I didn’t expect him to answer his phone when I called. We hadn’t talked in three or four months. I didn’t bother to leave a message when it went to his voice mail.

But I was surprised to get a text from him a few minutes later. We texted for hours and I met him at his place at midnight. We talked, fucked on the couch and then went to bed together.

But we didn’t go to sleep.

I was on my hands and knees and he was kneeling behind me. I could hear him spit into his hands and felt him add that spit to his pussy lubed dick.

He pressed the tip of his cock against my ass and push, it always feels like it’s not going to give way and allow him entrance. He pushed harder, the head slide in easily and I started thinking “that’s not so bad.”

Then he hit that critical point, my entire body tensed though I know that is the worst thing I can do. Tense up. He stopped as I cried out a little. I sank to my elbows and felt the pain envelope me.

When he felt me relax he resumed his effort to feel my tight asshole swallow his cock. He began working what little I was comfortable with back and forth, moaning, occasionally gaining a little in his quest to bury his cock completely in my ass.

Sometimes the pain is more intense, sometimes less. Occasionally I tense up again, try to pull away from him, but he grabs me by the hips and brings my ass back into the air, higher, and never letting his cock slide out.

The pain itself is not that bad, I’ve felt worse. It’s the anticipation of the pain, the fear of it, that is the worst part. It can be difficult to trust him not to hurt me too much, not to take too much too quickly. Once I tell him that he can have me in this way, I give up control to him.

I reached between my legs and found my clit with my finger. The giving up control, the pain, is such a turn-on for me. I was not surprised that my clit was thicker and firmer, the way it is before I am ready to orgasm.

At about the halfway point, he put one foot next to my knee on the bed to give himself more leverage. He was closer to his goal, getting more urgent. He raised himself higher and drove his cock downwards into my ass. I cried out again, but now he was all the way in. The searing pain evaporated after a few hard thrusts.

I could relax now, push my ass back into his groin harder, allowing him deeper access. I could feel every inch of him filling me, revel in the sweet and sour pleasure of his cock in my ass.

Hearing his breathing come faster, knowing he is near the end.

Feeling the extra lube as his cum spills into my ass.

He slides out easily and I lay there feeling the wetness in a place where there usually is none.