Easing into cuckolding or a threesome


easing into cuckolding and swingingIntroduction

The decision is reached to finally take ‘the plunge,’ and all is left is finding the right person. A few ideas get discussed about possible people to invite and the discussion includes using an ad on a web site. After taking time to search someone who appears to be a good match is found and the reality of having sex with someone outside of the relationship finally becomes real. Now hundreds of thoughts starting arising and confronting a new reality, one that was not thought of during the discussion, how do you ‘ease into’ having the experience?

Solution: Do what is comfortable

When it is not a good idea to have a cuckold or a threesome

‘Easing’ into a threesome or ‘easing’ into a cuckold indicates to me someone who does not know where their comfort level lies. It can also be a warning that boundaries have not been discussed or they were not in alignment with personal beliefs. At worst, it can be a sign that pressure or coercion is being used to gain agreement for a threesome indicating it the planned experience can cause harm.

Listening to ‘the voice’ for direction of ‘easing into’ a threesome or a cuckold

All of us has a ‘little voice in our head’ that tells us:  what is comfortable, the ‘voice’ tells us when we are leaving our comfort zone, and it tells us when we are outside of our level of comfort. Granted in a cuckolding and threesome situation there are two other people; however nothing happens unless you agree to it. This means, there is no reason why ‘the voice’ needs to be muted when it comes to a threesome or a cuckold. It also means, there is no reason as to why ‘the voice’ cannot act as a guide and act as an indicator of where your comfort level exists and use that indicator for establishing boundaries that build a level of trust.

Alternative solution: ‘dipping your toes in the shallow end’

If using your senses to help you guide you about where your comfort level exists and then communicating it does not work, another solution exists. This solution involves taking small steps and once a level of comfort is establish trying something more involved. Each of us has our own definition of a small step and it is not easy to define. Nonetheless, in the context of a threesome or cuckold, it tends to mean starting with a non-sexual activity then build.

Example 1: a fictitious example Mr. & Mrs. Jones

Mr Jones a 48 year old  accountant &  Mrs. Jones a 42 year old nurse agree to have a threesome. Mrs Jones has always enjoyed fantasies of a younger male having sex with her without Mr. Jones present. As a couple they discussed the idea and agreed to try it. As a part of their agreement they agree Mrs Jones will find a male and have sex with him without Mr Jones present. 

After agreeing they found a 38 year old male, Mark Smith but after  finding Mark Mrs. Jones begins having doubts and is unsure if she can go through with it. Mr & Mrs Jones discuss the issue. They discover their initial plan was too bold and scale it back. Instead of having it all happen at once, they agree Mrs. Jones will have a few ‘dates’ with Mark to see if she is ready for the experience.

Example 2: fictitious example George and Melissa

George and Melissa are a middle age couple who seek different ways to explore the boundaries of their relationship. Recently they have agreed to try a threesome with Paul. However, as the threesome approaches Melissa is finding she is unsure if she can go through with the planned threesome. As a result George and Melissa agree their first experience will be a soft-swinging experience and then afterwards they will evaluate the experience to see if the next encounter will be a full threesome.

Alternative Solution 2: KISS it

A good acronym to remember when planning your first threesome is KISS (Keep It Simple Stupid). Keeping a threesome or cuckold simple means setting realistic expectations and not viewing the experience as some type of marathon event. It also means, not pushing the boundaries and keeping the first experience simple thereby avoiding a lot of issues later. In a threesome an example of keeping it simple might be having each male having sex with the female instead of trying for ‘split roast’ or double penetration (dp).

When planning a threesome typically two mistakes are made. First mistake is not having boundaries and agreeing to allow anything to happen. Usually this is a bad idea because it does not provide a sense of security, it allows activities not considered to happen,  and it also opens the planned cuckold or threesome to conflict later. Second mistake is like being a child in a toy store and being overwhelmed with all of the choices. This can lead to planning a threesome that is outside of the comfort limit and make a participant uneasy.

Finally

Remember when planning your first threesome or cuckold by KISSing it will alleviate some of the stress associated with it. Also, by communicating it can help to plan a threesome or cuckold that is emotionally secure. There is nothing wrong with wanting to take a threesome or cuckolding experience slow. Just remember to communicate.

