Straight Male / 36
It's been a few months since I have last seen my Sister-In-Law. I've always had a hard core crush on her and have made numerous attempts over the past decade to spark some kind of intimacy between us. Everything from "accidentally" being caught naked or touching her in some way sensual.
I feel like the last time I saw her we really connected more than ever. She stayed at our house over the holidays and we'd hang out on the couch, watching late night movies together, where she would fall asleep and I would "accidentally" rest my hand near or on her pussy. Or her feet or hands would be positioned to gradually feel my throbbing boner.
While she is in her early/mid twenties, she is still a virgin and "waiting for the right one". So unfortunately, I doubt that guilt free sex with her will be an option any time soon. However, this is a fantasy/wish story we are talking about here so I will tell you all about my underhanded and sneaky plans for corrupting her innocence.
Around the first of the upcoming month, she will be visiting us for a little more than a week. It is hot here and I'm looking very much forward to seeing her big beautiful tits and petite body in swimwear for the majority of our stay. I'm hoping that my shirtless tanned muscular body will peek her interest as well.
As sad as it is to say, even if she wanted to be intimate with me, I doubt she could ever live with or forgive herself for making any conscious choices to explore our potential lust together. So I figure that the only way it could ever happen and be a dream come true for me, would be if she were really drunk and unable to recall the event after.
Ideally, I would love to brew up some kind of tasty herbal mix that I could combine with booze to put my wife in a deep sleep when she went to bed so as to keep her from trying track me down and catch me with her sis later. And for Sister-in-law, something that will get her wasted, strip away her inhibitions, and make the whole experience seem like a distant dream, or not recall it entirely.
My wife is the always the first one to get off to bed, so that would leave me "conveniently" helping cute little drunk sis-in-law up to her room and into bed. Once I get her situated comfortably, I'd maybe just try to lay down beside her "just for a minute or two" with some part of my body making contact with hers. Sometimes that subtle bit of contact is all you need to get things moving.
At this point, I'd be trying to test the waters and gauge her responses. If everything to this point has gone smoothly, then her hand will be groping my hard throbbing cock, while my fingers tease her clit and slide up and down her pussy and spreading the wetness about. All the while pretending to ignore that this is all somehow happening by mutual choice.
Big tits run on both sides of my wife's family, and this is a feature of my sister-in-laws that I've been dying to explore with my lips and tongue for years. Even to just catch a glimpse of her nipples, but they have always managed to eluded me. This time I would burn their lovely images in my mind forever whilst I play with and caress her beautifully perky tits.
After a quarter century or so of virginity, I can't imagine her not feeling an instinctual burning desire to experience the tip of a hard cock rubbing against her tight pussy. Pushing against her lips firmly, but careful not to penetrate too deep. Teasing her and driving her crazy. When she can't take anymore, I'd have to head south and give her a wild and intense orgasm orally to finish her off. Then let her rub my cock to climax with her hands and or sliding it against her wet pussy. Better yet... Let her tits finish the job.
Once we finished satisfying each other, she would drift off into a deep sleep and wake the next day feeling refreshed and possibly trying to grasp the fringes of a fading sex dream, perhaps sparking her curiosity and perhaps set the stage for "Next Time"!
Anyway, I hope you enjoyed reading as much as I enjoyed writing this. And... Wish me luck so perhaps this wish / fantasy will come true.
Thanks for Reading.
I feel like the last time I saw her we really connected more than ever. She stayed at our house over the holidays and we'd hang out on the couch, watching late night movies together, where she would fall asleep and I would "accidentally" rest my hand near or on her pussy. Or her feet or hands would be positioned to gradually feel my throbbing boner.
While she is in her early/mid twenties, she is still a virgin and "waiting for the right one". So unfortunately, I doubt that guilt free sex with her will be an option any time soon. However, this is a fantasy/wish story we are talking about here so I will tell you all about my underhanded and sneaky plans for corrupting her innocence.
Around the first of the upcoming month, she will be visiting us for a little more than a week. It is hot here and I'm looking very much forward to seeing her big beautiful tits and petite body in swimwear for the majority of our stay. I'm hoping that my shirtless tanned muscular body will peek her interest as well.
As sad as it is to say, even if she wanted to be intimate with me, I doubt she could ever live with or forgive herself for making any conscious choices to explore our potential lust together. So I figure that the only way it could ever happen and be a dream come true for me, would be if she were really drunk and unable to recall the event after.
Ideally, I would love to brew up some kind of tasty herbal mix that I could combine with booze to put my wife in a deep sleep when she went to bed so as to keep her from trying track me down and catch me with her sis later. And for Sister-in-law, something that will get her wasted, strip away her inhibitions, and make the whole experience seem like a distant dream, or not recall it entirely.
My wife is the always the first one to get off to bed, so that would leave me "conveniently" helping cute little drunk sis-in-law up to her room and into bed. Once I get her situated comfortably, I'd maybe just try to lay down beside her "just for a minute or two" with some part of my body making contact with hers. Sometimes that subtle bit of contact is all you need to get things moving.
At this point, I'd be trying to test the waters and gauge her responses. If everything to this point has gone smoothly, then her hand will be groping my hard throbbing cock, while my fingers tease her clit and slide up and down her pussy and spreading the wetness about. All the while pretending to ignore that this is all somehow happening by mutual choice.
Big tits run on both sides of my wife's family, and this is a feature of my sister-in-laws that I've been dying to explore with my lips and tongue for years. Even to just catch a glimpse of her nipples, but they have always managed to eluded me. This time I would burn their lovely images in my mind forever whilst I play with and caress her beautifully perky tits.
After a quarter century or so of virginity, I can't imagine her not feeling an instinctual burning desire to experience the tip of a hard cock rubbing against her tight pussy. Pushing against her lips firmly, but careful not to penetrate too deep. Teasing her and driving her crazy. When she can't take anymore, I'd have to head south and give her a wild and intense orgasm orally to finish her off. Then let her rub my cock to climax with her hands and or sliding it against her wet pussy. Better yet... Let her tits finish the job.
Once we finished satisfying each other, she would drift off into a deep sleep and wake the next day feeling refreshed and possibly trying to grasp the fringes of a fading sex dream, perhaps sparking her curiosity and perhaps set the stage for "Next Time"!
Anyway, I hope you enjoyed reading as much as I enjoyed writing this. And... Wish me luck so perhaps this wish / fantasy will come true.
Thanks for Reading.


