Tag: Role Play

Role Play For The Day

I would like to offer a new service or dare I say a twist or two on some of what I already offer.

If you are tired of the hum drum wham bam thank you mam encounter or just want to spice things up, why not try a custom date with one of the role plays below? Or perhaps you have one of your own you would like to share.

Please keep in mind these role plays may require additional fees above and beyond my listed fees. Especially if you require one or more of my friends to participate or additional equipment or locations. Please let me know your needs and we will eagerly please.

1. Incompetence – Dead Line Missed!

Your boss – A beautiful Japanese woman known for being strict and handing out unorthodox punishments especially to her male subordinates, summons you to her hotel suite where you are to answer for missing a shipping dead line with a major client. The oversight has cost millions of yen in fees to the client. Your boss demands an apology and plans to exact her wrath and punishment on you. What ensues next is best described in the illustration below by Eric Stanton. Of course her beautiful assistant will also be present to assist with your punishment session.

2. French Maid

A sexy French maid erotically dressed in a traditional French maid uniform is sent to clean your room. You follow her around to make sure she does a good job. As she bends over. you catch a glimpse of her beautiful bum and French knickers as well. Overcome by sadistic lust, you decide to take advantage of her by telling her she missed some spots and is basically not doing a good job. You tell her that she is lazy and impertinent and needs to be put over your knee for a good spanking. What ensues next is an erotic interlude of master and servant where you decide that she needs a lesson in cleaning more than your room. To your surprise, she has brought a wonderful array of dildos and anal plugs for your pleasure. This is truly French made ☺

3. Sick in Bed

A sexy nurse arrives to take care of her sick patient. Taking his temperature with an oral approach followed by a rectal treatment and medical massage. The only cure she can really prescribe is a good old fashion dose of potion 69 to climax. This nurse is liberal with her medicine and if the illness is too serious, additional nurses can assist with the procedures.

4. Kidnapped

Two femme de fatales of the infamous Tokyo cartel demand your ransom and decide to add torture and humility to the mix. These sexy and hungry femme de fatales know how to bring a man to his knees. As you are bound and gagged, they decide to torture mentally by putting on a very erotic girl on girl show. You are ordered to gratify yourself during the show but may not ejaculate. To get their point across, a large knife sits on the table nearby waiting to castrate you if you fail. After bringing themselves to an incredible climax, they decide to focus all their attention on you. You are ordered not to cum during the efforts, to tease and taunt you erotically, they are ruthless, irresistible and deadly. Can you survive these dangerous femmes?

5. Slave for a Day

You have dialed for the services of Mistress SATO. She arrives at your room decked out in latex and super high thigh boots. You are immediately ordered to the floor like a dog. From there, you are forced to be a slave for the day and must complete a number of humiliating tasks including the punishments when you fail her commanded tasks. She may require time outside the hotel for a very adventurous day in Tokyo which will definitively involve a trip to Tokyo’s notorious dungeon hotel.

This role-play can also allow you to be in the drivers seat if this is your desire.

6. Naked Stranger

You catch a glimpse of beautiful woman at the bar. She is wearing a lovely mink coat and looks absolutely stunning. She smiles at you and you smile back. You decide to send her a drink with a note to please join you at your table. She accepts, you make small talk and learn she has recently broken up with her boyfriend and was hoping to meet a nice guy that evening. She whispers in your ear that she is so happy to meet you. She then tells you she has a favor to ask.

She hands you a small remote control and asks you to turn it on. As you do you can hear the purring of what seems to be some sought of mini vibrator. Your new found friend gives out a soft moan. As she does her coat slightly opens. To your surprise, beneath her coat she’s only wearing her sexy lingerie and a pair of super high heels. She begins to discreetly rub your cock. You now know you are in for an evening of untold pleasure!

7. The Harem

You decide your own personal roman style orgy filled with debauchery and lustful whims. The sky is the limit and how many women that join us is up to you. You may want to ask your friends to join in the fun. What happens behind closed doors stays behind closed doors.

