Cuckolding Beginners Guide For Her: Surviving the First Date

Introduction

Cuckolding provides a woman the best of both worlds. An opportunity to openly have a lover that can fulfill needs that only he can fulfill and a chance for her to live out some of her fantasies while maintaining a loving relationship. In order for her to do this requires being dedicated to support her primary relationship, being dedicated to communicating her needs, and be willing to take the first step once the opportunity arises. This guide is a step in the journey and how to make it through the transformation that will occur.

What Have I got myself into?

Defining cuckolding

Cuckolding takes on many different definitions but the underlying meaning of all definitions is a man whose wife / girlfriend has sex with someone else outside of their relationship. Broadly speaking this covers all group sex activities but to understand cuckolding it is important to briefly understand the forms.

I believe cuckolding comes in two ‘flavors’ couples and BDSM. Couples cuckolding in many ways is a quasi open relationship. Whereby the woman has sex with someone outside of their relationship for their mutual enjoyment. The difference, I believe, between an open relationship and couples cuckolding is couples the latter is short-term with the focus on not forming an emotional relationship with the third person.

The above differs from cuckolding that follows the more traditional BDSM route that involves some form of humiliation or domination. In the more traditional form it is a form of open relationship. Whereby the man remains monogamous while his woman partner / spouse forms a relationship with someone outside of the relationship.

Expectations

Your boyfriend or husband will expect that you will have sex with someone else outside of your relationship. Similarly any man or ‘bull’ you meet will expect sex. However, it is important to remember for men when there are expectations about sex performance issues may arise that may lead to disappointment.

The above may sound intimidating but there is a lot power that is harnessed. As a woman you will have the last say over who you select, what happens to you, and nothing will happen without your consent. This means you can set your expectations and can manage the expectations of others. Ideally for the first date it is good to have minimal expectations to prevent feeling disappointment and creating too much pressure.

What do I want?

What do I want? Is a powerful question that opens many possibilities. It suggest cuckolding can offer the freedom to decide your own destiny and to meet a need that is not being met. Also, it gives the chance to live out a fantasy and to experience something only a few couples ever get to experience.

Being a woman who is control of her destiny and finding a lover without hiding it, brings a degree of power. Being able to get the most from the experience means understanding your needs and desires. Ask yourself what do you want from the experience? What would you like to try or do? Is there something about the experience that draws you to it versus having a threesome? This type of experience can fulfill a secret fantasy or an unfilled need if done correcting.

Communication Relationship Power

Having an enjoyable experience comes to down to a relationship that works and the ability to communicate. Communication for an enjoyable experience is vital. By being able to effectively communicate needs, comfort and limits means putting aside needs of others to focus on your needs. This can mean, at times, there are competing needs but by working through the issues finding a compromise that works for all.

In this type of situation, as a woman, you have a lot of control. For your boyfriend / husband it means making his fantasy a reality will not happen unless you agree. Likewise, the other male will not be chosen unless his needs are align with your needs. Knowing how to use your power becomes vital for meeting your needs and making the experience work for all.

Boundaries

Cuckolding is not having a threesome, which means there is a lot more more freedom but more risk too. For your husband / boyfriend it is a time of great anxiety. Also for them it can be a source of great joy. Understanding your husband / boyfriend is vital for the experience to work for him, for you, and the relationship. Since cuckolding is not like a threesome the same type of boundaries do not work. Instead cuckolding requires a different set of boundaries that focus on safety and relationship.

This means having discussions about:

• If you will discuss the experience with the other man
• If you will share ‘sloppy seconds’ with him
• If sex will happen once you get back
• Your husband’s / boyfriend’s comfort level
• Your comfort level
• If you want him to meet the other man
• Safe-sex

Also it raises the question should there be forbidden activities like anal sex or kissing? In my opinion, I believe discussing such topics is futile since your boyfriend / husband will not be present thereby not knowing what transpired.

Meeting

Safety

Thinking about your sexual health and physical well-being is paramount. Sometimes bringing your boyfriend / husband to meet the potential playmate can build a bit of a buffer. By doing this it sends subtle message that someone is aware you are out.

