An Unexpected Connection

This is my first time posting a story I've written and would appreciate feedback! I am not a professional writer, so there might be some errors in formatting.

Enjoy!

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*Ding* The sound of her text alert going off had May immediately reaching for her phone, hoping it was from him. Since David had started texting her a few weeks ago, she found her face lighting up every time one would come through from him.

It had started out as just friendly banter between the two former co-workers, but lately had seemed like maybe it was turning into more? Like, maybe he was actually interested in her? But she was afraid to take things too far without more of a signal from him, because good goddess, what if she was wrong?

It was David. "Go out to dinner with me?", the text read. She hesitated before responding. She wanted to accept so badly, but she knew she probably shouldn't. She felt like they'd been casually flirting for a while, but she still worried she was wrong. This would be the first time they'd gone out together; seen each other in person since their almost daily texting started.

"I....I don't know. Are you sure?" She finally replied.

His response was almost immediate. "Absolutely. I've been wanting to ask you for a while, but was afraid I'd read things wrong and you'd say no. Looks like I was right after all. I'm really sorry, I didn't mean to make things awkward."

She quickly typed back, "No, it's not that at all. I thought *I* was reading things wrong and maybe you were just, I don't know, feeling sorry for me? That maybe you were just trying to "help" me, but I was taking things too far? I suck at reading signals. The irony of it all is, I need direct, honest communication, but I suck at giving that out first because I'm afraid of looking stupid. Of just being seen as another bored, lonely, middle-aged woman chasing after something out of her reach." She sent her reply before she chickened out of being so honest, then almost immediately responded again with "Um, sorry for the novel?"

Five minutes went by and still no response. May threw her phone on the couch. "Ugh! Why am I so stupid?! I knew I shouldn't have been that open. He always hated emotional communication, why would David be any different?" She growled softly to herself as she stood and paced the living room, referencing her ex-husband Graham. Who, in retrospect, she *knew* was a bad choice from the beginning. But like most women, she'd been sure that some tender loving care and the joy of marriage would transform the callous asshole into a loving partner. And just like all those other women, she'd been wrong. So, so wrong. She'd been a maid, cook, financial planner, scheduler manager, groundskeeper, handyman, sex toy, but never a partner. After all, what was it Graham had said to her at counseling when asked to describe what he loved about her? Oh yeah, "I love how you do everything for me." And that had been it. 19 years and that was all he had come up with.

But she didn't think she'd been wrong about David. He seemed to actually care. He made her feel heard, special, and acknowledged her emotions as valid. It probably helped that they had both experienced some shit in their pasts that helped them to understand each other in a way that people raised in normal, loving homes never could. He seemed genuine. But as she remembered all too well, she'd been wrong before.

Another chime from her phone had May almost falling into the couch in her rush to get to it. As she read through his return novel, she breathed a sigh of relief.

"No need to apologize, I'm happy you were open with me. I don't want you to hide your feelings. And for the record, I don't see you as just a "bored, lonely woman." I mean, yes I'm sure you're lonely. I am too. But that's not all you are to me. You've become a friend, the person I enjoy sharing my thoughts with. You have this way of letting me know you're sorry for what I went through, without making me feel like you pity me. I asked you to dinner because I want to see where this can go."

May gave a happy squeal as she typed back, "Ok then, I accept. I'd love to go out with you." David almost immediately responded with the details, and told her he'd pick her up tomorrow at 5:00pm.

May barely slept, imagining how everything would go, but finally managed a few hours, with images of a man with soulful, dark eyes filling her dreams.

The next day, she took herself out to get her hair and nails done and buy a new outfit; a red skirt that was just barely not indecent, a black v-neck top, and black heels. She wanted everything to be perfect.

She had just finished redoing her makeup for the third time when the doorbell rang. She opened the door to see him standing there. The first thing that popped out of her idiotic mouth was, "I forgot how much shorter I am than you." May immediately clapped a hand over her mouth and turned bright red. David chuckled and said, "I did too. It's been awhile. And also....there's that easy blush. Ready to go?" May nodded and followed him out the door, hoping she could avoid sticking her foot in her mouth anymore during the evening.