8. The Audition

You are a powerful Hollywood film producer and you have the pleasure of interviewing a young beautiful but very innocent up and coming starlet. Your desires get the better of you and you force your starlet onto your casting couch where you decide to make an adult film. She is putty in your hands as she wants to further her career. The rest is celluloid history!

9. Sensual Masseurs

Two beautiful masseuse show up to your room to give you the most incredible rub up or rub down. It’s not your usual oil massage.

This is the perfect soft role-play for couples or easy-going gents. This is a massage that comes with a very happy ending. In fact you will have a smile on your face for some time after!

10. Threes Company

You and your wife / girl friend / best friend would like to experience a threesome or maybe foursome. You decide to try your luck at your hotel bar. To your delight, you meet one /two / or three beautiful nymphs more than willing to accommodate your fantasies. It’s a shining example of that rare Tokyo hospitality and you just hit the erotic jack pot!

11. 9 1/2 Weeks No Means Yes

Your very beautiful secretary has been flirting heavily with you. You finally decide to make a move but she is playing hard to get so you decide it’s time to be a caveman and take her by force. You rip off her clothes, bra and panties and have some pure physical passionate 9 1/2 weeks sex style. Ice cubes and strawberries included.

Mickey Rourke has nothing on you.

Misa – You can expect a genuine unrushed girlfriend experience. I pride myself on being the genuine article. I am very down to earth and will make you feel like you are the center of the universe. Find Misa at BeautifulTokyoButterfly.com

Featured image courtesy of BeautifulTokyoButterfly.com
Have an amazing experience or tips you like to share on SimplySxy? Drop us an email at editorial@SimplySxy.com!

December 19, 2016
3 Favorite Fetishes To Try
1. Costume Play

Almost EVERYONE has fancied someone at some point in their lives! It’s likely you have had a fantasy or sex dream about a person you’ve met and not been able to engage with sexually. This is where I LOVE the concept of costumes. Humans are highly visual creatures, 30% of our brain is taken up by the visual cortex and it helps us navigate the world. And we can use this to our sexual advantage.

It could be a girl or boy from high school whom you never could get a date with, your secretary or boss, your nurse or doctor, the checkout clerk… the list is literally endless! What if your “fantasy” could become a reality? Discuss with your partner, if you have one, the idea of costume play, and let it work both ways. It’s sad but true that the majority of “sexy clothing” is geared towards women, but women fantasise too! And I don’t know of a woman who hasn’t drooled over a fire fighter or police officer in her time. If a costumes’ per se isn’t in your head, maybe fabric is. Leather, latex, silk and lace are the mainstays of Sensation Play, and most sexual costumes and lingerie are made with both visual and tactile pleasure in mind.

Communication is key in any relationship, and sexual relationships are no different. Be it with a life partner or a sex worker. Communication is the only way you have a chance of getting what you want in life, and from another person. I personally wasted years being shy. You don’t have to be crass when communicating, just honest.

Role Play is optional with costume play, and vice versa. But they make a hell of a combination!

2. BDSM

Bondage/Discipline Dominance/Submission Sadism/Masochism

Probably the most commonly referred to fetish in mainstream media. BDSM is an umbrella term which encompasses a large variety of sex play options. But above everything, consent is paramount when practicing BDSM. Keeping an open dialogue throughout BDSM play is not only important, but necessary. Establishing a safety word/action is important to assure all parties that there are limits, that they have a right to communicate these limits, and that their limits and participation or non-participation is entirely their choice. When BDSM appears in the mainstream media, such as the recent fad of The Fifty Shades of Grey franchise, I am always skeptical. BDSM is often portrayed as non-consensual or coercive, and sometimes downright torturous. Real BDSM is no such thing! Partners who practice BDSM have great respect for one another.

