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My boss says he's in love with me? Should I be with him?

Tagged as: Crushes, Flirting, Sex, Trust issues<< Previous question   Next question >>
Question - (26 August 2016) 2 Answers - (Newest, 26 August 2016)
A female United States age 26-29, anonymous writes:

Okay so here's the deal..

I have been working at my job for a few months now. When i went to the interview, i pretty much felt like I had it in the bag during all the interviews.

Then the last person was a man and he was terribly gorgeous.

I felt like he could tell.

Any how, I got hired but im working in a different building than my boss (I have many bosses btw). I always thought he was good looking but I didnt feel any type of way for him because in my mind it would never happen.

But as time went on, I noticed there was always some type of unspoken tension between us. Long story short, I became attracted to him and I realized he was attracted to me also.

Well everything was flirty but innocent for the most part. We would hang out in groups and talk privately but we never crossed any physical lines. I've gotten to know so much about it and I knew for sure I wanted to have sex with him just once to get it out of my head, but i didnt want a relationship with him.

We all went to a conference in another city and we all went out afterward and had a good time.

That night, we had sex in his room.

The next day i felt a lot better now that we took that step, but then he said his family would be coming to town and asked for me to eat dinner with them. He said his mother couldn't wait to meet me so I said yes. At dinner a few days later, they all assumed I was his girl friend even though neither of us said I was.

After dinner, they left and I told him I had fun the other night and wanted to keep having fun.

He gave me this shy smile.. And he looked at me and said "Thats fine and all.. But I dont think I can". When i asked him to explain, he told me he was in love with me and wanted to be together.

He went on and on about how he felt and he made love to me again..

But now he wants to know if I'll be with him. And honestly, I want to but I dont want to make anything complicated.

Which is why I only wanted to have sex with him and I would of been okay with that. I mean im 20 and he just turned 35 and he is technically my boss.

But then again, this could turn into something more. If it didn't work out, it wouldn't necessarily change the workplace too much since i dont see him often. Any advice?

View related questions: flirt, my boss, shy, workplace

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A female reader, anonymous, writes (26 August 2016):

And adding for the other uncles post .. will he be interested in some other 20 year old next year .. your 20 .. being honest .. I would not want my daughter with that an age gap sorry but not at 20

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A male reader, anonymous, writes (26 August 2016):

"...I knew for sure I wanted to have sex with him just once to get it out of my head, but i didnt want a relationship with him."

Well, it's great that *you* knew that you wanted just one night, but he didn't. You've failed to communicate your intentions...and now you're even meeting his parents. When everyone thought you were his girlfriend but you knew you weren't, did you protest or just stay silent? You seem to be sending mixed signals to everyone.

"But now he wants to know if I'll be with him. And honestly, I want to but I dont want to make anything complicated."

I'm not sure you know what you want, frankly. He is asking you a clear question. You should give him a clear answer. My advice is that you take a little time to decide exactly what it is you want from this man and then tell him, rather than playing with his emotions and sending him confused signals.

Also, pay more attention to the age difference. Are you really compatible or will there be friction between your lifestyles? Will you have the same interests when you are 35 and he is 50? At the same time, think harder about the work situation. Is your work environment really safe from the drama of this sexual relationship that you've started, or will it have negative effects down the line?

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