Okay, let’s assume you mange to do the unthinkable and date your best friend’s sister. You still feel pressure to be at your gentlemanly best with your bestie.Who are you going to hang out with when you go to the house? It’s just like visiting the in-laws which no man loves doing.We men are hypocrites when it comes to our sisters or best friend’s sister.Maybe that is why we end up being insensitive parents to our adult daughters.Even when complimenting our best friend’s sister, we have to chose our words carefully not to annoy our guy. But I obeyed the rules and never let on to Tom about these thoughts. The most envied dudes are the ones with the most adventurous stories to tell about their conquests and how they go about doing them.So from that sort of mindset, dating our best friend’s sister is just out of the question. We just can’t let our friends know the direction of our thoughts where their sisters are concerned. But like they say, different strokes for different folks. If only I knew Tom was that sort, it would have being a race to the finish line between Skip and I. I wouldn’t allow skip or Tom cast their useless eyes on any of my sisters. Stories like this are the bread and butter of our sit downs.
Think about that: Even if you don’t have a sister, you can still probably put yourself in his shoes.
This should occur before you even ask his sister on a date.
You’ll take a chance that you caused a lot of ruckus to go down between you and your friend, only to find out that she has zero interest in you at all.
You’re likely familiar with your best friend’s good points and his flaws.
Do you think he’d be uncomfortable or angry with you if you date his sister? Remember — this is the guy that you’ve been bouncing off dating questions for years, as well as the only other person on Earth who knows anything about your sex life, besides the girls that were involved.
That is usually the bone of contention in our minds about dating your best friend’s sister: the things we talk about when we meet. His contribution to this important segment of guys round table would be seriously limited to nods, smiles and pensive brooding. You know you can’t be free to express yourself in that position.