For beginners, the most common request and desire in BDSM is the “Tie & Tease”. One partner is restrained and sometimes blindfolded, and the other partner stimulates them. Toy wise I recommend purchasing a pair of safety handcuffs, for peace of mind; additionally a lovers work tie or silk scarf with wafts of her perfume adds a personal touch to the blindfold. It’s important both partners talk about what they want, no one can read your mind, not even an experienced fetishist or sex worker. If you want sensual, surprising, pain, cold, hot, hard, soft, fast, slow, you have the right to request it. A no to a request is simply that, not a no to you as a person, or to other possibilities.

What I really love about a Tie & Tease is that it allows you to take your time and explore the whole body. The erogenous zones are obvious, the genitals and nipples. But try going off the beaten track. Are they ticklish? Between their toes or behind their knees? Do they like a little biting? On their neck or hip bone? Do they like temperature change? Try adding a fan or heater to the room, or getting some ice or wax involved. What about their sense of smell? Their favorite body lotion or dessert topping can be included. There really is no limit when it comes to fetish and enjoyment. So try to be open minded and experiment, experiment, experiment. But do keep in mind that not everyone enjoys all the options under the BDSM umbrella, just like not everyone enjoys every ice cream flavor in the ice creamery!

3. Stimulate Those Nerve Clusters

For Men: The P-Stop via Anal Play

Anal play is BY FAR the most common request I get in my job as a sex worker practicing fetishes. There is a large amount of stigma associated with men and anal sex, mostly perpetuated by the myths that “being penetrated is emasculating” or “enjoying anal penetration means one is gay or bisexual”. But these are just that, myths. Enjoying anal penetration is just that, enjoying anal penetration. If you are a man and attracted to another man, you may not sit on the end of the sexual spectrum marked “heterosexual”, and that’s ok. But sexual preferences and sexual orientation are different things.

Men are blessed with this magical gland called the prostate. The Prostate Gland is the part of the male reproductive system where sperm joins other bodily fluids to become semen; and it is rather sensitive. The easiest way to access the prostate is via the inner wall of the anus. It is commonly likened to the female G-Spot, and is thus called a P-Spot. Much like the G-Spot in women, experimentation is required to locate the P-Spot, and then trial and error of preferred stimulation must begin. As with the P-Spot, the G-Spot can be difficult to reach and stimulate with your hands alone. A second pair of hands or a sex toy is recommended for your ease and pleasure.

For beginners, you will need some standard sexual supplies including: gloves, condoms, lubricant, wet wipes, tissues. Optional and recommended items include an Anal Douche and an Anal Dildo or Prostate Massage; don’t worry, these are not as scary as they sound and can usually be purchased and shipped relatively cheaply and anonymously online. I recommend Prostate Massagers manufactured by Rocks-Off Ltd, and Anal Dildos manufactured by Tantus and Fun Factory. All companies use silicone and make exceptional products.

For Women: The G – Spot Play via Vaginal Play

I’m lucky to be living in the era I am. Women have more opportunity to indulge sexually, most likely not been paralleled since the collapse of the Roman Empire. Body positivity, sex positivity and female friendly pornography means women are experimenting more and more with their bodies and with partners. But in my opinion, never thoroughly or often enough!

Masturbation is still often viewed as something which men do, and if women do it they don’t talk about it, and if they do, they certainly don’t brag about it. I hope to see this change in my lifetime. Women are blessed with a G-Stop. A cluster of nerves hidden on the inside of the vagina, directly behind the clit and under the pubic bone. Sensitivity between women’s G-Spots differ quite a lot, and the same goes for our clits. Some women find it mildly pleasurable, others find it highly pleasurable. The only problem is penetrative sex will not rub up against the G-Spot the way it likes. Much like the P-Spot in men, experimentation is required to locate the G-Spot, and then a vigorous trial and error of preferred stimulation must begin. As with the P-Spot, the G-Spot can be difficult to reach and stimulate with your hands alone. A second pair of hands or a sex toy is recommended for your comfort and pleasure.

