Josh came home to the Cougar estate after a long but easy Friday at school.  The house was quieter than usual, and the Katswells had taken Guy out with them shopping. He'd wanted one-on-one time with either his surrogate dad or Kitty, and was a bit annoyed.

When he went to see if he could get attention from the girls, they rebuffed him as they were busy with their own plans, so he sat on the couch in the front room, dejected and muttering to himself.

Evelyn Cougar had heard him stalking the halls and then complain to himself, so she sat down next to him and pulled him up against her side, placing her arm around him.

"What wrong, dear?"
 
 The cat leaned against her and sighed. 
 
"I wanted to get attention from Guy, or Kitty. They tend to be happy to see me when I get home and I was looking forward to it. I think I'm like the only one in this house that doesn't get as much special time as I want. But then I feel like I'm just being petty, you know."

CC cooed gently to him. "I understand what you mean, sometimes you just want someone's attention and not have so many others around, right?"

"Yeah."

"What about me, then? You're my charming little man, and any time you want me to do something with you, I'd be happy to. I'm up for anything you desire." 

She kissed him gently on the cheek, stirring a bit of confidence in him. "I wouldn't mind taking you on a date, just us. I bet all the boys would be jealous."

"Oh, my. But if we do that, I want it to be a genuine date, dinner, entertainment, and of course, dessert." 

She winked at him, but his smile faded.

"Oh. I don't really now how to drive yet and I don't really have the money to eat at fancy places you might like, either."

The cougar smiled and pulled Josh into her lap, laying his head on her chest and stroking his hair.

"I didn't say you had to do all that, just that I want a date with my favorite young man to be special. If you really want to, I can plan it out for us." 

She lifted his chin and leaned toward him, kissing him on the nose. Josh smiled and moved to kiss her in return, when the front door suddenly opened.

The twins came through the threshold first, followed by Guy and Mr Katswell. The woman stopped to look at Josh and CC, then took him by the hand and pulled him to his feet.

"Come here, Josh, you can play with her later. I want you to see the things we got you."

He looked back at CC as he was led away, flustered. She winked at him and set her plan in motion.

---

Josh spent the rest of his day doing what boys his age do, and assumed the 'date' she'd mentioned was forgotten by the time he'd gone to bed. When he woke up the next morning and walked into the front room, he was surprised to see her sitting on the couch they'd been on the day before and waiting.

"Good Morning, Josh. I decided this would be our date day, if you still want to do that. You do, right?"

Josh nodded as he looked her over. She was wearing a form fitting dress that accented her large bust and shapely rear, and thigh high stockings that went up just under the hem of her skirt. As he looked down at her feet, he raised his eyebrows. She was wearing sneakers.

CC looked where his eyes were pointed and laughed. "I have my limits on how good I look, if I'm going to be out all day. My high heels will wait for dinner, if my dashing young man is okay with that."

Josh nodded, as he felt her butt was plenty nice anyway.

"Oh, also, look here." She lifted her skirt to show him a lacy purple string thong, enough to cover her lady bits, but only just so. 

"I picked these after you commented on how nice they were when I got them. What do you think?"

"Nice." 

"That's what I want to hear. You should go wash up, now. Would you like my help?" She licked her lips seductively.

"Nah, I want to save that stuff for the end."

"A gentleman, too, oh my."

After washing, Josh picked his favorite slacks and button up dress shirt. He was always a bit of a snappy dresser, but between the sexually charged classes he was in and the desires of his housemates, he often dressed in clothing easier to take off quickly. 

The cat felt this would be enough to get into any place his partner took him, and made it a point to shine his shoes just a little, wanting to be a match for the sexy woman he was going to be with for the day.

Mrs Katswell whistled appreciatively at him as he passed the kitchen, saying he ought to take HER on a date with a smile as he walked past. CC greeted him with her hand extended, and took his arm in hers as they walked out the door. "I might have told her how left out you felt. Don't worry, though, she's happy for us."

She made it a point to slowly get in the car, giving Josh time to see her shapely rear as she sat down with a knowing smile.

"So,  today, I felt the best plan is to pick an activity you want to do, followed by one I do. I do ask we not go to an arcade, though, and I won't take you to an opera."

Josh snorted and agreed to her request.

"So, where would you like to go?"

"Well, I never really get to go to the park, and I want to feed some ducks. Is that okay?"

CC nodded happily, "Of course, we'll go out by the lake."

They drove down a dirt road through a grove of trees, the lake appearing through them as the grove spread out more to reveal a small parking lot. The cougar parked near a large barn and once he was out of he car, Josh looked around. 

It was mid-spring, so the park had a light breeze through it, the reeds and grasses around the water swaying gently every so often as the birds swam around them.  This particular part of the lake had a lagoon, and a bridge crossed over a narrow river, leading to an area where a snack bar had been built.

 CC took Josh by the hand and led him to a small stand where they purchased a bag of oats, then sat on a bench down by the water where all the ducks and gathered. The cat was delighted as all the birds flocked to them for the handouts, though once the geese began to arrive, their aggressive honking and nipping caused the duo to head back toward the barn.

