Valley After 1.2: First, Again

Author's note: Navalea is a polyamorous and pansexual woman who gains a penis one day. Her story is a sexy slow burn of friends discovering themselves, and each other, while surviving the fall and rebirth of civilization.

~~~~~

Transition Ch. 1.2: ❤︎ First Time, Again

As Kira and Julien disappeared I mused, "Think they're coming back?"

"Naw, we've definitely been abandoned," Lily laughed and slipped an arm around my shoulders. I hugged her back.

Kira had recently invited a coworker over to watch TV a few times.

Lily worked in IT at Kira's company, and was just as much of a nerd as us, though she tended to enjoy RPGs more than action or party games. She was also super into anime. Hadn't seen much western animation, but enjoyed what she remembered of The Last Airbender and Stephen Universe.

Kira was aghast when she discovered Lily loved Toph and didn't know Korra existed. Kira started correcting that omission this week.

I glanced down at the beautiful woman snuggled against me. We realized earlier tonight this was basically our third double date with Kira and Julien. It hadn't been billed as such, but over time, we figured out Kira had set us up.

Lily didn't seem to mind. The long-haired Korean woman was resting her head on my bosom while we watched TV, supported by my ample breasts. I let my hand drift down her side, before hesitating on the short skirt covering her cute butt.

"Is this okay?" I whispered quietly.

"Mhm," she nodded against my breasts, then placed her hand on mine, keeping both against her rump. I squeezed slightly, enjoying the feeling of her curves through the skirt.

We continued watching the show like this for another half hour, finishing one episode before going into the next.

We'd just finished season 1, and we were halfway through season 2. After some interesting moments exploring Aang's skills as a father (or lack thereof), we stopped and simply talked about the themes for a while.

"I'm surprised how mature this is, considering the first one was much more of a kid's show," Lily mused thoughtfully.

"Well, even that dealt with genocide, fascism, childhood trauma..." I listed things off.

"I guess you have a point. Maybe it was just Aang's cheerful personality that put a lighter spin on everything."

"Yeah. The overall tone definitely is more serious in Korra."

"Caste systems, terrorism, murder-suicide, failed parenting. And wow, Korra's gone through such development! She was such an annoying teenager at first, but already I can see they're going places with her."

I listened intently, while absentmindedly stroking Lily's hair. Then I stopped.

"What?" she asked and glanced up at me.

"You're really insightful, you know."

"Thank you," she said quietly, gazing back at me.

I brushed a hand to her cheek. "May I kiss you?"

"Please!"

Our lips met in a slow, tender, sensual embrace. My hand drifted up to caress her hair, murmuring softly into the kiss.

We parted after a long while and I asked, "Still good?"

"Mhm," she purred and reached a hand back behind my head, pulling me into another kiss.

I let my touch explore her lithe form. Lily was a less busty than me, with small breasts I cupped under her shirt. Similar to how my body used to be. My fingers found soft, nude skin under the clothes, discovering she hadn't worn a bra tonight. I gently drifted over her nipples before giving one a light flick of my finger. She let out a quiet moan into our kiss.

I finally shifted my hands away when she moved onto my lap. The lithe, long-haired girl sat on my legs and started grinding her ass against my thighs.

That's when I realized she could definitely feel how much I wanted her. I broke the kiss, and opened my mouth to say something.

Froze.

After a moment, she gave me a gentle smile and whispered, "I know."

"You do?"

"Yeah, noticed last time."

"O-oh... okay!" my breath hitched as she moved a hand down to rest on my hardon. I was normally confident and forward with lovers, but this time, I felt so bashful. Maybe because things were so different. It almost felt like my first time as a teenager, all over again.

Lily leaned forward, kissed my neck, then whispered past my ear, "Should we... go back to your room?"

~~~~~

We nearly collided against the wall, kissing and caressing each other through our clothes as I shut the door behind us.

I tugged off her shirt, and she pulled off mine, before I sat back onto the bed and pulled her onto my lap. My lips quickly found one of her nipples, kissing and suckling the tender nub, while soft fingers toyed with her other breast. She moaned in delight. My free hand ran up her thigh and under her skirt, diving under her panties to grab her cute butt.

