Holly and Nick's Initiation Night - Sex Stories

Holly and Nick's Initiation Night

... me again as Brian slid away. I felt pressure on my ass knowing it was being stretched further than Brian’s cock could open me up. It was Tom. I was about to be drilled in the ass by the largest cock of the group. My ass gave way. I am glad I was still loose but his cock about had me seeing stars. “Relax, I’ll let you get used to me,” He said in an attempt to sooth me. The sensation was so incredible and I was now feeling how massive his cock really was as he began to enter me. I had shared sucking him off with Gina before he mounted her in one of our previous sessions but I hadn’t had him fuck my ass yet. He loved fucking Jerry’s ass and Jerry always said it was quite an experience. I was about to have my own. Tom pulled me away from Susan’s pussy and rolled me on my back. His cock never left my ass and he was only half way in me. He slid a pillow under my hips and pulled my legs up spreading them wide and giving him an angle to penetrate me further. I almost passed out as he bottomed out in me. I could feel his balls against my ass. “Damn, Brian was right. Your ass does milk cock. You are so tight and fucking amazing feeling you have milking me.” All I knew was I was so incredibly full of cock before he began to pull out of me. He reached over to grab the lube bottle and squirted some on his cock and around my ass lips before sliding back into me. He was slow and deliberate with each stroke allowing my ass to get used to his massive size. He kept on fucking me as my own ...

... cock oozed precum. Did I say it was incredible? I grabbed my legs as he pushed them wide open and back giving him unabated access to me. I looked him in the eyes and said, “Fuck me! I want your cock without that damn rubber and I want to feel you cum in me. Pump your cum in me!” It didn’t take Tom but a few moments to pull out leaving my ass gaping wide open, needing him to fill me again, before he slipped off the condom and applied more lube and jamming his cock back into me. I wanted him to fuck the daylights out of me. He didn’t disappoint. I tried to milk his cock each time he would bottom out in me and milk him as he slid out to the head before easing back into me to the hilt. He moaned each time and told me how good my ass felt. I wanted to give him as much pleasure as he was giving me. The incredible sensations running through me were indescribable. I felt the cum continue to flow from my own cock as Tom fucked me. I swear I nearly passed out from the feeling. When Tom was finally ready to unload in my ass, he told me he was going to fill my ass He did as he said. As I milked him, I felt his cock begin to shoot load after load deep into me. What a feeling. He stayed buried in me until he emptied his load and then pulled out, leaving my ass gaping wide open and cum draining from my wide-open ass. I had never had my ass fucked like he fucked me. I loved anal before but never thought I could handle a massive cock like Tom’s. It was quite an evening that lasted well into the ...