Another point to consider is calling or sending texts to give progress on the date. This can be erotic for your husband / boyfriend and it can serve as a valuable instrument for your safety.

Last point on safety, practicing safe-sex is a must. The last thing you want from a few hours of bliss is an unwanted pregnancy or sexually transmitted infection. Best advice use a condom along with a back up birth control method.

Build a Buffer

Meeting someone for the first time can be a very anxious and awkward time. Being able to ‘click’ online or over the phone is one thing; however meeting in person is totally different. From the beginning let the potential playmate know there are no expectations from the meeting and it is about seeing if things can go further. Taking your boyfriend / husband with can give you a perspective that you may not see before deciding to go forward and if you decide not to go forward with the idea then having them there is a way to politely leave.

 At the meeting

Before meeting the third person discuss with your husband / boyfriend about the meeting. Develop signals and code words to signify:

• comfort
• nothing will happen
• you want to leave
• he is not comfortable with the other male
• you are getting comfortable with the other male
• time for him to leave

This may sound obvious but it is easy for him not to notice because he will be going through his own evaluation. Thereby missing something you might be trying to communicate with him. By talking before meeting the other male it will help to make sure the two of you work as a team and help make the evening go seamlessly.

Examples

• Suggest to your partner to dance or chat to someone as a signal to leave.
• Suggesting to your partner to buy some drinks as a signal you want to get to know the other male alone
• Touching or kissing the other male to show comfort
• Taking off glasses to show discomfort about choice
• Talking about getting up early as way to leave for husband / boyfriend or you bring it up as way to bring the meeting to an early close
• Mentioning a friend being ill as a signal to your husband / boyfriend you have no interest in the other male

Finally Alone

Before actually meeting, it may be worthwhile asking what helps him to relax and what helps to make him comfortable. If you have a fantasy about undressing for another male then share it with him.

After all of the communication and meeting the two of you are finally alone. For you it can be a time of fear and uncertainty because your husband is not there with you. Alternatively it may be a time of excitement because of the unbounded possibilities that exist. In either situation it is important to be able to relax and communicate your needs

For him it can be a time of great anxiety. Watch him, do not rush, and spend a few minutes talking. Helping him relax and you being able to relax will help. Men like looking a women naked and undressing slowly in front him will help arouse him. If you are comfortable asking him to undress you this could be an arousing moment for the both of you.

After undressing there is no need to rush. Take time to enjoy each other and explore. Since he is new, let him know what feels good and if necessary guide him. This your time to make your fantasy come true and mold him into your desires.

As the fantasy becomes reality think about what feels good and what do you want to experience. Try to balance it against trying too much and putting too much pressure on him or yourself.

Returning to your husband

If everything has gone as expected then you should being feeling good about yourself and the experience. Soon you will be back with your husband / boyfriend. This can be quite erotic and very intimate if you choose. For some men, ‘sloppy seconds‘ can be quite intimidating but a confident man will know how to enjoy it.

If the two of you have not agreed that you will bathe before laying with him and if you have not agreed the experience will not be discussed then take him to bed. Encourage him to explore you and to feel where the other man has been. Play to his fantasy of sharing you by telling him how good it was and how much you enjoyed it.

Finally

Surviving the first date takes a lot of communication and trust. Also, it involves a special couple that can introduce a third person and continue to make their relationship work. The key to surviving the first date is felling empowered and being in charge of your destiny. If you can communicate your needs and make everyone happy then you are on your way in having it all.

Other Articles of Interest

Enjoying Slopppy Seconds

5 Laws for Establishing Boundaries

FAQs about Boundaries

Cuckolding Relationship

Easing into Cuckolding or Threesome

Watching my wife have sex

Power of Sloppy Seconds

Debunking Cuckold Myths

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Can a threesome help a relationship?

Imagine this scenario, a couple finds sex is becoming mundane and predictable considers having a threesome in order to add “spice” to their sex life. Likewise another couple  finds sex between them is electrifying and wanting to explore their boundaries. Which one, do you feel is like to have an enjoyable threesome experience that can help their relation? The answer might surprise you.

