Straight Male / 65
Sex When You Least Expect It
When I was still in my late 20s, one evening, I found myself hanging out over at the home of one friend, Constanza -- but everyone close to her called her Connie. We had known one another for only a handful of years. She had a very strong personality, not at all described as a girlie-girl. She was of Puerto Rican descent, and a Lesbian. She was employed on a military base in the area, she spoke with a thick accent, was short and sturdily built, with short black curly hair. coffee-colored skin, and large brown eyes.
Well, after we ate dinner, we were kicking back in our chairs at the kitchen table, just talking about one thing or another. The next thing I knew, there was a stretch of silence between us. Suddenly, Connie threw herself forward and burst into tears. It was quite a shock. After a few seconds, I leaned in toward her, reached out to gently grip her arm, and I asked her what was wrong. She looked up at me and tried to speak. It took a few minutes, but I moved closer and tried to encourage her to tell me what the trouble was, whatever it was.
Eventually, she spoke. In a halting manner, she confessed that she was in a great deal of emotional pain, that she had been in that state for some time by then. She said that she and her girlfriend (with whom she'd been together with for ten years) had become exceedingly cold and distant. She had tried to remedy the situation, tried to talk things out with her, but to no avail. She felt as though she was becoming utterly isolated and hallow. She was becoming so profoundly depressed over the situation, she didn't know how she was going to be able to carry on. Of course, this was a lot to take in. But I did all I could to reassure her that she could talk to me about it, about anything.
That's when she said something that I genuinely wasn't prepared for. She looked straight into my eyes and told me that it was her wish that I become her lover, her secret lover. That was the exact wording she used. My jaw dropped open, I was in shock. In all honestly, Connie had been my friend, but I had never thought about her in a sexual way. Really. It's not that she wasn't attractive, it's only that I knew her stated preference for women from our earliest days. So yes, I was shocked. "Me?", I remember asking her. She smiled and nodded. I sat there for a short while in order to process all of it. But as we sat across from one another, I heard myself saying that I would do whatever she wished. I only wanted to make her happy. She smiled even more broadly, and her eyes sparkled with an apparent sense of relief.
After that point, thinking very definitely went out the window. There was no thinking involved. It was pure instinct, and we both arose and walked together into her bedroom as though we were in a dream state. She left me alone in there for a short time, and when she returned, she had taken a shower, and was wrapped in a bath robe. We laid down, side by side, on the large water bed, and she reached for the TV remote in order to turn on that movie she had mentioned wanting to watch earlier. "Porkies", of all things! So, there we reclined for a time, laying on our stomachs next to each other, gazing up at the flickering TV screen as the only light in the room. We laughed at some of the rowdy jokes, and it was good to hear her laugh.
By the time things had gotten decidedly racy on screen, I realized that she was laying there in that robe, and nothing else underneath. I realized that I was likely expected to do something about it. Okay. What do I do? ow do I start? Yes, I was self-conscious because of her personal history and all. I kept wondering: "Why me?" Then all of that gave way to what I said earlier, I went on instinct. Still fully clothed, I moved to straddle her, sitting on the back of her thighs, and reaching forward to begin massaging her neck, shoulders, and back through the robe. She welcomed this. She laid her head down, breaking her gaze with the goofy actions taking place on the TV screen, and closed her eyes. I heard her sigh heavily, almost in a thankful, surrendering way. I went on with what I was doing, from the base of her neck downward to her lower back, rubbing her tight muscles, kneading her back flesh through the fabric. And as usually happened in such circumstances, I felt my cock grow hard and strain against its ever moistening constraints, as the pre-cum registered my own growing excitement.
Finally, I stopped. Afterall, I didn't want her to fall asleep. I moved off of her and told her to roll over, so I could "do the front, too". She did so, and when she rolled over, her the front of her robe pulled open, and as I had suspected, she was completely naked underneath. Her skin was dark brown in the dim light, her breasts were enormous, round, soft-looking, with large dark-brown nipples that immediately had me wanted to lick and suck them. I didn't even kiss her, I went straight for her breasts with my lips and tongue. Another sigh erupted from her, this one promising to sound many times that night. The sensation of her flesh against my mouth was electrifying, and I spent a long dreamy period of time in devouring them, both of them. one and then the other. Her nipples grew even harder between my lips, against my tongue. They were extraordinary. They were the nipples of my unrealized dreams, they were phenomenal, exciting, erotic.
Slowly, and quite unwillingly, I finally started moving away from her breasts. I leaned up and pressed my lips against her lips, and we kissed our very first really deep kiss. Her lips were large, soft, beautiful (although I had never previously allowed myself to see them that way). We sank deeper and deeper into a lost realm, as we pressed our bodies against one another ever more resolutely. I felt my cock, through my pants & underwear, standing rigid against that fabric, as I moved in to slowly push my straining bulge against her bare, wet pussy. She sighed again. We both sighed within that deep wet kiss, in a tangle of steamy hot breath and wetly wrestling tongues.
