Casey's First Time

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Casey's First Time

By: Jenny Harlow

It was Christmas day, early in the morning when Casey's alarm rang. She rolled over, slapping her phone off the headboard. She swore, gently hooking the power cord in her fingers and giving it a soft tug. The phone slid slowly up into her hand. The wolf let out a half sigh, half yawn. A small smile spread on her face. She opened Discord to see a message from her girlfriend. It read simply "Morning beautiful, let me know when you're awake." The cat was an early riser, her job required it.

"I'm just waking up," Casey replied, followed by a small kissy-face emoji.

"I can't wait for you to come over." Storm sent a kiss emoji back. "My roommates are here, so we'll have to be sneaky."

"I think I can do sneaky."

"That's good, because I probably can't." The cat said.

The wolf let out a giggle, but she felt a small tingle run down her spine and into her clit. Her hand slipped between her thighs, gently rubbing her little nub. "I can't wait to see you..." Her phone slipped between her legs, she spread her labia slightly and snapped a picture. Two years out from her surgery, and she was shy about her pussy, although very proud as well.

"I'm so hard, stop teasing me and come over here already." The cat scolded, an angry face emoji highlighting her point.

"I have to take a shower first, I worked last night and I'm all sweaty."

"Stimky" the cat teased. "Well hurry, unstink quickly and get. Your. Cute. Ass. Over. Here!"

Casey sent a wink emoji and set her phone down. She slipped out from under her covers, quickly pulling a towel around her naked body. She walked out into the hallway, bouncing slightly with each step. Casey's mom stood in the kitchen, seeing her daughter out of her periphery she said "I thought you would have left already."

"I was exhausted last night, but the holiday pay was worth it."

"Well, I hope you have fun today."

"I will." The wolf said with a small giggle.

The older wolf rolled her eyes and continued stirring her coffee. The younger walked into the bathroom, shedding the towel as she closed the door. She slid the curtain open and slid onto the bath bench. The room was chilled, even with the heater running in the house. She felt the skin under her fur rise, her nipples stiffening in the cold breeze. She grabbed the shower head and turned the water on. The water ran icy, only for a few seconds, causing the wolf's toes to curl slightly under the stream. Soon, though, the shower steamed and lava like warm water spilled in a gentle flow. Her body shuddered as she ran the head over her chest, and back onto her shoulders. As she ran the water, her thoughts turned to what awaited her. She could see the cat's small body in front of her, she could feel Storm's lips pressed against hers, her tongue eagerly searching and exploring the wolf's mouth again. Her vaginal canal pulsed slightly; she could feel tension just behind her clit as the images swirled in her mind. She wanted to play with her clit so badly, slide fingers into herself, at least rub her nipples... But she withheld.

Today would be the first Christmas she'd give something away, rather than just receive something. As she washed her long, electric blue hair, the wolf felt a quiver in her stomach. Even before finishing her personal transition, she'd never been intimate with another person. This was something she considered as her mind raced. Thoughts like: what if I'm not good enough? What if she doesn't like me when I'm naked? Will she want to be inside me? And many more thoughts sent butterflies into her gut. "I'm scared." She admitted out loud. "But I'm... I'm ready." She said with a smile. Her eyes shut as she began to lather soap onto her body. She could see the cat naked in front of her, see her tail swishing in that teasing, flirty way she loved. She could feel her chin brushing the cat's head and smell her hair. Needless to say, the shower ended quickly after, she dashed quickly to her room, putting on the first outfit she could find, which happened to be her freshly washed pajamas.

"Are you going out like that?" Her mom said, an eyebrow raised, as the younger wolf dashed through the kitchen, grabbing a couple leftover tamales in her hand.

Casey almost blurted out "why focus on what I'm dressing in, when the clothes are going to come right back off?" But instead, she simply allowed a little giggle to escape.

"Have fun, be safe." Her mom said, a small eyebrow raise indicating a double meaning.

"I will mom," she promised, hugging her. "I have a couple things to grab and then I'm on the way out." She went back to her room, shucked tamales on a small plate in her hand. With one hand, she dug a fork into her breakfast, her tight stomach refusing too big a bite. With her free hand, she opened a drawer next to her bed and extracted three cylindrical objects from the drawer, sticking them into her backpack. Her dilators had the lucky bonus of serving as toys, and they were specifically made for her unique anatomy. A few bites of food later, she zipped her backpack up and sprinted out the door.

The cold air greeted her rudely, as she fumbled for her car keys. "Oh well," she said with a giggle, "I'll be warm enough soon." She hopped in the car and sent a message to Storm.

