Cougar and Tiger Pt. 02

Cindy locked the door and sighed. She felt surprisingly tired, the events of today wearing on her mind. Not even a half hour ago, her life had taken an unexpected and surprisingly thrilling turn. For better or worse, she couldn't decide yet.

Things had started off pleasant enough. After getting herself set up on a dating app that her daughter had recommended to her, she'd met what had seemed like the perfect match for her. An older man named Marcus with whom she'd looked forward to meeting had asked her out on a date. She'd gotten dressed up to meet this man, only for her to find herself ghosted by her "perfect" date.

Then to her surprise, she'd ran into Chico, her neighbor and son of her best friend, the half African American 19-year-old man, really a teenager. But one she'd known since he was a child. He'd been the one to help fix up her profile page on her dating app hours before her date was to take place after all. In a surprising twist of irony, he, too, had been ghosted by a girl he had been supposed to meet at the restaurant. However, Chico had proved to be good company, despite their differences in age, good enough for her to follow, albeit hesitantly, onto the dance floor. Then after enjoying herself and lowering her guard, Chico had surprised her by kissing her on the dance floor. And she'd even briefly kissed him right back.

But even that paled to how the rest of the evening had gone down. For not long after that unexpected kiss, she'd taken him to the abandoned drive in movie theatre she'd gone to as a teenager herself. The intent, she reminded herself, had been to show Chico a place where they could connect over their mutual interests in movies.

Well, they certainly did connect. For with shockingly little resistance, she ended up making out with her neighbor's son once again. But it didn't stop with kissing. They'd felt each other's bodies. She'd touched his cock, even jerked him off a little. Then he'd fingered her 58-year-old- MILF pussy and made her experience the best orgasm she'd experienced. Even her previous boyfriends had never made her cum like Chico did.

Cindy sighed, rubbing her temples. It did no good to dwell on what had transpired just yet. She needed to sleep.

She went to her bedroom and discarded her dress. With a scowl, she removed her panties, a lavender pair still damp from her earlier excitement, and replaced them with a light green pair. She'd only just had time to throw on her night gown, a white with blue trim and pictures of flowers all across it, when she distantly heard the sound of a knocking on the door.

Cindy frowned, listening. Who on Earth could be here at this hour? It was 11 PM. Her first thought was the wrong address or maybe a druggie picking the wrong door. But as she fumbled with her thoughts, the knocking at the door went off once again. With an annoyed growl, she stomped off towards the front door, her bare feet clomping down the hallway. When she got to the front door and peeked out the peephole, however, her breath caught in her throat.

It was Chico. All 5'11 of him, his athletic frame filling her doorway outside.

For a wild moment, Cindy panicked a little, remembering the events that had taken place tonight, especially the memories of his touch. She was super tempted to just walk off, go back to her bedroom, pretend that she was in bed. Procrastinate on facing Chico and the conversation she knew she was going to have to have now that a line had been crossed. But she watched as a familiar charming grin lit up his youthful face. She knew that the jig was up, he knew she was at the door and was waiting patiently for her response.

With an exasperated sigh, she unlocked the door, feeling as though the best solution right now was to face him and send him back home. At least deal with this in the morning.

When the door opened to reveal his older neighbor in her cute nightgown, frowning at his appearance, Chico smiled openly. "Hello again, Ms. Walker," he chirped. The high feeling from earlier and the scent of her pussy on his fingers gave him a definite feeling of bravado. "Did I disturb your rest?"

As if it hadn't been even 10 minutes ago they'd seen each other. Cindy looked at Chico in the eye. "No, not at all. In fact, I'm just about to go to bed. Perhaps we can continue this tomorrow?" she suggested politely.

Chico responded equally politely, but bluntly, "I think we need to talk about what happened tonight. And I know I won't be able to rest until we clear the air. I'm sure you can agree we need to talk about this." His straight-to-the-point reply backed her into a corner. Of course they needed to talk about what happened, but she wasn't sure yet how to. Being caught off guard in this manner set her teeth on edge.

