He was massaging me when he adjusted the head rest so it dropped down, I was staring right at his crotch when he dropped his shorts and his nice 7" cock popped out. He quickly rubbed it over my lips and then told me to lick the head, I found him telling me what to do was a big turn on so I obliged. He then told me to slowly take just the head in my mouth, I did and he moved it in and out of my mouth, it was exciting. He then told me to lick up and down his shaft and I did that. After a while he started sliding more into my mouth and pumping slowly at first then faster. After some time of this he withdrew and told me to turn over.
He then massaged around my butt and upper legs gently and with great finesse. I was really getting turned on, he continued to talk to me and was rubbing up and down my ass crack. I soon felt liquid going down and he was rubbing it in then gently he inserted a finger in my hole, it hurt a little at first and he was very gentle, gradually it eased up and I was enjoying him fingering me.
Must to my surprise he withdrew his finger and I felt a new sensation as he started to lick my hole, this really turned me on and I was moaning as his tongue penetrated my hole. After some time he stopped and again inserted his finger in my hole. He then asked if I had ever been fucked, this took me by surprise, but I answered no and he asked if I would like to try. Being a little unsure I asked about it hurting and he said he would be gentle and if it bothered me he would stop. I was so turned on then I was about willing to try anything.
He kept fingering me and said he was going to insert another finger, I tightened up a little and he said relax, I tried and gradually he inserted 2 fingers. He was as gentle as you can be and I found it not real bad. I even found myself backing up to his fingers, he smiled and said you are liking this, you will like my cock even more. He was right about me liking it.
We slowly withdrew his fingers and I could feel him putting more liquid on my ass, soon I felt him rubbing his cock up and down my ass crack, he told me he was ready to enter and I soon felt a pushing a my hole, he said relax and he slowly pushed until finally his head popped in, he stopped as I winced a little and then just slowly withdrew and entered a couple of times, I was now starting to relax and soon he said are you ready for some more, I smiled as he had turned me over and we were now face to face with my legs over his shoulders, he slowly entered a little more and gradually withdrew and entered again, finally he entered and when all the way in, it was very tight but very exciting, an pain quickly subsided and he started to thrust. I squeezed my ass muscles and he said wow you are tight. As he thrust I found myself getting into the motion and we were really going at it, he asked if I wanted him to cum in my ass or on my stomach, I told him it was up to him as I was enjoying it.
I could hear him picking up tempo and then he told me he was going to cum, he thrust and I could feel a new sensation as cum filled my ass. He continued on and said that was a very hot fuck, he wasn't sure if I would be into it but found out he had guessed right. He then started to suck me and I started grabbing his cock and jacking him off, I was ready for more.
We ended up going one more time, doing everything we could, different positions, rimming, deep throating and swallowing, I found that we had a lot in common and that there would be many more massages to come, including me fucking him for the first time and it was spectacular. After I moved we didn't see each other except on an occasion I would head back to his town, he was still going strong in his 70s and I enjoyed it every time.