"I'll be waiting." The cat replied, the message accompanied by an image of the cat's panties, a Christmas ribbon on her waistband. Once more, the wolf's nerves almost got to her. She nearly stood up and walked right back into the house. For almost two years, she had known the cat. She had a crush on her since their second time meeting. Since then, the two had become friends, the wolf harboring her crush in secret. Eventually, the wolf got the nerve to ask the cat out... Her response was "I was hoping you would, I nearly asked you out several times already."

The drive creeped by. Casey's mind toggling between excitement and anxiety. She could barely hear the Christmas carols playing softly on the radio, her own heart drumming loudly in her ears. Her eyes were locked on the road ahead, forcing herself to focus. Her throat was dry, and her body shivered slightly.

She counted the turns, she knew each street she passed by name, and marked them as they passed. Eventually the cat's street came into view, she swallowed as she pulled into the driveway of the apartment complex. She picked up her phone to call the cat, willing her hand to stop shaking. Finally, she pushed the call button. "Hello?" the cat's voice made her heart race for a moment, as the wolf hesitated to speak. "Hello?" the cat said again.

"I'm here," the wolf finally managed.

The wolf unbuckled her seat belt, grabbing a boardgame she'd bought as a Christmas gift off the passenger seat. Her breath came in small, shivering bursts as she watched the balcony. Storm appeared quickly, her short calico hair pulled back with a hairband. She took the stairs two at a time until she stood next to the wolf, grabbing her tightly around the waist and pulling her into a deep kiss. Casey shut her eyes, letting the cat's warm breath tickle the top of her muzzle. Finally, they broke apart, hands held tight. The wolf's arms hung limp, allowing the cat to sway them slightly, her tail matching their tempo. "I'm glad you got here safely." The cat said, slightly bouncing. The wolf allowed herself to be led by the hand up the stairs. The two didn't speak much, just a light conversation. As they climbed the final stairs, the wolf's expression flickered briefly from a smile to a nervous grimace, but only for a second. The cat wrapped her arm around the wolf's side, her fingers lightly tickling the side of Casey's stomach. Casey's pussy approved of that message. She felt her vaginal canal relax and start to open, as tension formed behind her clit.

The cat led her straight back to her room, closing and locking the door behind her. "Sorry about the mess." Storm said, kicking a small pile of clothes to the side. "I just did laundry and haven't put it away yet." The cat nodded subtly at 'the chair', the one 99% of queer people have in their room that just... holds everything, except a person.

"It's fine." The wolf said, her eyes fixed on the cat's tail, she gripped the appendage gently in her palm, sliding her hand up from base to tip. The cat let out a small squeak and shuddered slightly. She took the wolf's hand and led her to the bed. "Do you want to watch something?" The cat said, turning on the TV. "I know you wanted to cuddle a little, while you made up your mind about... things." The cat patted her bed, inviting the wolf to lay behind her. The bed was narrow, especially for the wolf, who was taller and rounder than her partner. Yet, it didn't feel that way. The cat pressed her back into the wolf, her tail snaking just around the wolf's leg. The wolf spread her legs apart slightly, allowing this to happen.

She wrapped an arm around the cat, nuzzling her shoulders. "This is nice." The wolf said, turning her attention to the let's play starting on the screen. "I've been thinking about you... all week." The wolf said, her voice a small whisper in the cat's ear. Storm's ear flicked as the wolf kissed it. "It's been so cold, and I knew you'd be warm and soft in my arms." With a small grin, the canine gently bit her sharp teeth against the cat's shoulder. Storm moaned softly, before she rolled over. She slowly stood up, running her hand against the wolf's stomach, sliding just under her shirt. Casey's breath came hard and fast, the cat's face flushed under her fur.

"So, about what we've been talking about... Are you sure you're ready."

Without saying a word, the wolf sat up. She kissed the cat's neck, her hand sliding up Storm's shirt, stroking just beneath her bra. This was a wordless, but enthusiastic, yes. The wolf raised her hands slowly, grabbing the material of Storm's shirt and lifting, the cat assisted, and her shirt was cast by the wayside, her polka dot bra exposed. The wolf kissed between the cat's small breasts, her hand now running up and down the feline's stomach. Storm gently grabbed the back of the wolf's shirt, giving it an eager tug. Casey didn't wear a bra, so as her shirt slid off, her breasts hung exposed, nipples already starting to erect. Storm's expression became one of surprise. Slowly, she sank to her knees, getting eye level with the wolf's chest. The canine's breath was deep and slow, causing her breasts to slowly rise and fall along with it. Storm leaned forward, her eyes closing as she sucked in slightly, pulling the tender nipple into her mouth. Casey let out a small, restrained squeak, trying desperately to remain quiet in the occupied apartment. As the cat sucked on her tit, the wolf slowly reached her hands down, undoing the clasp on the cat's bra. The cat, subtly moved her arms allowing the garment to be removed, exposing her own chest.