The two of them watched each other for a few moments. Chico, smiling, seemed perfectly relaxed as he watched Cindy wrestle with this new dilemma. Finally, she conceded. "Of course, I'm sure you're right. We do need to talk about what happened. So why wait?" She stood aside, allowing the teenager to enter her house.

Cindy shut the door and turned around. Being this close to Chico again brought back the sensations of earlier. The scent of his body, the smooth texture of his lips, the feeling of his fingers entering her wet pussy. Forcing back those thoughts, she forced herself to remember the kid that he had been. That helped ground her thoughts about him.

"Chico, listen. You know that I've known you practically all of your life, right?" she began gently. Well, she'd known him since he was 7 anyways, but it felt like it had been his entire life. Chico nodded seriously. That was a relief to Cindy. It showed that he was at least being the considerate, good guy that she knew he was since he was young.

"I've always been glad to see you, of course, I've always loved having you around. You're practically like one of my kids. Heck, you're younger than either of my kids. And Chico, I understand. Really." And Cindy did understand. Although his mother, Alice, had maintained all of those girls Chico had brought home or snuck out to see had been "girlfriends" of his, Cindy had suspected, borderline knew, that in fact many of those had been casual hookups of his. He was a good looking, confident guy, and young besides. It seemed pretty normal to her that such a kid like Chico might have such an active sex life. And in his pursuit of good sex, it wasn't out of the question to Cindy that that interest may direct him to exploring other avenues of sex, including older-younger pairings. Maybe enough to convince himself to pursue relationships with someone like herself that was practically family.

At least that's how Cindy chose to view this ordeal. "I'm not mad at you for what we did tonight," Cindy continued softly. Chico ducked his head. "It was nice actually," she admitted reluctantly, blushing at the understatement. "But it's just not appropriate. Appropriate," she repeated sternly. "I'm your neighbor. I'm your mom's friend, I'm... I'm an old lady. 58," she stammered as he looked up at her. "I'm not one of your girlfriends, your... your hookups or whatever you're doing with all those girls. A-And as much f-fun," she gulped, her confidence as she recounted earlier waning. She cleared her throat and continued. "As nice as it was earlier, we can't do that again. Ever. Can't talk about it to anyone, even ourselves. No!" Cindy exclaimed as Chico started moving closer towards her. She held up a hand. "Look, you're just a kid, you're interested in women. Sex with women," she corrected as Chico reached for her hand gently. "But even if you have any interests in experimenting with older women, it's just not appropriate with me! I'm just not interested. I', m--".

Chico spoke abruptly. "I'm Marcus."

Cindy stopped mid rant. Her eyes widened. "W-What?"

Chico still held onto her hand. "You see, it wasn't just 'experimenting' for me. I've always been attracted to you. Since I was 15." Cindy pulled her hand away slowly, backing away. Her mind was reeling from what she'd just heard. "What do you mean when you say 'you're Marcus'?" she asked slowly.

Chico sighed. He'd always known he would have to own up to everything he'd done to Cindy, but even that had moved along faster than he expected.

"But you see, I knew that I couldn't pursue anything with you. Not until you started to see me as a man and not the little boy you used to babysit all of the time". Chico took a bold step towards his neighbor, who backed away until her back brushed against the kitchen counter. "I knew you'd never be ready to listen to me as I told you how beautiful I found your eyes to be--."

"Chico..." Cindy tried to interject.

"--Or how hot I thought your legs were--"

"Chico, please stop saying--"

"--Or how sexy this ass of yours is." Cindy gasped as Chico moved in, trapping her against the counter. "Oh, Cindy, I've wanted sooo badly to tell you all of this, to be in this exact position with you so many times." Cindy could only stare up into Chico's dark lust filled eyes, too paralyzed to say anything now.