In order to answer that question it is important to define the word help. Help in this context means either fixing a relationship or improving it. It does not mean being therapeutic nor doe it mean providing a path to find an answer. This means having a threesome as a way for fixing a relationship poses some challenges and risks. Usually if there is a problem in a relationship it means there is a corresponding issue regarding communication. If there is a problem with communication then the likelihood that an important topic is missed regarding having a threesome increase and thereby means having problems due to having a threesome increases.   By having a threesome it can bring up underlying issues that the couple was not prepared to address. Without having the necessary tools, such as communication, in addressing underling issues then there is a high probability that the relationship will suffer. Does this mean the relationship is doomed to fail? No,  but it does mean the couple will likely face challenges that they will need to be prepared to address and without being able to successfully address them then it is likely the relationship will fail.

Does this then mean a couple that finds sex electrifying will be without issues? Again the answer is no. However, it does mean the couple is approaching a threesome from a position of strength thereby decreasing the chance that a threesome will go wrong. If a couple is finding sex electrifying between the two of them, for example, then it indicates they are doing something right. Most likely, though not guaranteed, communication exists and they, most likely, have the right relationship dynamic for a threesome. Nonetheless, there are no guarantees and there still remains a chance that an issue will develop that the couple did not consider. Such issues can include lack of clarity on boundaries and misunderstanding boundaries. Feelings beginning to develop for the third person and underlying relationship issues brought forward. Anytime a couple considers having a threesome they need to do it cautiously and be prepared for any issue that may arise.

Does this mean a threesome cannot help a relationship? No, but it does mean a threesome can weaken a poor relationship and it could help a strong relationship by allowing further development of communication between the couple. Therefore any couple thinking about a threesome need to work through any relationship issue before having a threesome in order to mitigate any issue that could hurt their relationship. If a couple is able to communicate and work through their problems then having a threesome may be something that could help them.

Defining Cheating: A brick in building a successful threesome

Introduction:

The consideration of having a threesome brings many challenges for a couple. There are some challenges that are fairly obvious, like being able to successfully deal with watching your partner having sex with someone else. While other challenges are less obvious, such as resolving the social message that a relationship needs to be monogamous. Resolving the issue of monogamy particularly defining cheating can pose a hurdle especially because cheating is a term we understand but it is a word that has a specific meaning for each person. Such variation can create different expectations when considering a threesome and it if not resolved it may mean each person is held to a different standard. Overcoming the different definitions of cheating becomes quite important in the context of having a threesome since the success of the threesome and ultimately a couple’s relationship may hinge on the definition. Therefore, successfully defining cheating, this author feels, is a cornerstone of having a successful threesome. It will define what activity is acceptable in a threesome and how much tolerance a couple will have between defining what is an acceptable misunderstanding and actual cheating. In addition, this author believes, how a couple defines cheating will ultimately determine if they will have a threesome or not. For a couple, a lot can hinge on how they define cheating. This section will provide an opinion regarding the a definition of cheating by exploring some of the sources of the idea of cheating, then by breaking the topic down into its elements and finally this chapter will propose an alternative definition that may work, for some couples.

The Beginning – Early Experiences shaping the definition of cheating.

It is important before discussing how to define cheating that the reader begins to grasp how complex the definition can be due to varying individual experiences and how difficult it can be in reaching a common definition for cheating. Probably an unifying element is for cheating to occur a breaking of a trust must occur but what remains unclear is what event breaks the trust. In order to understand the reason for the variation regarding the event that breaks a trust in a relationship, it is important to look at person’s childhood. Childhood is a time in our lives where our job is learning. Learning occurs in many different formats. It occurs formally in the classroom and it occurs informally through our interactions with our environment, such as playing with friends. During our childhood we play a lot of games that have rules, as we get older the rules become more complex and we become upset when a participant in the game intentionally breaks a rule in order to have a greater chance of winning. At that point we become upset and claim that the person “cheated.” Then as we get older formal game playing begins to end and we play a more abstract game called dating.