Other articles of interest

Secret #1: nice to have versus must have

Secret #2: separating emotional sex from physical sex

Secret #3: being confident

Secret #4: think marathon not sprint

Secret #5 – looking beyond quid pro quo

Secret #6 – it is the relationship

How to plan and manage a threesome using a checklist

Having the initial discussion

Moving beyond the initial conversation

8 cuckolding secrets every couple should know

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An introduction to anal sex


Anal Sex Diptych

Introduction

Have you ever tried anal sex but found it did not work because it caused pain or discomfort? Maybe you tried it and found it was like trying to nail gelatine to a wall? Anal sex is a lot like a fine wine, to be appreciated, it needs to be savored over time, it needs to be understood, nurtured, and allowed to develop.  It is something that a couple can share or be shared it in a threesome. Once it has, it is ready to be picked for enjoyment and the fruits that it can bear can be quite intoxicating.  If you are ready to learn how to grow and enjoy anal sex this guide will help you.

Anal Sex – Techniqe

If you have medical problems that involve the colon, rectum, vagina, or anus then medical advice should be sought before trying anal sex. Also, it goes without saying anal sex involves penis, a dildo, or a strap-on.

The starting point is finding the time when you are not looking for a “quickie” and there is time to devote to foreplay. Foreplay is essential for enjoyable anal sex as it provides proper arousal and by being properly aroused it helps to limit any discomfort / pain. Also it allows excitement to build and builds a bond that can bring closeness.

Once your partner is properly aroused then next step involves stimulating the anus. This should be done using a water based lubricant and it should be liberally applied. It should first be applied to the outside of the anus and your index finger. If the person who will be receiving anal sex is inexperienced then it is a good idea to us your index finger to stimulate the area around the anus before trying to insert it.

As you stimulate the outside of the anus you may feel it relax, which is good and if you do, you can try slowly inserting your finger.  Even if the anus does not relax, if it is lubricated, then you try slowing inserting your lubricated index finger. If you meet a lot of physical resistance, as you try to insert your finger, then stop and have your partner take a deep breath then slowly exhale, have them repeat it if necessary. This should help them relax the anus if you continue to get a lot of resistance then pull out your finger followed by lubricating the area again. Now try reinserting your finger again. For those just starting out this may be as far as you get the first time. If it is do not worry since it is not an issue and the next time might be easier.

If you are able to get your finger inserted, move it around. Hopefully you should feel an anus relax and become more pliable. As it becomes more pliable you should lubricate your middle finger too and insert it. Also this will be a good time to apply more lubrication to the anus. Again, if it causes discomfort then have your partner take a deep breath followed by them slowly exhaling, having them repeat if necessary. Once your partner’s anus is pliable with two fingers in it then it is most likely ready for penetration.

There are two good positions that this author believes works well for anal sex. First position is doggie style with the hips aligned for anal penetration. Second is missionary with the hips pushed forward or raised for anal sex. Other positions like cowgirl or reverse cowgirl, this author feel does not work, for anal sex since penetration is not as controlled.

Once you have chosen the position the male should put a condom on and use a water based lubricant. The condom is not prevent pregnancy since the risk is quite low; instead it is to protect against UTIs and STDs. After the condom has been put on then he needs to enter very slowly and if his partner complains of discomfort then he needs to stop. If the discomfort continues his partner should try the deep breathing, mentioned earlier in this article, and once the discomfort passes then he should continue to enter slowly, stopping when required. Then once he is as deep as he can go then he should begin to move slowly. As he moves he should be synchronized with his partner’s comfort level and if his partner appears comfortable then he can try to move faster. However he should not go too fast because of the risk of discomfort and it should be measure to give the level of enjoyment needed.

Conclusion

Anal sex is a technique if done properly can bring a lot of pleasure to all. It is something that needs to done when there is time available and may take a few attempts before it works, thereby implying patience is needed. The more a couple or a threesome can communicate about comfort levels the more likely it will work.

Threesome Terminology


Peter Fendi, 1835

Accommodating:

At minimum accommodating is arranging a location to have a threesome and typically means providing a place for your threesome guest(s) to spend the night. Normally this is the same bed or guest bedroom if the threesome occurs at a home. If the threesome occurs at a hotel then it means paying for the hotel room.

