Straight Female / 32
I met my first boyfriend when I was 14. Jack was tall (6'2") and very handsome. We started going steady and I lost my virginity to him. Jack (not his real name), was on the football team and I was on the track team, so we were both very athletic. We grew to have a very active and satisfying sex life. After high school we both went to the same university together. It was a foregone conclusion that we would marry and we did a month after graduation. I was working at a nurse at a local hospital while Jack got his MBA. After he finished school he got a great job, but our love life really started to suffer. He worked long hours and had to entertain clients, so he often came home drunk and passed out. When we did have sex, it was quick and uninspired, and Jack would quickly fall asleep afterwards.
I was getting really frustrated with our life, so I booked us a vacation to St, Martin for our fifth anniversary. It is a beautiful island and we enjoyed swimming in the water that first day. That night while we were out walking Jack found a casino and wanted to play some blackjack. Gambling and smoky casinos are not my thing, so I went back to the resort. He came home a little later and I had put on my sexiest lingerie for him. We did have sex but again, it seemed like a quickie. Jack did get me off with his tongue, but as soon as he came he passed out.
The next evening, we went out to a local restaurant that had live music and great food. The place was packed. The tables were picnic style tables. After a while an attractive older man with white hair and an incredible smile, asked if he could sit at our table. He introduced himself as Sean. We had a great evening laughing, drinking, and talking with our new friend. Jack had a bit too much to drink, so when we got back to the room, he couldn't perform. I was sexually frustrated and ended up masturbating while fantasizing about Sean.
The next morning, we were supposed to go scuba diving, but Jack was too hungover to get out of bed, so I went by myself. As I was stashing the gear on the boat, I heard a familiar voice behind me. There was Sean grinning at me. I instantly blushed because of my fantasy session the night before. He was wearing board shorts, a long-sleeved shirt, and a straw hat. I was taken again by how handsome he was. We ended up getting paired together for our dives. When it was time to get ready, he stood and pulled off his shirt. I could only gawk. He had a slim but very muscular body, and true six-pack abs. He had a better body as a 55-year-old man than Jack did when he played football! Then he took off the board shorts and he was just wearing skin shorts, which did nothing to hide his impressive package. He put on a 3mm wetsuit and I asked if I needed one. He told me that he went diving often, and he wore it to keep his body temperature up and the fire corral from stinging him. Then he added that he liked how I looked in my swimsuit and winked. I felt myself get instantly wet. The diving was beautiful, and Jack was an excellent diver. After the dive, we sat at the bar and had a couple of Caribs. I completely lost track of time, and realized that it was nearly 3 and I had a date with Jack for a romantic dinner cruise at 6.
I rushed home and got myself ready, but Jack wasn't back yet. At 5 I finally got through to him. I could tell that he was at the casino and already drunk. I reminded him of our dinner date to celebrate our anniversary. He told me he was having a good night and he'd be back in a few minutes. At 5:30, Jack stumbled through the door, bragging about all the money he had won, and told me he would be ready in a minute. I don't even think he realized how upset I was. I never heard the shower and went to the bedroom to find him passed out on the bed. I was furious and hurt so I changed out of my expensive dinner dressed, took off my sexy lingerie, and pulled a sundress on.
I was walking down the beach with tears streaming down my face, when I heard Sean's unmistakable deep voice behind me asking if I was alright. I quickly tried to compose myself and told him I was fine. I could tell by the look on his face that he didn't believe me, but he didn't say anymore. I really didn't want company, but he started walking with me. Within minutes he had me smiling and laughing, and I had all but forgotten about the ruined evening.
He mentioned how beautiful the sunset was and I looked over to see the most stunning red sunset I'd ever seen, reflected off the ocean. He told me that on the islands they believe it is good luck to kiss during a blood-red sunset. He put his right hand around my neck and pulled me in for a kiss like it was the most natural thing ever. And wow, what a kiss it was! It was the best kiss I'd ever experienced. His left arms snaked around me and he pulled me close to him. I felt his hardness, and it took my breath away. We could have kissed for ten seconds or ten minutes, I'm not sure. I had completely lost track of time and everything around us faded away. It was just him, me, and that incredible kiss. When we finally broke the kiss, I looked into his eyes and said, "Take me home and make love to me." He grabbed my hand and headed to his bungalow. As we stepped in the door, he gently pushed me against the wall and started kissing me again, even more passionately this time. The thought crossed my mind that I had never been truly kissed before. I was so drenched that I could feel the moisture dripping down my leg.
When we broke the kiss, he stepped back, regarded me for a second, and in one quick move, pulled my dress off over my head. I stood there naked in front of him, feeling very self-conscious because I had gained 15 pounds from my high school days. But the look on his face was one of lust and adoration. He told me I had a beautiful, sexy body. I started removing his shirt, and fumbled with the snap on his shorts. As soon as I pulled them down, the most beautiful cock I've ever seen swung out in front of my face. I got down on my knees and sucked it into my mouth noting how big and very hard it was. He was at least two inches longer than Jack and much bigger around. Sean pulled me up and pushed me back on to his bed. He crawled up and kissed me, and I could feel the tip of his cock teasing my pussy lips. Slowly, he slid his shaft into me until I was filled like I'd never been filled before. Now I've never been one of the lucky woman that can have an orgasm through penetration, but it felt heavenly! As he fucked me slow but very deep, he was kissing me with those amazing lips. I started to feel very good, and when he kissed down the side of my neck, I orgasmed! And the orgasm didn't stop! Each stroke was a renewed orgasm. I was in another world.
