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I was 27 years old and had always had a lot of girlfriends. I jacked off a lot thinking about guys and even enjoyed tasting my own cum. With this said I never thought I would ever actually have sex with a guy. Well it all changed one evening while on a work trip to NYC.

I was late arriving to the upscale hotel my company put me up in. They have given my room away and made me wait an hour for a room to be cleaned for me. The hotel offered me a $150 credit at their spa to make up for the delay. The next night I decided I would go get a massage after work and before dinner. I arrived at the spa and Rick (not his real name, I don’t want to get him in trouble) greeted me. He explained that they were slow and he was the only one left. He ask if I was ok with a guy masseuse and I said why not.

He took me to the room and told me to get comfortable and lie on the table. He said he would be right back. After undressing I got on the table and noticed that the cover up sheet was not there. No problem, my masseuse was a guy so I did not feel like I was sexually exposing myself. Rick came in and started the massage. There was some small talk at first, he told me about his wife and kids. He then mentioned what a nice body I had and that I must workout a lot. He said he just turned 40 and he had to work very hard to keep in shape. The talk slowed and the massage started getting more relaxing.

I started getting hard and could not stop it. I was blessed with a above average cock (8”) and it was now poking out the side. I wanted to hide it but I did not want to reached down and move it because he would know I was hard. A little later his hand move to the side of my hip and briefly touched my hard cock. He immediately apologized and I was left with the embarrassment of having to apologize for getting an hard on. We both said no problem and the massage continued. He moved to the other side and started massaging my other leg and hip. I feel his cock push against my arm. It is hard and he is not moving. After a little while he moves my arms towards the front of the table and positions himself by my head. I again feel his hard cock this time it is on my hand. I can’t take it any more. I turn my hand around so I can grip his cock. He says that feels go. He said he was the only one that has touched his cock in over a month.

I can’t believe what is happening. I have never touched another mans cock. I have to have it in my mouth I lift my head and pull his cock out of his pants. My heart is beating harder than on any run I have ever taken. I put his cock in my mouth and start my best effort of giving a blow job. After 5 minutes he say he is cumming and pulls out of my mouth but not until the first shot goes in my mouth. The rest hits my face. I shallowed the first shot and while he goes to get get a towel to wipe my face I used my fingers to put more of his load in my mouth. That was so hot I almost came without being touched.

He told me he had never done that before and was hoping I would not think he did that with everyone. He did not believe me when I told him that was my first time sucking a cock. He continued with the massage in silence for a while. He then started asking me questions about my sex life. I told him I always knew I wanted dick but was mostly attracted women. I told him one day I wanted to be fucked. I was telling him how I wanted to feel the soft skin on a head of a hard cook pressing against my ass. He walked to a side table and got some oil. The next thing I know (my head was in the table) I feel this oil running between my ass cheeks. I then feel a finger enter me. I kept going faster then deeper. Then two fingers. Was this happening? Was I about to get fucked. Yes! I feel the head I his dick pressing against my hole. It felt really good at first. Then he pressed harder and it entered my ass. It hurt! I was about to say stop when it went in all the way. I felt a little relief but still pain. I ask him to just stay still for a minute. After a little while the pain went away and I said fuck me. It felt so good. I begged him to fuck me harder. Next thing I know he is full blown fucking my ass as hard as he can. My dick explodes more cum than has ever come out of my dick. I am laying in my own cum when I feel him explode in my ass..

We exchanged phone numbers and I walked to the elevators to go back to my room. I can feel the cum still in my ass. My dick get hard again before I even get to the room. I close the door undress and jack off to the memory of the best night of my life. Rick and I fucked, kissed, sucked and shallowed many more times on that and other trips I made to NYC. My ass has only been fucked by him and that will soon change as I am ready to make new adventures.