friendship

How Do you Tell Your Best Friend The Guy He’s Seeing is NO Good?

Dear Tavion,

The problem I’m having lately is with my best friend and the guy he’s been dating.  See my best friend is one of the sweetest guys in the world. He’ll do anything for you, is always there when you need him, and always tries to see the good in people.  Me on the other hand, I’m not so trusting of people, and I’m definitely not so trusting of my friend’s man.  My gut tells me this guy is using my friend.  From what my friend tells me, every time he and this guy go out, my friend always pays.  The guy doesn’t even offer.  I also found out that my friend recently paid for this guy’s phone bill. I want to scream to my friend he’s being stupid and probably being used because he has some money, but my friend can be sensitive sometimes. Last time I tried to tell him about a man he was seeing, he got upset and we didn’t speak for a few days.  Keep in mind that I was actually right. How do I handle this situation this go around?

-Philly Tommy

Dating

I’m Always Picking Up the Check, and I Hate It!

Hey T,

Do you think it’s fair that this guy I’ve been seeing always expects me to pick up the check when we go out?  We’ve only been dating for about 3 weeks, and no matter where we go, he expects me to pay for both of us.  I’m getting tired of it.  He never offers to pay.  Don’t get me wrong, I have the funds to pay, I just don’t feel like it should be on me to do so every time.  Especially when he is a grown man.  What would you do in this situation?

From,

No Moocher