"But how could I do that? You were never going to see me as anything more than that kid. So when I saw you tinkering around with that dating site, I saw my chance there. I could become Marcus and maybe then we could be two real adults, one you actually liked back!"

Chico paused, panting. Cindy for her part watched this young man grapple with feelings he was conveying to her. Indeed, she felt something shift in her heart.

Chico looked down at the sexy MILF practically in his arms. Saw the change in her eyes from fright to intrigue. "So tonight, after what we did, I knew I couldn't just leave that alone. I had to come over tonight--"

"Chico," she whispered like before as she saw him lowering his head towards hers. "This is happening again," she thought to herself.

"--To make you see me as a man. Your man." Chico pressed his lips to hers once again. This time though, there was no hesitation on Cindy's part. She returned his kisses passionately.

Cindy threw her arms around Chico as he lifted her up onto the counter, her legs spread open, inviting the younger man in. She gasped in pleasure as she felt his manhood grind against her pelvis. There was no question in her mind, this was happening. And it was happening with her best friend's son.

"No," she chastised herself inwardly. "With Chico."

Chico growled softly into her neck, grasping at the neckline. "W-Wait," she stammered, reading his intent. "Not here. Not here," she repeated, looking Chico in his eyes. He nodded, acknowledging what she was asking. Wrapping her arms around his neck, Cindy felt herself lifted off the counter and into the younger man's fit brown arms. She planted her lips on Chico as he carried her off further into the dark hallway towards, she knew, her bedroom.

Cindy giggled as Chico dumped her onto her bed. Chico grinned happily. 'Is that any way to treat an old lady?" she quipped. The two giggled like a pair of children. Cindy sighed contently, eyeing the young black stud in front of her. "Take your shirt off."

Chico obliged happily, removing his shirt as Cindy rose up out of the bed towards her. "Ohhhh," she sighed, feeling his smooth, athletic body in her hands. In response, Chico lifted up on her night gown. "Wait," she began to protest, self-conscious, but Chico ignored her. He drank in the sight of her smooth belly, her still full tits, then dipped his head in to suckle on her right nipple. "Ohhhh!" she sighed as Chico swirled her nipple in his mouth with his tongue.

Feeling greedy, she pulled his head back up to kiss him. He responded enthusiastically, holding her nude body close by. Only her panties remained. Cindy sighed contently as this young man traced his lips across her body as he lowered himself down onto his knees. Grasping her hips, he gently lowered her panties, revealing her pussy, lined with light hair. He leaned in, inhaling the feminine scent of her pussy wafting in his nose.

"Ooooohhh," Cindy cried out as she felt Chico's tongue trace the delicate folds of her pussy. She gasped and moaned like a schoolgirl as her stud ate out her pussy for the first time in 25 years. Her legs quaked as the seconds ticked by. He was very good at this. "Ohh, ahhh, God, ohhmygod!" she cried as the first of what promised to be many waves of orgasm crashed over her. Chico, for his part, eagerly lapped up the juices her pussy gushed out. He rose up and pushed her back onto the bed, laying across her as she made out with him. She could taste herself on his breath.

Cindy pushed herself out from under him and kneeled on the floor. "Let me see what I was handling earlier," she chuckled, pulling down his shorts to reveal his cock. His dark, smooth looking cock bobbed out for her pleasure. He wasn't oversized, maybe 6 inches, but he was thick. It looked very masculine, very powerful. Cindy found herself licking her lips before lowering her head down. She kissed the head, traced her tongue around the rim before lowering her mouth over his shaft. Chico groaned as this dream MILF sucked him off. He'd dreamed and beat off to this image in his head many times throughout the years, but it was nothing to the reality of the act itself.

For a few minutes, all that could be heard was the wet sounds of Cindy's mouth coupled by the moans of her teen lover before Chico sat up, reaching out. "Come here," he growled, his cock wet and throbbing like crazy. Cindy returned to the bed with Chico. She laid across the bed on her back while he shifted so he was right above her, his cock brushing against her wet cunt.