Everything at the restaurant went smoothly. She was afraid maybe it would be awkward at first, but their conversation flowed as smoothly as it always did. A few times she thought she felt his leg brush hers under the table, but she dismissed it as an accident. As the check came, however, she felt his hand land gently on her bare knee. She slowly looked up at him as he said, "I've been having a great time and I really don't want the night to end yet. Do you maybe wanna come back to my place and watch a movie or something?" Her heart leapt into her throat and all she could do was nod.

They arrived at David's and he poured them both a glass of wine as she sat on the couch and removed her heels. "So, what movie are you thinking?" David asked her. "Um, maybe a horror movie?" May suggested.

"Great choice!" They agreed on 1408 as they both loved psychological thrillers.

As they settled on the couch, May was unsure of how close to sit, so she scooted over a few inches. David looked over at her. "What are you doing? Come here, get comfortable." Before she could stop herself, she scooted over and laid down with her head in his lap. David froze and she looked up at him, suddenly feeling bold. "What? This is comfortable." He laughed softly and May slowly felt him relax.

About twenty minutes into the movie, May began to be aware of a growing hardness against her cheek. As she felt the second involuntary throb she couldn't help but let out a soft laugh. It happened twice more and her chuckle came a little louder. David looked down at her, "What?"

"Oh nothing." She replied. She felt another throb almost immediately and this time let out a full-throated laugh. David paused the movie and looked down at her. "Are you laughing at me?"

"No, not at all!" May said as she continued to grin.

"That's it. Keep laughing and you're getting spanked." She looked up at those words. "You wouldn't dare." As soon as she said it, he grabbed her and pulled her further over his lap. "That's it, 10 swats." He said as reached down to flip up her skirt. What he saw next made him freeze. "Wait....you're not wearing any underwear?"

May slowly turned to look up at him as she shyly said, "Umm....I was hopeful?" David let out a surprised laugh. "Well, don't think you're getting out of this."

"I wouldn't dream of it.....Sir."

David delivered the first smack directly on her right ass cheek, then immediately on the left. He alternated through the next three, before stopping to caress her slowly reddening bottom. He resumed alternating right and left again as he completed the last five. He ran his hand over her ass once more before saying, "Now get up here."

May slowly sat up, but instead of lying in her previous position, she faced him and straddled his lap. As they locked eyes, May could feel her pussy getting even wetter than it had during the spanking. As May continued to gaze into his dark eyes, he said, "Well, are you gonna kiss me or not?" Her eyes flashed hotly as she slowly leaned in and captured his lips with hers. He tasted faintly of the wine, but underneath that, a spicy, masculine flavor she knew was all him. David suddenly deepened the kiss, pulling her tightly against him as he coaxed her to open her mouth with his tongue. May moaned quietly, feeling her wetness grow even more at the way he took control.

Suddenly David pulled back and chuckled. "Now it's my turn to laugh at you." May looked back, confused. He leaned back slightly and motioned to the rather large damp spot on his khakis, precisely where her pussy had been pressed up against him. Once again, her face suffused with color as she tried to stammer out an apology. David gently scooted her aside as he stood and said, "No worries, just means I need to take these off." As he slid them down, May found her mouth watering at the sight of the bulge in his underwear. She felt herself sliding to her knees in front of him, as she looked up and said, "Please, Sir. May I?"

David looked down at her with a soft smile. "Well, how could I refuse such a pretty little kitten like you when you ask so nicely?" As he stood there waiting, she slowly reached up and hooked her fingers in the waistband of his boxers. As she pulled them down, she couldn't help a small gasp as his hard length sprang free, a small drop of moisture glistening on the tip. He stepped out of them and kicked them to the side as May slowly ran her hands up his thighs and around to his ass. As she grabbed on, she slowly took him in her mouth, letting out a small moan as she tasted him for the first time. David threw his head back and sighed in pleasure at the way her hot mouth enveloped him. What May lacked in experience, she definitely made up for in enthusiasm.

David put his hands on the back of her head and started slowly encouraging her to go faster, deeper, and she happily complied; She couldn't get enough of his taste.

