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Cinnamon stood there a long moment, looking at herself in the mirror. She tugged at the dress some, looking at it as she wore it. Going out with Maria to pick up a new outfit for the date was understandable. Now the cougar woman wondered how on earth that canine girl had convinced her to actually buy this garment for this evening.

The dress was strapless, ending at the middle of her back. The front had some sort of built in support to lift her breasts, as well as a plunging neckline that showed off quite a bit more cleavage than she was used to.

The coloring style to it was kind of interesting. One side at the breast was blue while the other was red. At the bottom of the neckline started a purple triangular shape that spread out as it went down until the whole skirt turned purple and darkened until it ended being almost black.

That was kind of what made Cinnamon uncomfortable with the dress now. She had worn all the colors before, but normally it was separately. The outfit against her at home now made her self-conscious, the colors contrasting against the sandy brown and creamy white of her fur and making it look dull to her.

One paw slid across her cheek as she thought about her fur. Maybe she should go and have it colored. Nothing major, just a bit more of a honey tint with some highlighting to it. There was not much reason to think about it now. Not enough time to possibly do it tonight before Mycroft came and picked her up for their date.

The thought sent a small thrill through her and made her stomach butterfly nervously. It was an official date, and the first she had been on since her husband had left her. It was also with someone who was quite a bit younger, but seemed really nice and someone who was interesting to be with.

Cinnamon turned to check the time and saw that he was supposed to be here to pick her up soon. She grabbed the purse that went with the outfit, looking at it a moment as it was designed similar to the dress with the color and it combining. She took a long slow deep breath before heading to the living room to wait for her date to arrive.

The cougar woman waited a little after the knock so as not to seem to eager about the date. She took a hold of the doorknob, preparing herself one more time before pulling it open take a look at the young male and let herself be fully seen by him as well.

"Wow," Mycroft said with a tone of shock, "You look...wow." The lynx stood there for a moment, looking at the cougar woman currently standing in front of him. His eyes tried to take in the look of her and her outfit as a whole, but he could not help but keep going back to her shapely breasts and exposed cleavage.

"Why thank you Mister Bobbins," Cinnamon said gently with a smile, "You look quite wonderful yourself." She moved closer, running a paw along the top of the young male feline's head, the tips of her claws stroking across the base of one of the feline ears and causing him to purr some.

"So," he asked slowly as he enjoyed the feel of the feminine touch against the top of his head, "are you ready to get going?"

"Certainly," the cougar woman said as she pulled away then moved to pick up her purse. Her tail gave a small flick of excitement as she left her home, shutting and locking the door behind her then walking with her date down toward his car.

The date between Cinnamon and Mycroft started off much the same way as when the two had gone out to take a tour of the city; drinking, dinner, dancing, and a live show at the theater. The two talked and drank, having fun and flirting with each other playfully. On the drive back however, things started to go differently than last time.

As the pair got back into the car to started their way back to their neighborhood, a small wicked grin spread across the cougar woman's lips. She leaned over to Mycroft, pressing her breasts against his arm. The feminine feline leaned forward to press the tip of her whiskers against the fur of his neck and let out a small purr, her chest rumbling against him with the vibrations.

The lynx started purring back automatically. His sheath started to swell with excitement as he felt the soft mounds against his body. The young male tilted and gave a small nip at one of the ears. He gave a small tug, leaving a furrow in the minute fur covering the sensitive skin as he let it slip free from his grip.

The two finally reached the driveway for Cinnamon's home. They pulled into the cemented parking spot, sitting there a moment with the engine running before the two pulled away from each other for a moment.

"Would you like to come inside with me Mister Mycroft?" she asked gently, pulling away slowly. She let the fabric of her dress rub along his side once more before separating herself from him.

The male lynx did not say anything in response. He smiled widely, reaching down to turn off the car of the engine as well as the headlights. The young male unbuckled quickly, getting out of the car and moving around to hold the passenger side open for the cougar woman.

Cinnamon stumbled a little as she got out of the car, slightly off balance between the alcohol and the skirt. She reached out and took a hold of Mycroft, one paw taking a hold of his shoulder and the other accidentally grabbing at his pants. Her fingertips slipped into the waistband, the palm pressing against the swollen bulge of the feline cock.

Mycroft let out a small gasp at the feeling of the soft touch against his hardness through the fabric of his pants and underpants. He let out a small noise of pleasure as he felt the feminine paw squeeze and stroke along the length. One of his own paws moved to her bottom, giving one of her cheeks a squeeze through the fabric of her dress and underpants.

The cougar woman smiled as she squeezed the male hood, and felt the firm grip on her backside. She shifted to rub against the grip a moment before the two of them moved to the front door. She pressed against him once more as she reached into her purse, pulling out her keys to unlock the front door to let the two of them in.

The pair shut the door behind them as they entered the house. Cinnamon and Mycroft moved through the house quickly, crossing through until they reached the female feline's bedroom. Once they reached the room, Cinnamon flopped down onto the bed and looked up at Mycroft, but the lynx seemed to slow down and hesitate.

