Ann: The Married Years Ch. 50

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

He saw the look in her eyes, both playful and scared. Brushing her hair from her face, he curled his hand around her neck, pulling her in. She felt her mouth partly open, his lips softer than she expected as they pressed against hers. His tongue grazed the top of her lower teeth; a tease of what he might do if she let him. Her hand went to the bar, holding the edge to keep herself upright. Yet she knew if she collapsed from the weight of his tender kiss, he'd catch her. In a strange bar with a man other than her husband, she surrendered herself for the briefest of moments, free-falling into a dangerous place in her head. And yet she felt safe.

"Did I just swoon?" she asked as they parted.

"I'm wondering if you just came," Ann teased.

Kendrick grinned at her non-verbal response to Ann's joke. Still, he continued to look into her eyes, wanting to make sure she was comfortable with what he'd just done. Seeing his concern, she bit her lip playfully before grabbing his hand.

"What's this?" he asked, feeling her press something into his palm.

"The keys."

Looking at what she handed him, he flashed a sexy smirk. "The keys to what?"

"Me," she winked.

"Did you run these under the faucet?" he chuckled, asking about the wadded panties in his hand.

"No. But Ann did tell me when the right guy came along tonight, I wouldn't be able to wait to get out of them because of how wet he'd make me."

"So, I'm the right guy?"

"You're holding the keys. You must be."

He looked at Ann, who smiled. "If you're asking if I'm going to give you my panties, the answer is no. Mostly because I'm married, and I don't fuck other men."

"Mostly?" he grinned.

"That's the main reason. The other would be that I'm not wearing any."

"Anna!" Val gasped. Ann smirked in reply, never taking her eyes off of Kendrick.

"As tempting as you might be, I'll pass."

"I already knew that Anna." Giving his full attention to Val, he asked, "So, where would you like to go, Valerie?"

"You can drive us to the Marriott."

"Us?"

"Anna's coming with us."

"To watch," she added. "I hope you don't mind people watching you."

"People, or you?"

"Does it make a difference?"

"Not really. It wouldn't be the first time. But you're making it sound more like a party than just you watching to make sure I treat Val right."

"We'll explain on the way."

"Unless you'd like to drive me there and have Ann meet us," Val said with a hint of excitement in her hopeful voice.

"Actually, I'm thinking it would be better if I followed you two there."

"Why?"

"For one, you're going to want to have your car there in the morning. And if I drove you, we might never make it to the hotel," he said, his deep, rich voice making her pussy drip all over again.

"I might be okay with that," she panted.

"No. You deserve to be someplace nice, Valerie. You're better than the back of a car. The Marriott sounds perfect. I'll get us a room."

She turned a bit red again, her sheepish smile puzzling him. "Uh... I already have one waiting for us."

"My, aren't you a prepared girl. I'm going to reimburse you, so accept that."

"It's a bit more complex than that," Ann sighed. "We really should talk about this before we go. I don't think it's fair that we spring this on you. You might not be interested."

"Saying that just makes me more interested."

"Seriously, let's get another drink, and we can discuss what's happening."

"You know, Anna, I've already committed to Val. I'm not going to back down now just because this sounds a little more complicated all of a sudden."

"Oh, it is. Trust me," Val sighed.

"I do trust you," he replied, shocking them both. "This doesn't change the way I feel. You're sexy. We're both horny. Let's have some fun tonight."

"I'd still feel better if you knew what you were getting yourself into," Ann cautioned.

"Okay, then why don't you ride with me. Valerie can follow us, and Anna can tell me on the way what's going on."

Val looked at Ann, pleading with her eyes, and she relented. It wasn't how she envisioned things going, but she was smart enough to know she needed to adapt on the fly. A short time later they were splitting up in the parking lot, Ann peering through the open window to Valerie's car.

"We'll meet you at the hotel, Val."

"Okay, Anna. Be safe."

"I'll be fine. Kendrick's a great guy. That's why he wants you to drive behind us; so you'll know that I'm okay."

