"READY"? People who participate in those types of sexual deviation do so typically out of an inability to adequately develop mature intimate relationships. Emotionally mature people do not become involved in that type of aberrant behavior. ==Another Opinion== This is an interesting question, that I will answer as best I can since there aren't a lot of specifics about your situation. :) This isn't exactly a stage of maturity but a lot of maturity will be needed from all three participants. I am going to assume this is one man and two women. And, for simplicity's sake I am also going to assume that you are the man in question and that you are in a committed relationship with one of the girls. There are a lot of factors to consider. What are everyone's motives? If the outsider (2nd woman) is interested in forming a deeper relationship with either of the committed parties find someone else. Even if neither of you plan to date her, it would be cruel to her. Likewise, if either member of the committed pair is not interested (but is doing this because they are worried about the other one leaving, being angry or getting cheated on, whatever) don't do it. It could cause permanent damage to your relationship. Be certain that everyone has had a recent blood test (and PAP smear) to check for the "never-get overs' and anything else (herpes, HIV, hepatitis, HPV, you get the idea.) The couple needs to have a serious talk about what is okay and what crosses the line. Is the other woman just watching? Is penetration allowed with her? What kinds? Do the women plan to interact with each other or just with the man? Is the other lady staying the night? In the same bed or a guest room? WHo is choosing the friend? You, her, both? Be very, very clear. You do not want to "cross the line" with another woman when your lady is in the bed. Especially, if you didn't know that was a line. Don't be drunk when you discuss this or when it happens. When you are clear on what you are comfortable with (not just tolerate but really comfortable) you can discuss the plan with the friend you plan to have join you. She has a right to some input herself. Do not pick a a woman that your lady thinks is prettier than she is. Be sure to treat both of them well. Remember that there are some logistical issues involved. Some are minor (like the size of the bed) but some are major like making sure that everyone is satisfied with the outcome and no one is left out for longer than they are comfortable with. The idea of having two people to satisfy you is nice but remember that you will also have to satisfy them. And, many sexual acts are two person things so what is the third person to be doing? Be sure to establish birth control, latex allergies and pro-choice/life issues ahead of time. Consider that there is some downtime for a man between erections and that men are generally tired after orgasm when you are thinking about who gets what when. This can be a fun, social and exciting adventure but there are a lot of things to consider and many pitfalls. Be sure that you don't let your hormones do the thinking for you. :) (On a side note, try to act as though you enjoy your lady's attentions slightly more, give her more affection and in the morning (after the guest is gone) tell her that she is MUCH better. :) She is probably going to feel insecure about your affection, attraction to her and about her sexual prowess. She deserves some extra love and attention. :)