"I'll have to fill the Jacuzzi first," I said, "so you'll have to keep yourself busy for a minute."
"That's good," James replied, "I've got to take a shit, anyway." He headed to the alcove where the toilet was while I started to fill the Jacuzzi and figure out the controls.
It was a raised platform covered with tile and was built to contain two people side by side, facing opposite ways. My head would be at one end and James' head would be at the other, facing me. It was different from other Jacuzzi tubs I had seen and I wondered how it would work out if he wanted to have sex again. I needed time to recover from the last round. James was still half hard while he was drying off from the shower, but I'm afraid I don't recover quite as fast.
When James came back from his duties I had him watch the water level while I went to take a leak. I told him to check the temperature and put a little of the bath soap in and swirl it around before we started up the pumps. When I returned, he was already sitting in the tub with his back and neck resting on the built in pillow shaped area. I checked the controls and started the pumps. The water jetted out from everywhere and churned up the bubbles in the water. I stepped in and assumed my position at the far end of the tub. It felt so good to be massaged by all the hot water jets and the air bubbles.
"Wow! This is unbelievable!". James exclaimed. "I've never been in one of these. All we have is a regular tub and shower. I could get real used to this!"
"Yeah, this is how the other half lives.", I said. I closed my eyes and let the sound and feeling of the water take me away to a relaxing, mindless space. I began to feel revitalized and felt my hardon returning when I thought of James being so close. We touched up against each other along the length of our thighs and legs. I began rubbing up against him in a slow, seductive move. I had no idea where this would lead or how anything would be accomplished while we were in this position.
"Dick, remember how last time you said you needed either my hand, my mouth, or my ass to get you off?", he asked.
"Yes, I remember that conversation well." I said. "Why do you ask?
"Well, I've done it to you with my hand and with my mouth, I just don't know what you meant by my ass. I know it felt good when you put your fingers up there. I just about went out of my mind when you hit some part of me in there. I really liked it, but I've never had anything else up there.", he said. "Do you think, uh, that we, uh, could maybe....?"
"Spit it out , James!", I interrupted. "Do you want to try anal sex with me?" I had never been a big fan of anal sex and had really only tried it twice with no real success. Maybe this time would be different. I could feel my cock hardening as we discussed it.
"Will it hurt?", he asked.
"Probably at first.", I told him. "I'm not very experienced at it, but I'm willing to give it a try if you are. I think you have to be loosened up a bit first to make it easier and not hurt as much."
I reached over and had a good vantage point to access his butt from our positions. He bent his knees and spread them as my hand got closer to my target. I felt his balls and then followed the path back to his crack. I slid my fingers back and forth along his ass crack until I felt them brush against his little puckered anus. I ran my middle finger around the outside of the opening and heard him gasp. Then I pressed at the center of it and felt it give until my finger was sheathed in the flesh of his hot tunnel.
"That's it!", he said. "It feels good there, put more in."
I slid my finger slowly up his ass until it would go no further. He felt very relaxed and had only started to clamp down once or twice. I move my finger in and out. The water was making it easy by reducing the friction and lubricating up his ass and my finger. He had a look of bliss on his face. His eyes were closed and his head was thrown back. I pulled back and added a second finger and slid them forward into the channel. He seemed to relax and almost suck them in. Back and forth I went until I thought he was ready for a third. There was more resistance this time and he opened his eyes and started to clamp down on my fingers.
"Just relax and push out like you're taking a shit.", I instructed him. Soon all three fingers were in and I was able to move them in and out with no problem. I felt his prostate and massaged it a bit. I felt him squirm and wiggle.
"That's the place I told you about! It just about makes me cum when you touch it.", he said. "Can we try something else now?"
"Yeah," I answered. "Why don't you come over here and sit on my lap facing me." When he lifted his torso from the water I could see he was hard and his dick pulsed to his heart beat. He lowered himself to my lap and sat on my legs so that both of your cocks were together. He instinctively reached down and put his hand around them both and started moving it up and down. My cock was now at full mast, and aching for action.