Once we begin to “date” we begin to apply the rules we observed about relationships from adults around us along with our observations we begin applying our own belief system to the rules we feel that should define dating. Early during our dating experience, when a relationship tends to be short-term and we begin to learn how to care for another, we begin to confront the issue of what is cheating. The person we are dating may have gone to the local soda fountain for a phosphate or talked to a person of the opposite sex. Cheating, during this time, is clear-cut whereby any physical contact with someone else, regardless of how trivial it is, or acts inconsistent with our belief of what a couple does, is considered cheating. This leads to a “check-list” being developed because we have not learned how to communicate effectively in a relationship and the “check-list” serves as a way to protect ourselves being hurt while dating. Such a “check-list” defines physical activities we define as cheating and other activities if occur will ensure the relationship comes to an end. However as we get older and become better at communicating, in a relationship, then the cheating “check-list” we developed as young adults becomes challenged. Once it is challenged it requires some introspection in order to determine where our feelings on the subject lie and in most cases the “check-list” becomes no longer is fit for purpose. Should it be no longer fit for purpose, this means some type of change has been made to the person’s world view and it means the person’s definition of cheating is evolving. Moreover this means, the definition we hold for cheating is a continuously evolving definition based on experiences and challenges to the definition.

Trust, the foundation for defining cheating

Trust has many meanings and it means different things to different people. In the context of relationship that is considering a threesome in order for a relationship to last and to function there must be trust. Essentially trust can be defined as the reliance on what someone is saying or doing is true. However when you begin talking about a committed type of relationship, such as a couple considering a threesome, then trust takes on a broader meaning. Trust in this case also means that the success or failure of the relationship is linked with maintaining a trust. This usually means there is an interrelationship between trust and boundaries. Boundaries define the limits to which the threesome will operate and it builds a level of trust, this author feels, by building confidence that the threesome will not go outside of those boundaries. By having boundaries it allows the relationship to function by instilling a level of trust, otherwise this author feels having a threesome will become much more difficult.

This implies that any communication must be based on honesty and there cannot be any deceit. Such a statement also implies there is no universal list to determine truth. Instead truth comes about from the examination of the situation and understanding the person. Furthermore it can be said that trust is a core element that forms a relationship and without being able to trust the other in a relationship the relationship cannot function. Therefore this author believes that, trust develops over time resulting from effective communication, learning about the individual, and is the result of working together as a team. The more a couple invests in their relationship by developing trust and defining their limits of their relationship the more likely it is able to weather adversity.  The trust is broken it may be repaired, though not guaranteed, by re-establishing trust.

How does trust and having a threesome relate? Having a threesome requires that trust exists and having a threesome relies on the fact that no one will break an agreed boundary. Also it requires for a threesome to be successful that each person trust the other two. Having a threesome is not like going to a burger place and trusting that the cashier will get your order correct. In a threesome situation you essentially trust the other two with your life and that they will respect you enough to adhere to the boundaries.

Finally, the question becomes how does trust and threesome relate to cheating? Essentially cheating results from a trust being broken. In a threesome situation boundaries are principally the union of each person’s sexual comfort limit and by exceeding that limit trust is broken. Once trust is broken cheating becomes a possibility. This then raises another question is trust and cheating interlinked?

Difference between Trust and Cheating

Up to this point this author has not defined the difference between trust and cheating. However in this section the difference will become clearer. It can be said there is link between trust and cheating. This means cheating cannot occur if there is no emotional investment in trust being maintained and without the emotional investment it can be said no cheating can occur. Example of where this is a friend with benefit relationship. In this type of relationship, it does not matter if the person is being honest about having sex with someone because the type of relationship is based on physical attraction without needing to maintain a trust for the relationship to exist. This does not mean that a friend with benefit relationship does not require trust; instead it means the level of trust needed is less because other elements such as attraction have a role in maintaining the relationship.

The difference between a friend with benefits and a committed relationship is the emphasis placed on cheating. Cheating implies that violating a trust carries a heavier penalty than a feeling being hurt temporarily or that the relationship can continue without addressing it. In a primary relationship, if cheating occurs it has a devastating impact on the relationship. A primary relationship can be thought of as a couple that has established a relationship but is looking to bring another into it on a temporary basis for the purpose of pleasure. Therefore trust can be said is something that is needed when forming a relationship, regardless of how temporary it maybe. However for cheating to occur it requires an emotional investment in a primary relationship.