Lily leaned her head back, enjoying the attention on her breasts for a long while. Then she returned the favor, tugging off my bra and laying me back on the bed, lavishing attention on my pert nipples. I squirmed and moaned below her.

She gradually worked her way down my body. Looking up at me she said, "I really like you! If I ever seem nervous it's just because... I haven't been with a trans woman before. Mostly guys."

I nodded and caressed her hair reassuringly. "If you ever want to stop, let me know."

"Thank you."

"And... well, full disclosure, it's new for me too. I was born a woman. This is... well, my first time after the transition."

She blinked with surprise on her face. "Oh! I thought you have a..."

"Oh yeah. I do."

"Can I..."

"Yeah." I helped her open my shorts. Felt her eyes on me. On that thick brown cock resting against my dusky belly. I was so nervous.

"Huh," she mused. "I didn't know people could, um, transition in that direction?"

"I didn't know either, honestly! It wasn't expected. Side effect of other things."

She leaned down closer. "It's... wow..."

One soft hand wrapped around my cock, fingers embracing that thick shaft. I gasped quietly, trying not to get too excited, or too caught up in my head about it.

"Damn," she murmured, feeling my girth. "That feels good?"

"Oh-hhh! Yes..."

Then she parted her lips and slipped them around my cock.

I lost track of what happened.

I vaguely remember the blissful feeling of another woman's lips gliding up and down along my hardon, while I caressed and played with my own warm breasts. It felt a little similar to when people had gone down on me in the past, but... so, so different.

Before long, we both wanted more, and I realized...

I had no condoms.

Oh.

New circumstances...

Lily lay back on the bed, putting her nude body on display with a seductive smile on her lips. "Hurry back," she teased and winked, lightly toying with her pussy.

I threw on a bathrobe, and hastily approached Kira's door in the hall.

Then froze, as Julien's muffled voice drifted faintly from beyond the door. "How does she feel?"

"Ss.. soo... good..." Kira moaned quietly, barely audible.

I flushed. I had a pretty good sense of what they were up to. I really didn't want to interrupt. I didn't have many options, though.

I knocked. "Hey Kira!"

"Just a moment!" Kira called out.

I heard some movement inside the room, then Julien's voice came through the door again. "Come on in!"

I opened it just enough to take half a step inside and gesture to Kira's dresser. "SO sorry! I need, uh, I need some..."

"Yeah! Go ahead." Kira grinned from ear to ear. I hastily grabbed a pack of condoms from the top drawer where she kept them.

Julien winked to me, and the cute femboi quietly whispered, "You go girl!"

"Thanks!" I whispered back and briefly glanced over to them, flashing a thankful smile before closing the door.

My mind took a moment to catch up to that brief glimpse.

Kira and Julien were clothed on the bed, very-casually looking at their phones. Kira was covered in the sheet. Julien was clothed and sitting near the foot of the bed a few feet away. Down between Kira's knees, visible through the sheet, was the distinctive outline of a large dildo.

I shook my head, unable to fully process what I saw right away.

