Straight Male / 35
It took me having passionate sex with my wife yesterday in one of her swimsuits and reading this site to realize that I too have a wall-worthy story. (Or so I think) I am married to an older woman. She just turned 49 in February. The way we met was so juicy. Anyway... it started back in October, 1994 when I was in high school my junior year. I have never been too social so I hung out with very few friends. (Hard to believe since I was a gifted track athlete and had to associate with all the football players.) One of my friends (still a good buddy to this day) that I had class with is a lesbian. Nobody really believed it given that at that time people (esp the guys) thought that was more kinky and not really a part of her sexuality. Still, I just respected her and that's what got me to meet the woman I would ogle whenever she came over.
My lesbian friend and I (don't want to name too many names) would hang out at my pool. At the time my father and I lived in a condominium hence having a pool and all. In summer 1995, my lesbian friend would come over and so would a few other friends I had. We would all have fun, swim around, float the river nearby, soak in our jacuzzi, and get rowdy. The plot thickened when my lesbian buddy brought her siblings over. Then she brought over her aunt (mother's younger sister by about five years). At the time, she was 31 and would bring her young children to the pool with her. Her ex-husband was both physically and mentally abusive so she hated him with a passion. At the time, he was in the military. As a result, she was alone with her kids often and had to find cheap ways to keep them entertained. She would go to the gym and work out every day as the gym had babysitting services, or come to our pool. She was so glad to have found a nearby outlet her kids loved. Anyway, when I first saw her in her blue one-piece swimsuit, I froze. Since she worked out all the time, she had (still does) a phenomenal ass through that suit with her slender, muscular figure. Her boobs weren't that big (b cup but I didn't really care, that isn't so much my fetish). She looked back at me and also paused. Looking back I know she was attracted to me instantly, but I think she was just trying to act casual as I was just 17 at the time.
Anyway, with her being married and all I would ogle her whenever she came over. I would continuously stare at her ass and I would get hard. Still, I just passed on the thought thinking that a relationship would never happen and was just too farfetched. Let alone the chance to experience sex with her. Boy was I wrong! When I graduated high school, she would come to the pool more frequently. She then would start to flirt with me and I would flirt back. It was just fun at first but I then just looked into her blue eyes one random day and asked if she was serious about wanting to know me. She paused and said she was. I could not believe it! As a result, the flirting escalated. Weeks later, not too long after I turned 19 (she was 33), she came over to swim but did not bring her kids. I remember when I finally mustered the courage at the pool to grab her ass gently. I was about to cum right then and there. I was afraid she would slap me or yell at me. But instead she had a charge from it and she laughed. We then went to privacy at the pool area's bathroom and started making out. grabbing her ass and her boobs was just heavenly. I asked her if she would come back to my condo. She just smiled ear to ear and said nothing.
I walked her back to my condo and I searched for a condom. I had to conceal my hard cock on the walk back to my place as it was broad daylight in July and people are in the complex as it was tourist season. When we got there I found one easily as my older brother at the time would screw every tourist chick in sight. I knew this was the only opportunity for awhile as at the time I was the only one home. After some talking, she asked if I was comfortable with having sex with her. She instinctively knew I was a virgin. I said I was serious and wanted her. I was the first guy for her to be with that was younger. She told me she always wanted a younger man but never had the opportunity and wanted to divorce her husband. So we started to hug and kiss and gently I undid her swimsuit and exposed her boobs. I was just in suspended awe at the sight of her boobs. I could not believe I was getting an older woman this beautiful. She undid my suit and took it off. She ogled the sight of my cock and remarked how big it was. She then started to suck my cock as I stood next to my bed. That was my first blowjob. After a few moments of that she took off her swimsuit and said, "Here *****, let me help." She gently pushed me on my bed, put the condom on my cock and got on top of me. We then started having sex. What seemed like taking forever only took about 5 minutes.
I didn't know what sex was like and what to expect and she introduced me to it. I came so hard in the condom she actually felt it. I yelled so loud I was concerned the complex heard. Anyway, she went home shortly afterwards and then our relationship just blossomed after that. After about two weeks of this she told me she loved me and never wanted to leave me. I got my first apartment shortly before that and she gradually left her abusive husband and divorced him. Weeks into our relationship we would have sex ALL THE TIME. We did it so much I almost got her pregnant when I was still just 19. That was a concern as she already had three kids back-to-back. But luckily that didn't happen. We have had ups and downs and things got so bad at one point we broke up for 4 months. Still, I can't believe that she is the only woman I have ever been with and yet it had such a juicy beginning. Don't get me wrong. I am a man and I sometimes ogle other women, but I know I would never leave or cheat on my wife.
