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First time massage

I was contacted by a young man in his early 30's wanting a massage. Said he had never had one before and was a little scared meeting someone. I asked him is background and he said he was recently divorced after an 8-year rocky marriage. They didn't have any kids so it was a clean split. He was not interested in getting back into the dating thing right now and really didn't have any interest in sex, He was looking for someone he felt comfortable with to come over and give him a massage and just let him feel relaxed for a while.

We talked for well over a week every day by messages. He finally admitted he had always had a curiosity about gay sex but had never acted on it and wouldn't know how to start if he decided to try. I told him there was really no difference between gay and hetro sex with the exception that gay sex is a lot hotter.

He finally told me that he trusted me and would really like it if we could meet and I give him a massage. I teasingly told him I would agree to meet the next day at 2 if he would answer the door naked. I just have an ongoing fantasy about a naked man opening his door and inviting me in. He gave me an LOL and his address and phone number and agreed the next day at 2 would be great. I never thought anything else about it, I messaged him that I was on my way and would be there in about 15 minutes. He replied back that was good, he would be waiting for me.

I arrived and walked up to the door of his condo and knocked. Much to my surprise he opened the door totally naked and said "David? You're here for a massage, right?" I almost fell over. There was this man early thirties, not muscle bound but in fantastic shape standing before me totally naked inviting me into his home. I stammered "Michael" "uh, yeah, I am here to give a massage" He stepped back and let me in the door and closed it behind me as he kind of chuckled and said "I surprised you didn't I?" I told him surprise was an understatement but damn it was good to meet and see him, in more ways than one.

He said, well let’s get to it. I have a bed or a pad we could put on the floor, whatever is good for you and started walking towards the back of the condo. His ass was beautiful. Damn, his whole body was beautiful. Wavy Black hair, and a perfect 5 o'clock shadow. Just the right touches of hair where hair should be, and a light fur across his ass. I followed him to his room saying on the way that the bed would be good if it didn't have a foot board. He replied that he was lucky to have a mattress set, much less a headboard and foot board.

When we got to his room I told him to lay across the foot of the bed with his left side to me. I sat down my bag and asked him if he preferred lotion or oil. He said he didn't know and I said then let’s use lotion, it is less messy and when worked into your skin will make it soft as a baby's butt. I took out my lotion and removed my shirt to put on a t-shirt and took out my gym shorts. When he saw me taking out my shorts he said "I thought you liked to give massages while being nude." I told him I did but was trying to make him feel comfortable since this was all new to him. He told me to please be naked that way he would feel less self-conscious.

I agreed and took off my clothes and walked over to start working on his right foot first. He had his legs slightly spread and I could see his dark skinned cock tucked under his balls. I started working on his feet and by the time I moved to his left foot I could already see some growth from under those furry balls. I continued massaging his calve and thigh on his left side making sure I didn't slide too far down his inner thigh and worked my way up to his left cheek and waist. I lightly massaged his ass making sure I steered clear of accidentally entering his crack and on up to the lower back, mid back and then his left arm. As I was massaging his bicep and down to his forearm I "accidentally" let his hand slide across my stiffing cock. There was no reaction so I moved on down and massaged his hand then tucked it back beside him on the bed and moved to the side of the bed where I could work on his neck and shoulders.

I was working on him and really enjoying myself and getting lost in the massage. I then realized that my cock kept tapping his forehead so I backed up a bit to provide clearance. He never said anything and I don't know if he looked to see what was hitting his forehead or not. I asked him to spin around on the bed so I could work on his right side. He complied and I noticed that he was positioning himself as he laid settled in facing the other direction. I also noticed when he finally settled in that his cock had gotten a lot larger and was laying down between his legs.

I moved to his right side and picked up his arm and started massaging the bicep down to his forearm and again "accidentally" let his hand slide across my cock. This time he kind of reached out and felt for the head of my cock for just a second then stopped. SO I massaged his hand and tucked it beside him and worked on his mid and lower back. As I moved on down to his ass I let my hand slide into his crack a few times as I massaged. I could tell he was getting uncomfortable so I moved on down to his thigh and as I slid my hand down his inner thigh I figured out why he was getting uncomfortable. He had a throbbing hard cock. I brushed by it and moved on down his leg to his calf and then back to the foot. I finished and was walking back towards his head and asked him to roll over on his back.