"Now raise yourself up and position your hole over my cock." I told him. "That way, you control the action and can do whatever is comfortable for you"
"OK, here goes!", he said and he raised himself while I aimed my cock at the pink target. I felt his cheeks surround the head of my cock and then the pressure of his closed anus. He sat down a little harder and the head slipped in just a little. I felt him push and open up until the head was all the way past his tight sphincter ring. It was hot and heavenly. I grabbed his cock to divert his attention from the pain in his ass and he slid further down my shaft. He moaned and then let his weight carry him all the way down until he was sitting on my bush. It felt so tight and so warm I had to really concentrate on not blowing my was right then. Good thing I had already cum in the shower or it would be all over by now.
"Oh, that's good!", he moaned. "I can feel your cock touching that spot." He leaned forward and let my cock slide out a little and then sat back down.
I think this was going to work out after all! I let him control his movements and soon I was thrusting up to match his pace. He was going nice and slow and would shudder when my cock head brushed his prostate. I kept up the same pace with my hand on his cock. He would thrust into my hand and then pull back, impaling himself on my cock.
I knew I was not going to last too long with all this stimulus and, from the look on his face and the swelling of his cock, he wasn't going to last long either.
"Tell me when you think your almost there so we can cum together.", I told him. He shook his head yes and continued his rhythmic thrusting and siting down on my cock. I felt him pick up the pace a bit and knew we were headed for the finish line.
"Oh, I'm almost there, almost there!", he cried and he sat bolt upright and ground his ass into my cock. I felt his cock swell and his sphincter clamp down and I was right with him. His mushroom head bulged out and a steam of cum shot out past my ear. The convulsing of his ass triggered my first volley as well. I aimed his cock toward my mouth and tried to take the next shots on my tongue. At the same time, I felt my cock filling his ass with my cum. I had a mouthful and face full of boy cum and he had my seed buried in his ass. He collapsed on me and breathed heavy until we both came down from our high. My soft dick was still encased in the sheath of his ass, but was retreating as it deflated. His cock was still in my hand, but had wilted to about half mast. We stayed like that until we felt the water start to get cold and then got out and dried off.
We didn't say much as we got dressed and straightened out the room. I wasn't sure what was going on in his mind, but I wasn't going to disturb his thoughts right now. I headed downstairs and to the basement. James wasn't far behind and we met at the bottom of the basement stairs.
"Are you mad at me?", he asked with moist eyes.
"No, I'm not mad at you at all! Why would you think that?", I asked.
"Well, I kind of forced you into that, but I just wanted to know what it felt like.", he said.
"Listen, you didn't force me into anything.", I said. " I thought we understood that we don't force each other into anything. If there is something either of us don't want to do, it ends there. No question. To tell you the truth, I was a little reluctant because my experiences in the past with anal sex have been less than satisfying. But, I have to say, that was about the best fuck I ever had! I don't know where you got your technique, but you seem to have a natural feeling about what is right. Most guys your age would just want to fuck like a rabbit to get their nuts off and then, boom, they're off to the races. No, James, you are really something special. I'm not mad at you at all."
James smiled and went off about his work. I had a hard time concentrating, but managed to put in a couple more hours of work until it was time to pack up the tools. We put everything in the truck and I was writing a note to the homeowner when James came up behind me and gave me a hug. I turned around and he backed off.
"We seem to have a little problem.", he said. "What are we going to do about this?" He pointed to his jeans and showed me a noticeable lump.
"Well, don't just stand there. Whip it out!", I yelled. I got on my knees and gave him the blow job of a life time. He came for the third time that day and seemed to finally be flushed out.
"Grab those sandwiches and sodas and we'll eat them in the truck on the way home.", I said. We shut off the lights, closed the doors and headed for the truck.