Jason

My first time being fucked.

Yes, I am almost fifty years old and have never been fucked. Is that unusual? I don’t think so. I have been what I thought was a heterosexual man for most of my life and walking now into man on man territory was something both unexpected and new for me. My week long companion, the twenty year old, 240 pound muscle god, was in my hotel double bed lying next to me, both of us stark naked and horny as hell.

Jason actually asked if I had ever been fucked and I readily admitted that I hadn’t in the hope that he would let me fuck him. No such luck. His comment in response was simply that he would take charge, get me ready and eager for the deed and fuck the shit out of me this very night. I was super nervous because I had already had his rock hard muscle cock in my mouth so I knew the size and girth of it. I had never had anything like that in my ass; in fact, I had never had anything in my ass other than his single finger just a short while ago.

We got started on this journey very deliberately and slowly. Jason sure knew what he was doing and how to do it. He began by simply caressing my body with his strong hands. He felt every part of my body from my neck to my toes deliberately moving slowly over every part of my body. As he caressed my body, he kissed me over and over everywhere that his mouth could reach. He kissed me behind my ears and stuck his tongue in them. He kissed my neck repeatedly and then my pecs and nipples. He spent extra time on the nipples biting them, chewing them and licking around them. As he got lower on my chest working toward my abs, he softly commented about enjoying the hair on my chest, running his hands through it and pulling on some of it from time to time. This brought a small element of pain into the scene. He lowered his head to my pubes and licked all around my cock, never actually touching it. Then he went for my thighs caressing them with added pressure, pressure that brought pain to me, a pain that I really thought was sexy and hot. I wanted more of that pain. He licked his way down the front of my legs eventually taking my toes of my right foot, toe by toe into his mouth, sucking and pulling on each one. He then did the same for my left foot.

Once he had finished exploring the front of my body he every so quietly asked me to turn over so that I was face down on the bed. At this point he moved in the opposite direction to what he had done before. He started licking my ankles, then my calves and thighs. He skipped over my ass and worked his way from my waist up to my shoulders kissing every inch until once again he reached my neck. There he began licking and kissing my neck, behind my ears and the sides of my face. I was beginning to tingle all over and looked forward with enthusiasm for him to move to my ass. That was his next target; he moved down the bed so that he was lying down with his face in my ass crack. He pulled the globes of my ass open to reveal my hole and then he began what can only be described as a journey to paradise. At first he licked around the hole, then he licked the hole itself and then he began inserting a very aggressive tongue into the hole of my ass. I was in agony for him to keep going but to go deeper and deeper but of course his tongue could only go so far. I began to beg to be fucked;  I needed something bigger, something stronger, something harder to fulfill the desire in my ass.

Jason softly questioned if I knew what I was asking for and I answered by almost screaming at him to fuck his daddy. Yes, I even referred to myself as his daddy. What had I become? To my complete and utter disappointment, Jason told me I was not ready to be fucked yet. At that point he pulled out some lube and a dildo from under his pillow. He had obviously planned and prepared well for this moment since he had all the necessities on hand. He began by lubing up my ass, very gently inserting his digit finger only a little. Slowly and softly he moved his finger in circles so that ever so slowly my hole opened a bit wider and wider as time passed. Eventually his entire finger was in my ass and that was soon followed by him inserting two fingers, repeating the same circular movement make the opening ever larger. Once he got to the point of three fingers and I was no longer feeling pain, he pulled his fingers out, turned me on my back and once again began sucking on my nipples. While he sucked on one nipple and then the other, hurting me with each of them, he slowly inserted the dildo into my hole and began moving it around in circles. He then began moving the dildo in and out, in and out, to the point that I was enjoying the sensation.

I was going crazy by this point. My ass was open and ready to be fucked but for some reason the action had moved to my nipples. He was more bighting than sucking and this began to hurt. I told him I was feeling pain and he said that was good, enjoy it. As he sucked my nipples and bit down on them, his hand went to my cock and balls treating them roughly as well. The squeezing of my balls hurt as did the overly tight grip he put on my, cock. I was hot, horny, filled with pain and lust.

Then everything stopped. Jason sat up in the bed and looked down at me with a look that took my breath away. His eyes were filled with desire, hope, joy and sexual arousal. He was in a state of sexual need that I had never in all of my life experienced in a lover. He assumed a pushup position over me and told me that my first fuck had to be missionary. For him, missionary was real fucking and any other position was lacking in the great fulfilment of a missionary position fuck. He lifted my ass and placed a pillow under my lower back so that he had easier access to my hole. He took his cock in his hand, placing the head just at the opening of my hole. He froze there until I told him that I needed him inside me. Once I said that, he began a very slow entering. I had accepted his fingers and the dildo but his cock was so thick and long and so fucking hard that my brain had a hard time believing it would go in my hole without tearing me apart. Jason was slow and gentle at this point in his love making. He kissed me deeply ramming his tongue deep into my mouth, sucking the very breath out of me. I kissed him back trying to suck his tongue deeper in me, deeper like I wanted his cock in me. His tongue in my mouth and cock in my ass became as one to me. Bit by bit he entered me; his patience and consideration for me were outstanding. He was truly an exceptional and caring lover. And it was love that we were participating in. I loved him and everything he was doing to and for me and I saw love in his eyes whenever I was able to look into them.

He began fucking me slowly, in and out, in and out, out almost to completely coming out of my hole but not quite. That slow fucking changed to hard and slow; he pushed deep into my hole with all of his strength. I felt the hardness of his muscled body slam into mine, I felt his cock push deep into my hole. I was in paradise, a paradise of pure ecstacy. Then his fucking became hard and rough, rough and fast paced. He was losing himself in the moment; I saw it in his eyes. I pulled his face down to mine and stuck my tongue in his mouth, reminding him that we were making love not war. He slowed down a little but it had become too much for both of us. He came with three hard blasts in my ass. I came with a couple of shots across my abdomen. We lay there, him on top of me, staring into each other’s eyes. We kissed and kissed and kissed. Jason lowered himself down to lick up my cum. He brought the cum to my mouth and we shared it. I wanted to taste his cum once again but it was in my ass. He flipped me over and began to suck his cum from my ass. I cannot explain or express the feeling, the so hot feeling that gave me knowing that he was sucking his cum out of my ass. Once he had a good mouthful he again flipped me over and kissed me so that we both could savour the taste, smell and texture of his cum, this time flavoured with the scents of my ass.

That was a night to remember for sure, one night that will last in my mind until the end of time but that was only our first night in Montreal with three more to follow. What experiences did this young stud have planned for those days? He had obviously prepared and planned for that first fuck of me and so I could only imagine, or could I, what he had in store for me over the rest of week here.