For beginners, you will need some standard sexual supplies including: gloves, condoms, lubricant, wet wipes and tissues. An optional and recommended item is a G-Spot Massager; these can usually be purchased and shipped relatively anonymously online, but a good quality one will set you back over AUD$100. I recommend toys from Fun Factory, Lelo and BMS Factory.

Evelyn Amoure: A debaucherous sweetheart. Lifelong lover of alternative sexual practices, turned purveyor of the flesh. Evelyn works as a Professional Pansexual Escort, providing men, women, trans and others with Companionship, Girl Friend Experiences, Erotic Massages and Fetish Play. A believer in body, sex and fetish positivity, she practices what she preaches! Everyone can be loved, and you can try to love everyone. Follow Evelyn at her website www.evelynamoure.com and on Twitter @EvelynAmoure

Catch her upcoming works on her blog:
- Anal Play and Hetero Men: Sexual Preference vs. Sexual Orientation.
- The Average Client: What to Except When You’re Expecting A Client
Featured image courtesy of Evelyn Amoure
Have an amazing experience or tips you like to share on SimplySxy? Drop us an email at editorial@SimplySxy.com!
November 14, 2016
Bondage Sex Play – What You Should Know

I think the exploration of kink and alternative lifestyles can hold a lot of transformative potential. This could go either way. It can be extremely positive if done properly and with the right people. Conversely, it could be negative if done incorrectly and with the wrong people. What I mean by this is that one should always be conscious of the potential up and downsides. For instance, I personally believe that kink, BDSM and alternative lifestyles can actually be therapeutic to some degree if executed properly. If you are submissive like I am, however, you must be aware that BDSM sex will create a very intense bond between you and your dom. There is such thing known as “sub drop” which follows sex, that could feel like a downer and is characterized by feelings of loneliness and longing for your partner. My point is that you do not want to have this kind of intense sex with someone who does not care enough about you to be there for you afterwards. It is best to pick your partners carefully and make sure you get to know them before putting yourself in such a potentially vulnerable position.

How My Interest In Bondage & Rough Sex Developed

I simply got bored with normal (vanilla) sex and starting seeking out what I wanted. I am very dominant in my every day life outside of sex, and so being submissive sexually allows me to maintain balance by experiencing a different power dynamic. Furthermore, I’ve always been curious about what it’s like being subjected to someone else’s will. I was even drawn to this as a kid, before I ever had any interest in sexuality. Whenever I would watch cartoons where the bad guy would kidnap/detain someone, I would always wonder what it would feel like to be in their position. It was only natural for me to seek out this sort of thing in a sexual context when I became an adult.

Where I Enjoy Receiving Pain!

I enjoy receiving pain on my butt, my boobs and my face mostly. I like being spanked and having my face slapped a lot. I also enjoy being choked and having my hair pulled. I do not limit myself to just that though, pain is fine anywhere so long as it starts off moderate so that I can gauge my tolerance to it. I never asked someone that I was having sex with to avoid a specific body part or anything.

Favorite Forms Of Intense Bondage Sex Play

I really enjoy (consensual) rape scenarios… Like where I’m just hanging out with someone and out of nowhere they grab me and aggressively force me to do whatever they want. Of course this is only okay if I have already given my consent to the person I’m with and discussed my limits with them. I love it especially if they tie up my limbs before fucking me, because then I feel totally helpless.

Another form of bondage sex play that I enjoy is being forced to cum while tied up or bound in whatever way. Normally this occurs if the person I’m having sex with holds a vibrator to my clit while fucking me. I like this because I can just relax and not have to try to make myself cum. I am naturally very turned on by being in this scenario, so it comes pretty easy to me (no pun intended).