Suddenly he stopped her. "Ok, Kitten, that's enough of that for now or I'm going to go way too soon. And there's so much more I want to do tonight." He reached down and helped her stand, and led her into the bedroom. As she stood beside the bed, she slowly removed her top, then her bra. As her breasts came into sight, David sighed and said, "My God, Kitten, you're beautiful." May blushed and ducked her head at that, she was all too familiar with her flaws, but she appreciated his kindness all the same. She finally removed her skirt until she stood completely bare before him. He moved to stand before her and gently pulled her to him, feeling her trembling a little in nervousness. Looking into her brown eyes, he dipped his mouth to hers. As their lips met, he felt her relax into him. As he devoured her mouth, he slowly turned her so that her back was to the bed, and gently laid her back onto it. As he broke from their kiss, he whispered, "Now, it's my turn to taste you"

May shivered in anticipation as David lowered himself on top of her and took one nipple in his mouth. As he nibbled and sucked, she writhed beneath him, desperate to quench the ache between her thighs. David lifted his head with a grin. "Patience, Kitten. I've wanted this for a while and I'm going to take my time." With that, he lowered his head to her other nipple and gave it the same treatment. After a few moments worshiping her breasts, he began to move down her body, leaving a trail of small kisses as he went. When he reached her damp, aching center, she felt his hot breath whisper across her most intimate parts. He stayed still for a moment, just savoring the sight of her glistening pink folds.

May began to whimper, writhing once more as her need overwhelmed her. David gave a breathy laugh and without warning, plunged his tongue directly into her core. At the sudden contact, May let out a small scream of surprised pleasure, before relaxing back and enjoying his enthusiastic ministrations.

She tasted of cinnamon and honey, and from the moment he plunged his tongue into her, David couldn't get enough. He moved his tongue up to swirl around her swollen clit, earning himself some more whimpered moans as she sought her release. As his tongue continued to lap at her, he slowly inserted one finger into her. "My God, she's tight!" He thought to himself as he explored her slick walls. He added a second finger and sought that magic spot that would send her over the edge. He knew when he found it, May's back bowed up off the bed as she let out a scream of "Yes! Please don't stop!" David chuckled to himself as he thought, "No chance of that, Kitten, I want to taste your sweet cream when it gushes out of you."

It didn't take much longer before he felt her walls clench around his fingers as May let out an unrestrained cry as her body quivered from the strength of her orgasm. As David continued to lick her sweet juices up, she grasped his head and whispered, "Please....I need you inside of me. Please, Sir." He gave her one last lick before climbing back up her body and kissing her deeply. As he pulled back, he asked, "What do you think? Do you like how you taste?" May nodded shyly, then begged again. "Please, I need you to fill me with your cock."

"My, my. Such a greedy little kitten you are." David said. But he wanted it as much as she did, so he reached down, positioned his shaft at her entrance, and slowly began to slide himself inside her dripping wet cunt. At the first feel of him entering her, May became consumed by her lust. She reached down, grasped his hips, and pulled him sharply against her, causing him to fill her completely in one giant thrust. She looked up at him defiantly and said, "I'm no innocent virgin you have to be gentle with. Now fuck me! Please!"

David chuckled at her eagerness. "Okay, Kitten. Your wish is my command." With those words, he pulled back and thrust in again hard, increasing his pace with each one. May moaned in ecstasy and rose to meet him, matching his movements. He soon felt her walls clenching around him and knew she was getting close. He stopped and said, "Ah, ah, ah, Kitten. You don't cum until I tell you, and it won't be until I do. We go together." May whimpered at his words, with the frustration at having to hold back, but she meekly replied, "Yes, Sir."

"Good girl."

David resumed his punishing pace and all too soon felt the familiar tightening in his balls that told him he was close. As he felt himself ready to explode, he looked in her eyes and said, "Now, cum for me, Kitten." He'd barely gotten the words out before he felt her shudder and quiver around him, letting out whimpering moans. As soon as he felt this, he let himself go, allowing her tightening walls to milk his cock. As May felt him swell and his hot cum began to pulse deep inside of her, it triggered another orgasm almost immediately. Finally spent, David slowly pulled out and laid beside her, watching her body continue to quiver with the aftershocks of her powerful orgasms.

After she came down, she slowly moved over to him, taking his softening cock in her mouth and reveling in the taste of their juices mixed together. After she'd licked him clean, she crawled up beside him and laid her head on his chest as he wrapped his arms around her. He looked over at her with a smile and said, "So, how did being hopeful work out for you?" May looked back at him with a sleepy grin and said, "I'll let you know after round two."