A
male
age
36-40,
anonymous
writes:I need some help with my situation. Would it be wise to enter into a relationship with someone older. I am 20 and she is 45. The whole thing is kind of complicated. She is my friend's mother. She was kind of like my second mom growing up and I stayed at their house a lot. When I was a teenager, she got divorced and was always kind of flirty with me, asking me about my gf's and sex, etc. in a way that seemed innocent.Well about a month ago, we ended up having sex at her house. I have never been with an older woman and it was very good. Since then, we've done it a few more times. She wants to make this an ongoing FWB thing since I don't have a gf. On one hand I would love that. The sex is amazing and she is up for anything sexual that I suggest. It's wonderful having a partner who is accepting of all the things that turn you on. On the other hand it almost feels slightly creepy like she's practically family to me. My friend was weirded out by this at first but now he laughs about it and jokes to people that I banged his mom. Is there anything morally wrong with me making this a permanent situation or should I back away? I almost feel like I'm taking advantage of a lonely woman but she initiated the whole thing.
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male
reader, lovetokissyou  +, writes (26 April 2010):
wow , having sex with a older woman is not a bad thing as long as both are over the age and know one is cheating on a spouse. but haveing sex with a friends mom is kinda out there, does he know and if he doesnt then something is wrong . It become ok if every one that is involved knows whats going on, and that know one is cheating is a good thing. tell your friend or ask him in a way that your looking for a answer about someone doing this with a friend or yours mother. see what he thinks. you could ask her if she is willing to tell her son about the two of you. good luck.. when I was younger I had sex with a older woman but she was single so know one got hurt by it.
A
male
reader, anonymous, writes (12 December 2008): Yes.
No touchy the friends Milfy mommies.
Don;t get me wrong, an older woman is perfectyl acceptable... just not a mates mother. Thats just plain out of bounds, young man.
Believe me... if he ever finds out (and he will, there is no getting around it, because it may take years or even decades, but he will kick your ass to within an inch of your life for doing that).
Seriously, go find yourself a Milf who is mother of a friend.
Flynn 24
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A
male
reader, anonymous, writes (11 December 2008): Thanks for the replies, especial Danielepew. I have no desire to make this a romantic situation and she claims to feel the same. The idea is that its strictly sex. I just felt weird about it because I've known her my whole life and I do know that she is lonely. I also know it won't last forever. I couldn't possibly have a future with someone that old. I will think on it some more but may take her up on the offer. I mean, we've kind of already gone through that door. It's probably too late for things to go back to the way they were anyway.
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A
male
reader, Danielepew  +, writes (11 December 2008):
 You are not taking any advantage of the woman because, as you very correctly point out, she initiated the whole thing. You should also be aware that she's not taking advantage of you, but she's at an advantage. Those years she is older than you did not go by in vain. She has control of the relationship, and will always have; not only because she is the woman, but also because she is older. The minute she wants to cut it, it will be gone. Be ready for that.
It's not creepy because she's not family. And all that closeness was not only because you're a friend of his son, but also because she has always liked you. Now that you're ripe, it's about time to eat the forbidden and willing fruit. You're a young stud without baggage or diseases, and without strings, too, which means you wouldn't be able to tie her down even if she were Gulliver and you had many friends in Lilliput.
The moment will come when you will want something other than this great, wonderful woman and the even better sex. That can get complicated. Be ready for that.
Don't even think about falling in love. This is not the idea, in case you didn't notice.
Learn all you can. Learning is never more fun than when it's pleasurable, you learn "by doing", and it's even a sin.
One last piece of advice. Maybe you've read about that joke of the stages of life for a man. That man is a bull when he's young, because he's always, willing, that then he becomes an eagle, because he is picky about what he wants for dinner, et cetera. At the moment, you're so happy at the prospect of this great woman, and I envy you. Be ready to become an eagle, however. Don't go for it just because it feels nice. Be picky about what you will have for dinner. What I want to say is, I am concerned about the friend. He might play the "I am cool with you banging my mom" card, but, believe me, I don't think he is. Rare cases do exist, but, would you be happy about him sleeping with your mom?
If you can take all the consequences of "banging that mom", good and bad, well, go ahead.
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A
female
reader, anonymous, writes (11 December 2008): If you had both developed feelings for each other I'd say there wasnt a problem, but your going to end up being akward round each other in the future. Someone is likely to end up getting hurt.As for your friends comment, "banged my mom" is just plain weird. What a totally disrespectful thing to say about your own mother. I'd be inclined to say based just on that, that maybe this one should be left well alone!x
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