Oh, No! Oh, Yes! - Sex Stories

Oh, No! Oh, Yes!

I was away on business for 3 days a while back and when this happens, my wife and I will occasionally send each other some naughty pics of each other. On this one night, I was in my hotel room lying naked on my bed, with my hard cock in my hand when I snapped a picture of cock and prepared to send it to my wife. I attached the picture to my email and lazily began to type in her address. The auto-fill function on my email completed her address for me after typing in the first few letters and I clicked send. That’s when my heart sank. I realized I was looking at an email that was just sent to my wife’s s****r. Their names are very similar and begin with the same letter and I hadn’t even realized at the time the wrong name was added. Oh no. My wife and her s****r are both in their mid-30’s and my s****r in law is also very attractive like my wife. We are very friendly with each other, but not to this extent and never really sexually. I instantly panicked while sitting there, not knowing what to do. I decided the best thing to do was email her again and apologize for sending her the picture that showed me from the waist down holding my hard cock in my hand. I briefly explained to her this was meant for my wife and I had somehow accidentally sent it to her. I’m sure it sounded like a bunch of crap, but I immediately sent the 2nd email to her trying my best to explain. About 40 minutes later I get a response from my wife’s s****r in my inbox. My heart sank again when I saw the ...

... email and I was afraid to even open it to read what it might say. I took a deep breath and clicked on it. My s****r in law’s response: “hahaha… no worries. My s****r is a lucky girl if she gets to play with that all the time. Thanks for the free show!” It was such a relief to read her response and realize that she was very cool about the situation. I emailed her back and thanked her for understanding and made a comment that now she knows how perverted her s****r and I are while I’m away on business. I also mentioned that I was glad I didn’t accidentally send her the short video I made on my last business trip. (I realized at this point I was provoking the situation a little bit). This is where it got interesting. My s****r in law’s response: “A video?? Wow… I can only imagine. Well, if you ‘accidentally’ send that to me I promise I won’t view it, wink wink!” Damn. Should I do it? Will she think I’m even more of a perv if I follow up on it? (if that’s possible.) Being that I had a few drinks in me, I thought what the hell. I found the video, attached the short video of me masturbating and clicked send. It was about a 3-minute video of me sitting on a chair and masturbating. At the end, I shot 3 or 4 long ropes of cum all over my chest and stomach. Needless to say it was very graphic. My s****r in law’s response: “Wow! Is all I can say. I must admit you made me a little wet watching this!” I couldn’t believe I was having this conversation with my wife’s s****r. Unbelievable. I ...