BDSM:

A consensual sexual practice that involves the use of power and control in order to elicit sexual enjoyment for both involved. The acronym covers multiple types of sexual practices that share a lot of commonality. This means each practice is not mutually exclusive and shares common characteristics with other BDSM practices.

B/D – Bondage / Discipline

This practice involves the use physical restraints, rewards, and ‘punishments’ in order to elicit the desired behavior. It can be as simple as using a pink fuzzy pair of handcuffs or as intricate as training.

Bondage:

Involves the use of restraints such as handcuffs and ties

Discipline:

Used to teach “acceptable behavior”

D/S – Domination / Submission:

Cuckolding tends to fall under this heading in cases where humiliation is a part of activity. Domination / submission can involve the use of disciple or S/M; however the structure is about one individual submitting to the will of the other. In cuckolding an example might be the male wearing penis restraint in order to prevent him from feeling pleasure and his wife having sex with other males, called bulls. In certain circumstances the female withholds sex from her primary partner, sometimes for months, in order raise his sexual enjoyment.

Domination:

It is the one in control and directing the play. In a cuckolding / cuckqueaning situation it is the one who is going out having sex.

Submission / Submissive:

The one who is following and in a cuckolding situation it is the one who is abstaining from sex.

S/M – Sado-machoism:

Use of pain, such as whips, in order to elicit pleasure.

Bi-curious / bi-curious:

Term used to describe an individual who has an interest in same sex activity; however they have limited or no experience.

Bareback:

Sex without a condom

Bi-sexual / bisexual:

An individual who is capable of forming relationship with either gender. However their interest in same-sex activity will vary overtime.

Bull:

A term used to describe the chosen male in a cuckold situation. Typically this term is associated with couples that pursue cuckolding along BDSM lines and the bull is the man, outside of the relationship, that is having sex with woman.

Boundaries:

There are two types of boundaries, relationship and threesome. Relationship boundaries are the boundaries that define how the relationship will handle the threesome (e.g. not to use it against the other / accepting it is a mutual decision). Whereas threesome boundaries define the limits and the structure of the threesome.

Cheating Wife:

Another term for cuckolding.

Couple Cuckolding:

A form of cuckolding whereby the experience is not about domination / humiliation nor involving some form of BDSM. Instead it is a mutual decision whereby, typically the female, has sex with someone else alone on a one time or limited basis. Such an experience is arousing for both and something they can both share.

Cuckolding:

Means the female is the one who is taking the “dominating” role or is the one who is having sex with someone else outside of the relationship. This author believes there are two forms of cuckolding one that involves BDSM in particular Domination / Submission with elements of humiliation and another version that follows more along the lines of an open relationship whereby the male partner remains monogamous.

Cuckqueaning :

Feminine version of cuckolding whereby it is the male who takes on the “dominating” role and this form appears to be less common the cuckolding.

Dogging:

A practice that is common in England, whereby a couple has sex in public, typically in their car or in a secluded area. If there are others in the area they will invite someone to watch them or participate. Normally the areas are not well known and tend to be areas that afford the participants some privacy.

DP:

Sexual position used in a mmf threesome whereby one male penetrates the woman’s vagina while the other penetrates her anally. A less typical form of DP involves both males penetrating the woman’s vagina at the same time.

Emotional Monogamy:

Couple remains emotionally exclusive to each other and will have threesomes together. The focus of the threesome is not forming an emotional relationship with the third person and the focus for the couple is the physical enjoyment of sex. Typically couples who want to remain emotionally monogamous to each other will participate in soft-swinging, full threesome, and cuckolding if it is done for as a one-off situation.

Friend with Benefits:

This activity shares common characteristics with threesomes and has been included in the discussion. Friends with benefits is arguably a secondary open relationship and is defined by the friends being able to enter into other relationships. The friendship and sex being about pleasure are the defining characteristics of the relationship. As long as the friends are able to maintain their friendship without developing an emotional attachment the relationship can continue. However, once feelings begin to develop the friends must decide to either develop the friendship into becoming a committed couple or end it.