"There... is something that I kind of need to tell you," the younger male said nervously, "I know this is going to sound kind of strange, but..." He looked down, shifting nervously, "I... I've never slept with anyone before. I've been waiting to be sure that whoever I was with was with me because they were interested in me, not because of who my father is or how much money I have."

Cinnamon moved to sit up, head shifting to one side some as she studied the male standing before her. Her ears and tail shifted as she looked at him curiously, the meaning of his statement trying to work its way through her alcohol fogged brain.

"You mean that you're a virgin?" she asked curiously, the golden brown eyes focusing on the young masculine figure currently standing in front of her.

Mycroft gave a small nod as he looked down, his features heating up with embarrassment as his heart beat a little faster. Most males had sex, often with more than one individual, by the time they reached his age. While he felt quite proud of the reason why he chose to wait, suddenly admitting to this attractive looking older woman before him that he had no experience in pleasing females was suddenly quite embarrassing.

"That's nothing to be embarrassed about," Cinnamon said softly as she held out her paws toward Mycroft, "Everyone was a virgin at some point." When he took her hold, she pulled him closer to the bed. "I can teach you some important things about pleasing a woman. All you have to do is trust me."

The young male lynx gave her a firm squeeze before moving onto the bed with her. His heart beat rapidly with nervousness even as his penis still throbbed with arousal. He moved closer to the feminine feline, pressing his body against hers for a moment as their lips met.

The two held each other closely as they kissed, chest pressed to chest and each gripping the other's backside. After a long moment, the two pulled apart, hearts beating hard in their chests as the pair was breathing heavily.

Cinnamon moved to pull away, taking a hold of the top of her dress. She pulled it apart and down along the neckline to expose her breasts to the young male in front of her. With a few more tugs, the dress was half off, leaving her upper body completely exposed.

Mycroft licked his lips at the sight of her bare breasts and exposed nipples. He moved his paws to her hips as head moved down toward the mountain lion woman's chest. The lynx let the tip of his tongue slip out from between his lips, running the rough texture over the surface of the sensitive nub of flesh.

The cougar woman purred in pleasure at the feel of the teasing against her sensitive flesh. Her own paws moved up, stroking along the top of the young Lynx's head a moment before moving down. She gripped at the tie, working to undo the knot without moving the male mouth from her feminine chest.

After a moment more, the young male was pulled away from the soft breast, feeling a little bit of disappointment. He looked at the older female before her, her eyes seeming to glow with her feelings. He started purring as he felt her paws stroking down along his chest, then tensed when she gave the sheath and hard shaft a squeeze through the fabric of his pants.

"As nice as that is," she said with a wide grin, "I think that it's time we moved forward with our night." She took a grip of the front of Mycroft's pants, undoing the button and then pulling the zipper down to expose his boxers, and the erection within.

Cinnamon grinned as she exposed Mycroft shaft, licking her lips as she leaned down. She gave it a firm squeeze, stroking up to the tip, then down to the top of the sheath. She stroked up once more. Then as her grip moved down, so did her head. Soon the tip of her own rough feline tongue was pressing against the top of the lynx's exposed length.

Mycroft tensed as he felt the lick across the top of his malehood, teeth clenched as he let out a growl of pleasure at the new sensation. His sensitive length twitched in pleasure at the feeling. The lynx's fingers clenched as he felt the licking. He was able to withstand it, though just barely.

The moment the cougar took the head of the lynx's length into her mouth, it sent the young male over the edge. His entire body tensed as he reached his climax. The length throbbed and twitched, spurting the cream into the surprised mouth of the female in front of him.

"Uhm, sorry," Mycroft mumbled as he looked down in embarrassment. "Like I said, I've never done this before. This is all new to me. It's just that it felt so good and..." He was cut off as one of the cougar woman's fingers reached up to press against his mouth, indicating he was to stop talking.

"It's alright," Cinnamon said with a note of patience and understanding, "I know how it can be for some males the first few times." She stroked along his jaw as she smiled at him. "I was expecting it some. Now hopefully you're resilient enough you can continue soon. And, since you've climaxed once already, you should be able to last a while longer."

The feminine feline moved to stand up and pull her dress off the rest of the way, letting it pool around her ankles on the floor. Her tail flicked excitedly behind her as she cupped her breasts then slid her paws down along her body. She stopped as she reached the top of her panties, slipping her thumbs into the waistband and pushing down some before letting them fall to the floor as well.

The young male stared with a hint of awe as he now saw his date completely nude for the first time in real life. He stood there unmoving for a moment, looking at the soft feminine form standing before him. His heart beat rapidly in his chest, his cock twitching just slightly in time with his pulse. At the same time, he was so caught up and nervous, he was not sure what he should do.

Cinnamon reached up, taking a hold of Mycroft's shirt and undoing the buttons. She pulled the shirt open some with each button, running a finger over the fur covering his chest an stomach until she finally undid it all the way and let it join her clothes on the floor.