~*~*~*~*~*~*~

Ann and Kendrick sat in the parking lot of the hotel. They'd been there for five minutes, continuing their conversation. Valerie was beside them in her car, waiting impatiently. Ann finally motioned for her to go inside, which she did reluctantly, but that didn't help her anxiousness. She was a mess. Now that she'd committed to having sex with Kendrick, she couldn't wait to get started. And yet she was nervous.

While there was some anxiety about actually going through with having sex with a man she'd just met, she was more concerned about how long it was taking Ann to explain what was awaiting them in the hotel. The longer the discussion went on, the more she worried that Kendrick might decide it wasn't for him. She was becoming more and more convinced he was going to back out.

Finally, they walked through the door, hand in hand, Ann with a wicked smile on her face.

"What took you so long? I was beginning to think you'd changed your mind."

"That was my fault," Ann said, a quick wink aimed in Kendrick's direction. "You're in for a treat, Val. This man has been blessed with a magnificent cock."

"You've seen it?"

"I just sucked it."

"WHAT?" she exclaimed.

"Ssshhh... keep it down."

"Why the hell would you do that?"

"We were talking, and cocksucking came up... and he didn't believe that I could deep throat him. And you know me. I can't back down from a challenge. So, I sucked... for like a minute. I didn't let him cum, though."

"Great. You just had to go and do something you know I've never had the chance to do to prove you're the bigger slut that me."

Kendrick smiled. "Trust me, Valerie... I plan on giving you every chance you need tonight to prove you're the winner of that contest."

She grinned, but still playfully slugged him in the arm. "And you! Our first date and you've already cheated on me with my cousin. I have a soon-to-be ex-husband that did that to me while I dated him. That's one of a thousand reasons I'm doing this tonight!"

Ann had totally forgotten that detail, and she suddenly felt guilty. Still, she wanted to make sure there wasn't a misunderstanding of what was about to happen. "This isn't a date, Val."

"It is if she wants it to be," Kendrick shrugged.

"What?"

"You just got done telling me what this is all about, Anna. I know most of this involves role-playing... and I'm happy to do my part. If Valerie wants to think of this as a date, I'm not going to argue with it."

Val went from slugging him, to standing on her toes to kiss him gently on the cheek. "If you don't mind, I'd rather think of this as a random pick-up in a bar. I've been turned on by that thought all night. After that, who knows?"

"There're no strings Valerie. I meant what I said too. I'm not looking for anything serious. But I do like you, and I can't wait to get you upstairs."

"Well then what are you waiting for? Get going," Ann laughed.

They walked to the elevators, Kendrick's large hand pawing at Valerie's ass the entire way, gripping it tightly like it was his possession. She'd never been groped like that by a man in public, and she found it exhilarating. Ann was behind them, watching. She was excited for her cousin, and for the briefest of moments, she was envious.

"Lucky slut," she said to herself as she watched them walk into the elevator. But she stood frozen.

Valerie was impatient again. "Are you coming?"

"I'll ride up on the next one."

"Why?"

Seeing the look in Kendrick's eyes, she smiled as she tossed him the room key. "You'll find out in just a second. Just remember to thank me later."

Valerie didn't understand what Ann was talking about. She didn't know what Ann had planned... what she'd told Kendrick to do while they were in the car together. She also didn't know that Ann had talked to the girl running the front desk when she picked up the room key earlier that night. They'd already checked into the hotel hours before, making sure everything was ready for Dale, who would be paying for the rooms with his card.

It was just like Ann to plan something secretive and sexual at a hotel. It was one of her go-to moves; something that she'd practiced many times. She had a charm and a way about her that made unwitting people in the hospitality industry want to be a part of her fun and games. Sometimes they were directly involved, while others, like this time, it was more on the periphery. But she found time and again that if she was upfront with them, they were usually more than willing to allow their guests to have a little not-so-innocent fun during their stay.

Valerie didn't have a clue about any of that; especially Ann's last comment, about thanking her for riding up separately. That is until the door closed and the elevator car started going up.

They'd only been inside a few seconds when Kendrick hit the emergency stop button, making the elevator halt in place between floors.

"What are you doing?" Val asked him, suddenly worried.

"Making you thank Ann later," he grinned, bringing her to him for a strong, possessive kiss.

