A
male
age
30-35,
anonymous
writes:Hello. This is a very awkward, but sadly very true, story that I need help with.I have recently been having a casual sexual relationship with my 38 year old boss. I'm 20. This may sound bad but bare in mind she was not my boss when I began 'seeing' her. We met when I was out one night, and having always had a thing with the lads about pulling an older woman, I ended up taking her home and bedding her. A few months later I move house and move contract to the local supermarket and she ends up being the boss of my department. Needless to say, the fun and games still continued between us. A few months later, and a new girl begins on my department. She's 19 and me and her get on stupidly well. She's not looking for a relationship and so another casual sexual relationship starts up with her. My boss changes department, but still maintains her department manager status, making it easier her me and her to continue our meetings without pressure on our jobs. However, this new girl is more on my wavelength and we continue to casually see each other. A few months later I have a one off with a girl, who I'm afraid to say, I was full aware was my the daughter of my ex-boss. The one off became a few more irregular encounters between us. She is aware that he mother has a casual partner but she is not aware, obviously, that it is me.So now you see the predicament I am in! Do I keep on seeing all of them, despite it being risky? Or do I settle on spending my time solely with my young work colleague whom I enjoy being around the most? Who do I choose? And how do I break it to the others?Any help would be greatly appreciated.
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female
reader, natasia +, writes (6 November 2010):
 You said it.
Definitely don't sleep with the daughter any more.
Don't sleep with the boss.
Concentrate on the other girl.
And hope to God the boss and her daughter never exchange notes ...
A
male
reader, Real Love 32  +, writes (6 November 2010):
 Wow this is a tough situation. I would advise you to respectfully stop the encounters with both of them. Eventually they will both find out about each other. I mean think about it. When you dating someone and that person finds out about the other, how likely or easy do they find out? Their connection is just to close they will find out if you continue. Even if you choose one over the other it will still end badly. Seriously think about it. I think that if they find out that its a strong possibility that they would be super mad. ]decide wisely!!!
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A
female
reader, fi_the_tree +, writes (6 November 2010):
 Have you considered the fact that if you carry things on with the daughter that someday she'll wants you to meet her parents?? Awkward.com!!!! Can you imagine the look on her face when the mother realises that her daughter is seeing a man that she slept with???To the poster who said to change your job, i agree!!! Don't continue to see any of these women, find someone else dude...
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A
female
reader, tennisstar88 +, writes (6 November 2010):
 What happens when your boss and her daughter trade stories? Better hope she doesn't find a reason to fire you. Looks, like you're going to have to pick one..
Say you dump the boss, then you keep on seeing her daughter..she finds out who you dumped her for depending how upset she is then she's going to know you played her. Thus watching your every move, one false move is all she needs to fire you. It's nothing but a no strings attached ordeal with her daughter, so if you stop seeing her then there's no leftover turmoil. I say stick with the boss..but it's your call. Whatever your choice make it soon.
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A
female
reader, anonymous, writes (6 November 2010): go easy on yourself: get a new job elsewhere, not with the supermarket chain you are with. In a short but pleasant and kind phone call break up with your other two lovers. Tell them you enjoyed their company, and will remember them fondly, but that you have decided to change direction. Don't send an email nor a voice mail, nor a written card in case mother and daughter compare notes. You have made some monumental ethical mistakes. Sexually you need to be more discerning and less like a stallion looking for mares in heat. You seem to like bonking just for the sake of bonking. You dont think out the consequences of your actions. Try to develop better purpose and direction in your life before you waste your life away.
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A
female
reader, BettyBoup +, writes (6 November 2010):
 I really don't mean to be judgemental, but you've got yourself into this mess as you made the decisions to sleep with all of these women at the same time. I know you may think you're not doing any harm, but this could ruin the relationship between the mother and daughter when they find out. Imagine how humiliated you would feel if you were in the daughters position.
I know these things happen and people will get over it. You're going to sleep with whoever you want to sleep with reguardless of what I think about the situation. So I'd say, break it off with the mother and daughter. If it was just casual to her/them, they will be fine and move on. Then if you really have genuine feelings for this other girl, stay with her and see how things develop. But if you dont want to hurt this girl, no matter how casual things are, don't sleep with other people on the side. One at a time is the best way to do things. Then you don't end up in this kind of predicament do you?
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