Question: Is it okay to date my friend’s crush? He’s rejected her five or more times. He made it perfectly clear that he has no interest in her and she still chases after him. He’s expressed to her and me that he has feelings for me. I have feelings for him too, but I don’t know if I should act on them.
Answer: This is a tough question and challenging position that you are in.
It seems your friend needs to accept that there is no future for her and her crush. It is likely to hurt her if you date him and it may negatively affect your friendship.
Ask yourself: Is dating him worth the risk of losing her? If you value the friendship, talk to her first and decide how to handle things. If you really like him, date him, but don’t flash it in her face if you’d like to stay friends.
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About the Expert: Rachel RUSSO, MS, MFT is one of Your Monthly Mentors, a Matchmaker, Dating & Relationship Coach, Author & Speaker. She has a master’s degree in Marriage & Family Therapy from Iona College, a BA in Psychology from Rutgers University, and a certification as an Intentional Relationship Coach. Rachel is the founder of Rachel Russo Relationships-a NYC-based dating and relationship consultancy-and has worked as a matchmaker for twelve years. She currently acts as the resident relationship expert on Brooklyn Savvy Tv, is a matchmaker with Lisa Clampitt Matchmaking, and trains entrepreneurs at Matchmaking Institute. Her drive, credentials, and unique experience make her the ultimate dating and relationship expert. Read More…