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writes: I am faced with a real problem. I am a 18 year old who is seeing a 47 year old woman. The problem is she has a son who is one of my best friends. She used to be married to a very successful businessman but they got divorced five years ago. She has had a couple of boyfriends since then but nothing too serious. Everyone always slags my friend about how hot his mom is, but I always kept it to myself,. She is about 5'4 and has the body of a girl my own age. But one night I called up to see my friend but he had gone out for the night, she asked me to stay and since we always have a good laugh together I said, sure why not. She is really easy to get on with and I didn't feel the time passing, then a movie came on and we decided to watch it, in this film there was an erotic scene and I knew we were both getting turned on, but I never really tought I had a chance with this woman. But before I know it we're both on the couch having wild passionate sex. This has happened at every opportunity since and it is the most fantastic sex ever. She has much more experience than any girl my own age. The problem is she's booked a hotel the other side of the country for us to go to next weekend but I realise sooner or later her son will find out and he might not take it too well. I really like this woman but I realise too that it is only a physical relationship she wants and that is all I want too. I know that it'll be a long time before I get sex this good again. Do many women her age have sexual relationships with guys my age? What should I do?
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male
reader, ibrahim awad  +, writes (5 December 2008):
thanks very much
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male
reader, anonymous, writes (10 March 2006): i think you should value this passionate relationship take advantage of the older woman situation she can teach you every trick in her book but do not get too heavily involved for i think this is a pump and dump situation
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male
reader, saeed123 +, writes (10 March 2006):
hi , i am a 20 year old boy who once had the same dilema as you. it started off on a cold winters evening and like you i called round to see my freind but he was hout playing ice hockey. so she invited me to stay in and talk for a little while. before i new it i felt her hand slidin down my toso and it to my pants. she started felling my penus and i was hard as a rock i coodnt help it. she then piked my hand up , and slid it down her shirt and on her breast her nipples were also hard so i could tell i was turning her on . we both undressed and she had a body of a super model. before we new it we were on the bed having wild pasionate sex. this continued for a few weeks. but then we decide we wanted to become more serious and eventuallly we told him it took a couple of weeks for him to come round but eventually he did. i have never looked bak neither should you !!
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male
reader, anonymous, writes (29 December 2005): Keep doing it bro fair play older women rock and if shes fit aswell good going
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reader, becky05 +, writes (3 July 2005):
Do you want to continue this secret relationship with your friends mum and lose your friend? if not stop now before things go any further
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reader, D_Missy +, writes (19 June 2005):
You need to ask yourself this question: What's more important? My friend or sex with his mom?I make it a point to never go after my friend's family members. Its a strange situation and not the most welcomed in my opinion. You should sit down and seriously think about what's more important to you. This could break your friend's heart.
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reader, anonymous, writes (18 June 2005): I feel what you're doing is wrong, you say her son is your best friend, well I see major uproar if he finds out. this women is old enough to be your mother! imagine how your poor friend will feel when he finds out...and trust me, he will find out! is it really worth loosing a best friend over....ask yourself how you would feel if it was the other way round?I dont think you needed to post a message to dearcupid, cos I belive you know in your head the answers already,..and only you can put a end and stop the situation!
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reader, pops +, writes (18 June 2005):
Her conduct is inappropriate, at the very least. Not very many women her age have sex with, or even an interest in 18 year old boys. If the roles were reversed, the man would be considered a pervert, if not a pedophile. She needs to find someone age appropriate for her needs, and not her son's friends. You need to find someone your own age. Of course you can't expect to find the same level of sexual experience in women your own age. Part of the fun of making love is making mistakes, and learning to do better. You must teach your girlfriend, no matter how much or how little prior experience she has, what you like; and she in turn must train you. Mostly, neither of you will know. Talk to each other, before and during sex, and tell her what feels good, better, and best, worse, and worst, so that she can change. We are talking about adult, lovemaking, and not getting your rocks off with a hooker. Insist that your lover tell you what feels good, etc. Read books. Watch videos together. Expect to talk about sexual fantasies on a frequent basis, and decide whether you really want to act them out, or keep them for inspiration. My wife's fantasy( one of them) was to have her hero ride up on a White Stallion, and sweep her off her feet and kiss her. I asked her what happens next? She didn't know as she didn't get that far with it ! Since I don't relish pounding my balls on the saddle of a horse, I asked her if I could simply sweep her off her feet and kiss her? She laughed and agreed that that would be okay. I surprised her a couple of times with that one. The sex later was always a lot more intense. Learn to make your lover YOUR lover, and you HERS. Its those share private " secrets " that give the zing to sex. pops
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reader, claude +, writes (18 June 2005):
actually i think this woman is bored and she is using you to liven up her sex life. thing is she knows exactly what she is doing and see you as young virile and forgive me for being blunt: a toy boy. i have a feeling you are trying to convince yourself that you are using her but you should realize one thing at the end of the day all the blame is going to fall on you as it is your best friend's mother and it is a unspoken rule you are not meant to sleep wth her as it will make things wierd. besides you seem to be idealizing her good looks and personality which is common for a boy of your age so it is better to stop this relationship right away before you end up getting hurt and it messes up with your head too much. at first it might give you thrills seeing her in secret but it will wear off.besides it's not worth it, the fact that you have to hide this liaison proves that many things can go wrong and you will lose your self respect. at your age you are meant to have fun and go out with girls your age, so what if she is attractive sooner or later you will find a girl more beautiful and straightforward. as for having great sex of course you will have even more explosive ones in the future. don't worry about it. you should keep one thing in mind the reason you had such passionate sex was due to the fact you were turned on by her looks and the foreplay . when you start feeling the same way about the someone else the same thing will happen. if your mate finds out he will hate you and be disgusted and it will make you lose your friendship. you might ralize then sleeping wiv someonelse's mother is not a right thing but it will be too late. at the end of the day what you need to ask yourself isdo i want to hurt other people and be used like that? wise up
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