He looked up at me with a slight blush and said "Um, I'm hard" I said "So, that is natural. Do you want me to get you a towel to cover with? I must admit I am a little hard also" he looked towards my cock and just rolled over. He had a beautiful cut cock about 7 inches in length. It was a light pink shaft up till almost the head of his dick which had a nice mushroom head.

I massaged his scalp and then moved down to his shoulders and chest. As I massaged his nips I would flick them and I watched as they grew harder and harder. I did a few long slides down his sides and towards is lower abdomen.

I moved down to his side and ran my hands over his lower abdomen and just under the head of his dick. I watched it jump each time I ran my hand under it. His balls were starting to churn and his cock just had a natural throb to it that matched his pulse. I put my hands on both sides of it and slide down to his balls and under to his nether. This is when I first started seeing some pre-cum appearing on his cock. I put a lot of lotion on my hands and slowly massaged his balls and up his shaft to the head of his dick. I was slow and deliberate. Pre-cum started to ooze from his cock now.

I wanted to just play with his cock but I was trying to be cool about it so I moved on down his legs back to his feet. After I finished I said, "Okay, I'm just about done." He opened his eyes and looked at me and said with a jittery voice. Thank you for being so gentle and kind to me. If you would like to fuck me I am willing to try and take it, I asked him if he was sure. I didn't want to do anything that he would be uncomfortable with. He replied "As long as you are slow and gentle with me like the rest of the massage has been, and stop if I ask you to I am willing to try."

I said okay and reached into my bag and got out a condom and some good lube. By now his cock was so hard it was bouncing with his every heartbeat. Pre-cum was freely flowing from his cock. I squirted a good amount of lube on my hand and rubbed my hands together and started to work on his balls down to his asshole and up his cock.

Once I had him lubed I just let his cock slip through my hand and gently played with his balls as I had my other hand slowly working his ass. I went to the edge of the bed and picked up his legs and pulled him to me until his ass was right on the edge of the bed. I rested his legs on my shoulders and grabbed the lube bottle and put a lot more lube on his hole and my cock.

I put on my condom and put a thick coating up lube on my cock. With his legs on my shoulders I slowly started working the head of my cock against his asshole. Pushing with a little pressure and backing off. I told him to please relax and trust me. “I am not going to hurt you, I promise.”

I kept slowly working his ass and adding more lube to the tip of my cock. Finally, the head of my cock slipped slowly into his ass. I withdrew it and rubbed some more until it slipped in again, soon it was easy to get the tip of my cock in his ass so I started giving more and pulling back out and giving little bits more each time. Finally, I pushed all the way in and just held it there.

He asked how much more I had to go. I told him I couldn't give him anymore because I was in as far as I can. He reached down and was shocked. He felt and felt and all he could feel was the base of my cock. He was shocked and said he heard that is was going to hurt. I told him sex never has to hurt, you just have to be relaxed and trusting and it will not hurt. I began to slow fuck him. Pulling out until the head was just still in and pushing back to the hilt. After about 7 slow strokes, he started shooting his load hands free. It was totally hot and his cum was thick and full. I pushed deep into him and held it there until he finished shooting, then I slowly pulled out.

I grabbed a towel and cleaned him up and he looked at me and said. Do you mind if I play with your dick a bit? I have never played with any but my own. I said sure, I don't mind and laid down and he began to explore my cock and balls. He leaned forward a couple of times like he was going to suck it but backed off. He eventually said, do you mind if I try to suck on it? I told him he could do what he was comfortable with.

He played and sucked and licked and just had a good time with my cock for about an hour it seemed. Finally, I told him I was going to have to go. He asked if he could please try to make me cum before I left and I said sure and showed him what part of my cock to pay special attention to if he wanted to make it shoot. He licked and sucked and jacked me and I finally said okay I am getting ready to cum. As I shot my first string he slipped my cock back into his mouth (just the head) and let me shoot into his mouth. When I finished shooting he raised up and spit it on my chest. His next comment floored me. "Your cum sure tastes better than mine."

I met him a few times after that, he always wanted me to fuck him. but we have now lost contact.

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