So here's the backstory of the pic I posted where my boss is entering me from behind.....
Its several years back now, so the pic admittedly is an older one. Basically, I forget which phone it was, but it was one of the new hot phones that was coming out, and I bought it. Since one of the selling points was "new improved camera", I took some random pics around to test it out and compare to my old phone. Of course with my dirty mind, I wanted to see if indoor shots were good, and my friend Sue took some pics of me on the bed naked. Not many, just a couple samples. (they are not nearly as clear as the current phones now)...
Fast forward a few days, and I hadn't really been thinking about it, when I'm talking to my boss. Well, here's the thing, my boss, is actually an old college friend who started a company. He's good looking, slim, always had a glint in his eye, but we never ever passed friendship. Anyway, after college, he married a very beautiful blonde girl, Liz, whom I've always gotten along with very well.
So fast forward to our convo, and he's mulling whether to buy the new phone or wait for the next upgrade cycle. So not thinking, I hand him my phone to check out, he presses some random apps and games to check the speed, and clicks on the photos. Immediately he sort of stiffens up and clumsily tries to hand me back my phone. So I click on the albums and noticed that there were 5 pics of me on the bed, some just innocent, and one with my legs wide open. My cheeks turn flush in embarrassment, and he instantly apologizes for invading my privacy. I'm equally embarrassed and try to apologies as well.
Well, a bunch of apologies later, I just started to laugh, and next thing we are talking about what a dummy I was for leaving that on there. Needless to say, I have never ever used my phone for that ever since, use a real camera lol. Anyway, he compliments me on having an amazing body, and I tell him his wife is even hotter. That was the end of that day.
Two weeks later, randomly, Liz is in the office to drop off package. It was a quiet day so she took me out for lunch. A few drinks in, we are getting a bit silly and she admits that he told Liz about what happened, and she started cracking up. I was so embarrassed but to put me at ease, she told me that they had been talking about making a video after that. She also admitted that he said I had an amazing body and she wanted to know if it was true. Well, since I wiped everything, I couldnt really prove anything at that moment, but she then dropped a bombshell......Bobby had been crazy hard while fucking her talking about that moment.
Next thing you know, the conversation gets heated, and Liz tells me she wanted to see Bobby fuck another woman, but someone she really trusted. This was a slippery slope, so we started discussing a bunch of groundrules..some from her, some from me..
1. Anyone..me, Bobby, Liz, can shut this down at any time if we get uncomfortable
2. I get to have the session filmed as long as his face is not in it.
3. If all goes well, we would be open to additional times - only if Bobby gets advanced explicit permission from Liz, or she's there. And Liz might decide she wants to be involved too.
4. Use a condom
So that was the situation, that Saturday couldnt come fast enough. We havent included them in with my BF so far, but who knows...someday...