She moaned into his mouth as he thrust his tongue past her lips, proving what he'd done at the bar was just a tease. She melted into him, his muscular arms wrapping around her body, pressing her into his torso. She felt every contour of his chest, the way it rippled beneath his shirt. She also felt the log that was pressing into her pelvis, knowing it was his rigid cock. The sudden heat between them was almost too much for her to stand.

Quickly twisting her around, he had her bend over. She assumed he was going to take her from behind right there, and she was horny enough that she wasn't going to argue. Instead she grasped the railing on the side of the car and held on, spreading her legs slightly. His hands felt magnificent against her ass as he groped her again. When she felt him lift her short dress over her rear, his gasp of admiration made her emotions soar.

"That is one fine ass," he complemented.

"Oh... fuck," she panted as she felt his hand between her thighs, cupping her wetness.

"We will... eventually," he replied quietly. "Right now, you are about to cum for me."

She squealed when he slipped two of his long, thick fingers into her pussy. It was an invasion she hadn't fully anticipated, yet she found herself welcoming it; her walls gripping at the digits, her hips rolling back toward them.

Holding onto her stomach, he began ramming his fingers hard and deep into her wet cunt, the sounds magnified inside the tiny cubicle. Her moaning vibrated in her heavy chest, and she closed her eyes as he fucked her with his enormous hand. What began as a ripple soon turned into waves of pleasure as she allowed him to play with her as he wished. She recalled Ann telling her to be in charge, but also to allow Kendrick to take the lead when it came anything sexual. Now she knew firsthand why she'd said that, and it all had to do with the power he wielded with his hand.

While she was certain Ann didn't specifically mean what Kendrick was doing to her that moment, her encouraging words meant more as guidance than something to be taken literally, the fact remained that he was doing what he wanted to her. And she'd never considered something so crazy. First, she couldn't imagine the setting. It would have never occurred to her to allow someone to even fondle her in an elevator, let alone something as sexually explicit as what he was doing.

And then there was that act itself; his finger-fucking her. That was a first. She felt like she was losing her virginity all over again, wondering what else he might have in store for her later. She was no prude when it came to sex, but she suddenly wondered why Dale had never done this to her.

The thought of her husband nearly ruined the moment, a flash of guilt running through her. That is until she felt the walls of her pussy contract, her back arching as she began the release of the flood that had been building up inside of her.

"OOOOOHHH BAAAAAABBYYYYYY!" she screeched, her legs quaking as she struggled to remain upright.

Kendrick's strong arm supported her weight, holding her in place as he continued his onslaught. He added a third finger, stretching her pussy, another gush of cum spurting from between her legs, dripping to the carpeted floor of the elevator.

"OOOOOOHH BAAABYYYY PLLLLLLEEEEEEEAAASSSSSSEEE!"

"Yes. That's it. Cum for me Kitten."

She peered over her shoulder at him through her eyes half-closed as he continued to fuck with his hand. Any guilt she'd had just seconds before had been washed away, as if she'd somehow been cleansed by her orgasm. It was a ridiculous thought, yet she was convicted by the power of what he was doing to her. This amazing man had made her cum harder than she'd ever had in her life, and he'd done so in just a couple of minutes, using only his hand.

It wasn't lost on her that he'd called her Kitten, quickly offering her a pet name to latch onto. She found that very exciting. That too was a brand new experience; something her husband neglected to do, as if he didn't have the imagination to come up with anything to call her but her given name. That is unless it was something derogatory he'd say in the heat of an argument. Then again, she'd actually called Kendrick baby in the throes of her climaxes, although that could have been viewed as simply an exclamation. Somehow, she knew he hadn't taken it that way.

There was a connection between them, other than what he was doing to her physically. She could feel it, drawing her in. She found herself fighting those notions, not wanting to let emotion force its way into their encounter. That was a trap Ann had warned her about, and she was well aware of the dangers. Still she could easily see herself becoming enamored with him. While the sample size was small, he was so different from anyone she'd ever been with. Certainly, he was the complete opposite of her husband in every way imaginable, which was her reasoning for some of the allure to begin with. Ann insisted that was what she should have been searching for when she started her night.

