#1401: First Time Penetration
This season we have collaborated with XConfessions, a community built by the famous ethical porn director, Erika Lust. XConfessions are either stories or fantasies submitted by the community. We’ve taken a few of these stories and given them a Cum With Us twist, for your listening pleasure
Imagine the first time you have penetrative sex is in Colombia, in the middle of the ocean with a gorgeous local. Well, you don’t have to imagine anymore, in today’s erotic audio story we explore how a backpacker finally fucks for the first time at a hostel in the middle of an ocean…
Read the original confession here: https://xconfessions.com/confessions/my-first
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Transcript
Excitement bristled in my body as I boarded the plane, I was finally going on my big backpacking adventure with two of my best friends. We had worked hundreds of hours at a steakhouse to earn tips to pay for the trip and it was finally here. The flight to Cartagena, Colombia from Toronto was just over five hours and we would get there in the afternoon. Perfect timing to check into our hostel and go out on the town for a drink. Carlie and Kylie looked over at me from the aisle, they had large smiles painted across their faces. Carlie, like me, was single, while Kylie had just gotten out of a long term relationship so I knew both of them would be up for a good time.
I had never been in a proper romantic relationship and had never had sex. I had focused on my academics so intently that I never had time for a boyfriend and, up until recently, I wanted my first time to be with someone special. But now, I really just wanted to get it over with and start a new sexual journey. Who knows, I wonder as the plane takes off, maybe I’ll meet someone on my travels.
Catagena was a beautiful city steeped in rich history and we spent numerous days wandering the streets filled with graffiti and incredible architecture. We ate cheap but tasty empanadas everyday in the centre of the hip backpacker district and even went drinking and dancing at a rooftop club where I made out with a Swiss traveller. The kiss on the rooftop had whet my appetite for more contact with men and that niggling urge to finally lose my virginity started getting stronger.
We had heard about a hostel that was situated in the middle of the ocean, on a remote island a thirty minute boat ride from Cartagena and couldn’t resist the chance to stay there for a few nights. The three of us took a bumpy speedboat out to the hostel that was surrounded by crystal clear turquoise water and floating piers filled with people, it looked perfect.
We set our bags down in the dorm room which had a view of the ocean. Actually, every single room had a view of the ocean because the hostel was literally floating in the middle of it! We immediately put on our bikinis, beyond excited to finally have a refreshing dip in the ocean. Although Cartagena had been incredible it didn’t have nice beaches and was sweltering hot and humid. Carlie, Kylie and I linked hands and jumped into the ocean together, enjoying the cool water lapping against our skin. We looked at each other and started laughing, we were in paradise!
We swam out to one of the floating docks and laid down beside each other, soaking up the sun and discussing our adventures when we noticed a group of men swimming in our direction. As they got closer we could tell they were cute. One had dark brown curly hair, the other straight black hair, and the last had long blonde hair pulled back into a man bun. One of them had a watertight backpack on and proceeded to pull six cans of Aguila, a popular local beer, out of it, asking if we wanted to join them for a drink. We laughed and accepted the offer, making room for them to join us.
The guys were also backpacking around Colombia but had come up from the south of the country and gave us lots of tips and suggestions about the places we were planning on visiting. One was a local Colombian who worked at the hostel but had the day off, and the other two were friends from the UK and were travelling the country together. The Colombian had caught my attention from the get-go, he was sincere and easy to talk to and I became naturally drawn to him. He was attentive when I spoke and I noticed that he had slowly inched closer to me on the small floating platform and when his hand or leg brushed up against me I felt an electricity run through my body.
After we had all finished the beers the boys suggested we all swim back and get something to eat before the hostel party that evening. Me, Carlie, and Kylie had no idea that there was going to be a party so we excitedly agreed to meet them there. We swam back to the main hostel and ate a dinner of fresh fish and fried plantains and went back to our room to shower and get ready for the evening. After slipping on our dresses and combing our hair we made our way to the balcony to watch the sun set, drinks in hand.
Once night arrived a DJ started playing music and everyone staying at the hostel grouped together, there was an atmosphere of happiness and excitement. We met more backpackers from around the world and swapped travel stories with them and found ourselves on the dance floor, swaying our hips to the music. I looked over and saw Carlie’s body pressed against one of the men we met earlier. I smiled, happy for her to have some fun on this island paradise. The next time I looked over the two of them were gone, most likely finding a hidden corner of the hostel to hook up in.
