Originally Posted by stowaway
My wife has a great one like this that I absolutely love - this story is from my wife's perspective as she's told it to me a few times over the years. Before my wife and I had even met she was working in a small, independent insurance sales office - a very small, tight-knit office atmosphere. She worked for the accounting department there and it was her first permanent office job out of college. She would have been 24-years-old and the youngest person in the office by like 20 years at the time. Everyone was extremely nice to her - probably because she was young, hot and brought a different energy into the office that they were used to having.
The office members included three sales associates (all men in their 40s), her boss in accounting (a woman in her 50s) and the owner (a divorced, heavyset, bald man in his mid-to-late 50s). She said most of the sales men were just normal, older married guys who were nice to her - but in an appropriate way. Then the owner of the company gave my wife certain vibes at times. She said 'creepy' was a little too strong of a term, but he was overly affable with her and it created awkwardness at times as she felt like she had to laugh at his jokes, but didn't really find them funny. 'Goober' is a word I've heard my wife use to describe how she initially felt about him.
At this point she had been working there about two years and she liked her job because it was easy and generally stress-free. One weekend she got together with her two best friends - who are trouble when they all get together. Her two friends came over to my wife's apartment on a Saturday to spend the night, eat junk food, gossip, get drunk and have a girls' night in. Then late into the evening - when my wife claims she was really drunk at this point - one of her friends came up with the idea that they all had to flash someone. They dared each other to take a somewhat harmless pic of either their boobs or their butt without showing their faces. They thought they were being so clever too when they made a throwaway email address to send the pics from so they wouldn't get caught.
One of the girls had an early-era iPhone so they used that to take the pictures. The other girls took faceless boob pics as both of them are curvy on the top. My wife is more athletic with a pawg-like booty, so she pulled down her yoga pants and mooned the camera while her friends took the picture. My wife said her picture showed more of her than the other girls' pics. She was facing away from the camera, but it still showed her hair color and hair length as well as her height, body type and of course - her bare ass as the centerpiece of the pic. Whereas the other two girls had closeup shots of their boobs.
So they took the pics and were figuring out who each of them were going to send their semi-nude photos to. The other girls each choose guys they thought were hot and had crushes on, but didn't really have a shot with. My wife claimed she had no crushes or guys she was interested in at the time so the three of them were trying to figure who she should send her ass pic to. Then one of them proposed she send it to my wife's boss. They didn't know him personally, but they essentially knew all about him as my wife would tell stories and they'd make fun of him together. My wife said she was dead-set against the idea, but her friends were really pressuring her to flash him.
They thought it would be hilarious - not just because of the stories they knew about him, but because my wife had told them that she would catch him glancing at her butt all the time. One of the main reasons that he gave her certain vibes was because she could just sense that he was staring at her ass every time he was behind her, and he always managed to be in position to get glimpses in. And to get to her desk from basically anywhere in building she had to walk down the hallway that her boss had a perfect view of - a walk she said she had to make between 10-15 times per day. But despite all the peer pressure my wife claimed she was just not going to do that.
Then my wife said she went to the bathroom and was wondering why she even needs to flash anyone to begin with. The other girls wanted to flash guys they each liked who were close in age to them. They both had little if anything to lose, whereas my wife would be risking much more and saw her boss five days a week. So as she's returning from the bathoom she ordered the deletion of the ass pic and told them she wouldn't be flashing anyone. Both of her friends were snickering and giving funny glances to each other for a moment before bursting out laughing. "We just sent it," the one with the iPhone said.
My wife was mortified and didn't believe they had actually done it. Then they showed her the sent email and said his email address was easy to find, it was listed right on the office website. She claimed she had never been so mad at anyone before ever, but she was also definitely still drunk and her friends - after laughing hysterically for a few minutes - assured her that he would never even know it was her. It was from a random fake email address, didn't even show her face and would probably just go to his spam folder anyways. So my wife calmed down eventually and went to bed after her friends deleted the pic, deleted the sent email and promised they wouldn't send anything else to him.
She tried not to think about it the next day, but was dreading going into the office on Monday. She said she couldn't tell if she was paranoid or not, but her boss seemed to be acting differently. He wasn't being overly friendly that Monday and that threw up a red flag in my wife's mind. She called her friend that night and asked if there were any replies to the throwaway email - and of course there were. Her two friends didn't get any replies from the guys they flashed, but my wife's boss had emailed back several times in separate messages with things like "who is this?", "this is a wonderful ass" and "it's ok, you can tell me, I think I know." My wife said she was sick to her stomach and wanted to throw up.
Her friend was very apologetic at this point and gave my wife control of the email address. She changed the password so only she could get into it now. Her plan was to ignore the replies and try her best to act like everything was normal at work. But each night that week there were new replies. Tuesday - "It's a really nice butt." Wednesday - "It's my computer background image at home now." Thursday - "You know the exact location is embedded into the picture, right? How about you come into my office early tomorrow and we'll talk about it." Her friend must have had location services turned on her iPhone with the exif data saving into the pic, something none of the girls even knew about at the time.
She said she felt so incredibly awkward but showed up early to work the Friday of that week and found the courage to speak with her boss about it. She explained what happened and that her friends basically did it and apologized profusely for the whole thing. She said she was basically on the verge of tears because she didn't know what would happen. Her boss sensed her anxiety about it, told her it would be alright, that it'd be their secret and that they can just pretend that it never happened. He told her to take the day off and that he would tell people she called in sick. The following week things began returning to normal with the dumb boss jokes and the friendliness again. But despite that, she said it was impossible to pretend that it never happened and that she knew that he probably still had the pic and looked at it often. However, over time she learned to not worry about it.
My wife worked there for another 8 years after this incident because of how nice her job was and how well she was treated there - which included the years her and I met, dated and eventually got married. She told me this story after we got engaged and I just love this story and bring it up with her way too much. At an office Christmas party just a few years ago - the last one in which my wife still worked at this office - I approached her boss. He was retired at this point and one of the other guys took over the operations. I was drunk and I asked him about the picture. He was an old man in his 60s at this point. I assured him that I love this story and that I hope that he still has the picture.
I asked him again, "you still have the picture, right?" He's just staring at me stonefaced trying to figure me out. "Tell me you still have the picture," I was so curious at this point. Her boss is staring at me trying to hide his growing smirk. And finally he gives me a quick wink and says, "you're a very lucky man!"
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