My heart sank and I my eyes widened as I rolled onto my back, realizing what was about to come. If I wasn't somewhat shy I probably would have pulled my legs up on to my chest like the slut I always knew I was. I instead waited for further direction...my directions from Tom were simple "lie back, trust me, and RELAX".
At this moment I was glad that I was not in bed with any of the large-cocked men I had spent time chatting with earlier that day and the night before. When you are in a chat room getting to know some stud with a 10 incher, or a "beer-can thick, 8 inches" it seems great, but when you are about to take it inside you for the first time, you are glad that you have an average 6 inches coming at you. Tom's cock was a little bit smaller than mine in every way - and I was still afraid...but willing and wanting.
As I lay there with Tom's rubber-covered cock staring at me and my own cock standing straight up and rock hard I had surely lost myself in the moment. I was playing with my own nipples and stroking my cock for this man I had met about an hour earlier. Tom was liberally applying lube to my ass and his cock. He fingered me some more, I figure he must have got a third finger in my ass as I felt it stretching. When he slid his fingers out I knew what was about to replace them.
Tom got into a push up position on top of me. His chest and nipples rubbed against my chest and nipples. I felt his cock resting against my balls and I spread my legs. Tom guided his cock head up against my waiting hole. He looked into my eyes as if to say "relax, here it comes, and take this slut" all at once. In perfect unison Tom's cock entered my ass and his tongue entered my mouth. He bit my lip and tongue fucked me as if to take my mind off the pain down below.
It worked for a brief while as I was experience many simultaneous sensations, but then he pulled back from our kiss and did as he promised - he was looking me in the eyes as he fucked me. I guess he wasn't really fucking me yet, he was probably about a quarter of the way in. He looked in my eyes and then did say "relax, hon". To my surprise I was able to relax. I spread my legs further and felt him start to rock back and forth, in and out - deeper each time.
I felt each thrust and definitely felt as he popped past the puckering asshole deeper into me. Before I knew it, I could feel him resting up against my ass - in all the way. I took a sense of pride from the fact that I had "taken it like a man". Tom then slid almost all the way out and then back all the way in. Slowly at first he did this a few times. Then he began to speed up...
I was now getting fucked - and loving it. Tom was now treating me like the slut he told me he was going to treat me like in our earlier chat. Even though everything was happening so fast, it also seemed to be going in slow motion at the same time. I was thinking back to just what we had chatted about, and how even though our sex was very spontaneous, it also seemed to follow the script he had described for me earlier that day. I also remembered that there was much more we had discussed. I got even harder, which I did not think was possible, thinking about this cock in my ass and what was still to come. As I got harder, I moaned and my asshole spasmed, putting a tight grip on his cock. Tom responded by turning up the intensity.
I reached down and began to stroke my cock between us as he ploughed me hard and fast. Tom stopped me, and moved my hands up above me as if to make sure I knew he was in charge. With my arms above my head, Tom fucked me, and kissed me, occasionally sucking and biting on my nipples. As Tom fucked me longer, I felt his pace quicken, and his breath matched. I knew what was coming, or rather who was coming - and where. I remember wishing these were safer times and that I could experience his hot load in my ass.
Before I knew it Tom was bucking, and making those expressions men can only make when they are blowing a load. I pushed my ass onto his cock, I tightened my ass muscles to help him along, as his entire body let me know he was starting to orgasm, we both let out loud moans, and he started talking "you like that hon?" and "you ARE a slut aren't you". His words were the final straw, my cock started to pulse with no hands on it, I began to spew my second load onto my belly, my chest and Tom's belly. He pressed against me rubbing our cum together. He laid on top of me for a few minutes as we both caught our breath...it was a wonderful feeling.
I began to feel his cock slide out of me, and my cock stayed soft this time.
In fact, I had orgasmed a couple of times now and was beginning to think my journey should begin to wrap up. I guess what I am saying is that I was not horny any more, I was covered in cum and had a strange man lying on me. Gay sex always seemed to appeal to me more when I had a raging hard-on. As I was thinking about how to end this "date" I realized Tom had other plans.
I felt Tom sliding up my body and he stopped when his stomach was over my face, I knew what he wanted...but did nothing. "lick it up slut" I heard. This would be a test of my desire to go "all the way" as I knew things were just beginning...
End of Part II