The wolf cupped the cat's face in her hands for a second, before she moved them downward, fingers playing with the newly exposed nipple. Casey reached a finger down and started to pull her pants off, but the cat moved to stop her. She pulled her lips away from the sweet, pink nipple she'd be sucking on, shaking her head. "Not yet, let's take it slow." She stood up, pushing the wolf back on the bed. "I know you said you want to top, but I'm aware of how your back and knees have been doing. Let me do this, just this once." The wolf nodded slightly, her eyes meeting the cat's. The cat leaned in, she kissed the wolf on the lips. Casey felt her mouth gently open, accepting the feline's tongue into it. The tongue was scratchy, but not in an unpleasant way. It felt really good actually. Her breath smelled like spearmint, her hair like floral shampoo. For a moment, the wolf laid back, her own tongue occasionally venturing out into the cat's mouth as their lips met and parted. The wolf made the first move, her hand pressing against the cat's chest gently, fingers lightly grazing as they moved their way down.

Down they went, past the cat's nipple, pausing for a second on her belly button, and finally slipping down beneath her stomach. She felt the cat's hard cock, barely contained in her underwear. Her panties were wet around the tip, the organ twitching slightly as the wolf's fingers strayed across it. The wolf formed her hand into a cup, gently rubbing along silhouette of the cat's dick. The cat let loose occasional moans, trapped within the wolf's mouth, her hips bucking lightly under the canine's gentle caress. The cat could hardly stand it anymore. She hooked her fingers into the wolf's waistband, and gave a gentle tug. Casey arched her hips, undoing the button over her tail and allowing the pants to slide gently off. Her striped panties being pulled away along with her jeans.

There she was, exposed. The nearby fan sent cool air rippling across her warming flesh, she could feel herself opening, readying to receive the touch she awaited. But that touch didn't come yet, the cat pulled her own pants away, her eager girldick springing forward. The wolf sat up, her eyes glinting as the cat sat back down. Casey leaned forward, her hand the first to explore her partner, her teeth finding a spot on the cat's breast to clamp gently down on. The cat pulsed in her hand, the wolf released her bite and replaced it with a kiss instead. Her eyes locked on the cat's as she began to kiss downward. "I'd like to kiss you even lower," the wolf said, in a soft and delicate whisper. She stopped at her navel, her tongue teasing the cat's stomach gently, causing her breath to become ragged. The cat could only nod.

With a short inhale, the wolf moved downwards, her hand gently stroking down as she went, finally resting on Storm's thigh. She opened her mouth, tongue flicking exploratorily out, touching the tip of the cat's cock. Storm oozed precum, her excitement visible. The wolf was surprised by the taste, it reminded her of the cat's lips, if a little... muskier. Finally, she lowered her mouth onto the erect dick, her tongue making slow circles as she did so. The cat let out a small gasp, her back arching. Her dick was spongy in the wolf's mouth, the skin soft under her tongue. The wolf smiled around the shaft, pulling upwards towards the head of the organ, she let her tongue dance around the tip of the shaft, occasionally bobbing her head up and down. The cat's back arched, as she gently pushed the wolf's shoulder. "I'm not ready yet." Storm said, almost breathless. "Not without returning the favor."

The cat gently continued to push the wolf back, curiously spreading the canine's lower lips. The wolf had seen herself in pictures several times. Her pussy was surrounded by black fur, with a pink inside. Her clit stood proudly at the top, covered by a skillfully crafted hood. Her vagina hid playfully under the folds of her lips, a signature of her particular surgeon. "I haven't done this in a while." The cat admitted, having more experience than the wolf. "So, I might be rusty."

The wolf just grinned, "It's okay, I have no experience, so anything you do will probably be..." She started to say okay, but the cat's tongue interrupted her. The wolf flushed, her hips pressing down into the feline's muzzle. Her pussy was still regaining sensation in some areas, but the ones that were sensate picked up the cat's tongue like small electric charges of pleasure. Her clit was especially sensitive and receptive. She bit her bottom lip to keep from screaming out, her hand gently clasping around the cat's hair, giving a gentle pull. The cat let out another long moan, which was muffled by the pussy in her face. The cat moved forward on the bed, her fingers slowly sliding into the wolf, her lips drawing near to the canine's. It was an interesting experience, getting kissed with the taste of her own precum on her partner's lips. The cat's fingers explored, eventually hitting the sensitive little bump of the wolf's prostate. The wolf let out a squeal, slightly louder than she'd intended.

