I almost DIED of embarrassment the night this happened!
My fiancee and I have been together about seven months at the time, and he was away on business in Maryland at the time of this story. I put the kids to bed, and then called him on the phone around 9pm as usual and we talked for about an hour before things heated up. He was obviously horny because he started asking me what I was wearing, yada yada, and ten minutes later he had talked me into making a dirty webcam video to email him. (BTW, this was far from the first time we had done this).
I agreed and got to it. He didn't have a webcam where he was, so we couldn't have THAT much fun. I started the video by stripping slowly and sensuously for him, and I was talking to him on the phone at the same time. He was coaching me through what he wanted me to do and I was loving every bit of it. I was fingering myself with three fingers, and sucking on my nipples and spreading my lips and everything, even rubbing my wetness on my nipples, and tasting it off my fingers a bunch of times knowing how much it turns him on. I also used my big black dildo at his request; which I am not really fond of, because it's so big that it stretches me out a bit too wide.
So after probably 10 minutes of the naughtiest home video in the world, I had a wonderful orgasm and stopped the video and sat up to email it to him. He hadn't cum yet, and I could hear the anxiety in his voice, awaiting his chance to see my production.
When I leaned forward to email it to him, I chit chatted with him as I saved and named the video (I named it 'Good Evening'), and attached it to a blank email and sent it to him with the subject line 'just wanted to share'. When it was sending, I remember thinking it was taking an unusually long time to send (which made sense later) but didn't think too much of it.
As soon as the 'email sent' window came up, I told him to check for it, and it never showed up in his email. I didn't start to worry until about five minutes later, so at his urging, I checked my 'sent' box and I found that I had sent it to my address book group titled 'friends' instead of my fiancee's email address!!! I don't think I breathed for two minutes afterward as I checked it over and over.
My fiancee was frantically asking me who all it was sent to, and then he started laughing as I told him that it went to my two best girl friends in town, both of their boyfriends, another couple from a different state, the woman who waxes me, three guys and two girls from my work, and my BOSS!
I skipped work the next day and literally cried the whole day. I've recovered since. And I will probably never hear the end of this for the rest of my life.