Keith invited me to his beach home on Long Island’s north shore for the weekend. He knew I was straight and I knew he was gay, so we (or I) assumed that we’d have a fun and relaxing weekend by the beach. He was always a bit flirtatious, but I secretly enjoyed the attention and was accustomed to being flirted with by gay men anyway, so I didn’t think anything of it.
When we arrived at his home after a three hour drive, I was struck by how secluded and quaint it was. It was a fairly large home nestled into the hill overlooking the beach with a small guest house on the property. The pool was small, but extremely private and also with a great view of the beach.
“I’m so glad you agreed to join me this weekend. I’ll miss seeing the muscled guys in thong swimsuits walking around Fire Island, but I’m very glad to be able to hang with you here” he said. This gave me an idea. I wore thong underwear fairly often, and a number of my thongs could easily double as swimwear. I had several girlfriends who loved seeing me in a thong, and I loved wearing thongs for them. I had never worn a thong for a man before, but was certainly open to the idea. I decided to surprise Keith.
“Let’s get changed and go take a dip in the pool,” he said.
He showed me to my bedroom and he walked to his, instructing me to meet him at the pool in a few minutes. I soon heard his door shut followed by his footsteps headed outside. I undressed down to the Daniel Alexander DA771 thong I was wearing and realized that it would make a perfect swimsuit. It was the right material, it was comfortable, the tiny pouch showed off my front package, the thong showed off my muscles and ass beautifully, and it looked incredibly sexy. I decided to put on my flip flops and head out to the pool.
When I arrived at the pool, Keith was already lounging in one of the chairs. He looked up as I approached and a huge smile came over his face. I could see his surprise and excitement, and I found myself enjoying being admired by him in this way. As I spun around to let him get a glimpse of my ass, he let out an audible voicing of his approval.
“Wow, you look so fucking sexy!” he said.
“I remember how disappointed you sounded that you’d miss seeing those guys in thongs on Fire Island. You were so kind to invite me here with you for this weekend, so I wanted you to be able to enjoy seeing a guy in a thong this weekend. I hope you like it” I said.
“Like it? I fucking love it! Throw away all your clothes. I want you to wear only a thong this weekend” he said.
“Gladly. My clothes are in my room. Feel free to hide them away and just leave my thongs out for me” I answered. Based on his huge smile, he clearly loved this idea. He ran back in the house for a couple of minutes without saying a word and returned with a mischievous smile on his face.
“I’ll be shocked if you can find your clothes. I’ve left out the five thongs you brought along with your toiletries. I’ll return your clothes to you at the end of the weekend. This is going to be fun!” he said. I found myself getting aroused and could feel my cock growing erect inside of my thong.
Keith then lay face down on one of the beach chairs by the pool and handed me a container of sunscreen. I took the cue and began applying it to his back slowly and gently. As I made my way to the inside of his thighs, he moaned slightly. I was pleased that he was enjoying it. When he rolled over onto his back, I began applying sunscreen to his chest, slowly making my way further down until I reached the top of his swimsuit. I sat on the beach chair next to him in a way that enabled him to see my thong, and he began to touch my ass as I continued applying sunscreen to his chest.
I slowly slipped my fingers down the front of his swimsuit to see his reaction. When he moaned slightly, I knew what he wanted. I reached down and took his cock in my hand and began to stroke gently. He was clearly loving this, and I continued. Within a minute, his cock was rock hard, and I found myself wanting to feel him inside of me. I stroked some more and he moaned more intensely, and then applied some more sunscreen onto my hand to use as lube. It occurred to me that the sunscreen would work perfectly.
I inched my way down toward his cock, took his swim trunks with both hands, and slowly slipped them off his body, revealing his rock hard cock. It looked invited, and I couldn’t wait to feel it inside of me. I decided to stroke it until he seemed ready to cum. It didn’t take long before he seemed as if he might explode.
I whispered in his ear “I want to feel you inside of me”, and he simply responded with an emphatic yes.
I removed my thong and straddled his torso, applying extra sunscreen on his cock and on my asshole. I lowered myself over him and guided his cock to my asshole. I fingered myself a bit to prepare me for being penetrated, and then slowly eased his cock inside of me, which caused him to moan yet again. I sat on his cock, allowing it to protrude deep inside of me.
At this point, I looked around. We were both on the chaise by the pool in broad daylight. Even though we were surrounded by lush vegetation, I felt open and exposed, and it was exhilarating. I began to grind on his cock. I moved my ass up and down, stroking his cock with my asshole. I was getting more and more aroused, and I could feel him approaching climax once again. I began to grind harder, wanting to please him, but also unable to control my own urges.
By now, I was grinding on his cock fast, deep, and hard. We were both moaning, and I could feel him pushing his hips up toward me, trying hard to cum as soon as he could. We were now both grinding in concert, and he was grunting with each thrust.
Without warning, he shoved his cock deep into my asshole and I could feel his load shoot deep into me. It felt wonderful as he grabbed my hips and shot several more loads inside of me, using my ass as a vessel for his cum. Once he came and was completely satisfied, he pulled out and pushed me off to his side. I kneeled over and licked up the cum that had dripped onto his torso, and he seemed to love this. Before his cum began to drip from my asshole, I put my thong back on and lay next to him.
“Did you like that?” I asked.
“That was fucking amazing. I think we’re gonna have a lot of fun this weekend” he replied.
“Would you be willing to wear a chastity cage? I’ve always wanted to have a hot guy walking around all weekend in only a thong with a chastity cage locked underneath. I have a few here for you to choose from if you’d be willing. I completely understand if you’re not.” he asked.
I smiled for a bit just to flirt with him, and then replied “Sure, I’d love to wear a chastity cage for you! Show me your collection and I’ll pick one out, put it on, and will hand you the key. I want to spend this weekend pleasing you and showing you my appreciation for inviting me out here. I’ll wear the chastity cage for as long as you like.”
He loved this response and responded simply “We’re going to have an amazing weekend.”