My Bad Boy Boss's Secret Baby

I stroked her belly as I teased her fly down, easing her pants to her ankles and then down over her feet and away with one hand. Stroking both hands up her legs, from her ankles back up to her hips, I took firm hold of her panties. She gasped and flinched slightly as they came down, so I lightly kissed her belly to try and comfort her. It worked even better than I’d hoped, actually able to feel her relax as she put her hands on my shoulders for support.

Finally, my beautiful young lover stood naked before me as I had imagined. However, her body was even better than my wildest dreams. Taking her in my arms once again, I lifted her onto the bed, resting her feet on the edge of the mattress. Keeping one hand on her knee to maintain contact, undid my jeans one-handed, easily stepping out of them. My boxers followed. My still-hard cock sprang out. Nina’s eyes lit up when she saw it, bless her. An expression filed with equal parts apprehension, desire, and excitement.

Gently slipping a finger inside her, I checked that she was still wet, genuinely surprised by the results. I gave her a couple more strokes, making her moan before settling into a calm, placid hum.

“Ready, sweetheart?”

She nodded her head quickly, making sure her response was clear. Though still, I wanted more.

“Say it,” I prompted.

“I want it,” she tried.

“Want what, sweetie? What do you want me to do to you?”

“F-fuck me. I want you to fuck me in my p-p-p-pussy and t-take my virginity.”

“Pop your little cherry?” I prompted.

“Yes. I want you to fuck my virgin pussy and pop my little cherry,” she said, finally in confidence.

That’s what I wanted to hear. I knew Nina wanted it, but I needed to hear her say it. It was a matter of principle. Or at least as close as I ever got.

Taking her by the ankles, I maneuvered my sweet little virgin until her ass was at the edge of the bed and her legs were supported on my elbows. I would have put her legs over my shoulders, but they weren’t quite long enough. When I had her better accustomed, I planned to try holding her legs straight up.

She flinched slightly as I stroked the head of my cock against her tender virgin pussy. After giving her a moment to get ready, I slipped the head inside. It barely fit, pressing hard against her wet walls.

Nina’s back lifted from the mattress. She was by far the tightest woman I had ever felt. The pleasure striking me hard and pure as I eased inside her inch by inch, stretching out her untouched walls.

Before long, I was pressing up against her sweet little cherry. Careful not to hurt her, I pulled back a little, and then, kissing her tenderly, I pushed through, breaking her cherry. When she’d had time to recover, a few short, sharp cries muffled by my lips, I started to move in her. Gently pumping her freshly deflowered pussy as Nina bit her lip as I stretched her out.

She was so tight it wasn’t long before I could feel myself beginning to come. On the upside, Nina was getting pretty close to. I thought it would be great if we could cum simultaneously, especially considering it was her first time. I held back, letting her get to the very edge before I relaxed and let myself go. Both of us came in sweet, blessed unison. Her pussy getting even tighter around my cock as she reached her peak, and I filled her with my massive load.

Nina was panting but generally seemed okay. No signs of pain were immediately apparent. I leaned down and kissed her softly. She replied with a passionate ferocity I never would have guessed she had in her. It filled me with delight and pride that I’d helped bring her out of her shell and discover her sexuality.

When we both caught our breath, I carefully eased out of her and cleaned us both with some of the wet wipes I tended to keep on hand. I got onto the bed with Nina, so we could cuddle.

Usually, that would have been the point where I would have wanted my lover to become a leaver — not being too loud on her way out. I had no such desire to see Nina go. In fact, I was pretty sure I would die of a broken heart if she did. I knew it was crazy and would never be practical, though, that still didn’t change the fact that I wanted to keep her right there beside me forever.

I snuggled in ever closer to her, basking in her sweet warmth. It had been so long since I was able to really just enjoy the feel of a woman. I’d forgotten how good it could feel to just snuggle.