Knowledge of Partner, what does that mean?

Before defining cheating it is important to define one more concept, knowledge of partner is a term that implies having a relationship with a person and from that experience a knowledge base is developed. Then from that knowledge base certain expectations, expected behaviors in a given situation, and if the relationship develops long enough a particular “couple’s language” develops whereby the couple develops their own words along with a specific communication style. The communication style and language serves as a foundation for understanding. However when in a threesome situation it is best to return to the basics by abandoning any special words and any special communication style in order to ensure that nothing gets missed. Nonetheless the specific communication style and words could help as a way to communicate interest or lack thereof when selecting the third person.

What does this all mean, a proposed definition for cheating?

This author feels that the definition of cheating can be defined by a couple in a long-term relationship when a trust has been either intentionally or recklessly violated.  Such a definition excludes simple misunderstanding, excludes emotional cheating (e.g. emotional affairs), and instead requires that violating a trust is something that can be expected from the chosen action taken. Expecting an action to violate a trust means that there is an awareness, at some level, that performing the action will result in a loss of trust and even though the awareness exists the individual nonetheless chose to partake in that behavior.

The above definition can seem confusing and this author will present two scenarios to highlight how to apply the definition.

Scenario 1: Couple A (Mr M & his wife Mrs A) agree to invite another male, Mr D for a two male threesome. A boundary for Couple A is that Mrs A can perform oral on Mr. D but Mr. D cannot cum in her mouth. During the threesome Mrs A performs oral on Mr. D that results in him cumming in her mouth. The question becomes did Mrs. A cheat on Mr. M by violating the boundary?

Discussion: This is a difficult question to answer as there are allot of “it depends,” and a need to evaluate the situation in order to determine if cheating did occur. One area to be considered was Mr. D aware of the boundary and was he asked to let Mrs. A to know when it was close to “cumming” so that he could try to pull out? Another question to be answered, did Mr. D cum too fast because of the excitement and stress of the situation? It could be that even if Mrs. A had warning that it could not have been avoided because Mr. D “cummed” too quickly. Third question to be answered what was Mrs A intention? A lot of this revolves around what Mr. M knows about his wife and the current state of their relationship. Also, it comes down to what Mrs. A felt about her decision to perform oral on Mr. D to the put of “cumming” and if she was willing to take the risk that it might be seen as cheating. Finally, did the couple risk assess this activity, meaning did they realize that this was a possible consequence and they were prepared, as a couple, to accept that Mr. D might not be able to “pull-out” in time. My feeling the answer comes down to how important this boundary was to keep, how much discussion occurred, the understanding each person had of the boundary, and given their planned threesome how practical it was to expect Mr. D would not “cum” too fast.

Scenario 2: Using same couple from above, they agree that any communication with the third person would be transparent, whereby each of them would be present when any communication would occur. Mrs. A waits until Mr. M goes to be and uses IRC to plan a meeting alone with Mr. D. Mrs. A does not tell Mr. M of the meeting and he only discovers it a few days later when he discovers a saved chat between the two of him while he was a sleep.

Discussion: Unless there was some agreement between Mr M & Mrs A, such as she should meet him alone or that she should talk with him alone, then it is probable that cheating had a occurred due to the fact, as a couple, they agreed that any communication would occur in the presence of the other. Mrs. A should have known or did know that communicating without her husband present to meet the other alone would be considered cheating since it is in contrast to what has been agreed.  

For a couple wanting to have a threesome and avoid cheating it means that they need to have definable boundaries that are understood along with being agreeable. In addition it means that for the couple they must rely more on their knowledge of their partner when considering if cheating has occurred in a threesome. If a couple encounters a violation of a boundary during a threesome, their definition is quite rigid and do not examine the violation in the larger context by trying to determine what caused it to happen then it is this author’s feeling that couple will face major problems for their relationship .

Finally it goes without saying threesomes are risky, even if every precautions are taken and planned meticulously. Defining cheating and if a violation of trust occurs then considering it in the context of why it happened does not ensure protection from anything damaging to the relationship. All it ensures is that added protection to the relationship is given via communication and agreeing on the definition.

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