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Single mom with her son's best friend?

Tagged as: Forbidden love<< Previous question   Next question >>
Question - (15 January 2011) 16 Answers - (Newest, 22 January 2011)
A female United States age 51-59, anonymous writes:

Single mom with her sons friend?

I'm a single 47 year old woman and I have an 18 year old son. I've been divorced for 5 years and haven't had sex since. My son has a very cute best friend who is also 18. They've been best friends for years. Every time he came over he would tell me how great I look and flirt with me and I'd flirt right back.

Yesterday his friend came over to work on a project. My son wasn't home yet so I told him to wait for him in my son's room. About 5 minutes later I went in to check on him and caught him masterbating! He's so cute and I was so horny we ended up having sex right there on my son's bed.

It was really great, one of the best times I've ever had. He's 18 so it was Legal. We both really enjoyed it and we both like each other. We don't mind the age difference at all, but I do feel guilty he's my son's best friend. We're both considering doing it again and continuing to do it for a while. We're not gonna date, just have good old sex. Should I continue doing it? We're both single adults who have feelings for each other. But we're also very close to my son. If we do continue should I tell my son?

View related questions: best friend, divorce, flirt, horny

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A male reader, anonymous, writes (22 January 2011):

The kid WILL tell his friends because that is what we do at that age.

Your son will be hurt and angry when (not if) he finds out. He won't speak to you for a while. Give him his space and work on building a trusting relationship with him again. Eventually, things will return to normal between you and your son.

*On a side note... As a man, I really don't understand these kinds of indiscretions by women. A woman (even an unattractive one) can get laid at the drop of a hat.

Why play with fire and risk hurting someone close to you?

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A male reader, anonymous, writes (17 January 2011):

Don't continue. Chances are, your son will find out anyway, as the word will slip out and around school from his friend.

When he finds out, he will be devastated, and they will likely end up in a fist fight.

Good luck.

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A reader, anonymous, writes (17 January 2011):

i think u should stop it being a mom..u could satisfy yr self thru masturbation.. or find a mature man to satisfy u.. since yr son may find it one day & he will feel bad abt the situation..& u.

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A male reader, anonymous, writes (17 January 2011):

If you want an 18 year old, there are plenty about that you can screw around with. But I would highly advise against persuing anything at all with your son's friend (he isn't really a friends, because a friend adheres to the bro-code in that it means... not touching your mate's family or gf's).

Just find some other hot-to-trot teenager and do the dirty. A child's friend only invites chaos when it;s discovered (and it WILL be. There is no maybe. It may take years, but eventually someone will find out.).

Flynn 24

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A female reader, anonymous, writes (16 January 2011):

I think it's pretty pathetic that you will have sex with an 18 year old despite that you two are legal.

One, it seems that you haven't thought about your son enough that you put your sexual desire above his feelings.

Two, it is selfish and not only that, you're considered to be MILF to your son's best friend. That's not the best way to be known for.

Three, you're a grown woman. You need to find someone your own age or a little younger, NOT that young.

If my own father did that to my best friend, I'll never talk to him again.

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A male reader, Problem.helper United States +, writes (15 January 2011):

Problem.helper agony auntWell I wouldn't ever tell your son about it and asked his best friend to never talk about this to anyone. If your son will find out he would be really mad at you and his friendship with you lover would endl. So I suggest you end this or enjoy it and have some fun ,but keep it as a secret.

Good luck to you

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A female reader, anonymous, writes (15 January 2011):

I myself have a 20yr old son and he has loads of friends coming around all the time an never have i even flirted around them let alone sleep with any of them its wrong as a mum i think your a bad example

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A male reader, anonymous, writes (15 January 2011):

What if you found out someone your age was using your son for sex;how would you react? Put yourself in their shoes and decide.

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A reader, anonymous, writes (15 January 2011):

No, don't do it again. If it's just sex, why the hell would you tell your son anyway?

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A female reader, anonymous, writes (15 January 2011):

I think you are being selfish. You are not thinking of how devastating this can be for your son, not to mention that you are winding up this teenager for life too. If I were you I'd stop it at once. There must be other ways of satisfying your sexual desires. Please don't tell your son and please don't use his bed again! It's diabolic.

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A reader, anonymous, writes (15 January 2011):

No don't tell you son and don't do it again. Think how would you feel if some other mother did the same with your son?

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A female reader, anonymous, writes (15 January 2011):

Have more respect for yourself. Date someone your own age and don't mess with your son's friend.

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A female reader, tennisstar88 United States +, writes (15 January 2011):

tennisstar88 agony auntI comprehend that you have had a dry spell for the last 5 years. And to catch your son's best friend playing with his peepee on your son't bed can be enticing. What's done is done.

Now, this is a boy still even though he may be fully developed, but his mind is still that of adolescent. You are an adult and a mother. He is just starting out as a legal adult, still in his teens.

What is it that you're wanting with this young man? Fuck buddies, no strings attached, someone just to get your kicks with? That's fine, but what is your son going to think when he finds out his dear best friend is getting down and dirty with his mother! You will break their friendship up, and your son possibly winding up in jail for assault and battery charges for beating up his now former best friend. Not to mention, your relationship with your son will turn extremely rocky. I really don't know of any son that would be comfortable with the idea of their mother sleeping with their best friend.

If you value your relationship with your son, and respect his friendship then don't engage in anything further with this young man. Also, hope that your son doesn't find out that you did it on his bed. I hope you changed the sheets.

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A female reader, anonymous, writes (15 January 2011):

I have sympathy for you as I am divorced and haven't had sex in over five years (I am 35 and a single mom) so I know how you feel. But the best way to answer your question is how would you react if a 47yr old woman told you that she has been sleeping with your son! Would you like it? Would you not feel that your son should rather find someone who he can build a meaningful long term relationship with? So why would you do this to someone else's kid? We are humans in a civilised society not animals. There are other avenues to satisfy your sexual needs. I think your son would be immensely hurt if he found out. He may not trust women for a long time. If I were in your shoes, I would have called it quits and tried to find a relationship myself rather than carry this on any further. Are you really proud of this? For a 18yr old to masturbate when he is alone is very natural but for you to jump into bed with him is unbelievable. If someone my age told me she is sleeping with my son purely for sex, I'd found it sick. You have been very selfish. Sorry but being a mom of a boy myself, I just find this unacceptable.

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A female reader, golddigger99 United States +, writes (15 January 2011):

golddigger99 agony auntYour son should be more important than a good hook-up. It's simple. If you don't think that your son will approve of the relationship, then don't do it!

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A male reader, CaringGuy United Kingdom +, writes (15 January 2011):

I don't think this is a good plan to be honest. This is about a step down from a guy's best friend having sex with his girlfriend.

If I were you, I'd respect your son and not have sex with this guy again. If your son finds out, he'll probably disown his friend and you.

And if you don't stop, at least have enough respect not to have sex in your son's bed. Do it in a hotel out of town or something.

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