It is never a good idea to date a friend’s sister. Whichever way you look at it, it is extremely likely that your friendship will suffer.
Men have this understanding, we tend to be aware of each other’s monsters, that is why it suddenly stops being funny when your buddy and your sister get it on. Because deep down, you know he is an animal.
There are exceptions of course, but I am unfortunately not one of the good boys.
Johnny and I were longtime friends, all the way from primary school. Growing up, I knew he had a sister, but my interest in girls then was like that of a goat and rice - almost nonexistent.
So, it was with great shock that I met his sister years later, and I could not believe that the awkward little girl I knew then had flowered into something this exquisite.
Looking at Johnny, you would never have guessed that he could have such a sister. In short, I was smitten. She did not seem averse to my line of thinking. I considered getting John’s opinion about dating his sister, but I decided that it wasn’t going to stop me anyway, whatever he thought. Besides knowing some of my escapades, he would definitely say no. So I literally went behind his back and asked his sister out. I stole her number from his phone, pretending to be looking for something else.
When I called her, she was a little surprised, but I have done this a number of times. I quickly used that surprise to work for me, and before she knew what was going on, she had reluctantly agreed to meet me. That’s all I needed. Within a few weeks, I was seeing her regularly, and things were looking good. I was quite pleased with her. Not only was she a stunner, she was brainy too, and was down to earth. Her parents had clearly done an excellent job.
Once I was day dreaming about my amazing new catch when John’s voice rudely interrupted. He wanted to know what I was doing. He used colourful words, but I got the point - he was not pleased at all. He was furious. I tried to blubber a few words, but he wasn’t in a listening mood. I found myself promising to try and let go, but we both knew I would not.
She was too good to give up easily. He must have asked her to stop seeing me too, because the next time we met, she seemed uncomfortable. But once I told her I was not giving up, she brightened and agreed we would face the storm together.
John on the other hand was serious about making it trouble for us. First he told me we could no longer be friends.
I knew he would miss me and come back. He did. He became mean to his sister, but he is a naturally good guy, so he soon gave up on that too. What ended my relationship with his sister was something none of us had anticipated; John started showing interest in my younger sister. I couldn’t tell whether he was serious or not, but it was clearly time to call a truce.