No you don't. Yes, he will.

I licked my lips again and climbed up onto my bed over Stacy. When my head was over her's, we looked lovingly at each other. I'd never seens Stacy so...hot. Her eyes were filled with want and only I had what she needed. I lowered my head and kissed her lips as my hand massaged one of her breasts. It was soft and smooth. Very warm, and incredibly pleasant in my palm. If I had a third arm to hold myself up with, I would've touched them both. She sighed into my mouth as I breathed my excitment into her's. Her arms wrapped around my shoulder and her knees touched my hips. I could feel her pulling me closr, and I didn't resist. It soon became awkward to contine playing with her tit, so I put the arm under her neck, cradling it gently. I pulled my mouth away just slightly.

"Are you ready, Stacy?"

"yes."

"Are you nervous?"

"a little. i've heard the first time hurts a little."

"I've heard that too. But if it hurt too bad, women wouldn't like sex, right?"

She giggled, still a bit nervous. "I guess so. But it doesn't matter. I'm ready, Jack." She closed her eyes and put a hand on my bicep. "make love to me..."

I swallowed, looked down to make sure i'd go in, kissed Stacy again and pushed my hips forward, slowly. I felt a warm wetness tickle the tip of my dick, which I assumed meant I was on-target. I kept going and the tickle became a tight tunnel that squeezed me hard, but not so hard I couldn't go on, which I did. It felt different, but very good. Stacy probably thought the same thing about me. I went in a little further until I felt a little blockage. Thin, should tear easily, I thought. I backed up a little and pushed past it. Stacy moaned and I saw a tear running down her face.

"Are you ok?"

"...yeah...keep going."

I hated to see her with tears in her eyes, but she wanted me to go on. Besides, it felt so amazingly great, it would've been hard to stop. She held me tighter and I went in and out of her tight pussy slowly. I felt her stretch some, and by then she was making some of the same sounds as before when I licked her. Pleasured sounds, a lot like mine, but in her sweet voice instead of mine.

"God, she's so tight and wet," I thought. She was like nothing else i'd ever experienced, both physically and mentally. And as wonderful as she felt, the single most satisfying part was that it was her, my Stacy, that I was sharing this moment with. Again, I imagine she felt the same way about me.

I could feel an orgasm building, but I pulled out of Stacy and kissed her to calm down a little. It took a while but I pulled myself back from the brink and entered her again. When I did, she moaned with more intensity, like she missed my being inside her. That may have been true, since just after I went back into her, she moved her hips to match my movements, and her sounds became even louder and more lustful.

"....yes....fuck me, Jack..."

'Fuck me, Jack'? I couldn't stay so gentle after hearing something like that. It just wasn't within my power. She loved the speed increase, burying her chin in my shoulder as her nails started to dig into my neck. It didn't hurt, but I noticed them.

"Oh, Go-o-od! Jack...oh, Jack, yes....I love..."

Her last word was a very breathy mumble, but whatever it was, it couldn't have been bad. I went a little harder, and faster too. Stacy threw her head back and moaned into my ear as her pussy clenched and un-clenched around my dick. Her pussy was now less moist than full-on wet. She may have even been dripping. But I didn't think about that at the time, only about our mutual pleasure. She was cumming again, I could tell, but so was I.

"Stacy...you feel so good....I think i'm about to cum...!"

"Jack! Ooo, me too...!"