I walked in to see her getting settled in my bed. As I started to get in beside her she shook her head.
“Aren’t you a little over-dressed for bed mister?”
In a flash I was down to my boxers and climbing under the sheets beside my sister who was already in just her panties. With little preamble we were back in each other’s arms, kissing and caressing and grateful that no one else was at home.
Jessica had two sides to her. One side was the unsure, scared girl that only came out when an attack hit. During those moments, she hardly seemed to have a voice, much less the ability to take charge. The other side was the sure, confident young woman who would make up her mind and very little could stand in her way. She was headstrong and would make her wishes known, often whether or not they were appropriate. It was a bizarre Dr. Jekyll and Mrs. Hyde way to live; the two different sides were distinct but definitely the same person.
Tonight was the headstrong and sure Jessica and I was grateful she was the one who took charge. I was relishing the feel of her body against mine. The smoothness of her stomach. The soft but firm breasts pressed against my chest. The lavender shampoo traces that lingered on her hair that fell around her face and against mine.
Her hands were busy as well, caressing my back and making sure I wasn’t going anywhere. Out of instinct, I jumped a little when her hand slid down further and in between us.
“Someone’s a little ticklish.” She giggled as her hand traced my belly button then kept moving to the elastic band of my shorts. I reached down and stopped her hand in a moment of clarity in my hormone infused brain.
“Jess, wait a minute,” I said panting as she stopped and looked at me expectantly. “This is a big step. I don’t want you to regret anything, and right now all we’ve done is relatively small stuff. We could easily write it off as kidding around. You keep going, we can’t say that anymore.”
“Do you want to stop?” she asked, nervousness creeping into her voice.
“No,” I shook my head then grinned, “But then again I’m a horny guy. I just want to make sure you’re sure about this. That you won’t regret it tomorrow.”
Jess leaned down and kissed me softly. She moved around my face, kissing my mouth, then the corners of my mouth, then my chin, my cheek, working her way down until she kissed my ear. Whispering, she said, “I want to do this.”
Her hand hesitated at my shorts for a moment, but only a moment. She crossed the band and let her fingers trace the outline of my now very hard erection. She kept her touch light as she slid her hand up and down. Finally, she wrapped her hand around it and gently gave me a squeeze.
“Am I doing this right?”
“So far, yeah,” I whispered, unable to speak much louder.
With a quick motion, she slipped her hand inside my shorts and grasped my cock with her bare hand. A sighing moan escaped my lips as she held me, stroking me slowly. For several minutes the only sound was my ragged breathing as she moved her hand. There was no urgency in her actions. Nothing hard or fast, but slow and languid motions up and down my shaft.
Our tongues met again as she kissed me. I tried to caress her breasts but between trying to keep the kiss going along with the distraction of her hands, my caresses amounted to little more than clumsy groping. If she minded she didn’t show it. Her hand got a little faster as her confidence grew. Involuntary shudders rippled through my body.
“If you keep this up,” I finally said, “I’m going to cum.”
I felt her lean away from me and pull my shorts down enough to expose me.
“I wanna see,” Jess said hungrily. Her hand resumed stroking me and I found myself looking at her face more than anything else. She was transfixed on my cock, watching it as she masturbated me. Her breathing came in shallow, shuddering breaths.
“I’m getting close, Jess,” I warned her. She didn’t speed up or slow down; she kept her rhythmic pace constantly. Involuntarily I tensed up, trembling as my orgasm approached.
“Oh God. Now.” I managed to say through clenched teeth, finally succumbing to the built up pressure.
I barely felt my cum splash onto my chest and as I came, waves of pleasure overtaking me. I couldn’t help but gasp each time another spurt of cum shot out. Jessica never stopped her slow strokes, keeping them going until I was unable to stand it anymore and told her to stop.
“Oh my God, Jess. That was incredible,” I said in between breaths. Her reply was to nuzzle my neck. I just leaned over and kissed her. It started as a gentle kiss, but quickly it turned hotter and more passionate. Her tongue slid across mine as she wrapped her arms around me and moaned lightly. Her naked chest pressed against mine, both of us getting sticky with my semen. My desire had only slightly abated after my orgasm, and I was drawn to her.
“Your turn,” I said when we broke our kiss. A slightly confused look crossed her face, then she realized what I meant as I rolled her onto her back. Jessica blushed slightly as I looked down on her fully. Her small breasts stood out from her chest, shimmering in places from my earlier orgasm.