Josh looked inside, and to his surprise, it was a peddle-boat rental hut. The cougar barely held in her excitement as she rented one and they set out onto the lake, paddling near the island reeds and stopping to take in the city skyline on the other side of the trees.

"It's been so long since I've been on one of these, you know. I'm so happy you wanted to try it." 

She took the cat's hand in hers with a smile, and they sat for a while, the gentle current pulling their boat under the bridge as they enjoyed the quiet moment. After returning the boat, she pointed toward an art exhibit on the edge of the park road, just a moment's walk away.

"That would be my choice, next. Easy enough, right?"

Josh shrugged. "I guess so."

"I won't promise it'll be as good as our boat ride was, but I think we'll be fine."

She took him by the hand and to his surprise yet again, it was more classically-styled works of art instead of the modern art schlock he expected. The gallery was showing works themed around lust, temptation, and anticipation, and CC was humorously self aware as they wandered through, her desires beginning to burn in her loins.

The two came upon a painting named "La Belle Dame sans Merci." A woman in a flowery dress sat on a horse, as a knight in shining armor stood below her, she leaning toward him as if to whisper.

 CC turned to Josh with a smile. "So, what do you see in this one?" 

"I dunno, looks like a knight who helped a lady out, and she's trying to reward him with a kiss."

 The cougar was aware of the ballad that inspired the painting, and knew the woman is a fairy and the man will meet a terrible fate. 
 
"Well I have an idea of the intent, but let's try this approach. Do you think the knight is supposed to resist her?" 

Josh looked at her in confusion. "I don't see why, she seems harmless enough." 

She pointed to the mesmerized look on the man's face. "What of this?"

 "I don't know, still. Is that because she's beautiful? Is he supposed to not give into her lusty needs?"

The boy then looked to CC. his eyes narrowing as he noticed her smug look.

"Is this supposed to be us?" 

CC laughed and enveloped Josh in a hug, kissing his forehead.

"I'd never harm my boy."

"Wait, what?"

She gestured to him to follow her as they moved to the next painting. Josh was annoyed, but shook it off, assuming she was just giving him a hard time.

After their tour through the exhibit, he chose a hot dog stand with tables to eat at. Evelyn didn't mind, so long as he was happy with it. 

As they ate, she removed a shoe and gently rubbed her foot against his shin with a smile then grinned when he raised an eyebrow at her. "Just having a bit of fun, Josh." He felt relieved when her foot didn't reach any higher, and eventually returned to its shoe.

They then toured the natural history museum, Josh finding the divergent evolutionary lines between the species to be a lot more parallel then he expected them to be. The differences between the species seemed to be mostly cultural with varying sexual habits that carried into the modern age, though he'd found the latter part out firsthand.

Next, they went to a movie of CC's choice, and she picked a comedy-drama she thought Josh might appreciate. as he sat engrossed in the movie, she put her hand right near his crotch.

"You know, on a lot of my dates, they thought it clever to put themselves inside the bucket for me to grab. It being me, of course, I gladly obliged."

Josh gulped. "Wow. But uh, I don't want to make that kinda mess. I think we should wait, still."

She retracted her hand with a wink and kissed him gently. "Still the gentleman. Shame, but I'm fine with it."

Once back at the car, she handed Josh a tie and helped him put it on, and placed her high heeled shoes in his lap for him to hold. Once they arrived at the restaurant she loved to frequent, she handed her keys to the valet and put them on. 

CC then took Josh's arm and placed it around her waist, before lowering it to to her ass and then back up with a grin. They entered the restaurant as onlookers chatted quietly among themselves, looking up at the cougar and her date. 

She was wearing a sultry smile as she swayed her hips, her confidence infectious. Josh felt himself walking with a stride, and he echoed her with his own charming smile as they were led to their table.

The waiter recognized her immediately, though his face briefly betrayed confusion when he turned to Josh.

"Ah, Miss Cougar, wonderful to see you again. And Mister...?"

"Oh, this is Josh. Could you believe a girl like me is so lucky? I worked up the confidence to ask this dashing young man to come with me to dinner, and he said yes!"

Josh laughed nervously as the waiter smiled, she was loud enough to make sure the others tales nearby had heard her. He glanced around to see them go back to their own conversations, and then back to her.

"Don't worry yourself, they just want to see who the stud that that the infamous Counting Cougar has to ask to dinner is. Order whatever you like, my treat. Just make sure it's got meat, you'll need your protein, after all."

She made no secret of the smoky, sultry looks she was giving him as they ate, even as she was eating. The cat was at a loss as to how she could make eating a steak erotic, but somehow she was really good at doing exactly that.

"Ev, did I say how nice your dress was?"

"No, but the looks you keep giving me certainly do."

"It really makes your curves look good. Especially your t-er, breasts."