I also enjoy being bound during group sex/threesomes. I like the feeling of being used and being helplessly tied up and fucked by more than 1 person gives me exactly that. I actually filmed a video a few months ago of a threesome between myself and 2 of my guy friends during which this occurred. You can watch it here: https://www.niteflirt.com/profile/Lily_Seven?gb_id=933353&un=25bc

Are Orgasms Always More Intense And Powerful?

Not necessarily. It really depends on the connection you have with the person that you’re having sex with. I’ve had intense orgasms during both vanilla and BDSM sex. I do however think that there is more potential to build up to powerful orgasms with BDSM sex as the pain can create a powerful contrast and intensify the good sensations.

Tips For Couples To Try Bondage Sex Play

If you want to do things properly, take the time to learn what you are doing. This is especially important with rope bondage, since you don’t want your partner getting too uncomfortable in the position they are tied in, or losing circulation in their limbs. The best way to learn is often in person, as you can directly speak to people who have experience with these kinds of things. There are many tutorial/workshop events advertised by geographic region on www.fetlife.com so I would highly recommend making an account there and checking out what’s going on in your region. Also, don’t be shy to ask questions and reach out to people. Most who have experience with BDSM/kink/alternative lifestyles are used to it, and in my experience they enjoy discussing it very much.

Hello, my name is Lily and I enjoy putting on webcam shows, making my own porn and putting together cool photoshoots. My fetishes include being submissive, exhibitionism, rough sex, bondage, group sex/threesomes, being spanked, being choked, having my hair pulled, being called a slut, leashes/collars, toys, anal sex, oral sex and much much more. I am also very attracted to intelligent people and particularly love dominant men who are very caring. I also enjoy being worshipped by submissive men. Aside from my sexual interests I am very passionate about music (I sing and play piano). I also enjoy writing, cooking, gardening, making my own clothes, philosophy and psychology as well.

Follow me on

http://www.twitter.com/darkmoonnymph
http://www.niteflirt.com/Lily_Seven
http://profiles.myfreecams.com/Lily_Seven
http://www.flirt4free.com/models/bios/lily-and-james

I am currently working on a musical project, creating a blog which will feature my writing, filming many more videos, participating in photoshoots and diverse other interesting projects, follow me on twitter for updates!

Images courtesy of Lily
Have an amazing experience or tips you like to share on SimplySxy? Drop us an email at editorial@SimplySxy.com!

April 1, 2016
Toeing the Line: Naughty or Nice Rape Fantasies and Role Plays

I am not saying anything thought-provoking or insightful when I say that rape is not an uncomplicated subject … duh. Since rape is such a contentious issue, especially recently with universities being criticized for not being proactive about sexual assaults on their campuses, when people start talking about rape fantasies and role plays, they tend to get even more fired up. This was seen particularly after the release of the Fifty Shades of Grey trilogy and is often brought up in conversations about consensual non-consent in pornography (aka rape porn). Rape fantasies and role plays of course complicate conversations about sexual assault; this article hopes to shed some light on both how to explore those fantasies with your partner and/or how to keep an open mind toward individuals (perhaps yourself included) that may have those fantasies.

If you do a little searching on the internet, you would likely find countless interpretations and definitions of rape fantasy, which may differ from the one I will provide here in my own words. Rape fantasies are when an individual has the desire to be coerced into sex, either through physical force or through verbal coercion and will fantasize and imagine scenarios with a partner where they give up or have no consent. Rape role plays are typically when the acts of sexual coercion are physically acted out with a partner CONSENSUALLY, whereby one partner gives up the option of being in charge and allows the other partner to completely dominate them. The most important piece to remember, in case you missed it in the last sentence, is these acted out sexual fantasies of rape are consensual.