"We have to be quiet, remember." The cat said, giving a small laugh.

"I want you inside me..." The wolf replied, almost automatically.

"What?" The cat said, not quite catching the wolf's quickly uttered words.

"I want you inside me..."

The cat grinned, slowly shaking her head. "How about we settle with a toy for now." The wolf groaned, feeling slightly frustrated. She ached for the cat in a way she didn't know she could ache before. Her pussy pulsed impatiently, upset at this cessation of stimulation. The cat reached into the wolf's backpack, fishing out the medium sized dilator. She leaned in, and whispered in the wolf's ear, "I want to get you nice and warmed up before I do." The cat said this in a gentle tone, but it had an edge to it.

The wolf squeaked slightly, never had she thought of surrendering control like this before, but now it was in the cat's hands. Ordinarily, the wolf was dominant, today however, she found herself yielding control to the more experienced cat. She let herself learn how she wanted to be pleasured, and stored this information for next time. Next time, she would be the one making the calls. With a slow motion, the cat placed the toy into the wolf, slowly sliding deeper. The wolf had done plenty by herself, but someone else doing it felt... different. The cat set up a gentle rhythm that grew quicker, and more intense as she pulled the wolf back in for another kiss.

The wolf nearly went over the edge, her pussy trying to grip the toy and keep it locked in. Her clit felt tingly, as the cat gently rubbed it with her free hand. But as suddenly as it started, it stopped. The wolf started to say something, when she felt the cat pull away. She started to ask what was up, when the cat leaned back. She indicated her dick, before sliding her finger across her tongue. The wolf understood immediately, and slowly began to suck the cat off, making sure to muster as much saliva as she could. Eventually the cat just nodded, pulling her hips back gently. She emerged from the wolf's mouth with a small, delicate pop. It was time for what the wolf had been waiting for. The cat leaned quickly forward, her hand fumbling for a second, her fingers tentatively exploring the folds of the wolf's cunt. Casey figured out what was happening pretty quickly, reaching down she took the wolf's shaft in her hand and guided it between her lips.

Storm's hips moved slowly at first, she looked curiously at the wolf, who made a small noise. Her raised eyebrow silently asking if this was good. The wolf simply nodded, her head falling back onto the pillow. Her legs wrapped around the cat, pulling her in close, her hips raising slightly off the mattress. The cat overcompensated on her first thrust starting up again, and pulled out her cock instead rubbing the wolf's clit with each thrust. The wolf enjoyed the sensation but couldn't help giggling. "You sound like you're enjoying this..." the cat said, noting the moist slopping sound the wolf's cunt was making.

"I am, but you slipped out." The wolf said with a grin, as she wriggled against the cat's member.

"Whoops," the cat was sheepish as she guided her dick back into the sweet spot. "I knew it felt different." She said, letting out a giggle of her own.

The cat thrust slowly again, but her hips picked up momentum, soon the wolf's breasts were bouncing as she tried to meet the cat's determined thrusts. The cat reached her hand out, grabbing one of those bouncing tits, and slowly caressing the nipple. The wolf could no longer contain herself, with a small series of gasps, her back arched. The cat let out a small moan as the wolf's pussy clamped and unclamped on her. The cat wasn't far behind.

Casey felt a gentle fluttering sensation inside her, a twitching, pulsing sensation. The cat pulled out, a long strand of cum connecting her to the wolf. Casey sat up with a small squelch, newly ejaculated cum dripping out of her. The cat gave a small smirk as she moved her head down once again, urging the wolf to sit atop her face. The cat's tongue eagerly lapped along the wolf's folds, gathering both of their cum into her mouth and swallowing happily. Finally, she sat back up again, wiping her mouth. With one last kiss, the two settled. Casey laid her head on Storm's shoulder, her eyes drooping. Storm made a gentle shushing noise as she stroked the wolf's hair. Casey, in udder, glowing bliss, fell quickly into a gentle sleep. Storm giggled, holding the wolf tighter as she turned on another let's play. Her own eyes getting heavy.

And so that was it, the Christmas Casey gave away something she had been saving for so long to a grateful partner, who felt nothing but bliss, and feeling like she was the luckiest cat in the world. She held her sleeping puppy closer, planting one more kiss on her muzzle. The wolf giggled and snuggled in deeper in her sleep.