Kylie walked up to me and announced she was exhausted from the sun and the drinks and was going to bed. Just as I was about to ask her to stay out a bit longer with me the Colombian man approached us and asked if we wanted to go for a night time swim with a few of the other backpackers. Kylie told me to go but that she was beat and needed sleep. I could feel the Colombian’s eyes piercing me, begging me to go, so I nervously agreed.
He grabbed my hand and led me to where the rest of the group had already started stripping down for a skinny dip. This wasn’t what I expected but the booze and the fantastic day had me feeling euphoric and tentatively I pulled my dress up and over my head and shimmied my underwear down my legs reminding myself that everyone else was already naked and that the darkness would conceal my bare breasts and tan lines. The Colombian was ahead of me, already waist deep in the water and was kind enough to not watch me undress. As I walked into the warm water my nipples hardened and I felt tingles rush through my body.
When my body was almost fully submerged the Colombian stopped and beckoned me towards him, I could feel that something was going to happen. I stood in front of him and he cupped a hand under my chin, tilting my lips to meet his. I ran my hands over his dark, tanned skin, feeling his back muscles. After a few minutes he pulled away and whispered something in Spanish. I couldn’t quite make it out and asked him what he had said as my Spanish skills were basic. He told me that I looked like a dream. This made me smile and put me at ease. I could feel a fire building within my body and stepped towards him, this time pulling him into me as I put my hand on the back of his neck.
Then he began to touch my thighs under the water, I came close to him, letting him know I was enjoying what he was doing to me. He ran his hand up my thighs until it found the soft warm space between my thighs. Although water surrounded my body I could feel myself getting wet and turned on from his touch. He was gentle in his caresses and asked me if it was okay. I bit my lip and nodded and he plunged his fingers inside of me. Even though I hadn’t had penetrative sex yet I had been fingered and loved the feeling of being filled up. I reached down to grasp his now hard cock and rubbed it lightly under the water. He kissed down my neck and onto my shoulder as I moaned lightly from his touch. Then he slowly pulled away from me and grabbed my hand, telling me to follow him. We strode through the water and up onto the dock of the hostel.
We quickly dried ourselves off in the empty lounge area, everyone else seemed to have gone to bed. But we quickly found each other again and we made our way onto a long tanning bed, our naked bodies pressed into one another. As we made out I ground my body against his, his erect member rubbing over my torso, I wanted so badly to have part of him inside me. He pushed his fingers back into my pussy, while touching my clit with his thumb. The pleasure was so intense but I didn’t want to cum too fast so I moved my way down his body until his cock was in front of my face.
I had never given a blowjob before, it seemed like such an intimate gesture, but I felt ready to explore this side of myself and tentatively took his hardness into my mouth. He moved his hands up to my breasts and played with my nipples as I slowly moved my mouth up and down him. He let out gasps and muffled moans which meant I was doing something right. He asked me to suck on his tip and I obliged, happy that he was telling me exactly what he wanted. He grabbed the back of my head and moved me to his liking. I was surprised how much sucking his cock was turning me on and it was then I knew I wanted to fuck for my first time in an unforgettable way, and this was the right place to do it.
When I came up to kiss him again I whispered in his ear that this would be my first time. He looked at me and asked if I was sure it was what I wanted. I replied that I was more than sure and grabbed the condom he had left on the floor beside the chair, “let’s do it” I said. He looked slightly surprised by my eagerness and took the condom from my hand, putting it on his dick. He whispered that he would take it slow and that I should tell him if he needed to stop at any point. I was comforted by this and lay back in the lounge chair, opening my legs.
The Colombian was overtop of me and kissed me as he slowly pierced me with his member. I felt a slight tear of pain but it passed after a moment and I relaxed, enjoying the feeling of him moving in and out of me. I absolutely loved the feeling of being filled up. Once he saw I was enjoying myself he reached his hand between us and started stroking my clit, saying he wanted me to cum during my first time. In that moment I relinquished all control and let his body melt into me and mine into him as I felt a rush of tingles move throughout my body, up my toes and into my brain. My legs started to shake and the release of orgasm flowed through me. As I moaned, trying to keep my voice low, I could feel him thrust deeper and harder into me until he also let out a long and guttural groan, letting me know he too had cum.
Afterwards, we cuddled in a hammock by the water, talking about our lives. After an hour, he got tired and asked if I was okay if he went to his room. I nodded, saying I wouldn’t mind having some time alone. He kissed me goodbye and I stayed in the hammock, by myself, watching the sunrise. I felt empowered that I had finally had sex on my own terms. I was tired of waiting for the perfect guy and had instead found my own perfect situation. I felt proud, enjoying my post-orgasm glow, and was ready to continue on my sexual journey.