A
male
age
30-35,
*ilflover
writes:So the cleaning lady comes over every Friday to the house and i kind of have a crush on her. There are times when were home alone together and i swear i get the feeling that she wants me! She's like 45-46 im 19. She's always sparking conversation with me, making comments about me being fit and what not, she whipes the floor and gets on all fours and sticks her butt in the air. (I feel like most young girls or even any girls would be that comfortable around a guy doing that) she was cleaning the living room as i was in it and told me i can stay in it but that she would be in the way and as she was saying that she bent over butt right infront the t.v. She also gives me these flirty smiles and just stares at me. When she left the other day she looked at me with that flirty smile and said "bye Michael" never has she called me Michael! My questions are what can i say or do to get her to make her hints a little more obvious? I need help, this is all true, im not making any of it up. I want this to happen!
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crush, flirt, spark Reply to this Question
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Fancy yourself as an agony aunt? Add your answer to this question! A
female
reader, CindyCares  +, writes (19 February 2012):
 And you are definitely not very good at writing erotic fiction...:). We should swap roles : you advice people, and we come up with BELIEVABLE sexy stories ....
(Btw, Miamine raises a good point : a real cougar does NOT act this way, all shy and coquettish and come-hitherish.... a real cougar likes to be the hunter not the prey...)
A
female
reader, Miamine  +, writes (19 February 2012):
 I'll assume your not dreaming. If the woman is older and hot for your ass, don't do anything, she'll tell you when she wants you. Don't make a move, don't touch, don't try to flirt, don't come on to her or you'll go and spoil everything. Older women that make a play for teenage guys, like to hunt they don't like to be hunted.
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A
reader, anonymous, writes (19 February 2012): Look dude. Do not equate "not good at advice" with "not liking the advice you're receiving." They're two entirely different thingsPeople have pointed out facts. Those are 1) that the modern day cleaning lady does not get on all fours and stick her ass in the air, and 2) that if she were in some way coming on to you, she shouldn't be because she is a hired professional in your parent's home.The second point is extremely important. If she were unprofessional enough to try to seduce you, the son of somebody who has employed and entrusted her to do a very specific job in their home, then this woman has a serious character flaw. This lack of professionalism and regard for her employer's trust is a serious red flag. It makes one wonder what other issues she has? But look, if you want to try for it, be my guest. And please post the results here. But be warned, if you make a pass at her and it ends up that she was not interested, you've just committed sexual harassment. Needless to say, the headache for you and your family would be huge.Finally, I'll leave you with this. When I was in my young 20's I hooked up with a woman in her mid 40's. While she was definitely attractive for a woman her age, the MILF fantasy died for me that night. It's just not all it's cracked up to be.
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A
male
reader, milflover +, writes (18 February 2012):
milflover is verified as being by the original poster of the questionYou guys aren't very good at advice! Think reality guys. Stuff like this happens everyday. You guys are living in this box of be honest! Be loyal! She doesn't want you! Think about it, it could happen. When it does im gunna post and let you guys know.
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A
reader, anonymous, writes (18 February 2012): Yah right.Okay I'll treat it like its a post.She is being inappropriate, unprofessional and if I were your Mother- I'd kick the living crap out of her.She is coming into my home so I trust her to just do her job and not behave in a way as a sexual predator and stalk after my son.If she is hard up to find dates you have to wonder about her character if she can act so lowly.And I'm sorry but who these days, gets on their hands and knees to wipe the floors? They have various mops and buckets so you don't have to demean yourself and be on the knees. Give me a break. I used to clean for a cleaning company and its actually viewed as improper work environment to not provide mops for maids/cleaning women. Businesses can be slapped with a fine and we even had clients complain on our Boss because to the Client, we are in the year 2000 and NO WOMAN should be treated like a slave.Kid, it may be fun to believe she is coming on to you, but I doubt it. Who feels sexy getting all sweaty and cleaning someone elses home?Riiiiight.Reading WAAAYYYYYYY more into it.Good imagination though. ;)
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A
female
reader, So_Very_Confused +, writes (18 February 2012):
 is she YOUR cleaning lady or your mom's?
I doubt your mother would want you boinkikng the cleaning lady... I know if I had a good cleaning lady I would not want to risk losing her because she was boinking my son and that did not work out.
why are you home on Fridays anyway... why at 19 are you not working, in school or hanging out with friends?
I smell a teen fantasy to be honest. Even if there is a cleaning lady and she smiles at you and is nice to you...trust me sweetie... I'm a cougar with a much younger fiance and I can tell you that there is NOT a 19 yr old that would interest me....
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A
female
reader, anonymous, writes (18 February 2012): Well do you really want a woman old enough to be your mother? Who comes on to young men where she goes out cleaning? Wonder if she's strapped for cash or just into younger men... offer her a coffee, ask her about herself, get to know her a bit.
Could be she's just messing about and really is happily married or whatever... depends also on what you are looking for.
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A
male
reader, Hugh.J +, writes (18 February 2012):
 Cindy, I suspected that this was a troll post, too; I'm sure we have had a similar story to this recently.
OP, grow up, or buy a magazine!
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A
male
reader, DoubleM +, writes (18 February 2012):
 Compliment her. Just tell her something like, "You look very nice (or pretty) to me." Or "Wow! You're in great shape too!" Let her take from that if she wants to.
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A
female
reader, CindyCares +, writes (18 February 2012):
Tbh, I strongly doubt that you are not making this up .
Why ? because I have had cleaning ladies working for me for my entire life, and never, I say never, have I seen or made one clean floors on all fours with her butt up. There's no need for that, they have invented hoovers and electric brooms and whatnot, and floor materials which do not require this kind of treatment. Yours is such an old stereotyped cliche' from when floors needed to be waxed manually, or protected with paraffine, or stuff like that.
But, I want to give you the benefit of doubt, maybe you live in some old place with uneven brick floors whose rims accumulate dust that needs to be removed with a toothbrush, like in some Victorian novel.
I'd still say : leave her alone. Don't go overboard with mind trips. If you love MILFS, it does not mean MILFs love you. Still nowadays, when age gaps are much less important than they were, the cougar thing is not universal and most 45 y.o. women would just get very mad at a 19 y.o. suitor, or,best case scenario, laugh in his face.
This hypothetical woman , from what you say, is just doing her job and being personable and polite with the young master of the house. So, please do not create diplomatic incidents- if she is a good cleaning woman, and she gives notice because of you- your mom will never let you hear the end of it !
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A
male
reader, need2know4life +, writes (18 February 2012):
Leave it alone. Don't fall for it. Stay strong.
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