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I'd like to have sex with this lovely older woman..any advice?

Tagged as: Age differences, Friends, Sex<< Previous question   Next question >>
Question - (1 March 2009) 2 Answers - (Newest, 1 March 2009)
A male age 41-50, anonymous writes:

My long time friend is getting married and asked me to be the best man in his wedding. He will be marrying in a few months after he graduates from university. He and I have been friends for a long time and have been attending the same university and graduating together. Besides being the best man I asked if he and his future bride needed any help planning the wedding and they said that they might. They invited me over to several planning time.

It has been nice helping my friend plan the wedding. I have also gotten the chance to see the mother of the bride more. I have been introduced to her in the past however planning the wedding with her, her daughter, my friend, and his folks I have gotten to spend more time with her. She has been divorced for about a year. She is a florist and is very artistic and striking. She is an Italian woman and I have a thing for Italian women. I have heard that Italian women make great lovers. Is that true? During the last wedding meeting she asked if her daughter would like to go with her and help her pick out the dress for the wedding. Her daughter said that she had too many other things to do without that. I offered to go with her and help her choose the dress. She said great. We had a fun time looking at stores and talking. She would change into dresses and model for me. I would tell her what I thought and always made a nice comment. She found a dress. After that we had lunch together. We enjoy our time talking together. After it was over when it was time to split up she thanked me for going shopping with her and for lunch. She said she had fun and I said I also had a good time. She then gave me a nice kiss on the cheek. I did not know what to think of the kiss. It may be cultural for Italian women to greet with a kiss. I mentioned that it would be fun to have dinner together. She said that it would be nice. She said that since I was so nice that she would cook a dinner for me.

I would like to become more intimate with this woman. How can this be done? I came over to her house for the dinner and it was great. The food and the company was great. I did not put any moves on her. I did not want her to think that I came with a different intention. When I went to leave she gave me a nice kiss on the cheek. This makes me think it is cultural. That night I dreamed about us being together. I would like to spend more time with her. Perhaps I will have a chance to dance with her at the wedding but I hope I can see her before.

I would really like to have sex with this beautiful woman. How can I let her know that I am interested in sex? And particularly sex with her? Would telling her about my thing for Italian women help? Should I tell her about my dream the other night of us being together? Do you think there is a chance given the fact of the difference in our ages and the fact that I am in the wedding and friend of her daughter’s husband?

I am thinking that an ideal time to make it with her is after the wedding when her daughter and my friend are on their honeymoon. I want it to be a special time for her. I am also wondering whether she would like it in her house or it would be more enjoyable to take her on a mini trip for a few night together. The mini trip would allow for her and I to spend time together other places. Any thoughts on this?

View related questions: divorce, split up, university, wedding

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A female reader, beenthere United States +, writes (1 March 2009):

Yes you have nothing to lose, but be careful, she is newly divorced and maybe likes the attention you give her and also make her feel young. But dont give up hope just dont be to forward, have fun with here, go places older women like to take it slow. Im sure the sex will be great but dont get high expectations,just go with it. I am older and have dated many younger men. Its great but also we are more settled and know what we want, younger men tend to be playing the field and we dont like to be played so if you Really have an interest let her know in a nice way. Just ask her opinion on dating younger men--you will get her answer there, if she is interested she will look you right in the eye! Enjoy-if that doesnt work dont give up on older women, we love you!

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A reader, anonymous, writes (1 March 2009):

lol lucky guy - yes think all the signs are there - think you think too much to have written this - just do. If you fancy her then tell her, just look into her eyes and tell her.

Suggest you try saying it in Italian, which you will get wrong and then she will laugh. If you need some help the film life is beautiful will help(the first half)..something like buono sera princepessa sono... (sigh long time since i spoke italian)

Yes the Italian Kiss at meals \ goodbye\anytime don't read anything into that.

you have nothing to loose by trying....do.

Star.x.

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