That summer marked the beginning of our journey into a more adventurous lifestyle, and we decided to go on vacation with another couple—her best friend and her boyfriend. We rented a two-room apartment to share, keeping things intimate yet comfortable. If you remember, earlier we had ventured out with my girlfriend’s group to a club where she first slept with another man. That night, only her best friend knew exactly what happened, the details of our late-night threesome, though not the full story of our escapades.
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In the days leading up to this vacation, there had been a quiet spell; the only intimacy she shared was with me. We wanted to change that during our time away, but with our friends so close, it wasn’t going to be simple.
One day, the four of us boarded a boat for a day of island hopping, guided by a charming skipper. We spent hours exploring hidden coves and caves, swimming in clear waters, and enjoying drinks. Each time the others disembarked to explore, my girlfriend remained on the boat with the skipper. She wore a daring Brazilian bikini—not yet the tanga style—but still provocatively revealing. I was pleased with my choice when buying it.
I knew exactly why she stayed behind. Once, while swimming back to the boat, her friend swam alongside me. We watched her leaning against the skipper’s shoulder, her fingers scrolling on his phone, his arm resting possessively around her waist. Her friend glanced at me and whispered, “Maybe we should have another threesome today, huh?” I just muttered a quiet reply, not laughing, because I sensed that someone was about to get fucked—but not in a threesome.
That evening, returning to the apartment, finally I was able to learn more. My girlfriend and the skipper had exchanged numbers, planning to meet that night or soon after. We were both burning with desire, eager to make it happen. The problem was how to escape our friends, who wanted to go out for dinner with us. We told them we needed an evening alone, exhausted from the day’s adventures. Surprisingly, they agreed, choosing instead to enjoy a bottle of wine on the apartment’s terrace.
We got ready, pretending to go out for dinner. I left alone, while she slipped away to meet the skipper for drinks. I told her to keep me updated since the logistics were unclear. A couple of hours later, she messaged me: he had no private place to be with her, and the only option was our apartment, right next to our friends. I didn’t know if they were still awake or not. What came next was wild—I had to sneak back quietly to check if our friends remained on the terrace or had gone to bed. My girlfriend needed to slip into our room with her new lover without being discovered.
Entering the apartment, it was pitch dark and silent. I told her the skipper could come in, but they had to be as quiet as possible until inside the room. She claimed I had traveled to another town for a party. Hiding nearby, I waited as they entered, footsteps soft and careful. Soon, the light flicked on inside our bedroom. My cock surged instantly—I knew exactly what was happening: my girlfriend was finally being fucked by someone new, someone I hadn’t seen before. The thrill was intoxicating.
Unsure how long they would be, I retreated to the car. After an hour and a half, the skipper exited. I hurried back upstairs. She lay in bed, wearing nothing but a wet thong, a satisfied glow on her face. I gently slid the fabric aside and felt the slick warmth of her arousal. My fingers moved instinctively inside her as I lowered my mouth to taste her, savoring the flavor of fresh sex. My hardness intensified, pressing against her. I kissed her stomach, then climbed on top.
White traces of the skipper’s cum stained her skin, the sheets and pillowcase bearing the marks of their night. We kissed deeply; I could almost taste him on her tongue. Sliding inside her with ease, I felt her wetness envelop me. She whispered breathlessly about what he did to her, stoking the fire inside me. I kept slowing my rhythm, pulling out to fight the urge to come too soon. She described his touch and taste so vividly that I couldn’t hold back any longer.
Taking my cock from her, I aimed to cum in her mouth, but she quickly told me to come on her instead—she wanted to keep his flavor lingering inside her mouth. I released a thick spray of hot cum over her pussy, belly, and neck, coating her in sticky sweetness.
“It’s good I came with him,” she murmured, laughing softly.
The next morning, we woke together and joined our friends for breakfast on the terrace. They were already awake, giggling softly at our arrival.
“You must be tired after all that action last night,” her friend teased.
“We thought it would never end,” her boyfriend added with a grin.
“Sorry we kept you awake,” I replied, smiling to myself—though I knew it was really them who had kept us up.
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