Cindy watched him, her eyes bright, as he paused, his cock lined up with her pussy. She hesitated briefly, but she nodded quickly. "Do it, Chico," she pleaded, feeling the tip push up. 'Do it, do it, please, Chi--Ooooh!" Chico's dick entered her, cutting her off mid word.

Chico held his hands on her breasts, holding her down as his cock slowly pushed into the sexy 58-year-old. "Ohhhh, God!" she cried, relishing in the familiar feelings of being filled by a cock. Chico bottomed out inside her, sighing with contentment. Honestly, everything that led up to this moment was Cindy Walker had been worth it.

He picked up the pace, causing the sexy neighbor to groan in ecstasy. "Oh God, oh Fuck!" Cindy whined, swearing for the first time in many years. "Oh, yeah, baby!" Chico roared, flipping Cindy over, who squealed with excitement. She loved this feeling of being taken. She yelled out as Chico entered her from behind. She'd never had doggy before now. He pounded her from behind, relishing in the fact that he had Cindy where he wanted her. With a loud yell, she came once again for the second time. "Ohhh, fuck," she panted. "Ohhh, holy fuck."

Feeling his own climax approaching, he climbed off of her, letting her lay across her back. "Oh, we're not done yet," he promised, laying across her once again. Cindy groaned as her teen lover entered her again. She threw her arms across his shoulders and wrapped her legs around his waist, holding him close. "Ohh, yes, Chico, yes, yess!"

Chico grunted, groaned, the cried out as he pumped his load into Cindy's greedy pussy. The sensation of her being filled was enough to make her cum as well simultaneously. He collapsed across her body, spent, while she held him gently. The couple made out for a little while before Chico drifted off to sleep in the arms of his much older lover.

*****

Needless to say, things were on the upswing for the couple after that.

The next morning, Cindy woke up next to Chico, already awake and watching her as she woke up. The two decided to get up, get dressed, continue to have the discussion they'd started the night before. It started out well enough, but quickly ended with them undressing and back into her bed. Chico had awakened stirrings in Cindy she'd long forgotten, having never been a very sexual person, while Cindy's body had had an effect on Chico that no other girl his age had ever managed to achieve.

Alice never was none the wiser, accepting her friend's explanations about the shady "Marcus" character. As for Chico, having believed him to have been on a date before spending a night at Chad's, she never even suspected that her son was somewhere he wasn't supposed to be. As far as she knew. life had remained the same.

Nor did anything seem out of place with her son spending more time over at Cindy's place during the summer. Chico had always been one to help her out whenever he could.

In reality, Chico was indeed helping her out. Or rather, helping himself out to as many servings of her sweet MILF pussy whenever possible. The two of them experienced many sweet pleasures. In her bed, in his bed, in the shower, in the car down abandoned roads. Even once or twice in the abandoned drive in movie theatre.

But Life intruded on the couple's happiness. A job opportunity came up, an internship that resided in Los Angeles, an offer that everyone, including Cindy, albeit reluctantly, encouraged Chico to take. "It's your future, you can't pass up the opportunities that come up," she told him. In the end, he took the internship. His mom was so happy, she threw him a going away party, inviting everyone. Including Cindy. While surrounded by friends and family, the couple did not dare act any different towards each other than that of lifetime neighbors. But later that night, right before midnight, Chico snuck over to Cindy's to have one last night's sex with his sexy neighbor. The next morning, he left for Los Angeles, to start the next chapter in his journey.

In his new apartment complex he was staying in, he found a surprise package thrown in with his belongings. The package was unmarked, didn't say who it was from. Curious, he opened it. Examining the contents, he burst out laughing.

Inside was a pair of light purple panties, still fresh with the scent of his sexy neighbor from back home, never to be forgotten anytime soon.