I had to get back to Lily.

~~~~~

We made out for a long while with our clothes off, exploring each other's bodies, hands drifting around and between soft curves.

I brought her to a small, shuddering climax on my fingers while holding her in my arms. She moved to do the same for me, but I wanted more.

I leaned her back on the bed. Looking into her eyes, then glancing down. Holding my cock, rubbing the tip against her wet outer folds, then finally finding and pressing to her tight little entrance.

I slowly, gently, pushed inside, spreading her open with that immensely thick brown shaft. I stopped after thrusting in an inch. "Are you okay?"

"Yes!" she gasped out, wincing. "It's... thicker than most... unffff... most guys I've been with..."

"I'll go slow."

"Please... deeper!"

I pulled free, and thrust in further, pulling back and pumping in deeper and deeper each time. I lost myself in the blissful ecstasy of fucking another woman in an entirely new way, feeling every inch of her pussy, the sensations absolutely overwhelming compared to using a strapon.

It's weird how our subconscious works sometimes. Things simmer on the back burner without realizing, until...

How does SHE feel?

I was deep inside Lily, gently fucking her, when the words I overheard earlier slapped my thoughts.

I hesitated a moment. Lily moaned, then I instinctively continued thrusting a little faster while my thoughts swirled.

Kira had introduced me to Lilly. The coworker now squirming below me. Kira knew my history. Knew that Lily and I would probably end up in bed before long. She'd introduced me to... friends... before.

Then...

Then Kira asked her boyfriend to fuck her with the dildo.

While... while knowing I was inside her friend.

The dildo shaped like my cock.

Did...

Was Kira...

I felt lightheaded. I pulled out of Lily, who gasped in surprise, before I flipped her over face-down on the bed to avoid seeing my confusion. I pinned Lily down, and she groaned as I thrust back into her from behind.

My hips smacked to her cute ass from each powerful pump, adding rhythm to my thoughts.

Drifting through memories of Kira, of years of friendship. Years of Kira parading around the apartment naked. Years of helping me hook up with people.

Was Kira... interested in me? If she was, why... why did she set me up with her friends?

I had to talk with her. After...

After this. I focused back on the woman squirming and moaning below me, face-down on my bed, with my breasts pressed to her back and cock buried deep in her cunt. It would not be fair to Lily if I kept thinking about Kira right now.

I grabbed my lover's hands and held them at her sides, and she strained against my grip. I stopped thrusting and whispered in her ear, "Are you okay?"

"YES!" she cried out loudly. Then, quieter, "Yes... unf... please... keep going..." She pushed against my grip, struggling a little, moaning as I tugged her hands back up above her head. Mmm. She liked playfighting, it seemed.

So I pressed my lips to her shoulder and bit down with a low growl.

"Oh FUCK yes!" she gasped out and shuddered below me, pushing her ass back to meet my thrusts. My heavy breasts pillowed against her back, rubbing across her skin, while I held her down and claimed her from behind.

Is the dildo inside Kira? Right now?

That unbidden thought flashed in my mind. I pushed it away.

I released one of Lily's wrists and moved my hand under her belly, found her tender little nub of pleasure, and started rubbing her clit in a rhythm matching my thrusts from behind. I lifted my hips slightly, angling my cock down to rub against the other sensitive spot inside her pussy.

"I... I'm..." she mewled before twitching with a jolt, then bucking on the bed under me in short, shaking twitches of ecstasy, squirming and straining against my body as I held her down, forcing her to cum.

"Good girl, that's a good girl," I purred reassuringly, fucking her through her orgasm, helping her get off on my fingers and shaft. Then when her twitches turned into squirming cringes of over-sensitivity I stopped and pulled my hand away from her clit.

"Did... you..." she panted out breathlessly.

"Not yet."

"I could..."

"It's okay," I purred tenderly and kissed her cheek. "I just want to focus on you tonight."

"O.. oh. Thank you." She hesitated, then added quietly, "Miss."

"Happy to please," I murmured and rolled us over, still buried inside her pussy while we spooned on the bed and she caught her breath. My hands roamed over her body, gently caressing and stroking her skin while she purred and snuggled against me. I made a motion to pull out of her at one point, but her hand darted down and gripped my ass, keeping my cock inside her hot little pussy.

Julien's soft, feminine hands gripping the shaft, thrusting it into Kira...

I tried to shake the thoughts away again. Keep my focus on the woman in my arms. Yet in the other room, I knew Kira's boyfriend might be using that toy on her. Fucking her with it, instead of his own cock.

I had half-relaxed inside Lily until now, but I was getting stiff again.

Did Julien know the dildo was shaped like my cock?

"How does SHE feel?"

Those whispered words seemed to imply... but, maybe I misunderstood?

