My Older Lover

By Chris Matthew

Published on Apr 14, 2020

Gay

It had now been a few weeks since I moved in with my older lover. I have to say I was amazed at his stamina -- we had sex quite often, sometimes more than once per day. And what a lover he turned out to be -- gentle at times, a teacher of making love, a man who was responsive to my needs as a new bottom. At other times, he was insistent and even a bit rough, taking me standing up in the kitchen, pushing me down on my knees (never in a hurtful way) so that I could suck him. For me, for whom this man was my first, it was all wonderful, and he rewarded me with his cum each time.

One afternoon, in the depths of the winter, I lay back on him, between his legs, both of us reading. At one point, he must have come to an erotic part of his novel, about two gay men who found each other in the service during the second war. I could feel his erection growing against my back. That aroused me too, and I put down my book, and leaned back, turning my head a bit. I took his book and tossed it on the floor. "Oh yeah?" he said, smiling and putting his hands on my chest, moving them down my torso. "Yes," I smiled back. He leaned down, kissed me. I felt his stubble against my cheek, something that always turned me on greatly. I turned over towards him, my face about even with his belt. "Can I get you anything, sir?" I said coyly. "I don't know," he said, "Let me think."

"Well, there is one thing that you could help me with."

"What's that?"

"My zipper seems to be stuck -- maybe you could get it unstuck."

"Let me see what I can do."

I moved my mouth down towards his zipper, and taking the tab in my teeth, holding his waistband in my hands, I slowly lowered it. I then unbuttoned his pants, and pulled them down a bit. Licking his testicles through his underwear, I kissed up the length of his hardness, noting the small wet circle forming at the top. He put his right hand on the back of head and gently pulled me towards him, using his left hand to release his cock. I would never get tired to seeing his erection, I thought, and once again I was happy to service him. I again began to lick him, from the base to the tip, circling its spongy softness before parting his slit and licking it. "Good boy," he moaned, "Such a good cocksucker you've become!"

Holding his cock in both hands, slowly and softly stroking him, I moved my open mouth over his it, and slid it in, using my lips and tongue to pleasure him. "Don't stop, lover," he said passionately, and I of course obeyed him as always.

Soon, I could feel him getting close, and I slipped off his cock, holding it and stroking it a few inches from me, wanting him to cum on my face and lips. Within a few moments he did, covering me with his thick, warm, milky cum. (That also happens to be one of my favorite things with a man.) Still stroking him, I lapped up the last of cum oozing from the tip. Looking up and smiling, I swallowed what I had in my mouth. He reached down, and with his fingers he wiped my face, feeding me as I licked and sucked his fingers.

Standing, he took off his clothes, and reached down to take my hand. "It's time for a shower," he said. I disrobed too, and we let the warm water run all over us as kissed. His mouth still on mine, I felt his soapy hand reach down and take hold of my cock, slowly moving back and forth as I gasped from the wondrous feeling. We did not break from that kiss until I was about to explode, and I threw my head back, my cock twitching and expelling that hot cream, covering his hand and landing on his legs. He smiled, took the shower head and began to rinse me. My arms around him, I held him close to me, telling him that I loved him. He told me that he loved me too. We let the water rinse us, warming us again.

After toweling, we lay in bed, relaxing together after such a nice round of love making. Pillows behind his back, he sat, and I lay against him, my head on his thigh, and he softly stroked my hair. "I was thinking," he said, "Let's get away from this dreary winter, go somewhere sunny and warm. How does that sound?"

"Sound?" I said, looking up, "Fantastic!"

"Good, because I have a conference to attend down in the islands next week, and I want you there with me."

And so, the next Friday we flew down to the islands, to a resort that happened to have an all male weekend celebration going on as well as my lover's meetings. Checking in, I marveled at the bevy of nice looking older men, most with younger companions. I knew this was going to be something special.

The clerk was a younger man, Asian, very cute. He said hello and welcome back to my lover as he approached the front desk. That surprised me a bit, but I soon forgot about it as he led us to the elevator to show us our room. "First time at our resort?" he asked me. I said "Yes, it looks great!"

"Well, I hope you have a wonderful time here. If there is anything I can do to make you more comfortable, please let me know." And then he smiled at me, and my lover gave a knowing smile too. He opened the door for us, told the bell man to deliver our suitcases in our room, and again said to us, "Anything at all." At that, he handed us our keycards and left us.

