone. Again, Lilly twitched a little, giving Larry the clue he needed to know he was on the right course.

Slowly, gently, he kissed his way up the inside of her left leg, caressing the other with gentle strokes. As he got higher, Lilly was starting to feel a little overwhelmed by this sensual attention. And sensual it was. She has had a number of seriously talented and sexual women make her feel like this, but no man ever came close. Not that she’d had many, just three, four if you count the threesome she had with Moira. It was Moira who had made her cum, not him, whatever his name was.

Larry moved from one inner thigh to the the other making his goal wait a bit longer for attention. He could see her arousal, a good sign, he thought, her lips puffed out proudly. He marvelled at the darker outer lips forming a shadow line around her pussy. soft folds of skin hiding her inner treasure. He gazed at it, breathing in the aroma of her arousal, gazing at its difference to the seemingly endless variety of every other pussy he had ever seen and tasted. He eased her vaginal lips apart and lowered his mouth onto the pink gap that opened, beginning to tongue her, lapping at her pleasure palace.

He began by gliding his tongue along the length of her vulva, his bottom lip forming a second wave, until he felt the hard nubbin of her clit. He pressed his mouth around the tiny horn, and gently sucked, prodded it with his tongue, then let the pressure off, sucked again lapped it again, repeating this over and over, listening for the gasps of her breath.

Lilly had felt the first contact of his mouth on her and the lapping of Larry’s tongue and lip. Cute, and nice, she thought but she wasn’t prepared for the gentle sucking motions he was making on her clit. He wasn’t just licking it, he was sucking it! Fuck! That felt really good! She couldn’t help herself but had to react at that movement. Her body, anticipating his actions, began to thrust her hips up at his encroachment, sweeping away any misgivings or negative thoughts about having a man eating her pussy. No man had ever done this to her before!

Larry knew he had her at the moment he felt her pussy move under his mouth. He kept at it, kept sucking, kept lapping and was soon rewarded with a gasp, a push upward by Lilly’s hips, forcing her pussy onto his mouth and her legs, spasming, her orgasm clearly progressing.

She had felt it beginning and tried to deny it, pushing the feelings down, only for them to come back even stronger. She had no choice as she felt her clit expand as a wave of pleasure swept through her pussy, outward to her legs and torso until it reached her face. She felt her skin tighten and every hair on her head and pussy stood up with the thrill of her orgasm. She gasped and cooed and groaned at the waves of pleasure sweeping through her.

Lilly was astounded, A man made her cum! That was unbelievable. But clearly, it wasn’t over, not for Larry. He didn’t stop! He changed his actions, he let go of the sucking action and moved his mouth down, along her labia and plunged his tongue into her vaginal canal. Lilly shuddered at this move, feeling him tongue fuck her for a few moments, even though she was still in the final throes of her orgasm. Ordinarily she would have lost it at that point, but she didn’t. It was like the tongue fucking was driving her to greater heights. Another massive contraction overtook her thoughts, snapping every major muscle group in her body. She stopped thinking altogether, swept away by the force of pleasure that was again coursing through her body.

Lilly’s lungs seized up, she couldn’t breathe, all she could do was clench her body and even then it was totally out of her control! Lilly had nowhere to go except to allow her orgasms to run down. She felt her thighs grabbing Larry’s heard her moans of passion echoing around the room. It was like she had left her body, looking at someone else lying there being eaten out by the most glorious cunt lapper of all time. Wave after wave of sheer pleasure pushed outward from her cunt and her body was no longer hers.