I don't know how long he fucked me that way, but after a time he was pumping into me harder. Then I felt him grow impossibly large, and I felt the warmth as he released deep inside. The naughtiness of it sent me over the edge and I had another orgasm. He slowly pulled out and started to kiss down my body. I told him I'd be too tender for him to go down on me, but he ignored me. He brushed his lips across my breasts and I was on fire again. He kissed all the way down my belly, saying things like, "I love your curves" and "this body is perfect". Then he got to my pussy. He teased gently and got me so horny I couldn't stand it. Then he performed fellatio for almost an hour, taking right to the edge of orgasm and then backing off slightly. Then as he circled my clit, he pushed two curved fingers deep inside me. As he pulled them across my G-spot, I had the biggest orgasm of my entire life.
After cuddling for a while he got us some ice-water. I wanted to return the favor. With Jack I never really enjoyed giving him blowjobs. It was reserved for special occasions and I did it because he liked it. Now I had a deep desire to worship Sean's beautiful cock. And worship it I did for almost an hour! When he did cum, I was going to suck him dry, but he pulled me up and flipped me over and plunged that huge cock deep inside my cum-drenched pussy. He fucked me with purpose this time, and again I was in heaven. I felt him release deep inside me again, and that pushed me over the edge as I had another orgasm. It was the best sex of my whole life, before or since.
After we had made love, he told me to put on my dress he was taking me out. We went to a local Reggae bar where he seemed to know everybody. We had a great island meal and we danced and I fell in love with him right there. After one song the band called him up on stage. They started playing "One Love", and he sung it perfectly! I wondered if there was anything this beautiful man couldn't do.
After dinner I was planning to head to my room, but he asked me to stay the night. I slept so soundly that night wrapped in his embrace. I woke to the smell of coffee and bacon and we had a leisurely breakfast on his patio overlooking the sea.
When I did get to the room, Jack was just waking up and had no idea that I had been gone all night. He apologized profusely, but I had made up my mind. I re-booked my return flight for the next morning. That evening I went over to Sean's and made love to him again. Then I said goodbye to him. I never saw him again.
When I got home I moved out of our house and filed for divorce from Jack immediately.
Five years later I'm married to a great guy and I have a young son. My husband is an unselfish lover, and our sex life is good, but I still think of that one night of perfect pleasure and passion with Sean and wonder what happened to him. If you are out there Sean, thank you for helping me to realize that I no longer had to be trapped in a marriage to a man I no longer loved or respected.
I was getting really frustrated with our life, so I booked us a vacation to St, Martin for our fifth anniversary. It is a beautiful island and we enjoyed swimming in the water that first day. That night while we were out walking Jack found a casino and wanted to play some blackjack. Gambling and smoky casinos are not my thing, so I went back to the resort. He came home a little later and I had put on my sexiest lingerie for him. We did have sex but again, it seemed like a quickie. Jack did get me off with his tongue, but as soon as he came he passed out.
The next evening, we went out to a local restaurant that had live music and great food. The place was packed. The tables were picnic style tables. After a while an attractive older man with white hair and an incredible smile, asked if he could sit at our table. He introduced himself as Sean. We had a great evening laughing, drinking, and talking with our new friend. Jack had a bit too much to drink, so when we got back to the room, he couldn't perform. I was sexually frustrated and ended up masturbating while fantasizing about Sean.
The next morning, we were supposed to go scuba diving, but Jack was too hungover to get out of bed, so I went by myself. As I was stashing the gear on the boat, I heard a familiar voice behind me. There was Sean grinning at me. I instantly blushed because of my fantasy session the night before. He was wearing board shorts, a long-sleeved shirt, and a straw hat. I was taken again by how handsome he was. We ended up getting paired together for our dives. When it was time to get ready, he stood and pulled off his shirt. I could only gawk. He had a slim but very muscular body, and true six-pack abs. He had a better body as a 55-year-old man than Jack did when he played football! Then he took off the board shorts and he was just wearing skin shorts, which did nothing to hide his impressive package. He put on a 3mm wetsuit and I asked if I needed one. He told me that he went diving often, and he wore it to keep his body temperature up and the fire corral from stinging him. Then he added that he liked how I looked in my swimsuit and winked. I felt myself get instantly wet. The diving was beautiful, and Jack was an excellent diver. After the dive, we sat at the bar and had a couple of Caribs. I completely lost track of time, and realized that it was nearly 3 and I had a date with Jack for a romantic dinner cruise at 6.
