(obligatory this happened a while ago)
We’d been dating for a few months when she invited me to join her on a tropical vacation. At first blush, it seemed idyllic: a villa on the beach, steps from the ocean. Sand between our toes, the stars at night…and her family. That’s right, this was a family vacation. A shared villa. What could be described, at best, as a semi-private bedroom, with her family next door, separated by a curtain. The capstone? Twin beds.
We were still in the having-sex-every-time-we-can phase, which made these accommodations extra hard. Early in the morning, she could get into my bed, or I hers, and we could kiss a little, but with her family on the other side of a thin, semi-transparent sheet of fabric, neither of us was prepared to go any further. By the third day of this, we were both dying. I felt like a teenager again, where a stiff breeze would get me hard, and I was afraid to wear anything too lose for fear of pitching a tent.
I couldn’t take it anymore. That night, after dinner, we told her family we were going to the pool, and maybe for a walk on the beach. We got into our suits and grabbed our towels. I also grabbed a few condoms.
First we went to the pool. We put our towels down and got into the hot tub. We were alone at the pool, it was steaming, with the jets going, and we sat on the bench, the water up to our chins. It was relaxing, romantic, and immediately led to her straddling me and us kissing. Which immediately led to my getting hard. She started grinding against me as I wrapped my arms around her and started squeezing her shoulders. As my hands moved down to her ass, I knew we were going to get into trouble. There was a very real risk that I was going to cum in my suit, and while the pool was empty, people were walking by all the time. We decided to try to find someplace a little more private.
We wrapped our towels around ourselves (mine visibly tenting), and snuck out the back of the pool, towards the beach. Where the pool was lit, the only light as we walked towards the beach came from the moon and the stars. There were chaises along the beach. We walked a bit away from the path, pulled two chaises together, and lay our towels down.
If you’ve ever pulled two chaises together at a pool, you know there’s a gap between them. Our makeshift bed was…lacking. Still, we made do. Leaning over a gap, we kissed. The beach wasn’t private, but it was late, and beachcombers were few and far between. Taking shelter in the shadows, our hands explored each other’s bodies.
I slipped her suit off of her shoulders, exposing her breasts, as she slid a hand inside my trunks. I placed my mouth over her left nipple, swirling my tongue around it and feeling it stiffen, as she grasped my cock, placing her thumb over the opening, feeling the precum gathered there and spreading it all around my head. My hand slid down her body, between her legs, and pushed her suit to the side to find her lips already parted, ready for me. I slipped a finger between them, finding the wetness pooled at her opening and spread it around. I pushed my finger inside her, briefly fucking her before slipping out and along her lips, finding her clit. My mouth moved back to hers, as my finger circled her clit. She breathed hard in my mouth, staying as quiet as she could, as she got closer and closer. As she came, she squeaked, loud enough for me to hear, but hopefully too quiet for anyone else to hear over the waves. And she followed with those five words I had been waiting to hear: “I need you inside me.”
Those darned chaises. Smaller than a twin bed. But big enough. We improvised. I slid my suit down to mid-thigh and rolled on a condom, then I climbed on top of her. Pulling a towel over us, I slid her suit to the side, pressed my cock against her, and pushed inside. Three days of anticipation, followed by making out in the hot tub, followed by making out on the beach, accompanied by the semi-public setting, where anyone could walk by, had her dripping wet, and I slid inside her with one stroke.
Anyone walking by could tell exactly what we were doing, and we were relying upon the late hour, the shadows, and the sparse population to hide us. Still, at one point, a couple did walk past. We froze, hoping they would think we were just being romantic and not realize my hard cock was deep inside her wet pussy, my balls pressed against her ass, and her wetness dripping down her thighs. When they got far enough, I resumed thrusting into her. It was too much. The risk of being caught, on top of everything else, pushed me over the edge, and I exploded, filling the condom with jet after jet of cum.
We lay there for a moment, enjoying the afterglow of finally finding release after so much waiting. After a few moments, I slipped off of her, and slid the condom off. Ignoring the mess, we pulled our suits up and wrapped a towel around ourselves to conceal the cum dripping from my softening cock and wetness running down her legs, then headed back. Disposing of the condom in a nearby trash can, we stopped back at the pool, and rinsed off in the showers, pulling our suits to the side to wash away lube and cum, before straightening up and heading back to the villa. That was the only time we managed to have sex on that trip, but it was also one of the more intense sexual experiences I’ve had.
Source: reddit.com/r/gonewildstories/comments/ec4qi1/my_first_time_having_sex_on_the_beach