Something snapped in me, something just snapped, and I pulled away from her kisses, then sank downward, down passed her beasts and her ribs and stomach, down to the place where I couldn't wait to get to. I fell all the way down her body, pulled her legs apart, and buried my tongue in her pussy, pushing it deep into her vagina, penetrating that impatiently awaiting wetness, deep inside of her, lashing my tongue in and out and around, until I found her clit. Then I sucked it into my mouth, while flicking it rapidly with my tongue. Her back arched, her legs went even further apart, straddled in the air. I licked and sucked and ate her within an inch of her life, and then was further excited to feel her body start to quiver. I knew that she was nearly her first orgasm, and I went into her with my tongue like it was the last pussy I'd ever taste. She came, she came really hard, she flew to pieces, she quaked, but I held her down and just kept licking. She finally had to push me away from there, she couldn't take anymore. She was breathless, she was spent, she was limp.
I took this moment to FINALLY remove my clothing. She got a brief span in order to collect herself. She was still laying on her back, with all of her exposed, the robe barely clinging to her by her shoulders. I moved up along her bare body once again, I planted a long wet kiss on her lips, our tongues found each other again, and she returned my affections with a sleepy kind of peacefulness. This was a brief kiss, however, because I abruptly broke it off, pulled my body upward, until I was aiming my hard cock against her chin, and then angled my thrust to push it's length in-between her lips. I saw her eyes go wide open, so i guess I surprised her. But she willingly took me in, she swirled her tongue around the head and shaft, and I moved my hips to thrust in and out of her warm and wet mouth. She took it all, the entire length. I was amazed. It felt like no other blowjob I had ever had. It blew my mind.
I didn't linger there as long as I would've liked, because i felt as though she had bee waiting... waiting for something else. I withdrew, I moved back down, I wedged her legs by the backs of her knees to my elbows, and I sank my stiffness into her, that incredibly fucking tight pussy. Never had I felt a sensation like that, the way she squeezed and gripped my swollen cock. We fit together... perfectly. I didn't hold back. I didn't make love to her. I fucked her. I banged her, and the next I knew, she was cumming again. I had never made a woman cum before just by fucking her. I kept on going. I pounded her tight little hole, and I heard her breathlessly call my name. I had never experienced such amazing sex with anybody before. I was in ecstasy. And when I eventually felt my orgasm building, I waited until the last possible moment to withdraw and shoot my load all over her stomach. That was our first time together.
Well, after we ate dinner, we were kicking back in our chairs at the kitchen table, just talking about one thing or another. The next thing I knew, there was a stretch of silence between us. Suddenly, Connie threw herself forward and burst into tears. It was quite a shock. After a few seconds, I leaned in toward her, reached out to gently grip her arm, and I asked her what was wrong. She looked up at me and tried to speak. It took a few minutes, but I moved closer and tried to encourage her to tell me what the trouble was, whatever it was.
Eventually, she spoke. In a halting manner, she confessed that she was in a great deal of emotional pain, that she had been in that state for some time by then. She said that she and her girlfriend (with whom she'd been together with for ten years) had become exceedingly cold and distant. She had tried to remedy the situation, tried to talk things out with her, but to no avail. She felt as though she was becoming utterly isolated and hallow. She was becoming so profoundly depressed over the situation, she didn't know how she was going to be able to carry on. Of course, this was a lot to take in. But I did all I could to reassure her that she could talk to me about it, about anything.
That's when she said something that I genuinely wasn't prepared for. She looked straight into my eyes and told me that it was her wish that I become her lover, her secret lover. That was the exact wording she used. My jaw dropped open, I was in shock. In all honestly, Connie had been my friend, but I had never thought about her in a sexual way. Really. It's not that she wasn't attractive, it's only that I knew her stated preference for women from our earliest days. So yes, I was shocked. "Me?", I remember asking her. She smiled and nodded. I sat there for a short while in order to process all of it. But as we sat across from one another, I heard myself saying that I would do whatever she wished. I only wanted to make her happy. She smiled even more broadly, and her eyes sparkled with an apparent sense of relief.
After that point, thinking very definitely went out the window. There was no thinking involved. It was pure instinct, and we both arose and walked together into her bedroom as though we were in a dream state. She left me alone in there for a short time, and when she returned, she had taken a shower, and was wrapped in a bath robe. We laid down, side by side, on the large water bed, and she reached for the TV remote in order to turn on that movie she had mentioned wanting to watch earlier. "Porkies", of all things! So, there we reclined for a time, laying on our stomachs next to each other, gazing up at the flickering TV screen as the only light in the room. We laughed at some of the rowdy jokes, and it was good to hear her laugh.