Our room, a suite with a living room, a huge bathroom with sunken bath, and a large bedroom with a California king bed, looked out on the large pool. Actually, it was a series of pools, connected together with small channels. We unpacked, and stepped onto the balcony. It was a beautiful site, with a sandy beach beyond the pool. There were quite a few men lounging poolside, swimming, just relaxing. I could also see several couples lying together kissing and snuggling. "I'm so glad you asked me to come with you," I said, and turned to my lover. He took me in his arms, and said, "I'm so glad you came," and kissed me.

"Let's get in our swim suits and go down to the pool," he said. I readily agreed. He watched as I undressed and put on my suit, a blue Speedo that he had purchased for me before we left town. I stood before him, his hands on my hips, as he looked admiringly, turning me around so that he could see my backside as well. "You fill out that suit well," he told me, "You'll draw some looks down there." I smiled, maybe blushed a bit, and thanked him. He retreated to the bathroom, and soon emerged in his suit and robe, two towels in his hands. He handed one to me, patted my bottom, and said "Ready?"

Down at the pool, we found two lounge chairs and set up our things. It was quite sunny, and I was already a little hot (yes, that way too, seeing all the good looking men). "I'm going for a swim," I said, and dove in. Feeling the water on my nearly naked body felt very sensual, cooling me. After a few laps, I got out and lay down on my stomach, letting the warm sun dry me. "You'd better have some sunscreen," said my lover, and I could feel his hands rub the lotion along my back. Soon he moved to my legs, moving his hands on my calves, and then my thighs, working it into my inner thighs in a massage like manner. I was getting hard and he could tell. I think he liked making me squirm a bit there in public. After a few more moments of pleasure, he lay down on his chaise, closed his eyes and said "My turn."

I got up, squirted some on my hands, and rubbed it into his chest. A slight smile crossed his lips; he was enjoying this. I worked down his chest, his stomach, and ran a finger along the top of his waist band, lifting it slightly and letting my fingers move just inside. I could see his erection growing, as he still lay back, letting me touch him. I brought my hands to his legs. He had nice shapely shaped, smooth legs, and I loved touching them. My fingers dragged along his calves, and I rubbed, massaging lotion all along them, around his ankles and the tops of his feet. I thought how I wished we were alone, so that I could kiss and lick his toes and feet, but alas there were lots of people around. So, I contented myself with continuing to rub his legs.

After a few minutes, I was done, and I looked up. I could tell that several men were watching me as I worked on my lover. One, a man I imagined was in his 60's, caught my eye, and I looked down, a bit embarrassed. When I looked back up, he was still watching me, and gave me a smile. I smile back sheepishly, and lay down again. I thought about how handsome he was, and it excited me, made me wonder what it would be like to be with another man sometime, that man in particular. Later I would find out.

I fell asleep, relaxed and happy, and was awakened when my man said, "It's time we got ready for the party tonight." We went up to our room, ordered room service. While I was showering, he stepped in with me, and kissed me, the warm water running down over our bodies. I soaped my hands and cleaned him, getting on my knees to wash his legs and feet. When I was done, I looked up, hoping, and he took my shoulders and pulled me up close to him. I could feel his penis, hard, pressing against me. I was very hard too. "You were popular down there by the pool," he said, "Turn around," he said, and I happily obliged. He was fully engorged, and I could feel his length sliding between my buns. I leaned forward, his hand gently pushing on my back just below my neck, and then holding my left shoulder. Slowly, he inserted himself into me, past my outer ring, moving steadily until he was all the way inside me. I clenched my anus, closing around him, holding him tightly. He gasped quietly, standing still, not moving his cock but letting himself enjoy the feeling. "Fuck me," I said, "I want to feel you cum inside me!" He took my hips, and started moving back and forth, in and out, the feeling inside me exquisite. He did not last long, and he made a loud cry as his cum as he filled my bottom with his cum. Standing upright, I took his arms and pulled them around my waist, and felt him kiss my neck, my head tilting back towards him. His cock was still in me, and I could feel it slowly lose its hardness, finally slipping out. His cum felt so good oozing out of me, and he reached down and put some on his fingers. Reaching down, he began to stroke my cock, bringing me to a quick orgasm as the shower continued to wash over us. We stood there for quite some time, feeling happy and relaxed with each other.

Soon it was time to get dressed to go down for the party. But that is a story for another time.

Next: Chapter 6


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