A gay adult story: Fateful Encounter Part 3 – Painful First Penetration Seeding by markerss,
Maybe deep down, I actually thought about it, and maybe I wanted it to happen, but the thought of actually letting a man fuck me, I knew was wrong. I still can’t believe it happened, but it did, and it’s a memory I can’t escape
Quickly, I slid over as John moved to the end of the bed, trying to position myself, laying more or less in the middle.
John now directly behind me, and feeling him leaning against the bottom of the bed, he said, “Go ahead and get on all fours.”
I wasn’t sure what he meant and when I didn’t do it right away, he said, “You know, like a dog.”
Amused in a way, I smiled, and as I did what he said, I asked, “Like this?”
John didn’t say anything right away, obviously delighting in the thought of fucking me, but then he remarked, “”Why don’t you move up a little.”
Inching my way up toward the bed board a little, I felt him climb on the bed behind me. He was on his knees and as he moved closer, he made sure to spread my legs apart with his knees.
Reaching above me, to one side, he pulled a pillow out from under the covers and putting it in front of me, he said, “Go ahead and put your head down.”
Smiling cautiously, I didn’t really think he meant it, but when he pushed on my back, forcing me, I put my head down. Sliding my hands under the pillow and turning my head to one side, it felt as though my ass cheeks had willingly spread.
I felt so vulnerable, especially with him behind me, and when he gently started to rub my back and my ass, making sure to spread my ass cheeks occasionally, I really felt self-conscious, knowing what was about to happen.
“You’re really tight,” he said, “you’re really going to need to relax.”
Spreading my legs a little more, I heard him flip something open. “What could it be,” I thought?
However, as soon as I heard him squeeze something out, and then slop it on his cock, I realized it was probably lube. Suddenly, the thought of him being in me, fucking me, rushed through my head, and bracing myself, knowing what was coming next, or at least thinking I did, I took a deep breath.
Waiting for the inevitable, John unexpectedly touched my butthole, which made me panic, thinking it was his cock, I rose up, scared. He immediately pushed on my back again saying, “Relax, it’s just my finger.”
Smiling to myself, relieved, he told me to put my head down again. Again, I did what he asked, continuing to naively smile. He had gently spread my ass cheeks, and when he dabbed my tight little butthole with lube, I tried to prepare myself for what I figured was coming next.
However, it actually felt kind of good, but then as he pushed his finger in me, I tightened up and again pulled away slightly. He again said, “Relax,” and after rubbing my ass cheeks, I took a deep breath as he again dipped his finger in my ass.
John continued to finger me, obviously trying to loosen me up, and yea it did feel good but then as he leaned forward, and pressed against me, he whispered, “You’re really tight.”
Taking his finger out of me and again rubbing my ass cheeks, he asked, “Are you okay?”
I could hear in his voice that he was anxious to be in me, and knowing he wanted to fuck me, made me all the more nervous, but trying to anticipate what was next I said, “Yea,” giving a little nod of my head.
John moved closer and as his legs brushed against mine, I nervously shifted a little. John now put his hands on my ass, and trying to steady me he asked, “Are you ready?”
Not replying right away, he said, “Don’t worry,” which made me subconsciously smile and reply, “Yea.”
I could hear him rubbing his lubed up cock and then he quickly remark, “It might hurt a little.”
I thought I knew what was coming, but really I had no idea, and when he told me, “Try to relax,” I took a deep breath.
Spreading my ass cheeks a little, using his one hand, John pushed up against me, sliding his cock in my crack. It felt good and when he occasionally pushed the head of his cock up against my hole, teasing it, I in a way became excited.
I tried to relax as he repeatedly pushed the head of his cock against my butthole, obviously trying to be gentle, and at first, it didn’t hurt, it actually felt kind of good having him teasing my tight little hole with the head of his cock.
Continuing to try to relax, thinking about him being in me I told myself, “This isn’t so bad.”
However, as John tried to gently push into me, he seemed to struggle. He knew it was going to hurt and not wanting it too, he stopped. Rubbing my ass cheeks back and forth, hoping I might loosen up he said, “Try to relax.”
Giving him a subtle little nod, John again put the head of his cock against my butthole and grabbing my waist, he said, “It might hurt a little,” and again told me, “Relax.”
I felt he was trying to be gentle, but again not being able to get his cock in me, John suddenly pulled me closer, and pushing hard, he tried to force the head of his cock into me.
“Oh my god,” the pain was suddenly excruciating, it hurt so bad, I immediately rose up and pulled away, which caused John’s cock to inadvertently slip out before he could stop me.
The hurting was still there, and trying to ease the pain, I squeezed my ass cheeks together, thinking, “I can’t do this.”
Trying to sound concerned, he immediately said, “What’s wrong?”
Pausing, thinking to myself, “What’s wrong,” I quickly replied, “It hurts.”
John paused now too and then saying, “Ok, you need to try to relax more,” and then explain, “the hurting’ll eventually stop, you just need to relax.”
He seemed a little upset, or maybe concerned, and needing to see if I’d still let him do it, he said, “Let me know when it stops hurting.”
“Of course,” I thought, “ he wanted to try again.”
The pain eventually subsided, really only hurting for a little while, but I wanted to put him off as long as possible, hoping he might give up on wanting to fuck me.
However, after asking me a couple times, if I was ready to try again, and me telling him, “No,” he eventually had waited long enough.
Moving closer again, he finally said, “Ok, let’s try again,” and then continued by saying, “You really need to relax, especially when I’m in you.”
Reluctantly I agreed, and after again smearing a little more KY on my ass, he immediately tried to push into me. Again, it hurt, I tried to relax, I knew I needed to let him do it, but it was so bad, I reached back and pushing on his thigh, I asked him to stop.
He refused saying, “Just relax,” and hearing this I again tried to pull away.
Desperately holding me by my hips, wanting to keep his cock in me, he said, “Stop moving.”
It was so painful, “I couldn’t do it,” and when I hastily pulled away again, his cock slipped out.
John was visibly pissed off, and grabbing my waist again, straightening me up, he angrily said, “Come on, what’s wrong now?”
He had to know, but when I told him it hurt, he sternly said, “You, have got to relax!”
I didn’t know what to say, and then in a frustrated voice, John again said, “Tell me when it’s okay.”