He spread my ass on the hood of his car

It was an evening like any other… I was hungry for some cock all day and, with nothing else to do in a small town, I went on a gay dating website to look for someone to hook up with. After randomly browsing for a couple of hours, I stumbled upon the profile of this older discreet bisexual man. His profile was quite empty, but his headline text attracted my attention, it simply said: “Bisexual man looking for discreet sex dates with no strings attached”. I saw that he is online and approached him to see if he is interested in meeting each other. He seemed into it and after we chitchatted for a while, we decided it is worth a shot. Problem was that I wasn’t living alone, and he was living in the nearby town. There were not many hotels close to me, and I didn’t want to risk being seen. Even though it was the beginning of winter, he convinced me to try it in the car. Because of the cold air outside and the uncomfortable tiny space in the car, at first, I was reluctant of the idea. I had fantasies about giving a guy a blowjob in his car for a long time, so I said: “what the hell, this would be a perfect chance to give it a try”. I used the half an hour it took him to drive to me to shower and thoroughly clean my ass… I also prepared a small surprise for him. He picked me up two blocks from my apartment and we drove to a remote field outside the city.

He was taller than me, not particularly fit, but very masculine. I like that… a lot. All the way there we talked about past experiences on dating platforms and how a lot of them turned out to be disappointments. Eventually, we reached our destinations. He put the car in park but left the engine on to keep us warm.
I got more and more nervous – it is something that happens to me at first dates – and he noticed it. I tried to hide my anxiousness by reaching over the clutch and touched his leg. He turned towards me and told me to get closer. We started kissing softly. My hand moved up his leg and started massaging his bulge. He seemed to like that as I could feel his cock hardening. He laid back and opened his zipper. To my surprise, he wasn’t wearing any underwear. He pulled out his half hard uncut cock – it was thick and, although not fully erected, the thought of it stretching my tight ass was already frightening me. I leaned over and started licking his tip. He lifted my head and kissed me again. His tongue made my mouth really wet. After a few seconds he gently pushed my head down towards his now fully erect cock. It was massive. I was holding tightly the base of his cock with one hand while massaging his swollen balls with the other. His precum had a bitter taste, but it didn’t matter. Getting to play with such a nice cock got me very excited. He complimented my abilities to please him and said that he also wants to fuck me. I nodded yes and set back in the chair while he pulled out a condom and tube of lube from the glove compartment. I asked if he wants to go on the back seat – he had a much better idea.

We stepped out and met in front of the car. He grabbed my face with both hands and started kissing me passionately. Meanwhile I grabbed his swinging dick with both hands and began rubbing it – damn, it is huge. He turned me around and bent me over the hood of his car. I could feel the warm engine underneath. I knew what was coming and began to shake a little. He grabbed the back of my neck and told me to relax and that he will be gentle. He pulled down my pants and seemed to really like my surprise. In the anticipation of anal intercourse, I warmed up my ass with a small butt plug. He quickly put on the condom and squeezed a generous amount of lube over it. He confessed that it often happens that bottoms get scared of and refuse his enormous cock. I admitted that I was also terrified but wanted to feel his cock in my ass. He pulled out the plug and placed it on the hood next to me. He wiped the leftovers of lube from his hand around my hole and moved into position.

I took a deep breath of air – “Good boy!” he said as he penetrated me. Fuck it hurts so bad and is so good at the same time. He slowly pushed more and more inside. I tried to hold him back with my hand against his belly, but after half of his cock was inside me, I didn’t have any strength left and surrendered completely. He was two thirds in. I took another deep breath as he went all in. I felt his balls touching mine. I couldn’t believe my ass can accommodate such caliber. He began to fuck me slowly. I was in heaven. After a while he started pounding me harder and harder. My brain was overwhelmed with pleasure and pain, I couldn’t feel the cold air anymore. I was struggling to stay conscious and keep my ass relaxed so that he doesn’t tear it in two. I could feel his hands grabbing and splitting my butt cheeks. I would say he didn’t fuck me more than a few minutes, but it felt like hours. I tried to stay still but my legs where trembling. Eventually he pulled out. I started breathing heavily and just couldn’t stop shaking. He realized it was too much for me and apologized for fucking me so hard. I said that everything is ok – even if I didn’t know what the status of my ass is yet – and that I enjoyed it. He said he is cold, and we should get back in the car. Before I could straighten up, he took the butt plug and pushed it back in my ass. “I hope it still stays in… I stretched you really good.” he said. I turned around and pulled up my pants. He kissed me and told him to follow him on the back seat.

Cum was dripping from my cock while my legs were still shaking.

He was waiting relaxed on the back seat with his legs spread and I noticed he had already removed the condom. I reached over his crotch and wanted to take his cock my mouth. He stopped me and told me that if I was going to do that, he will have to ejaculate in my mouth as he doesn’t want to get his back seats dirty and that I can spit it outside afterwards. I told him I wanted to taste his cum anyway, to which he replied with a smile and a kiss. I leaned forward and started sucking him. He grabbed his cock and began jerking off in my mouth while holding down my head with his other hand. “Get ready for it.” he said as he began to moan. A wave of warm cum filled my mouth. I quickly realized it will not fit, so I swallowed some of it. This only made him cum harder. “Fuck, you are really good!” he said as I was reaching towards the door. I spit some of it next to the car, but it was just too much. I took out the butt plug and felt that my underwear was soaking wet with cum. He switched to the driver seat and handed me some napkins to clean.

We drove back and he dropped me in the same place where he picked me up earlier. I didn’t realize how hard he had fucked me until I had to walk back the two streets to my apartment. My ass was sore for three days, but years later, I still use this memory to jerk off. Honestly, I had issues getting fucked for a long period after that night. We met again, him and I, but this is a story for another time.