Will you be able to laugh and cry the same way as friends do? Well, you might want to say “yes” to all these questions. Say whatever you wish, but one thing is sure – you cannot look upon your friends as just friends, after dating. I’m not talking about staying friends with someone after a full-blown committed relationship. What I’m asking is: Can you “stay friends” with a girl with whom you tested the dating waters, but ultimately one of you decided you didn’t want to swim all the way to Relationship Island together and settle in a cabana for two? Yes, we had great conversation, but I wasn’t feeling the butterflies.
However, can you really see yourself in a long-term relationship with this person?
Consider your motives—are you merely attracted to him or her physically or even confusing your feelings as a caring friend with romantic feelings?
But hey, you wanted her boyfriend so maybe you'll want her name, too. The chances of successful group dates are highly unlikely and if you want to ever bring your bf to those concerts you always attend....well, think again.
Basically, don't be the bitch who dates your best friend's ex. The things that used to annoy you kinda start turning you on.
But when I mentioned one night that I had gone out with someone a handful of times and it was going well, he got angry that I was dating other people.
That became the trend – guilt trips, judgment, anger.
I explained this to him, and he said he understood but he wanted to be my friend after he took some time.
So a couple weeks later when he reached out asking if we could get drinks I happily accepted. We’d go out every few weeks or so and drink too much beer and he’d regale me with stories of his dates, good and bad.
The advantage of entering a relationship with a friend is that you’re already comfortable around each other and you’ll bypass any awkward stage that most new couples go through.
You most likely have similar interests, are in the same social circles, enjoy the same hobbies and you already know the other person cares about you.
She loves you and wants you to be happy, but if you ultimately want the same, you won't choose dating her recent ex to be your newest source of happiness.