Often people ask how can rape be consensual when the whole premise of rape is that it is a forced sexual act. The short answer to that question is lots and lots of communication, negotiating and planning beforehand. As with any role play, even ones as simple as dressing up as a school teacher and student, there typically is some sort of discussion before the playing about who will do what, who will say what, who will wear which costume, who will play which role? With rape role plays, there should be even more contracting and communicating and very clear boundaries set before any sexual contact even happens. Rape role plays are not to be taken lightly and if you feel that your partner, whether they are the one that would do the dominating or the one giving up their consent, does not want to participate respect their wishes, do not pressure them.

Rape is often seen as a woman’s issue, which makes sense given that the vast majority of people who report assaults are women; therefore it is not hard to believe that most individuals who disclose about having rape fantasies where they are the ones giving up their consent are women. Of course, these accounts are not totally accurate given that it is common for individuals to not accurately or honestly report what their fantasies or sexual experiences actually are (all the shame!). In addition, it seems that not very many people outside of the kink community have much tolerance for or understanding about rape fantasies and role plays. Often times, rape fantasies, or rather the individuals that have them, are pathologized by the outside community that sees rape fantasies as “sick” or “unhealthy” expressions of sexuality. I will not get on my soapbox about how no one should ever police our sexuality and determine for us what is healthy or unhealthy about our sexuality except ourselves, but just know that if you are comfortable with your sexual fantasies and want to act some of them out with a consenting partner, you totally should!

Some individuals believe that carrying out rape fantasies with a partner in a role play is a manifestation of not being able to ask for something we (i.e. women) want in our “normal” sexual lives. Or we want something society has taught us as women, not to want, like sexual pleasure; therefore we create these rape fantasies in our minds to fill a sexual need we may not know how to ask for. Sexual suppression and shame is a chronic problem for women and men too; female sexuality and sexual pleasure is not something that is valued in Western society, so often expressing our sexuality and sexual pleasure is seen as taboo. Rape fantasies are sometimes seen as an alternative expression to ask for what we want sexually. Female sexuality is too often stifled in Western society and that is not a pathology of the individual, but rather pathology of the culture at large.

At the end of the day, regardless of which genders fantasizes about giving up their consent to a partner (or a stranger), all sexual fantasies not just rape ones, are just another way to explore with our sexual selves and our partners. If rape fantasies and role plays are something you are interested in exploring, consenting to give up consent and keeping lines of communication open are key, and if rape fantasies or sexy teacher fantasies are not your style, that’s okay too. Just as a public service announcement: be kind to each other. People who have rape fantasies are not necessarily “sick” or “unhealthy” people, they just have a different fantasy than you do, and likely their fantasy is not intended to personally attack you or your sexuality.

*This article was not meant to belittle or minimize some of the strongly held beliefs about rape and sexual assault, especially for those who are survivors of sexual violence. Nor was this article meant to frame rape fantasies and role plays into a dichotomous “naughty or nice” argument. Rather, this article simply meant to inform readers about how rape fantasies can be safely explored while also trying to encourage readers to not so quickly shame individuals who may be curious about this kind of sexual fantasy.

Image courtesy of Shutterstock
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December 26, 2014
Modern Cuckoldry
How and why a couple gets involved with a cuckold lifestyle are quite varied. Below are a few of the pathways couples typical take into this lifestyle.

Man initiated

Firstly, some husbands (boyfriends) initiate things as part of a sexual fantasy about seeing their partner with another man. These men mention their unusual fantasy to their partner and the woman reacts to it. Quite often the woman become upset with the man. She wonders if he is in some way rejecting her or looking to go outside their relationship himself.

There are also men who become attracted to some type of cuckold lifestyle as they age and have less sexual stamina. The husband who is 50-something finds he cannot get an erection as easily as he did in the past. Some men develop a secret cuckold fantasy that is partly based on their voyeuristic interests and partly because they feel guilty that they cannot satisfy their wife.

In any case, after resisting the man’s idea, some women change their mind when the right situation and man becomes available. Eventually she becomes curious by the idea of having her existing relationship combined with the freedom to indulge herself while her partner remains faithful to her.

Sometimes what was originally the man’s fantasy grows into a very different reality.

