A little painful

The tip of my cock is obstructed by a tightness that can only be her hymen. It has been almost forty years since I was Fran's first. I was so young and randy at the time that I didn't even appreciate what I special gift that was. I'm not going to make that mistake again. Another tentative nudge confirms my initial impression.

“Oh yes. You have been a good girl.” Riya lets out a little gasp when she feels me pushing inside her, and her head twists around awkwardly to meet gaze with a nervous grin.

“I told you, Mr. Patterson, I've never slept with a man.” I smile back in anticipation; this is going to be so good. I carefully rock forward again two more times, but other than making the slender young woman jerk, I was no closer to penetrating her tight passage. It's time for a firmer approach.

“Well,” I tell her as I pull back a little so I can get a running start, “now you're going to be my 'good girl'.” I tighten my grip on her hands holding her tightly so she cannot jerk free and with a much harder push I drive down as hard as I can.

“Aiigh!” Her initial cry of pain is loud and sharp, but I am through the barrier and deep inside her spasming pussy. “Oh fuck, Mr. Patterson, you're too big!” I'd like to tell you that the reason I paused is to give Riya a chance to get used to my size stretching her open, but the truth of the matter is, I am savoring the feeling of her tight young pussy squeezing my cock like a vice-grip.

With Fran all those years ago, her little yelp of discomfort was nothing like this. I remember reading once that the first time with a virgin is for the man's pleasure not the woman's, and that's just how I feel at the moment. I push in even deeper, and Riya's sharp squeal only increases my desire to complete my conquest. I am in complete control and I'm not going to stop.

“It will get better once you get used to it.” I assure her as I continue to stretch her open. It does get better; her squeals turn to whimpers and grunts and then to gasps and even moans.

Riya's still tight as fuck, but the copious amounts of hot juices flooding her channel keeps her tight passage lubricated and my cock continues to plumb her depths. Adding to my pleasure, are the occasional glimpses of smeared blood covering my cock, periodic reminders that I am the man who popped this slender beauty's cherry.

I can feel my excitement building, and as much as I'd like to keep fucking Riya like this for as long as possible, I'm not sure how much longer I'm going to last unless I change things up.