Full Threesome / Threesome:

Term used to describe three people of legal age and having capable of giving consent having consensual sex.

Hetroflexible:

Term used to describe someone who is heterosexual but has the ability to have limited sexual encounters with someone of the same gender.

Host:

Person(s) making the arrangements for a threesome

Invited third person:

A person not a part of the relationship that is invited to join a couple for a threesome.

Lifestyle:

A term used to describe a couple or an single person that incorporates some type of group sex (e.g. threesome, wife swapping, orgy, etc) into their sexual repertoire. Essentially the practices becomes a part of their lives.

Ménage da Trios:

Translation means love of threes and it is sometimes incorrectly used to describe threesomes. A ménage da trios threesome involves three people being in a relationship together and it is a variation of a threesome.

Monogamy:

A closed relationship whereby sex only occurs between the couple.

Munches:

An event where people who share similar interests in group sex (e.g. threesomes, foursomes, etc) come together to socialize and make new contacts. It is not meant as a venue for sex, like a swingers club, and is meant as a way to meet people who share similar interests.

Negotiated Infidelity:

Is a term that is interchangeably used to describe threesome, foursome, and any other group sex activity. There are some, including this author, who prefer not to use this term since it implies that any form of group sex activity involves infidelity and implies infidelity is agreeable in the relationship because it is negotiated. This author believes that as long as any group sex activity occurs within the boundaries the couple has agreed then no infidelity has occurred.

Off Premise / Off Premise Club:

A gathering / event where the opportunity to meet people who share similar interests in group sex but no sex at the premise occurs. These take various forms such as munches or regular meetings at the same place.

On Premise /On Premise Club:

A venue where group sex occurs, such as a swingers club.

One-Off:

Term used to describe a threesome that only occurs once with the invited third person

Open Relationship:

There are two parts to an open relationship a primary relationship that involves the couple who agrees to open their relationship and normally takes priority over any secondary relationship. Secondary relationship is a relationship whereby emotional attachment is formed with someone outside of the primary relationship. In addition an open relationship can take two forms whereby one remains monogamous and this is typically seen in a cuckolding situation or where both members of the couple form relationships with people outside of the relationship. In order for an open relationship to work and not destroy the primary relationship, it requires a lot of communication, negotiating, and boundaries.

Physical Monogamy:

Couple who do not have sex with someone outside of their relationship. However, depending on their definition of soft-swinging, soft-swinging maybe practiced while keeping the couple physically monogamous.

Polyamory:

Can take on many forms and involve more than three people. However, when it regards threesomes it involves all three being equals in the relationship.

Primary Relationship:

A married couple or a couple in a committed relationship.

Relationship:

Developing a physical and emotional attachment with another person for the purpose of having a sex that goes beyond having a one off or limited sexual encounter.

Reconnecting:

Process by which a couple reestablish their physical and emotional bonds that they shared prior to the threesome. This does not mean their bonds will be identical prior to the threesome. It does mean the bonds will be reestablished but may be different after the threesome.

Same page:

Having the same understanding. Secondary Relationship: A term used to describe a sexual relationship that is formed outside of the primary relationship.

Slut:

Has three definitions: societal, dictionary, and lifestyle. Society’s definition is used as a derogatory term to mean a woman who is ‘easy.’ The dictionary definition implies a woman who has multiple partners and / or multiple relationships at the same time, akin to a threesome, cuckold, menage de trios, or open relationship. Whereas the lifestyle definition builds on the dictionary definition. It used as an empowering term describing a woman who is not bound by society’s limitation and chooses multiple partner’s at the same time. I have seen it used, on occasion,  to describe a woman who has a threesome but more of the time I have seen it used in the context of a woman who cuckold’s her boyfriend / husband.

Soft-swinging:

A male is invited to interact with the couple but intercourse does not occur with the invited male. This implies if a m-f couples invites a female for a fmf threesome where the male watches soft-swinging is not occurring.

Soft-swap:

Another term for soft-swinging.

Split Roast:

A position used in a two male threesome whereby one male penetrates the female’s vagina while the woman performs oral sex or masturbates the other male.

