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Anonymous
Anonymous asked in Family & RelationshipsSingles & Dating · 10 years ago

Having sex with my boss?

Every since I started working as his assistant for his business we've always hit it off well. We're both young he's 23 and I'm 20. He's single, incredibly handsome and so driven. I come in to work and there is such a strong sexual tension between us, he can't go a day without walking into my office and randomly chatting away with me, it gets so awkward seeing as I have to work late sometimes and it's just me and him. There's a silence and we sit there literally ' eye f*cking' each other. Sleeping with someone I'm not in a relationship with is something I'd never do but I'm actually considering this. Do you think having sex with my boss would change everything? Also he works under his fathers business so it's a really tight situation! I think his father feels there's something going on, because on some occasions he makes me work on the top floor with him.

Update:

To that idiot who called me a slut, judge me if you must but I'm proud to say I've only slept with one man my whole life during a relationship of 3 years.

Slut is such a cruel taunt.

Update 2:

Oh and we are good friends, we hang out every so often and we don't kiss and tell. I don't want people to think I'm getting an increased pay and whatnot because of this.

13 Answers

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  • 10 years ago
    Favorite Answer

    Sounds like a tight situation and the easy answer is to have sex.If you are eye f**King each other,then move on to the actual sex. Ask him out for coffee or lunch as coworkers.If he is game for that then move it along. If his father thinks you are good for his son. Then take it to the next level.Show more skin at work and make his eyes pop out of his head and his tongue drool. Roll your dice and see what happens.

  • 10 years ago

    Having sex with your boss very infrequently ends well. Still, as long as you two are single, you can choose to make it work.

    HOWEVER,

    you really need to have a sit-down with him.

    "Look, Frank, I think you're really attractive and I think you're a great person. I think going out together would be a lot of fun and, yes, I'll admit I've had some pretty torrid daydreams about us. The thing is, though, I really need this job and I can't let my actions influence my career. If we're going to do something physical, it CAN NOT, can't can't can't CAN'T be done here on work property or during business hours.

    That can't happen. If you're interested in me, too, we need to find someplace else to go, and not in our work clothes. Whattaya say?"

    This conversation needs to happen, because it protects you both. You open yourself to him, tell him it a physical thing is a possibility, but you're also covering both of your business-wise keysters.

    Good luck. Have fun.

  • Anonymous
    10 years ago

    If you two are already friends and hanging out I'm sure having sex won't change anything. In fact it will only benefit you. The tension will also go away. Just make it clear of what you BOTH want, is it just sex? or do you guys want more out of it? consider going out on a date first then getting down to 'business'. If you do it right, it will end well.

    Source(s): Experience.
  • Anonymous
    10 years ago

    Well he's not really a stranger since you've been working with him awhile so I wouldn't say it's a bad idea or anything. It might ease the tension a little so it's not so obvious to others like his dad. But I would definately just keep flirting and let HIM make the first move. If he wants you bad enough he will. But if he's just leading you on and playing with you then you'll never see him make a move.

    Source(s): experience
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  • 5 years ago

    Im 22 such as you and dealing at a retail and that i only had intercourse with my 37 yrs previous married supervisor who has 2 youngsters ;) we've been sexting for the previous 2 weeks and he stated we've some relaxing so the day previous he became ultimate i finished via and waited in my motor vehicle til he got here out, knocked on his motor vehicle window and he permit me in. I wore a tiny pleated skirt (no panties below) with skinny cropped suitable. We had the main epic intercourse and it became previous! It became exceptionally previous due and the motor vehicle parking zone became empty lol. And to be common it became relaxing for me and im not anticipating something from him lol and that i dont plan to be his mistress or a homewrecker so which you all can suck it! he's shifting to a distinctive keep in a week so we would be having as lots relaxing as we are able to

  • 6 years ago

    I had sex with my boss and hes like 17 years older then me.. Older men know how to do it right

  • Anonymous
    10 years ago

    you sound like the kind of person who would regret it... And would you be in trouble w/ his father if it happened? I know it's not easy, but think about the consequences before you do it. Also since you've never really been good friends it might be awkward if it doesn't work out

  • 10 years ago

    Could make things very complicated, but if you have feelings for him, start out with a date that leads to an exciting night, you might even move ahead in your career if your great at sex, lol.

  • Jolie
    Lv 7
    10 years ago

    I would advise you to just be Very, Very careful with your actions. Some relationships (sexual or not) end horribly in the workplace. I work with my ex, and thankfully, we keep it professional and it's not awkward at all.

  • Anonymous
    10 years ago

    I would recommend permanent surgical birth control for all involved parties before any

    further gene pool contamination can take place

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