I rushed home and got myself ready, but Jack wasn't back yet. At 5 I finally got through to him. I could tell that he was at the casino and already drunk. I reminded him of our dinner date to celebrate our anniversary. He told me he was having a good night and he'd be back in a few minutes. At 5:30, Jack stumbled through the door, bragging about all the money he had won, and told me he would be ready in a minute. I don't even think he realized how upset I was. I never heard the shower and went to the bedroom to find him passed out on the bed. I was furious and hurt so I changed out of my expensive dinner dressed, took off my sexy lingerie, and pulled a sundress on.
I was walking down the beach with tears streaming down my face, when I heard Sean's unmistakable deep voice behind me asking if I was alright. I quickly tried to compose myself and told him I was fine. I could tell by the look on his face that he didn't believe me, but he didn't say anymore. I really didn't want company, but he started walking with me. Within minutes he had me smiling and laughing, and I had all but forgotten about the ruined evening.
He mentioned how beautiful the sunset was and I looked over to see the most stunning red sunset I'd ever seen, reflected off the ocean. He told me that on the islands they believe it is good luck to kiss during a blood-red sunset. He put his right hand around my neck and pulled me in for a kiss like it was the most natural thing ever. And wow, what a kiss it was! It was the best kiss I'd ever experienced. His left arms snaked around me and he pulled me close to him. I felt his hardness, and it took my breath away. We could have kissed for ten seconds or ten minutes, I'm not sure. I had completely lost track of time and everything around us faded away. It was just him, me, and that incredible kiss. When we finally broke the kiss, I looked into his eyes and said, "Take me home and make love to me." He grabbed my hand and headed to his bungalow. As we stepped in the door, he gently pushed me against the wall and started kissing me again, even more passionately this time. The thought crossed my mind that I had never been truly kissed before. I was so drenched that I could feel the moisture dripping down my leg.
When we broke the kiss, he stepped back, regarded me for a second, and in one quick move, pulled my dress off over my head. I stood there naked in front of him, feeling very self-conscious because I had gained 15 pounds from my high school days. But the look on his face was one of lust and adoration. He told me I had a beautiful, sexy body. I started removing his shirt, and fumbled with the snap on his shorts. As soon as I pulled them down, the most beautiful cock I've ever seen swung out in front of my face. I got down on my knees and sucked it into my mouth noting how big and very hard it was. He was at least two inches longer than Jack and much bigger around. Sean pulled me up and pushed me back on to his bed. He crawled up and kissed me, and I could feel the tip of his cock teasing my pussy lips. Slowly, he slid his shaft into me until I was filled like I'd never been filled before. Now I've never been one of the lucky woman that can have an orgasm through penetration, but it felt heavenly! As he fucked me slow but very deep, he was kissing me with those amazing lips. I started to feel very good, and when he kissed down the side of my neck, I orgasmed! And the orgasm didn't stop! Each stroke was a renewed orgasm. I was in another world.
I don't know how long he fucked me that way, but after a time he was pumping into me harder. Then I felt him grow impossibly large, and I felt the warmth as he released deep inside. The naughtiness of it sent me over the edge and I had another orgasm. He slowly pulled out and started to kiss down my body. I told him I'd be too tender for him to go down on me, but he ignored me. He brushed his lips across my breasts and I was on fire again. He kissed all the way down my belly, saying things like, "I love your curves" and "this body is perfect". Then he got to my pussy. He teased gently and got me so horny I couldn't stand it. Then he performed fellatio for almost an hour, taking right to the edge of orgasm and then backing off slightly. Then as he circled my clit, he pushed two curved fingers deep inside me. As he pulled them across my G-spot, I had the biggest orgasm of my entire life.
After cuddling for a while he got us some ice-water. I wanted to return the favor. With Jack I never really enjoyed giving him blowjobs. It was reserved for special occasions and I did it because he liked it. Now I had a deep desire to worship Sean's beautiful cock. And worship it I did for almost an hour! When he did cum, I was going to suck him dry, but he pulled me up and flipped me over and plunged that huge cock deep inside my cum-drenched pussy. He fucked me with purpose this time, and again I was in heaven. I felt him release deep inside me again, and that pushed me over the edge as I had another orgasm. It was the best sex of my whole life, before or since.
After we had made love, he told me to put on my dress he was taking me out. We went to a local Reggae bar where he seemed to know everybody. We had a great island meal and we danced and I fell in love with him right there. After one song the band called him up on stage. They started playing "One Love", and he sung it perfectly! I wondered if there was anything this beautiful man couldn't do.
After dinner I was planning to head to my room, but he asked me to stay the night. I slept so soundly that night wrapped in his embrace. I woke to the smell of coffee and bacon and we had a leisurely breakfast on his patio overlooking the sea.
When I did get to the room, Jack was just waking up and had no idea that I had been gone all night. He apologized profusely, but I had made up my mind. I re-booked my return flight for the next morning. That evening I went over to Sean's and made love to him again. Then I said goodbye to him. I never saw him again.
When I got home I moved out of our house and filed for divorce from Jack immediately.
Five years later I'm married to a great guy and I have a young son. My husband is an unselfish lover, and our sex life is good, but I still think of that one night of perfect pleasure and passion with Sean and wonder what happened to him. If you are out there Sean, thank you for helping me to realize that I no longer had to be trapped in a marriage to a man I no longer loved or respected.