“You don’t have to if you don’t want-”
“Shhh,” I said, smiling down at her. “I want to do this.”
Then I gave a small wink. I leaned down and kissed her again, letting my hands slide down her neck to her breasts. I cupped each, massaging firmly. She arched her back and dug her fingers into my shoulder. I felt her hips roll as if begging for attention. I smiled, watching her face as I slipped my hand inside her panties. My God, she was wet! She was “natural” between her legs, with thin, trimmed, damp, silky hair caressing my fingers. It was the most erotic thing I had ever felt.
Her labia were already slightly parted and thoroughly soaked, allowing my finger to easily slip inside. I watched her face as my finger entered her and that’s when I saw it. Her eyes.
It’s hard to describe how she normally is. The best way to say it is that there’s a constant threat of a meltdown inside her eyes. That any one thing could set it off, unleashing a torrent of anxiety and fear. The only thing that’s ever helped was my presence; my touch. As I slipped my finger inside, I was now touching her in the most personal, intimate way. As soon as my finger was in her, her eyes flew open wide and locked onto mine. In those beautiful brown eyes I saw the storm subside a little.
“Jace.” She whispered. “Oh my God Jace.”
She wrapped her arm around my neck, holding on to me. She didn’t move to kiss me, instead she locked her eyes with mine. Her breathing was heavy as I moved my finger up, finding her swollen clit and rolling it around. Jess shuddered and her eyes fluttered as I massaged her. Like she did with me, I kept my rubbing slow and methodical. Every time her eyes would wander she would move them back to mine. Her breath was getting faster and shakier as she neared climax. Soon, her whole body was trembling and she was thrusting her hips against my hand.
“Oh God Jace. Don’t stop. I’m almost there. Don’t stop. Don’t stop. Don’t- Ahhh!”
Her whole body shook and her already wet pussy got even wetter. Her fingers dug into my shoulder as her mouth opened in a soundless cry. Slowly, a whispery gasp escaped as her body collapsed onto my bed. Slowly, she calmed down and I pulled my hand up, tracing up past her belly button and between her breasts. I watched her as she caught her breath and looked up at me and smiled.
“That… Was… Soooo much… Better than… By… Myself.” She leaned over and kissed my neck, wrapping her arms around me. I held her also, and what she said echoed in my mind.
“Better than your little toy?” I asked jokingly
“Ye-How’d you know about that?” she asked with a lightness in her voice.
“I saw you use it one night,” I confessed.
“Oh really.” she propped up on one arm. “How long did you watch?”
“Just a few minutes,” I admitted
“That long? Did you get a good show?”
“Oh yeah.”
“Good,” she said, laying back down. “I was fantasizing about you, you know?”
“Oh really? I didn’t even tell you what night it was.”
“Don’t have to.” She said, looking over at me. “You’re the only one I ever fantasize about.”
“Hmm.” it was all I could come up with.
“Well. You and Chris Evans, but mostly you.”
“Good to know my competition.”
We lay there, comfortable with each other for a moment.
“Jess? Was that your first time with someone?” I asked.
“First time. First real anything with someone else.” She nodded as she chewed on her lower lip and looked up at me. She started tracing circles on my chest.
“Seriously?”
“Uh, yeah. Like I’ve ever been on a real date or anything?”
“Yeah, I know, but you’ve had spend the night friends over. I thought you may have done something-”
“Nothing like that.” Jess shook her head. ” I mean, Amy and I kissed once but nothing else really happened.”
“Oooh? Nothing?” Amy was one of her childhood friends but had moved to another state for college.
She shook her head, “She wanted to do a lot more, but I didn’t.”
“Why not?”
“She wasn’t you.”
“Bet she didn’t like that,” I said, jokingly
“She understood.”
“Wait, what? You told her?” I was surprised Jess had admitted something like that to anyone.
“Not really.” Jess said, eyes focused on the memory, “She kinda figured it out. She had a bit of a crush on you for a while.”
“I had no idea,” I said.
“No, you’re pretty clueless sometimes.” she giggled as I poked her, “Well, she was telling me about it and I was getting more and more upset as she went on. Eventually she picked up on it and half deduced it, half drug it out of me.”
“Wow. Was she mad?”
“Amy? That horn-dog? She was so turned on by it she couldn’t sit still!”
“You’re kidding!”