This is pure fiction. All characters are over 18. Feedback is welcome.
This story happened a long time ago when I was an 18 years old student. I was out with friends one night, secretly hoping to finally lose my virginity to a cute girl. As a pudgy, nerdy kid I was never successful with the opposite sex. I was even a little scared of trying sometimes because I was afraid they would just laugh at my small dick and leave me all embarrassed. Maybe because of this I quickly lost interest in trying to pick up girls that night as it had happened several times before. I said goodbye to my friends and started making my way home.
The city center was still full of people, everybody getting drunk and stumbling towards the nearest club, I was just ready to go home and jerk off. I tried to catch a bus but as I got to the bus stop I realized I just missed it and would have to wait an hour for the next one. That's when I made the worst decision of my entire life. Instead of going back to my friends or just passing the time somehow I flagged down a cab and got in. As a student I didn't have much money on me but figured it would be enough to get home. Only when the car stopped in front of my place did I realize I actually had a lot less than I thought. I started panicking, going through my purse and pockets several times but money rarely appears magically out of thin air.
The driver realized what was happening and he locked the doors. This made me nervous and since it was time to admit I didn't have any cash I began reasoning with him. He was having none of it, however, and just kept telling me that he wouldn't let me go until I paid him. I told him to just let me go up to my apartment and I'll bring the money but apparently drunk kids had been ripping him off lately by getting out and making a run for it. He was adamant in keeping me there until I paid what I owed. At this point I just gave up, shrugged and told him that we were not getting anywhere like this since obviously there was no way I could just magically get more cash. That's when he suddenly started the car and began driving away with me still inside. I asked him what he was doing several times, getting pretty scared, but he just kept telling me that I owed him and that he was going to collect his payment. I started begging him to stop and take me home but he just kept driving and there was really nothing I could do at this point.
We drove for almost an hour and arrived in a secluded area somewhere outside town. We stopped near a forest with no people or even houses around. I was sure he was going to murder me. He was a big guy too so he could basically do whatever he wanted without me being able to defend myself. He stopped the car and explained how I was going to pay. Basically he expected me to have sex with him. I was shocked and even more scared than before. I tried to reason with him again but he straight up told me that I didn't have a choice. I could either take his cock or he would beat me up, take whatever belongings I had on me and leave me here in the middle of nowhere. I didn't say anything, didn't even look at him. He got out and then walked over to my side. He then opened my door and ordered me to get out. When I did he took a hold on me and took my phone and wallet. He told me he was going to give them back once we were finished.
He ordered me to take off my clothes so he can take a good look at me. At this point I realized it was better to just comply and did as I was told. Once I was naked he started touching me and commenting on my body. He laughed a bit at my chubby, hairless upper body and tiny cock. He pinched my nipple and then cupped my balls in his hand which made my tiny cock get a little hard. He laughed again and told me what a sissy I must be. I didn't say anything just looked away. I felt utterly humiliated. He then made me turn around and grabbed my ass, pulled my cheeks apart and even touched my asshole. He said I had a nice fat ass and that he was going to have so much fun fucking me. I was really scared. Not only was I straight but I was also a virgin. I didn't want it to happen at all but realizing that it was going to be my first sexual experience just made me feel devastated.
He didn't care though and told me to get on my knees. I did and he quickly dropped his pants. I looked at his cock and it was huge. Not obscenely big but a lot bigger and also hairier than mine. He told me to suck it and after hesitating a bit I took it in my hand. I wasn't sure what to do or how to proceed so I started slowly stroking him. He was getting impatient though and started pushing my head towards his semi-erect cock. I took a deep breath and took it in my mouth. My first thought was how disgusting it felt. Needless to say I've never had a cock in my mouth before and it was strange and gross. Even more disgusting was the feeling of it getting harder. It was all so weird. I was in the middle of nowhere, naked, on my knees with some guy's hairy dick in my mouth. I didn't move just tried to make sense of the situation. That was when he ordered me again to start sucking it. So I did. And as I did he grew bigger. And to my surprise my own little cock started getting hard as well. After a few minutes he grabbed the back of my head and started thrusting, basically fucking my mouth. I wanted to gag but couldn't as his disgusting cock pushed deeper inside. He was rock hard now and judging from his moans he was really enjoying it. He kept fucking my face for some time before pulling out and telling me to go to the car and bend over. I tried to ask him to accept the blowjob as payment but he just grabbed me and forced me into position.
I reluctantly obeyed, bent over and put my hands on the hood. He forced my legs apart then grabbed my ass and slapped it a few times. I was painful and humiliating. He then pulled my ass cheeks apart and before I could react I felt the tip of his hard cock touching my hole. And then without any warning he started pushing inside. I cried out but he just laughed. He pushed slowly at first but quickly picked up speed thrusting in and out. It wasn't really painful, more uncomfortable. He held on to my hips and fucked me faster and faster. He was just groaning loudly as he pounded my fat ass. He even slapped it a few more times and called me a sissy slut and a whore. To my horror I realized my own cock was also rock hard. I have no idea what came over me but I started jerking off. He told me that he knew I was a sissy bottom just by looking at me. At this point I was too horny to really care and just stroked my tiny cock. It took me only a few minutes to spurt my cum on the ground. It was a really bad idea though. After my orgasm I snapped back to reality. I felt the uncomfortable pressure in my asshole again and also was overcome with shame. He didn't care though. He just kept pounding me like an animal. I had no choice but to just take it like a sissy. He was fucking and fucking and then without any warning he came inside me. He gave me a few more thrusts shooting all of his hot cum up my ass. I stayed put as he finally pulled out. I felt ashamed and violated. He just slapped my ass again and then suddenly pushed me on to the ground. He threw my phone and wallet at me, quickly pulled up his pants and get back in the car. I slowly stood up to get dressed but then to my horror he started the car and drove away.
It took me a few minutes to realize what just happened but it was obviously too late. I got dressed, gathered my things and started walking towards the main road.