Use a Condom

You feel the drop of precum slip into your slit. It is enough to rouse the silent and distant part of your mind but not enough to wake it.

You put a hand up stopping Jess. "Wait, condom," you pant.

Jess is breathing heavily and keeps rubbing his cock on your slit. You are not sure if he heard you, you are not sure if you wanted him to hear you.

Jess does however take a deep shuddering breath and dismounts. You let out a breath too. Jess goes to the night stand and tears open a condom. The condom is put on quickly not wanting to lose more of the moment.

Mounting you once more and now fully protected Jess moves right in. The head of his cock presses against your pussy and it feels more amazing than you could have imagined. Jess pushes in, you feel your pussy lips stretching to accommodate his girth, a feeling you have only felt on the other end. Jess meets resistance on something inside your pussy. He continues to press and you wince. The pressure builds and reaches a breaking point. All at once Jess goes balls deep and you yelp in pain, blinking back tears as the pain shots through you.

Jess stops, "are you ok?"

The pain quickly subsides, "I guess I was a virgin."

"Oh, I am so sorry," Jess says.

You wiggle underneath him in attempt to accommodate his cock firmly lodged inside your no longer virgin pussy, "don't worry about it. We have done this before only it was the other way around at the time."

Jess smiles remembering, "you ready? I am going to continue."

You nod your head and Jess begins to slowly pull out. Your vagina clamps down on his cock as it withdraws, it is a wonderful feeling and it only gets better when Jess pushes it back in.

"Oh my god, you are tight," a delightful grin on his face. "I never would have imagined this would feel so good. Understanding why guys like tight pussy."

You blush at the complement and likewise enjoying being filled with cock. Something you had not imagined would feel so good too. Slowly at first Jess begins to pump in and out of you and you start rocking your hips with him. It does not take long before you begin building to an orgasm and speed up. Jess begins breathing heavily, just like you, and increasing his speed.

Your pussy is on fire and you cannot hold back any longer. Squealing, you squirm underneath Jess as the orgasm takes over and Jess grabs your hips thrusting in as deep as possible. Every muscle in your body goes ridged as you clamp down on Jess' pulsing cock. It takes time but you finally start breathing again unsure how long the orgasm had you.

Jess likewise begins breathing again. He is still holding your hips and you feel his cock twitching inside of you. After a few deep breathes he pulls out with another satisfied grin.