Woman Initiated

Less often the woman suggests introducing cuckoldry into the relationship for one reason or another.

There are many motivating factors for a woman in a marriage that includes cuckold benefits. The first and foremost is sexual variety but also having a marriage/relationship that is unequal in her favour with respect to sexual pleasure and freedom.

Some of the typical motivations women have for initiating or trying a cuckold lifestyle are:
- Breaking a taboo
- Enjoying some sexual romance and adventure
- Humiliating her husband or boyfriend
- Being the centre of attention (i.e. Queen Bee)
- Satisfying her sexual desires
- Indulging in some form of exhibitionism
A small number of women in “the lifestyle” only engage in extra-marital sex with partners that are exclusively female. In these situations the women either enjoy their bisexuality or are sometimes actual lesbians who want to have a traditional marriage with a man but also enjoy indulge their innate desires. The important factor here is that the husband must remain faithful to the marriage and his partner while she enjoys herself with female partners.

The Cheating Woman

For some women, they have never accepted the idea of being in a monogamous relationship; cuckoldry just seems natural to them. Other women just crave variety, adventure or enjoy breaking a taboo.

The trick for the woman who is “cheating” is converting the relationship and her man into a modern cuckold while avoiding any problems.

Swingers

Some couples that are into the swinger scene gravitate to cuckoldry in a gradual process. As the man gets older, his sexual energies begin to wane while the woman’s sexual appetite remains the same or increases with age. Quite often these couple make a slow transition to cuckoldry.

Older Couples

There are very traditional couples who, beginning in this lifestyle, start when they are in their fifties or older. This occurs when a menopausal woman takes hormone replacement therapy (HRT) to combat hot-flashes and osteoporosis. A side effect of this medication is a huge boost to the woman’s libido right when her man’s sexual prowess is diminishing.

In these circumstances, the woman find herself sexually frustrated and unfulfilled while the man becomes depressed with his inability to satisfy the her. Quite often both partners are relieved when they work out a cuckold-related arrangement.

Second, Third… Marriages

There are women who go through one or more tumultuous marriages and divorces before marrying the “right guy” or a “nice man”. After some time in their new marriage these women find that something is missing in their marriage; that they crave a “bad boy”. These women need to seek out men for sex that is completely different from their “ideal” husband. Some women “back-slide” and call on their ex-husbands to provide them with the sexual satisfaction their nice ones can’t give her. Overtime these women find that having a modern cuckold relationship works best for them.

It is important to recognize that no two couples or situations are exactly alike. There are literally limitless ways in which couples can engage in some form of cuckold lifestyle.

The historical definition of a cuckold is a man whose wife is unfaithful and becomes pregnant by another man. This breech of fidelity was considered very scandalous. In many cases, the cuckold man did not know about his wife’s dalliances and the factor that an illegitimate heir was being raised in his house.

In some cases, these old style cuckolds chose to ignore their cuckold status and remained silent about the wife’s infidelity. If a woman’s actions did become public, the consequences for her were often dire.

In modern cuckoldry, the husband (or boyfriend) is fully aware of his status and what his lady is doing. In most instances, the cuckold’s direct knowledge of his lady’s activities is an important part of her enjoyment of the lifestyle.

The following are factors that may help women enjoy their sexual freedom in a cuckold relationship:
- Opportunity; Now that more women are working outside their homes, they are often provided with many more opportunities to meet men, travel for business …etc.
- Sexual Advantage; It is relatively easy for a woman to meet and attract men of her choice. Using her flirtation skills, even a woman wearing a wedding band can attract men to her in many social situations.
- Carnal Capacity; The typical woman has a greater capacity to enjoy sex than a man. Many women are multi-orgasmic while men generally are not.
Since modern cuckoldry is a taboo or fringe lifestyle, there are many practical matters that the woman and cuckold must address, like privacy. Very few women would want their family, friends, neighbours or co-workers to know about their special lifestyle. The couple should consider how they will protect their privacy with respect to their new lifestyle.