By the time things had gotten decidedly racy on screen, I realized that she was laying there in that robe, and nothing else underneath. I realized that I was likely expected to do something about it. Okay. What do I do? ow do I start? Yes, I was self-conscious because of her personal history and all. I kept wondering: "Why me?" Then all of that gave way to what I said earlier, I went on instinct. Still fully clothed, I moved to straddle her, sitting on the back of her thighs, and reaching forward to begin massaging her neck, shoulders, and back through the robe. She welcomed this. She laid her head down, breaking her gaze with the goofy actions taking place on the TV screen, and closed her eyes. I heard her sigh heavily, almost in a thankful, surrendering way. I went on with what I was doing, from the base of her neck downward to her lower back, rubbing her tight muscles, kneading her back flesh through the fabric. And as usually happened in such circumstances, I felt my cock grow hard and strain against its ever moistening constraints, as the pre-cum registered my own growing excitement.
Finally, I stopped. Afterall, I didn't want her to fall asleep. I moved off of her and told her to roll over, so I could "do the front, too". She did so, and when she rolled over, her the front of her robe pulled open, and as I had suspected, she was completely naked underneath. Her skin was dark brown in the dim light, her breasts were enormous, round, soft-looking, with large dark-brown nipples that immediately had me wanted to lick and suck them. I didn't even kiss her, I went straight for her breasts with my lips and tongue. Another sigh erupted from her, this one promising to sound many times that night. The sensation of her flesh against my mouth was electrifying, and I spent a long dreamy period of time in devouring them, both of them. one and then the other. Her nipples grew even harder between my lips, against my tongue. They were extraordinary. They were the nipples of my unrealized dreams, they were phenomenal, exciting, erotic.
Slowly, and quite unwillingly, I finally started moving away from her breasts. I leaned up and pressed my lips against her lips, and we kissed our very first really deep kiss. Her lips were large, soft, beautiful (although I had never previously allowed myself to see them that way). We sank deeper and deeper into a lost realm, as we pressed our bodies against one another ever more resolutely. I felt my cock, through my pants & underwear, standing rigid against that fabric, as I moved in to slowly push my straining bulge against her bare, wet pussy. She sighed again. We both sighed within that deep wet kiss, in a tangle of steamy hot breath and wetly wrestling tongues.
Something snapped in me, something just snapped, and I pulled away from her kisses, then sank downward, down passed her beasts and her ribs and stomach, down to the place where I couldn't wait to get to. I fell all the way down her body, pulled her legs apart, and buried my tongue in her pussy, pushing it deep into her vagina, penetrating that impatiently awaiting wetness, deep inside of her, lashing my tongue in and out and around, until I found her clit. Then I sucked it into my mouth, while flicking it rapidly with my tongue. Her back arched, her legs went even further apart, straddled in the air. I licked and sucked and ate her within an inch of her life, and then was further excited to feel her body start to quiver. I knew that she was nearly her first orgasm, and I went into her with my tongue like it was the last pussy I'd ever taste. She came, she came really hard, she flew to pieces, she quaked, but I held her down and just kept licking. She finally had to push me away from there, she couldn't take anymore. She was breathless, she was spent, she was limp.
I took this moment to FINALLY remove my clothing. She got a brief span in order to collect herself. She was still laying on her back, with all of her exposed, the robe barely clinging to her by her shoulders. I moved up along her bare body once again, I planted a long wet kiss on her lips, our tongues found each other again, and she returned my affections with a sleepy kind of peacefulness. This was a brief kiss, however, because I abruptly broke it off, pulled my body upward, until I was aiming my hard cock against her chin, and then angled my thrust to push it's length in-between her lips. I saw her eyes go wide open, so i guess I surprised her. But she willingly took me in, she swirled her tongue around the head and shaft, and I moved my hips to thrust in and out of her warm and wet mouth. She took it all, the entire length. I was amazed. It felt like no other blowjob I had ever had. It blew my mind.
I didn't linger there as long as I would've liked, because i felt as though she had bee waiting... waiting for something else. I withdrew, I moved back down, I wedged her legs by the backs of her knees to my elbows, and I sank my stiffness into her, that incredibly fucking tight pussy. Never had I felt a sensation like that, the way she squeezed and gripped my swollen cock. We fit together... perfectly. I didn't hold back. I didn't make love to her. I fucked her. I banged her, and the next I knew, she was cumming again. I had never made a woman cum before just by fucking her. I kept on going. I pounded her tight little hole, and I heard her breathlessly call my name. I had never experienced such amazing sex with anybody before. I was in ecstasy. And when I eventually felt my orgasm building, I waited until the last possible moment to withdraw and shoot my load all over her stomach. That was our first time together.
- That's Juicy! 24
- Remove It! 1


