He went on with the massage but now instead of trying to hold his pelvis back each time he moved forward he instead would push his cock forward further into my mouth each time. He never fully pulled his cock out of my mouth when moving away from me. I was very turned on at this point and my cock was as hard as it had ever been. We were in such a good rhythm that I was very disappointed when he pulled all the way out and moved around to my side.
He removed the towel that was covering me and started to massage my ass. It felt really good due to all of the nerve endings down there. Then I was surprised when mentioned that he was going to get on the table with me so that he had better leverage to continue massaging my back. He got up behind me and straddled me with his knees on either side of my ass. He started working my back and I immediately felt as relaxed as I had in a long time. He was bending over massaging my back up and down with his forearms when I realized what was happening down below. His cock was pressing up against my ass and each time he moved forward the head would go a little deeper between my ass cheeks. After a couple of minutes I felt the head of his cock up against my asshole. Having never been fucked I knew that my ass was very tight but could also feel it getting slick from his pre-cum. I knew he was trying to enter but my ass just wouldn't part for his cock. He kept trying and when he finally pushed down on my back forcing me to arch my back and release all of the air from my lungs I felt the head of his cock pop through into my ass.
It hurt at first but he held it there for a minute before he started pushing in a little deeper every few seconds. I felt like he was ripping my ass apart with that big cock. He was struggling to get very far in but started to slowly pump his cock in and out of my ass. Each time he thrust forward my ass would stretch a little bit farther and take more of him into me. He started picking up speed until he was at a slow rhythm and I was so turned on by what was going on. It didn't take long until my body shook and I started cumming onto the table below me. This encouraged him and he picked up speed to where he was fucking me pretty good. I was just holding onto the table trying to take as much of his cock as possible while also not screaming from how full my ass felt. After what seemed like an eternity I felt him slam into me and hold there then felt his cock twitch and knew he was filling up my ass with his cum.
When he started to soften he pulled out and informed me that our session was over. He informed to drink lots of water so that I wouldn't be sore from the massage and then left the room. I dropped my legs to the floor and wobbly tried to stand. It took a couple of minutes but I finally got my bearings. I dressed and went out to the front desk to pay. When paying the young girl asked me if I would like to book another massage at a later date. It caught me off guard as I was standing there with cum running out of my ass and unable to think clearly. When I was finally able to answer I was thrilled to find out that he had an opening for next Friday.