"Mmmhm, I wore it just for you, too. though I admit I do like hearing you say it, my sweet lad. Finish up, we still have to make it home."

She was practically sucking on her fork like a lollipop as she spoke to him, and Josh had to use all his focus to return to his plate. As they got back to her car again, she held him by the shoulder and turned him towards her, then leaned down and kissed him, her tongue snaking into his mouth as she groped at his crotch.

"B-hahh, I can barely contain myself now, you've gone and made me need you so much it burns~"

"No, not yet," Josh said as she tried to fumble for his zipper.

"Hrrrmmm," she grumbled deeply as she took her hands off him in frustration.

The ride home was tense, as CC rubbed her thighs together repeatedly, constantly licking her lips to keep from drooling as she tried to focus on the road. Once they arrived, she parked outside the garage and dropped her keys into the hands of waiting staff.

"~Haaah... is the room ready?"

"Yes, ma'am."

"Then park my car, I can't focus right anymore. Come here, lover."

She picked Josh up off his feet and practically ran into the guest house, yanking off his pants and underwear the moment she got through the door. She then pulled him into her and leaned against the wall, begging him to fuck her right there as she yanked her panties aside, revealing her glistening lips.

"Give it to me, Josh, I need it. Fuck me, now."

Josh grabbed her by the ass and pushed himself into her, his concerns that this wasn't how he wanted to end the date drowned out in her throaty yowl as his cock hit home. He was barely able to hold her up, even with her help, but he gave her his all as he slammed into her soaked cunt, the arousal of both making it short work before he felt his loins tense up.

"God... gonna cum, cum in me I nngghhhhh-" CC yowled loudly as she came, her pent up arousal climaxing in a huge orgasm she had no control over. Her legs quaked as the cat slammed into her pelvis. Josh was startled by her wail, but quickly grabbed her ass as hard as he could, then arched his back into her, cumming with a shaky moan.

He then slipped to the floor as the woman shakily tried to hold herself up, her ragged breath turning to a a sorrowful sigh.

"Oh, no, I went and messed it all up."

"Ev?"

"Can you stand, Josh?"

He unsteadily got himself up and was immediately scooped into her arms again. "Huh?!"

"I messed up, we were supposed to fool around during the day but you held off, and we were going to make love, like actual romantic sex, but I went and blew it. I'm so sorry."

Josh laughed and pecked a kiss on her nose. "Since when did I fuck only once?"

"Hm?" "I mean I'm still horny, I have several more in me. We can still try what you wanted, right?"

The woman carried her lover to the bed and pulled the rest of his clothes off, before removing her own soaked panties. She than lay on the bed and spread her legs, inviting her young lover to her. Josh obliged, crawling onto her and the two embraced, the cat listening to hear heartbeat as she stroked his hair.

"See, this is why you're my favorite young man."

"Pff, you know what? I was right."

"What do you mean?" 

"I asked if that painting at the museum was like us, I wanted to give in the whole time." 

CC kissed the top of his head and caressed his face.

"But unlike that painting, I'd never hurt you. Maybe I should learn to control myself, though."

Josh moved himself up to see her eye to eye, her own eyes widening at first before she smiled knowingly. 

"Nah."

He leaned into her face and kissed her as he gently ground against her folds, slowly stiffening again. She pushed back against his lips, her tongue meeting his as he put his hand behind her head, then pushed into her again.

The woman groaned contentedly as her lover began to thrust at her loins, her hands moving to his pert butt and groping at it as he began to work at her.

"Mmmm, so nice. My lovely , my sweet young man, you're my ray of sunshine today.... Mmm. It's been so wonderf-ful, though I didn't expect you to make poor old-ngh-me wait. I was going to try this anywwway."

The boy spoke as best he could through his panting. "I... I wanted to show you how much I... I... you're the best. God I'm gonna cum again..." 

She kissed him again as he tensed up, the cat shooting another load into her as her own-this time milder-orgasm washed over her. The two laid embracing each other for a while, the purring from both lulling them into a light sleep.

Josh woke a bit later, his cougar lover bathing him with her tongue to clean his fur up. "I felt letting you wander off to whatever your plans are for tonight with cum all over you wasn't a nice thing to do, after the wonderful day we had."

He shook his head and reached forward to grab the larger woman, pulling her on top of him. Her thighs enveloped his as she straddled him, gently grinding on his cock, which had hardened again after from her licking.

"I need more of you, you dang siren." 

CC hummed appreciatively. "Oh, my. Well then, how would you like me, my dashing knight?"

The cat moved his hips and pushed his cock back inside her, and she responded with a lusty moan. He then reached out for her, his hands rubbing at her hips as her deep rumbling purr vibrated through them both.

"Like this, my Belle Dame."

She chuckled at the sappy honesty of his words, caressing his face she thought of their time together. CC then leaned in to him with a gentle kiss, then took his hands and intertwined their fingers.  She then sat up and began to move herself on his shaft, her breasts shaking with each gentle bounce.

"Anything for my little gentleman."

End