An epic fail for me happened when I was around 19 years old, working behind the bar at a club. I had just came back from a few days off and had left the running of the bar in the "capable" hands of a foreign student who was working with us for the summer.
On the very first night back, I started to get on really well with a French woman who was clearly way older than I was (possibly 35 years old) and rated about a 7. She told me that her husband had paid for her 1-week holiday in Malta because he had a lot of business meetings planned and he didn't want her to get bored.
After a few drinks, she started telling me that the real reason her husband paid for her holiday was because he was probably sticking it to his assistant - who was also a man!! I did my best not to laugh but she told me I could go ahead and do so. For some strange reason, I didn't and this made her feel a bit better. As the night was slowly turning into day, the club was soon closing and she told me that she is rather hungry but had no idea where to go during this time. I told her that if she waited maybe 30 minutes I would finish my shift and also was going to look for some food.
Frenchy said "oui oui" in a rather excited voice and asked me to make White Russians for us to drink. One turned to two and two turned to three drinks each and we finally left the bar. Unfortunately, the student did not replace the milk and I would only find out later on, after a rather embarrassing session with Frenchy. We grab some food and she invited me over to her room close by, which of course I accepted.
My stomach already had started to make weird noises but I didn't think much of it at the time. Back in her room, she asked me to wait for a few minutes as she needed to use the bathroom and told me to make myself comfortable. She came out looking the bomb in some see-through gown and taking the hint, I walked to her and we started getting hot.
I asked her to not remove the gown as I found it very sexy on her but I did get her boobs out for some fun. Anyways, she asks me to stand up over the bed and she proceeded to take off by boxers and give me a BJ. I've had good BJ's before but this woman knew her stuff. Eventually, she worked her way down to my balls and that is when it happened...
I close my eyes, scared of looking down but since she stopped, I had to see what was going on. There she was, staring up at me with a look of pure fright and disgust, almost in tears. I couldn't take the shame any more so I quickly got dressed and left the room, with Frenchy still on her knees with a look of utter disbelief! Needless to say, she never came back to the club and I fired the student the following night!
Two Plus Two
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