Mycroft finally started to come along and cooperate with the advances. He worked to take off his clothes, letting them fall to the floor to join the garments that have already descended until the young lynx was also completely nude and standing before the older cougar woman before him.

The cougar grinned and licked her lips as she got down on her knees once more as she leaned forward again. The feminine feline tongue slipped out from between her lips, giving a long, slow, tentative lick to the inside of the young male's thigh.

The soft paws stroked up along the thighs before taking a hold of the male hips. The rough tongue pressed against the inside of the thigh, giving a long slow lick up along the soft fur. Another lick was given to the young male, teasing a spot where his sheath started to meet the inside of his thigh. Slowly the tongue continued to work up, moving higher and higher on the male's body and working up toward his mouth.

The lynx felt himself getting excited and aroused once more. The flesh between his legs had stopped softening and was starting to harden once more. The feeling of someone so close to him, so intimate, sent a new thrill through his body. He continue to watch the naked female feline teasing and touching him and get him so excited.

Cinnamon was soon standing up once more, and leaned forward to kiss Mycroft fully on the lips. She stroked down along his sides, feeling the curves of his body. One paw moved around and inward, taking a hold of his crotch to give his freshly hardened shaft a gentle squeeze.

"I think you're ready to continue," she purred out before pulling away some. She kept a hold on the younger male some, pulling him with her some as she moved backwards to lay down on the bed.

Mycroft felt himself growing more excited and agitated as he got closer to the nude cougar woman now laying on the bed before him. He felt as though his heart was going to burst from his chest. His tongue stuck to the roof of his mouth as it felt dry.

The young male moved to climb on top of his date, shifting his arms to support himself as he got above her on top of the sheets. His weight shifted as he started to press himself against her. His sheath and shaft pressed against her crotch as he moved closer to her, tongue slipping out to lick at her neck once more.

Cinnamon purred and reached down, taking a hold of Mycroft's malehood once more. Her head tilted back some as she closed her eyes, feeling the tip press against her opening as she moved him to line up with her depths properly.

Mycroft's length twitched as the base was squeezed by the female underneath him. He tensed slightly as her other paw moved to his bottom. He felt the palm press against his backside, encouraging him to move. His eyes closed as he pushed his hips forward, sinking the length of his shaft into a female for the first time in his life.

The two let out noises of pleasures as their bodies pressed together, the masculine shaft sinking to bury deep inside the feminine folds. The pair moved closer, pressing as much of themselves against the other as they could as their mating began.

The cougar woman moved to take a firm grip on the male lynx, holding him still for a moment so they could both get used to the feeling and Mycroft would not climax again too soon. She rubbed one paw along his back and over his rump, feeling the tension in his muscles.

Once Mycroft had gotten used to the feeling and did not feel like he was going to cum right away, he started to relax some. After a little more time, Cinnamon moved to take a hold of him as she started to shift, encouraging him to start moving his hips. The young male took a deep breath and closed his eyes before pulling backwards.

Cinnamon let out a purr of pleasure as she felt the length now start to move along the walls of her depths, sliding out until accidentally slipping free. She stopped him a moment as she took a hold, lining it back up and sinking it back into her body once more.

Once the tip was inside her again, he started pushing forward once more. A growl of pleasure escaped his lips as he sank his way back into her as deep as his body could reach. The feline hips shifted, grinding the malehood against the walls before pulling back again.

Cinnamon kept a firm grip on Mycroft, closing her eyes as she felt the sensations of their time together. She let her paws wonder his body some, but keep a firm grip on his form so as to help control his movements as she taught how to do it.

Soon Mycroft understood enough to do what the cougar woman wanted him to, pulling back without sliding free, then sinking in as deep as he could. Each movement sent thrills of pleasure through his body as the tight warm wet depths stroked his length and plucked his barbs.

Not long after, the Lynx's instincts started to take over. He moved forward, gripping the feminine feline tightly as he started to speed up. The hips shifted to give short fast strokes, slapping against the counterpart hips before moving back again.

The cougar woman held onto the younger male tightly as well, her claws retracted while her fingertips dug into his backside. She leaned up some, licking at the base of his neck and shoulder. Her hips moved to match his as best they could, tail lashing excitedly behind her as she felt her own excitement build.

Even with the extra time bought from the previous climax however, the pleasure soon proved too great for Mycroft. With one more thrust, he pushed in deep as he could and held still, the length shifted and twitched, releasing the potent cum into the awaiting depths.

Cinnamon let out a small gasp as she felt the lynx climaxing inside her. A part of her was disappointed that he had not lasted long enough for her to reach a climax of her own, but she was also proud to have taught Mycroft something about sex and that she was his first lover.

"I'm sorry," Mycroft started to stay, "I didn't mean to-" He was cut off as she held a finger up to his mouth.

"It's alright," she said with a smile, "you did very well for you first time. We can work on it later," The two leaned together and kissed. The held each other for a moment before slowly dozing off to sleep.