I also as I am typing this cannot believe it's already been quite a few years since our relationship started. I also can't believe I typed this much. I haven't written anything this long in over a decade. But I figure... why not, this site is for entertainment. Hope you enjoyed my story. :-)
My lesbian friend and I (don't want to name too many names) would hang out at my pool. At the time my father and I lived in a condominium hence having a pool and all. In summer 1995, my lesbian friend would come over and so would a few other friends I had. We would all have fun, swim around, float the river nearby, soak in our jacuzzi, and get rowdy. The plot thickened when my lesbian buddy brought her siblings over. Then she brought over her aunt (mother's younger sister by about five years). At the time, she was 31 and would bring her young children to the pool with her. Her ex-husband was both physically and mentally abusive so she hated him with a passion. At the time, he was in the military. As a result, she was alone with her kids often and had to find cheap ways to keep them entertained. She would go to the gym and work out every day as the gym had babysitting services, or come to our pool. She was so glad to have found a nearby outlet her kids loved. Anyway, when I first saw her in her blue one-piece swimsuit, I froze. Since she worked out all the time, she had (still does) a phenomenal ass through that suit with her slender, muscular figure. Her boobs weren't that big (b cup but I didn't really care, that isn't so much my fetish). She looked back at me and also paused. Looking back I know she was attracted to me instantly, but I think she was just trying to act casual as I was just 17 at the time.
Anyway, with her being married and all I would ogle her whenever she came over. I would continuously stare at her ass and I would get hard. Still, I just passed on the thought thinking that a relationship would never happen and was just too farfetched. Let alone the chance to experience sex with her. Boy was I wrong! When I graduated high school, she would come to the pool more frequently. She then would start to flirt with me and I would flirt back. It was just fun at first but I then just looked into her blue eyes one random day and asked if she was serious about wanting to know me. She paused and said she was. I could not believe it! As a result, the flirting escalated. Weeks later, not too long after I turned 19 (she was 33), she came over to swim but did not bring her kids. I remember when I finally mustered the courage at the pool to grab her ass gently. I was about to cum right then and there. I was afraid she would slap me or yell at me. But instead she had a charge from it and she laughed. We then went to privacy at the pool area's bathroom and started making out. grabbing her ass and her boobs was just heavenly. I asked her if she would come back to my condo. She just smiled ear to ear and said nothing.
I walked her back to my condo and I searched for a condom. I had to conceal my hard cock on the walk back to my place as it was broad daylight in July and people are in the complex as it was tourist season. When we got there I found one easily as my older brother at the time would screw every tourist chick in sight. I knew this was the only opportunity for awhile as at the time I was the only one home. After some talking, she asked if I was comfortable with having sex with her. She instinctively knew I was a virgin. I said I was serious and wanted her. I was the first guy for her to be with that was younger. She told me she always wanted a younger man but never had the opportunity and wanted to divorce her husband. So we started to hug and kiss and gently I undid her swimsuit and exposed her boobs. I was just in suspended awe at the sight of her boobs. I could not believe I was getting an older woman this beautiful. She undid my suit and took it off. She ogled the sight of my cock and remarked how big it was. She then started to suck my cock as I stood next to my bed. That was my first blowjob. After a few moments of that she took off her swimsuit and said, "Here *****, let me help." She gently pushed me on my bed, put the condom on my cock and got on top of me. We then started having sex. What seemed like taking forever only took about 5 minutes.
I didn't know what sex was like and what to expect and she introduced me to it. I came so hard in the condom she actually felt it. I yelled so loud I was concerned the complex heard. Anyway, she went home shortly afterwards and then our relationship just blossomed after that. After about two weeks of this she told me she loved me and never wanted to leave me. I got my first apartment shortly before that and she gradually left her abusive husband and divorced him. Weeks into our relationship we would have sex ALL THE TIME. We did it so much I almost got her pregnant when I was still just 19. That was a concern as she already had three kids back-to-back. But luckily that didn't happen. We have had ups and downs and things got so bad at one point we broke up for 4 months. Still, I can't believe that she is the only woman I have ever been with and yet it had such a juicy beginning. Don't get me wrong. I am a man and I sometimes ogle other women, but I know I would never leave or cheat on my wife.
I also as I am typing this cannot believe it's already been quite a few years since our relationship started. I also can't believe I typed this much. I haven't written anything this long in over a decade. But I figure... why not, this site is for entertainment. Hope you enjoyed my story. :-)
- That's Juicy! 39
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