I Was Intimate With A Good Friend But Now She Isn’t Talking to Me! Why?

Welcome to Dear Sybersue! In this week’s upload, I answer Barry’s question: “I Was Intimate With A Good Friend But Now She Isn’t Talking to Me! What should I do?

Dear Sybersue.

After sleeping with one of my best friends things have changed drastically between us! What should I do, I really like her! She was very loving and passionate with me that evening! We hugged and kissed goodnight and everything seemed pretty great when she left. Or so I thought!

We are both single so is it not OK to jump out of the friend zone and try to have a relationship with her? Am I wrong to want to go there?

Has this ever happened to you Sybersue?

Could this be the end of our 5-year friendship because we crossed that boundary? We used to see each other a few times a week and texted each other often as well. For the past two weeks, there has been little more than a few words spoken between us!

I miss her a lot, how should I handle this? I don’t want to freak her out.


Dear Barry,

This is a question that many men and women have struggled with over the years. When you have a really great friendship there can be a fine line between romance and being a buddy with someone. All it takes is one evening of curiosity to alter 5 years of platonic boundaries.

This isn’t a bad thing!

While sexual chemistry is important in a committed partnership, being great friends will keep you connected in an even bigger way. (Especially as we get older!)

You have to like each other to really love each other. <3

I applaud you for taking the chance and making an effort with this woman. Love can often be right in front of us but we are fearful of it because we are holding on to old stereotypes in our heads. “It will ruin our friendship, it’s not worth it!”

Well, I can tell you from two of my own experiences that it is worth it! I lost one really great guy friend and I married the other.

Do I have regrets that one of my longterm friendships is over? Yes, I did for about 6 months because I missed our daily banter.

I later discovered that this friendship was really always based on the hot and powerful chemistry lurking between us. We just lied to ourselves, until the day we got inebriated enough to cross the bridge to our real desires!

We tried to be more than friends after this first encounter but it just felt too weird and the chemistry fizzled as fast as it was lit! We also tried going back to being “just friends” but that felt strange too. There seemed to be some territorial problems when we were dating others, and he ended our friendship more abruptly than I would have liked.

Sometimes things happen like this to make you move on faster to a better place because the friendship has run its course. Spending too much time with the wrong person can keep you from meeting the right person. This happens even when you’re just hanging out in the friend zone!

The second experience was definitely a friendship first and that is really all I wanted. I met him through my brother who had just become my temporary roommate. This guy was recently single after the end of a long marriage and kept popping over to visit my brother.

Long story short, he hung out more and more and we started to chat a lot. He began to ask me many dating and relationship questions which I was happy to answer. I helped him buy new clothes to get him back out into the dating market etc. I enjoyed spending time with him.

Little did I know he became interested in me and was just biding his time while I was dating others and he was finding his way after his relationship had ended.

I invited him to my birthday party 5 months later where he decided he had had enough of being silent about his feelings for me. At the end of the evening, he picked me up, threw me over his shoulder and carried me down the stairs and out the door. That definitely got my attention and we have been together ever since our first kiss that night.

So, Barry, you have two choices on what to do here.

You can call her up and tell her exactly what you feel or you can sit back and spend the next few years wondering what would have happened if you had taken a chance on finding LOVE with this woman.

She may not be contacting you because she is afraid “you’re the one” who isn’t interested in a romantic relationship with her. You haven’t exactly taken control of what happened and knocked on her front door. A few texts aren’t going to cut it. She needs to see and feel that it wasn’t a mistake to move your friendship to a different level.

Tell her how you feel and ask her to be really honest with you. If she isn’t invested in having a committed partnership with you then you will both have to decide if you can go back to being just friends again.

Would this be a possible scenario now that you have shared this intimate encounter? Ask her where she wants to go from here?

You have spent quite a bit of time with your lady friend over the past 5 years and you’re both still single. Maybe this is the moment you have both been waiting for and something needed to happen to set you in the right direction.

At this point, I would say that it is definitely worth exploring and see what transpires for you both. Pretending it didn’t happen is not the answer, and having clear communication is important now.

Don’t spend the next couple of years wondering “what if?” Figure it out now. Thanks for writing Barry, let me know what happens!


Please watch the video above and leave your comments below. I will always take the time to answer you back!

Questions for Sybersue? Download the free app and text dearsybersue to make a video call appointment within 24 hours http://provider.magnifi.io/dearsybersue

Sybersue xo <3

Susan McCord @ Dear Sybersue YouTubeDear Sybersue Facebook

Sybersue Blogs & Advice ColumnDear Sybersue Instagram

Thank you for visiting Sybersue! Your comments and topic ideas are always appreciated!