If you have a relationship/dating question I can help answer, you can send me your letters at You might remember me as “Love Me, Love My Dog.” I broke up with my slightly-younger boyfriend because he was jealous of my dog (and other reasons). He is amazing and we have a very strong connection. You can also follow along on Facebook and Instagram. I’ve been going to my massage therapist for over a year now – I randomly found him via an online deal and became a regular client of his almost immediately.Perhaps you are a Pre School teacher or Elementry School or Middle or High School or College School Professor. Your students view you as a "Goddess." As a child, my friends and I believed that our teachers were all powerful.The point is that when you go home you are simply your own self and not the professional role you occupy as a teacher. Rob, I know you said that dual relationships with your shrink are inappropriate, but what about after therapy is over? John says I’m a “curmudgeonly, asocial tool who no one likes,” so I have to wonder if anyone would want to have any sort of post-professional relationship with me. Allison went poorly and he’s taking it out on me, which is really not cool, but that’s beyond the scope of this post.I email and sometimes have lunch with my former therapist and we consider ourselves good friends at this point. Let’s look at the rule as it relates to this question.I’m his last appointment and he often extends my massage or chats with me while he closes up the studio and walks me to my car. If you ask him out and he says no and it’s weird — or if he says yes and you go out and it’s weird — you might feel too awkward to keep seeing him for regular massages.
Over the last few months, I’ve been going to see him on weekday evenings.
At that time, he was understandably not looking to date anyone.
Now, more than a year later, he says that he is starting to feel more ready to date again.
He later texted me saying, “Sorry if I was a chatty Cathy – you bring it out in me! If you think it’s worth the risk — and he sounds like such a great match for you!
” I’ve pretty much always had a bit of a schoolgirl crush on him, but lately I find my thoughts lingering on him constantly and I’d just like to spend some time with him outside of the massage studio. I feel like I’m stuck between a rock and a hard place. — I’d tell him after your next massage that you enjoy talking to him so much that you’d love to extend your conversation beyond the massage studio.