Was that a bulge of arousal I had seen under his pretty skirt?

I started instinctively humping Lily again while these questions swirled through my head. The woman mewled softly in my arms, her body clenching around my cock inside her.

Unf.

I briefly pulled free of her pussy. She growled with a surprisingly feral sound.

"Just a moment..." I said, reaching across to my bedside table to grab a toy from the top drawer.

I was going to do something I probably shouldn't.

I wanted to make Lily cum harder. Loud enough for Kira and Julien to hear. Part of my mind whispered that might be weird, but the niggling doubts were drowned out by my confused, sudden interest in my best friend.

Would Kira enjoy hearing?

My friend always relished learning all the lewd, intimate details of my sexual adventures. After the fact. That's normal for best friends, right? Just chatting about our sex lives. We hadn't ever intentionally shared anything... you know... in the moment. My heart raced with excitement from the thought she might be listening right now.

I just want to make both of them happy.

I gazed at Lily while my thoughts about Kira drifted to the backburner again.

I repositioned Lily onto her back. She spread her legs invitingly, and I slowly squeezed my thick shaft back into her tight little pussy, stretching her open again. I glanced up, watching her mouth fall open with a gasp, eyes drifting half-shut in blissful satisfaction.

Then I positioned the toy against her pussy. It was the type of clit vibe with a tiny suction cup that vibrates in and out, which I carefully snuggled onto Lily's sensitive nub. She gasped from the touch, then I turned the vibe on low, and a shuddering moan wracked her body. The buzzing sound drifted through the room. I slowly started thrusting my cock inside her while keeping the vibe on her clit.

I turned the speed up slightly, causing her to shudder, then turned it back down. Then up a little further, all while continuing my slow, steady thrusts into her warm pussy, keeping my rhythm gentle, pleasuring her without really fucking her.

I continued this for twenty minutes. I relished bringing her to the edge of climax before backing down, basking in the power I had over her pleasure. Watching the happiness and ecstasy on her face, while she squirmed and shivered. It's so delightful to give someone that kind of joy.

Has Kira listened before? Am I being kinky, or totally misinterpreting things? Is it rude to be loud?

I really had to talk with my friend later.

I focused back on Lily. Leaning down to kiss her. My soft breasts brushed faintly to hers, stiff nipples dragging across her skin. After a moment she broke the kiss.

"Please..." she hesitated, pleading, "Miss... please cum inside me!"

She bit her lower lip and gazed up at me submissively.

I couldn't hold back.

She clenched down and shuddered. I pushed inside, my soft curves entwining with hers, the vibrator humming against my pelvis as I turned it up again. I twitched and gasped as my body shot thick waves of cum into the condom, filling it up inside Lily's warm, welcoming pussy.

I collapsed down against her, wracked with waves of ecstasy as I lost my virginity for the second time.

"Oh FUCK!" Lily tossed her head back and screamed in joy. Bucking, shaking, finally climaxing on my cock after half an hour of teasing, her entire body shuddering beneath me as she grunted out, "fuck... fuck... me... FUCK me... unh..."

I pounded into her in a rhythm matching each grunt of pleasure heaving from her lips. Our breasts mashed and rubbed against each other, legs intertwined, her feet pressing to my ass and encouraging me to stay inside.

We crested together, then finally came tumbling back down, panting and sweaty in a heap upon my bed. I carefully pulled out of her and disposed of the condom, before pulling her back into my arms.

We lay there a long while. Kissing, caressing, holding each other. Chatting, talking, and laughing with one another. It was beautiful.

She stayed the night. I made her breakfast in the morning; she liked a Denver omelette. We spent the rest of the weekend together, watching tv, fucking, and hanging out some more. Kira mostly stayed in her room, giving us space to bond, while Julien had gone home.

Lily and I asked each other where we saw the relationship going. Casual, or something more?

Girlfriends?

Girlfriends!

It had been a while since I had a steady partner. We decided we would be mostly exclusive, though not entirely. Just focusing on each other, for now, and discussing other lovers that enter our lives. I told her more details about my friendship with Kira, particularly how we told each other everything. I also shared my suspicion that Kira might be interested in me somehow. Lily accepted it, and encouraged me to discuss things with Kira.

Monday ominously approached.

I drove Lily home in my old beatup pickup truck. Not very romantic, but she didn't seem to mind. I'd been intending to replace it for a long time. Never had enough money. Being a paramedic was rewarding in a lot of ways, but income was not one of them.

After returning to the apartment I took a deep breath, then walked into the living room and greeted Kira.

Time to talk.