I really hoped he might give up on the idea of fucking me and it did continue to hurt, but it was more of an aching now, and when John told me, “You really need to try to relax,” I knew he wasn’t going to stop trying until he got to fuck me.
John again moved closer, and after rubbing my ass he asked, “Okay, are you ready?”
I was really hoping he’d stop, but when I didn’t say anything, John pushed up against me and again dabbed a little more KY on my hole. Pushing his finger in me again, I tried to relax and as he fingered my ass, I desperately hoped it wouldn’t hurt this time, but knowing it probably would, I tried to brace myself.
John now hastily took his finger out of me and immediately pressed the head of his cock into my wet little hole, asking, “Are you ready?”
Before I could reply, he again pushed hard, deliberately forcing his cock into me. It immediately hurt, which again made me try to pull away, but this time, John held me tight and sharply said, “Stop!”
Reaching back, trying to push him away, again asking him to stop, John said, “What’s wrong?”
It hurt so bad and when I again tried to wiggle free he sternly said, “You need to relax!”
“Oh my god, it hurt so bad,” and even though I tried to relax, I urgently told him, “It hurts!”
John seemed to be upset having to hold me, but he tried to keep is composure saying, “Okay, I’ll stop, but you need to quit moving.”
I knew I needed to relax, and as John continued to hold me by my hips, not letting me pull away, I knew he wasn’t going to stop until he got to fuck me. Eventually, the pain did subside a little, but it still ached and when John started to move his hard cock slowly in and out of me, the hurting did return and when he progressively pushed into me a little more, the pain immediately returned.
It again hurt so bad, and when I tried to get loose I thought, “He has to be big.”
Reaching back again, pushing on his thigh, asking him to stop, he grabbed my waist, pulling me close. He again stopped and as he held me, he questioned if I was okay. I again told him it was hurting, and again asked him to stop.
I again hoped he might actually give up, but as he continued to hold me, he again said, “Relax,” and then told me, “The pain’ll go away.”
I knew he wasn’t going to stop, not now, and when I tried to wiggle free again, John, pushing on my back, stopped me, forcing me to keep my head down.
Clinching a handful of the sheets under the pillow as he slowly started moving his cock in and out again, I tried to relax. It still hurt but it was tolerable and knowing I needed to let him finish, I tried to distance my thoughts.
He continued to hold me by my hips and then as he tried to guide me to slowly move back and forth as he started to fuck me, I could hear his cock going in and out of my sloppy hole.
It really felt big and as he continued to move us in unison a little faster, my cock started to get hard. The pain had definitely eased, but then he suddenly stopped. I sensed he was frustrated and when he tried to explain that I needed to help, I didn’t understand what he meant.
John quickly tried to explain by saying, “I needed to move back and forth with him,” and then said, “Like this,” as he again grabbed my hips. Pushing and pulling me back and forth, and back and forth he said, “That’s it, keep going.”
I tried to do what he asked, it still hurt and when I happened to try pushing his cock out, thinking it might help, the aching went away.
I couldn’t believe it, it actually started to feel good, and hearing his body slapping against my ass as he fucked me faster, it obviously had to feel good for him too.
John now pushed down on my ass, wanting me a little lower, wanting to more easily fuck me, and then he also asked, “Arch your back up,” which was again to better position me.
I so wanted him to finish, I wanted him to cum, and as I kept moving back and forth, he happened to reach around and started rubbing my now hard cock he remarked, “Yea, that’s it.”
John eventually quit playing with my cock and then straightening up, he grabbed my hips, focusing on fucking me. I could hear his cock as it sloppily went in and out of me, and I tried to match his thrusts, but they became quicker, more deliberate, and when they became a little erratic, I couldn’t keep up.
His breathing had become more labored now, and knowing he must be close, I rocked back and forth accepting it, wanting him to cum. John then gave a couple focused thrusts and then pushing deep into me he stopped and said, “I’m cumming.”
He accidentally pushed too deep, or maybe it was on purpose, in either case, it hurt, which caused me to try to pull away. He caught me though and holding me close he said, No, don’t!”
He was out of breath, but as I ignorantly tried to keep moving, John abruptly said, “Stop moving!”
Stopping, I could feel his cock jerking faintly inside me, and then feeling the warmth, I realized he had cum. John was obviously done, because he had leaned away slightly and after feeling on my ass briefly, he hunched over me asking, “Are you okay?”
I didn’t say anything, I was scared that he had cum in me and as John subtly started moving his cock in and out of me again, I could feel something had started to seep out.
Pushing me to my stomach, and giving a couple quick little thrusts, he slowly pulled out. John now knelt between my legs, and as he gently rubbed my ass cheeks he remarked, “That’s was really nice.”
I was glad it was over and when he again said, “That really felt good,” I felt him get off the bed.
Continuing to lay there, not knowing what to do, he told me, “You should probably go clean yourself out.”