When he made her cum a third time in succession; a less powerful climax, but still more intense than most in her entire marriage, her knees gave out, and he guided her to the floor. She curled up for a brief moment, withdrawing from the experience, her body overstimulated to the point it wanted to shut down. It had been as exhausting as it was exhilarating, and it scared her. How could a man she just met do such things to her body?

"This must be what drugs are like," she signed, her eyes closed tightly as she recovered. The euphoric high she was feeling overwhelmed her, and she found herself quickly craving it again. She wondered, "Is this how sex addicts are born?"

She felt his hand stroking her hair, and she opened her eyes, seeing him next to her. His responsive smile was as close to a loving one as she could remember, and she shook her head to brush away the cobwebs that had tried to form. It was another emotional reply to who he was and how he was treating her. Worried that actual feelings might begin to take root if she didn't take back some control, she sat up first, before getting on her knees.

He'd been squatting, and her rise made him stand. Instead of holding out his hand, he stood firm, his arms going behind his back as he thrust out his pelvis.

"Show them to me," he said stoically with a nod of his head, and she knew what he wanted.

Wanting to regain the control she hoped to maintain, she retorted, "You first. I want to see your cock."

"It's all yours, Kitten. Whenever you want it... anytime, anywhere. All you have to do is take it out."

She quivered at him calling her that. It was such a silly reaction, yet it felt so important to her. The independent woman inside, the one that wanted to show him she was in charge and could hold her own in the world, began to struggle with the feminine side that wanted to be taken care of and adored. She knew he wasn't trying to dominate her, or force her to do anything. But there she was on the floor of an elevator, allowing herself to become more submissive.

He grinned when she lowered the front of her strapless dress, her large breasts swaying naturally until they settled into place. She cupped them, as if she was presenting them as a gift, and he admired her courage.

"You are so beautiful, Kitten."

"So are you," she admitted, her hands now running over his powerful thighs. Her fingers went to his zipper, her wondrous eyes batting as she stared into his. "May I, baby?"

His toothy smile brightened the dim little cubicle; his reaction to her moniker one he hadn't expected. It was one thing to have her say it when she came, but quite another for a half-naked woman on her knees in front of him, asking if she could take out his throbbing cock. It was hard not to find such a thing a huge turn on. But it was more than that.

Kendrick knew her story. He'd been given a heads up by his buddy, Carlos, who had called him up thinking he would be perfect for the mission that Neil and Rose described. They had met with Alexis; the waitress Dale had been hitting on for weeks. Neil told Carlos that Valerie would be coming in, and she would be looking to pick up a man for a night of uninhibited sexual fun. But he also explained how Val was vulnerable and that while she needed to be successful in her first search for a one-night stand, the guy had to be attuned to her needs.

Carlos said he knew of a guy that would fit the mold. One that was perfect. And based on Neil's description, he'd actually be attracted to her. Val, it seemed, was his perfect type, with the notable exception of being married. Since that detail appeared to be taking care of itself, Kendrick readily agreed to meet her at the bar, although he made no promises to Carlos that an actual hookup would take place. The truth was there may not be a connection, and he rarely if ever slept with someone that he didn't find appealing in some way.

Fortunately, they hit it off at the bar. If he were being honest, she would have been the first woman he would have tried to meet if there hadn't been some kind of pre-arrangement. He considered it a stroke of luck that she was the one Carlos had called him about. The other truth was that the hookup really happened. It wasn't forced or contrived. He'd let her get frustrated by the endless line of bozos that strolled up to take their shot, waiting for the perfect time. And once they talked, it was pretty obvious there was a connection.

In the conversation he had with Ann in the car, he told her as much. His biggest concern with going through with the night was that Val might somehow find out he was asked to be at the bar, which was news to Ann. She wasn't surprised Neil had orchestrated the meeting, but it did catch her off guard. Regardless, she believed Kendrick when he said it felt real to him. He even wanted assurances that Valerie would never discover that detail, because he liked her, and he didn't want to see her get hurt again.

Ann was thrilled that he cared so much to be thinking that way. But she also didn't fully understand his concerns. After all, this was supposed to be a one-time thing. There was no reason to believe Valerie would think something was amiss. Then he explained himself.