A: This situation has various levels of messy, so it all depends on the factors involved— and how much fallout you’re willing to tackle later on. But if she has never looked twice in your direction, move on, no matter how much you like her. “Before this guy even tries to make the swap, I'd ask him to think about a few questions,” says dating coach Neely Steinberg. But you can start by asking yourself some questions about Current Flame seem up for group get-togethers when she knows you might be there? If an attraction is there, she’ll likely—even if only subconsciously—exhibit some of the usual indicators. Is this a fleeting crush, a hopeful fling or could it actually be the real thing for you?According to Susanne Alexander, relationship coach and author of , a best guy friend fits the bill.“The reality is that a sustainable relationship or marriage requires the best qualities of friendship as part of the foundation,” Alexander says.“Then it's up to the ladies to work it out between themselves.” Keep in mind: your eventual plan is to indirectly tell Current Flame, ‘Hey, I’m choosing your friend over you…sorry’ when you ask out Dream Girl—and that will sting, no matter how little you’ve dated. If they’re acquaintances, taking a chance will be way easier.If they’re close, you may want to think twice, because her allegiance will likely sit with her friend.
Right, some girls end up with their best guy friend.You obviously know Rachel is her brother’s girlfriend and you know exactly which side of the family the You and your bestie obviously need quality time together, especially after spending the prior night blacked out.What better way to enjoy each other’s company than cozied up, watching your favorite TV show?After a particularly bad breakup, I was re-evaluating my past choices in boyfriends and felt like I was missing something.In the midst of dramatically labeling the entire male race as untrustworthy and deceitful, my thoughts turned to who I could trust.“It's going to be a lot more messy, says Steinberg, “and it’s probably best to wait several months after the break-up.” Once that grace period is over, say you realize it’s complicated—but felt that it was worth that shot.(Making her see that you’re approaching her with the idea that there really could be something between you two will up your odds.) So there you have it.It’s okay to be single at this point in your life, as many of us in our 20s are.With good friends by your side, who cares if you have a man in your life?I had a friend whom I’d known for almost six years.I knew his passions and fears and appreciated his support through good and bad times, and over time he had become one of my best guy friends.