No matter how things develop, it is important that a couple discusses things openly and not rush into anything. For instance, some men may have a cuckold fantasy but are not ready for the reality of accepting their wife having extra-marital sex. It is best to start slow. Many cuckold-wanna-be men can quickly be overcome with their emotions which can cause problems. Similarly, women can be overwhelmed with feelings of guilt or regret for wanting to try or actually having an encounter outside her normal relationship.

When a couple decides they are ready to take the plunge into cuckoldry, there are things to consider in avoiding potential problems;
- Prior to her engaging with another partner, the couple should discuss various scenarios that they both find arousing. They should even go to a public place like a shopping mall where they pick out pretend partners for her to enjoy. Looking out over a crowd, the husband would point out a man walking by to the woman. She would then rate his selection. She in turn would then pick out someone walking by that she though was desirable. Each time, the woman would explain what she found attractive or unattractive in each selection.
Doing this types of mental exercises will help prepare the man and the woman for the real thing:
- The woman picks out a sex toy and has her man use it on her. Before starting, the woman should give the sex toy a masculine name like “Andre” and tell her man about it. She should tell her man that she is in the mood for some fun and to get Andre. If needed, the woman should also instruct the man to prepare the sex toy by washing it and applying any necessary lubricant. While she enjoys the sex toy she should occasionally say things to taunt the man like “Oh Andre, that feels so good”. Even though this type of play acting might seem silly it really isn’t. This is an exercise that exposes the man (cuckold-in-training) to being a cuckold-by-proxy where the woman is being pleasure by another “man”.
- Draw up a cuckold contract to defined boundaries, requirements and expectations for both the husband and the wife. One rule often defined in these agreements is that the woman will break-off any relationship in which if she begins developing deeper feelings of attachment for the other man.
- The woman’s first extra-marital encounter is very important. In all cases her physical and emotional safety must be a priority.
- The husband’s (boyfriend’s) direct involvement and presence during the woman’s first encounter should be avoided in case he isn’t yet ready for the intensity of the event. Overall, the cuckolds level of involvement with the woman’s activities is something to be considered and discussed before doing anything.
One important aspect of almost all cuckold relationships is the way the woman keeps the cuckold connected and engaged with her sexuality while she enjoys her freedom outside their relationship. The following are some examples of how a woman keeps her cuckold involved with her sexuality:
- Telling him about an upcoming encounter she has planned or about a man she is interested in.
- Have him help her prepare for a “date” with another man. This can include taking her shopping for special clothes and lingerie. Helping her bathe and dress for the date…etc. Making it his job to put condoms, lube…etc in her purse before she leaves for her date.
- After her date, tell him all about the other man, where they went and what they did including some of the sexual pleasures she enjoyed.
- Tell him about any future dates she has or men she is interested in dating.
- Sending her husband photos from her cell phone of things she does on a “date”.
- Encourage her cuckold to express his feelings and concerns so she can address them.
- Allowing him to meet her date and eventually watch her having sex with this other man. Not all women are comfortable with this, especially early on.
- Have the cuckold approach men she is interested in seeing to ask them if they would like to have a “date” with the woman.
A woman keeping her cuckold man engaged with her in various ways is important to both maintain their relationship and ally his fears of losing her or their relationship. This also helps engage one of the motivating factors for a cuckold – voyeurism, even if it is limited to just knowing that the woman is having an encounter with another man.

Once a couple adopts a cuckold lifestyle they often find that their motivations and interests in it change over time. For example, a wife that was at first only looking for sexual variety might slowly begin to dominate her cuckold in some ways.

In the next instalment I will review some of the expected and unexpected issues that a couple might face as well as the emotional side to cuckoldry.

Read Steve’s latest article on Cuckoldry & Pornography on SimplySxy.com!
December 12, 2013