Do I really want this? I need advice.

I have been on this site for some time now always fantasizing about being a cuckold. My gf who doen't know that I frequent this site but does know I fantasize about being a cuckold.
It has never before been something she's shown an interest in. However last night she mentioned a long time friend of mine and now she has tried calling him so the 3 of us can go out to dinner. Suddenely she seems very into the cuckold thing or a least a 3some to start (she does want me to go down on her while she's riding him).
I am extremely nervous this is all leading to what I've fantasized about but whenever I thought about it it was always with a man I didn't know. Not a friend and former roomate of mine.
Should I encourage her? I am getting nervous and scared!

It can be very stimulating for you both. However there can be some initial moments until both parties adjust to the new lifestyle. In most cases this can bring you both closer together in a variety of ways. As with that side some have experienced the negative or what is percieved to be that. Overall if both communicate, set expectations it can be quite a nice ride. Keep us posted

Oh I think that we'll both enjoy it, what worries me is that she wants to start it with a friend of mine, someone I've known for over 10 years. I think that is what is scaring me the most. My friends and family have no idea I'm submissive or that I have any interest in this lifestyle.

Remember it is mainly about her and her desires/needs. She may also have both an attraction as well as feel comfort with your friend as she must know him as well. Some women prefer to go first with a stranger while others need some connection or comfort with who they are with. There also could be a sense of some offense she would like to see in your direction. That additional power it provides her can also be a stimulus to her. You still sound like you want this to occur. Would or have you opened any discussions on who it might be for her.

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Yes I've mentioned one or two of her friends that she's comfortable with in the past one she's even had oral sex with a few times since we've been together but never untill she brought up my friend has she seemed so interested in the entire "lifestyle". She even asked when we could go shopping for her for a new outfit before we go out to dinner with him.
PS: I don't think he will have any idea what she wants to occur. She's inviting him to dinner because he was in Iraq and we havn't seen him since he's returned (I saw him but only at his welcome home party).

Sounds like she is ready for the lifestyle and in some ways you are as well. She has her eyes set on your friend to be her true first in the lifestyle with her. It could be brief but also could be somewhat longer between them. How long have you been dating?

You are right though this is about her desires and needs. I want to see her pleased and happy.

We've been dating 8 years

Though it is your friend it could as I mentioned bring another dynamic to your relationship and closeness. Are you intentions to have her be shared with many or just a select few? Does she turn sub with another guy?

Then she has known your friend for some time as well. I am sure she thought he was attractive and now has the support etc. from you to explore her desires and needs with another or others.

I can say that my wife cuckolding me has led to a great improvement in our lives. She did cuckold me with my best friend and he is also our neighbor. That made things very convenient. The only thing I got to see was them play around, goof around, and mildly pet. I never got to see them have sex. It is something that I really wanted, but my wife didn't. And if I wanted anything at all, I needed to accept what she was willing to give me.

This is different for everyone. It has awesome pluses to it, but can also have equally devastating consequences as well. Make sure you two know...not think...know that your relationship can handle it. Take your time, and don't rush it. Your angst will make it hard for you, but it is so very rewarding and worth the wait. Good luck and hope to hear some great updates.

I wouldn't do it with a friend of yours. Try it first with someone YOU don't know. Otherwise it could become a big silemma in your lives and friendships. Plus you can't always trust some-one on his word for keeping a secret.