Lines We Cross

Chapter Three

We started with a kiss, deep and passionate, as I laid myself on top of her, careful to support most but not quite all of my own weight. She moaned eagerly into my lips, lifting her knees and spreading her thighs. I stroked my fingers through her hair, and she started rocking her hips, rubbing her soft, wet little lips against the underside of my shaft, then reaching down. I backed away a little, letting her be the one to angle me into place but just as I was about to push, Jess’s hand was on my hip.

“Be careful!” she cautioned. “Remember… she’s never had anything bigger than my fingers before now, and you’re really, huge! If you go too fast and hurt her, it means neither of us will get to have her again until she’s all healed up!”

“I’ll be gentle,” I softly promised them both, though at the moment my attention was only on Lila, her gorgeous green eyes staring up into my own from below. She was clearly nervous. There was no denying that, but she was excited, too, just like I was. “You just make sure you say something right away, if it ever starts to be too much. A little bit of pain is probably inevitable, you’re just so tiny and tight… but like she said; if you let me hurt you, just because you’re trying to be tough, it means neither of us will be able to touch you at all down there, for several days at least. It’s always better to tell me to slow down, or stop, if you need me to; I promise I won’t mind! And if you can’t bring yourself to say it out loud, for whatever reason, then using your hands on my hips, or chest, or whatever else you can reach works just as well.”

“Okay,” she agreed, smiling shyly. She turned to Jess, giving her a reassuring nod, and my step sister slowly withdrew her hand from my hip. I leaned down to give Lila one more soft and loving kiss, and as she moaned into my lips I gently started to push.

She gasped, trembling a little, but as I backed away from our kiss to look her in her eyes, I could tell it was more from surprise at how it felt than from any actual pain. Still, I was careful, taking my time, moving ever so slightly in and out, stretching her gradually.

“Let me help with that,” Jess offered, reaching in between us. She wrapped one hand around my shaft, maintaining the proper angle, using the fingers of the other to gently spread Lila’s lips for her. My own baby step sister, holding my c**k… but somehow, with everything that was already happening, it just felt natural. More than that, it felt right! “You put your hands on his hips, to help show him how much you’re ready to take.”

Lila was a little short of breath at the moment, but she nodded her agreement and did as Jess said. It was the strangest feeling having her guide me like that, almost like she was using my c**k as a s*x toy and even more so with Jess still holding onto me the way she was, but it was clearly helping Lila adjust, more than if I’d just had to guess, so I was all for it. It still took a good long while, but finally my entire head was able to slip inside with what felt like it should have been an audible ‘pop’. The only actual sound was Lila’s gasp, as her hands tightened on my hips, Jess was finally able to withdraw her hands.

“You okay?” I had to ask, wincing in sympathy.

“Just give me a minute,” she breathed. “Maybe if you kiss me some more? That will help me relax.”

I started slowly, my lips barely brushing against hers, teasing more than kissing. She moaned, straining upwards for more, which I only gradually provided. The distraction worked; before she’d realized what she was doing she’d started gently rocking her hips, the slow, sensuous movement gradually helping her open to me. I started thrusting a little, not even trying to go deeper yet, but when it met with an enthusiastic moan, I cautiously started giving her a little bit more. It was only a fraction of an inch at a time, but it was working. My concentration was so complete, the sudden, trembling moan from beside me took me completely by surprise, Lila and I both glancing over in shock.

“What?” Jess demanded defensively, one hand squelching rapidly between her thighs, the fingers of the other digging deep furrows into the flesh of her huge, soft breast. “You guys are f*****g hot together! You don’t really expect me to just lay here watching and not get myself off to you, do you?”

Lila and I laughed as one, shaking our heads and resuming our kiss. Ever slowly deeper I worked my way inside, intent to every little whimper and fragment of a moan. I had to fight against my instincts, screaming at me to take her faster, harder. But at least I had the experience to know better; Lila didn’t, and it wasn’t long before her hands moved from my hips to my ass, grasping tight and trying to yank me deeper on every thrust, when her searing tightness was telling me in no uncertain terms that she still wasn’t ready. I was literally trembling with frustrated desire… but I couldn’t, wouldn’t, let myself do that to her. I forced myself to go slow, to be patient, even when she crossed her ankles at the small of my back, mewling desperately for more. Little by little… regardless of what she wanted at the moment, that was what she needed. She was giving me her most precious gift, and I owed it to her to accept it properly. I could only trust that she would forgive me afterward for making her wait.

It felt like it had taken half of forever, but finally Lila and I got it done; all nine inches, ensconced tightly inside her tiny, gripping little p***y. She gasped as she felt me pressing against her lips; I grinned, nodded, and lifted myself enough that she could stare down our bodies to see.

“Eliii!” she squealed my name and started to thrash, her eyes wide and terrified, the orgasm having snuck up on her out of nowhere, triggered without warning by the sudden realization that she was actually taking the entire thing! I’d had no more notice than she did, but I reacted by instinct, collapsing back onto her chest and holding her down tight, burying my face against her slender, delicate neck, my hips pistoning hard and fast, driving desperately into her depths. And then another squeal, beside me I turned my head to see Jess was cumming too, sent careening over the edge in some sort of sympathetic response, staring straight into her own step brother’s eyes as the orgasm took her. Lila wailed and fought beneath me, biting my shoulder, her nails clawing at my back. But I couldn’t relent… not until she finally lay back spent and exhausted onto the bed. Only then could I slacken my thrusting, and trust her enough to raise my head.

“f**k me, Eli!” Lila purred beneath me, her gaze, her voice, every bit of her virtually oozing s*x and need! “I need it! I need your big f*****g c**k! Take me! f**k me hard!”

“Yes, ma’am,” I grinned, my voice unintentionally low and growly in my ears. In the girls’ ears too, it would seem, as they both let loose with adorable little shudders of desire at the sound. I stared deeply into Lila’s eyes as I started f*****g her again, deep, fast, and hard, just like she wanted. She mewled and panted, reflexively shaking her head as if in denial of what she was feeling, but throughout it all her eyes remained laser-focused on mine. I spared a moment for self-examination, knowing the feeling of her cumming on my c**k had sped me along quite a bit. But I was still doing okay, I decided. I’d have to pay attention, but at least for the moment, I could keep doing her the way I was without worrying about blasting off prematurely and violating my promise. That was something I absolutely could not let myself do… no matter how much my step sister’s bestie tight, hot, pulsating little p***y was begging me to do precisely that!