Submissive:

1) BDSM – it is someone who is willing to submit themselves to the direction of another. Failure to comply with the direction given usually results in some form of punishment. 2) Threesome – Someone who is willing to take direction or is less likely to initiate sex. 3) Cuckolding / Cuckqueaning – the individual who remains monogamous while their partner has sex with someone outside of the relationship. Typically sex is either limited or withheld from the submissive individual in order to increase arousal. Sometimes chastity devices are used in order to prevent the submissive individual from masturbating due to their increased arousal.

Swinging:

A term that is applied to various ‘group sex’ activities, including threesomes and it is a term with various definitions. On this site, swinging means a lifestyle choice in which a couple or a single person seeks out threesomes.

Unicorn:

Single female that is interested in having threesome. The term unicorn is used due to the fact they are rare, like a unicorn.

Voyeur:

Someone who watches other people have sex. Typically this is seen in soft-swinging and fmf situations where the male watches.

Wife swapping / wife sharing:

In the context of a threesome this is typically this is done between two m-f couples whereby the f male of one couple joins the other couple for a threesome and typically the other reciprocates.  The purpose, allows each couple to have a fmf threesome without having to look for the elusive unicorn. Alternatively this is done whereby one male takes on a voyeur role watching his female partner having sex with another couple.

MFM threesome FAQs


English: Variable Damselfly threesome: mating ...

If we have a two male, mfm, threesome will there be male on male contact?

In most cases, no, since most mfm are straight (no male on male contact). However, if it something, as a couple, you are looking for then it is possible to find a bi male but be safe in regards to STDs / STIs.

Couples looking for a two male, mfm, threesomes are looking for another male to join them because the primary male cannot meet the female’s sexual needs?

Most couples that look for a second male have stable relationships and have a threesome because it is their choice. This means you are being invited to join them because they are looking to explore their sexuality and not because there is an underlying issue in their relationship.

What types of risk exist with having a mfm threesome?

The biggest risks includes, though not limited to:

  • pregnancy
  •  STDs / STIs
  • misunderstanding boundaries / miscommunication
  • conflict during or after the threesome
  • ending of the relationship

My husband / partner wants a mfm threesome, does it mean he is gay?

Most likely no, most threesomes are two male threesomes that are straight.  Very few two male threesomes involve male on male activity due to risk of STDs / STIs. Even if there is some male-on-male contact it does not mean he is gay. A threesome situation can be quite arousing and allowing opportunity for exploration whereby some same-sex contact does occur. Then after the experience there is no further interest in the same-sex. However, if you are in doubt then it is important that you speak to them about your concerns.

Where are some places we can meet men interested in having a threesome?

There are many places you can search and you may find someone interested in places that you may not expect to look.  Nonetheless there are a few places you can try but remember to do it safely:

  • Internet threesomes, dating, and swinging web sites.
  • Swingers clubs on premise
  • Off premise swingers clubs, munches, and meet & greets
  • Swingers Parties
  • Dogging locations

However there a few choices to avoid such as:

  • bars
  • co-workers
  • ex boyfriend / girlfriend or ex spouse

Are there any bad reasons to have a threesome?

Yes they are and they include:

  • Feeling pressured
  • Doing it to please your partner
  • Being coerced or manipulated
  • Using it as a way of preventing cheating
  • Getting drunk and / or high to have a threesome

Will getting high or drunk increase my enjoyment of having a threesome?

Getting high and / or drunk is very bad idea when having a threesome. Reason being you need to be in full control of your decisions and keep up your boundaries. Without being in control of your decisions you put your safety and health at risk. Simply put if you need to get high and /or drunk to have a threesome then you need to reconsider the idea.

What positions can you do in a threesome?

Any position works in a threesome but there are two other positions, split roast and dp.

I am a female who will be having a two male threesome, how do I divide my attention including who do I have sex with first?

You will be the center of the male’s attention. Nonetheless, how you focus your attention may have a significant impact on your relationship. The best advice is to speak with your partner before the threesome and then communicate it to the invited male.

Having two men will mean the female will have sex multiple times?

It is possible that she may have sex more than once. However that will depend on the planned threesome structure, expectations, and if any of the men of suffering from performance anxiety (e.g. inability to get an erection, inability to support an erection, premature ejaculation).