1. Turning the College Freshman Part 2


    Date: 10/8/2015, Categories: True Story, Anal, BDSM, Bondage and restriction, Cruelty, Cum Swallowing, Domination/submission, First Time, Gay, Hardcore, Humiliation, Rape, Author: Poolboy461, Rating: 80.4, Source: sexstories.com

    difficult for weeks to come. I lay there defeated, tears running down my face, unable to protest or ask anyone for help. “Now that your ass is tenderized, it is time to try out the meat.” The sound of a rubber glove snapping onto his hand followed by lube being squeezed out of a tube sent a new wave of fear across me. “If you tense up, it is going to hurt even more” Paul told me as he inserted his pointed finger slowly in my ass. I have since tried to recreate the feeling of being unwillingly bound and anally violated in role play without much success. The initial fear and humiliation of having someone you once trusted forcefully enter you against your will is a feeling that I have longed for every day since. This was not the case at the time, but we never appreciate things until after. At the time, all I could do was try and ease the pain as he shoved the first finger in slowly, deliberately. I felt the tip of his finger enter first, slowly penetrating me to the first joint, then the second. Once he bottomed out he began pulling it back out slowly. Again and again and again he did this, so slowly it was almost a tease. I could feel my precum oozing out of my penis as he continued loosening me up for his pleasure. “You are much looser than I would have thought” he said “I think you need more.” With all ease and concern gone he thrust two fingers in my ass and began violently twisting back and forth. I screamed against my ball gag in pain. My asshole felt like it was going to ...
    tear in half. My body writhing in pain as he placed his other hand on the small of my back and held me down. No one could hear me. No one could help me. After what seemed like hours he pulled his fingers out and pulled off the glove. I lay defeated, my ass still stinging from the welts now added with the soreness of my asshole. “A rest” he said. I knew what was coming. From the moment he began tying me down to the table I knew my night would end this way. The knowledge did nothing to lessen the pain or the humiliation I felt. “Keep breathing and it won’t hurt as badly.” As the tip of his rock hard cock bumped against my asshole I let out a muffled plea to stop. This was met with a ear splitting crack across my already raw ass cheeks. I knew it was hopeless, and so I did not try again. “Breathe” he said as he began to apply pressure. All the work he had done with his fingers did not prepare me for the sheer size of his cock. Pressure, pressure, and more pressure. Just as I thought my ass was going to tear I felt the tip slide in. “There we go” he said with a moan. Slowly and deliberately he began to slide in my ass, inch my inch. As I felt my ass stretch out over his rock hard dick my legs began to shake with a mixture of intense pain and pleasure. Tears filled my eyes as I was almost unable to bear the pain, but unwilling to do anything about it. For what seemed like hours he slid every inch of his dick into my ass until I felt his ball resting against mine. “My little slut ...