Sissy Cuckold Training: The Ultimate Guide

Sissy Cuckold Training: The Ultimate Guide

This training is everything you need to become a cuckold and turn your normal sex life into one that matches your deepest cuckold fantasies.

You will not find anything like this online. I’m a real cuckold who shares his girlfriend most weekends, I will not bullshit you and by the end of this cuckold training program you will know:

  • How to get your wife to try cuckolding.
  • What type of cuckold are you?
  • How to simulate being a cuckold with sex toys.
  • The road to becoming a cuckold (without emotional issues).
  • How to try cuckolding without consequences.
  • How to find a cuckold date.
  • Whether you need to worry about condoms.
cuckold

So, lets get this started…

Right now you probably think it would be impossible to get your wife to try sleeping with another man?

You’re wrong.

Women usually like cuckolding more than men do and once you open the conversation up and give your wife the chance to make it reality 9 times out of 10 she will.

All you have to do is:

1. Bring up the fantasy with your wife.

You can try a couples sex quiz or find a way to ask her if she would think about having a threesome with another man.

Communicate and let her know that you get turned on at the thought of her with another man.

2. Window shopping.

Go people-watching and start asking your wife who she thinks is hot.

Just find ways to bring up the idea of sharing her and make it part of normal conversation.

3. Give her the opportunity of a threesome! (Where all men go wrong.)

I sat idle for years with Sarah just talking about sharing her with another man, but we got stuck and I just assumed she didn’t want to try it.

I was SO, SO wrong!

I just needed to let her start exploring it in real life, once I did that she opened up and was wanting to try everything I fantasized about and more.

Women will only talk about the idea of cuckolding, threesomes and swinging for so long before they get bored or awkward about it, the only way to advance is to present her with a chance to be with another man.

This doesn’t mean you need to rush a threesome upon her.

It means you need to find what you and her both want to try, start off really slow, work out some rules and then go and try it.

What Type Of Cuckold Are You?

types of cuckold.png

All the pain that happens when men try cuckolding is down to two things:

  1. They rush and act off of sexual impulses.
  2. They think they are a certain type of cuck and it turns out they are not.

To break it down these are the most popular types of cuckold:

  • Submissive
  • Hotwife Lover
  • Dominant
  • Sissy
  • Humiliated
  • Big dick lover
  • Breeding

Now let me go into a little more detail about each type, to help you work out which one you relate with.

  • Submissive cuckold
cuckold sub

Your wife can fuck whoever she likes, there’s no rules.

You’ll usually wear chastity and have cleanup duties.

The bull and her might humiliate you and she may only allow you to fuck her with condoms and after her bull is done with her.

  • HotWife Cuckold
cuck

You enjoy it when your wife explores her sexual side with new boyfriends without you being present.

She may send you pictures of her night, she might text you everything she is doing and then once she’s home she will tell you everything that happened.

You’ll usually have rules like:

  • No sleeping in someone elses bed.
  • No unprotected sex.
  • No anal or blowjobs.

Sometimes you’ll even have rules that are made to be broken.

  • The Modern Cuckold

Enjoys seeing the things no man should ever see his wife do.

He is usually present in all sexual acts and sometimes joins in.

He wants to help complete all of his wife’s fantasies (like big dick, interracial, threesome, group sex) and loves to see the sides of his wife only one-night stands and ex-boyfriends have.

  • The Dominant Cuckold

Wants full control of his wife and her new lover.

He will order them to fuck, tell them what they can and cannot do and will join in when he pleases.

He will usually use BDSM toys, blindfolds and restraints.

Some of the other types:

  • Big Cock Lover: You enjoy seeing big cocks and want to see if your wife will enjoy it more than yours.
  • Humiliation: maybe you enjoy your wife fucking your/her boss, your bully, maybe you want them to joke about how small your penis is while they fuck, here are some examples of cuckold humiliation.
  • Sissy: You enjoy being your wifes slutty friend, you dress up in sexy lingerie, you help your wife suck dick and she might even start sissy training you to have sex with her bull.
  • The Bull: Sometimes men think they are getting off being the cuck, but they are actually getting off at the idea of them being the bull.
  • The Planned Pregnancy: Want to let the bull impregnate their wife, he will let his wife fuck bulls till she finds the one worthy of making her pregnant.

Find out which you are, mix match and then tell me in the comments below.

Where To Start Cuckolding (1 – 100 Method)

cuckold road map.png

There’s a whole road from vanilla sex to full on cuckolding.

You should start slow and work yourself, your wife and your relationship up.

This is the most sucessful roadmap we’ve seen for men who want to start cuckolding.

People Watching (1)

Go out with your wife, find an outside cafe, bench or go to a busy bar and people watch.

Ask her who she thinks is hot, who she’d take home and play the game snog, marry, one night stand using real people you see.

Voyerism (10)

See how you feel with all eyes on your wife and see if she enjoys the power she has…

Nude Beach: If your wife is comfortable go to a nudist beach and try walking around nude.

Flashing: Ask her to flash a stranger. Get her to wear a short skirt and have her drop something and bend over or where a revealing top without a bra.

Public Sex Toys: Get a remote control love egg and have her wear it outside, even better both go to a night club with it in.

IRL Flirting (20)

See how you react to her flirting with other men right in front of you.

Have her eye up men while you’re at a bar and if they come up have her tell them you’re just her friend.

Watch her flirt and see how her chemisty with another man makes you feel in real life.

Sexting (30)

Find a guy she thinks is hot (use this dating site if you need help), get his number and have her sext him with or without nudes.

Tell her to flirt and be herself with him and remember if she is taking nudes to not include her face.

Have a rule where she has to share the texts with you.

Cuckold sex toys (40)

You can simulate cuckolding using the following sex toys:

  • Sex machine: Watch as your wife takes the exact cock size she craves with perfectly calculating thrusts that get deeper and deeper.
  • Ejaculating dildo: You can fuck your wife with a dildo that ejaculates fake cum into her, you can then get her sloppy seconds and simulate clean up duties/what it feels like to f**k your wife after a load has been shot inside her.
  • Strap-on dildo: Get yourself a strap-on dildo set and fuck your wife with it. You can pick whatever cock size and color you want and use it to simulate cheating, threesomes, and chastity.
  • Suction cup dildo: She can suck your cock while she rides a suction cup dildo.
  • Penis sleeve: You can add 3 + inches to the size of your cock and experience what it would be like to be the bull your wife has always dreamed of.

When I can’t find a lover for Sarah we always use the following to satisfy her cravings.

Webcam Sex (50)

Using this online dating site you can easily find a hot, hung man for your wife to have webcam sex with.

My girlfriend Sarah loves masturbating with men on cam and I love watching her, we still do this at least 3 times per month.

It’s the best way to simulate cuckolding without any commitment.

Tip: Don’t show her face on cam, just point the webcam at her body.

Sign Up To A Dating Site (60)

Get your wife to sign up to some dating sites and arrange some meet-ups.

Quick breakdown of best cuckold dating sites:

Adult Finder

  • Reddit
  • Twitter
  • Tinder (sometimes)
  • Ashely Madison (For wife solo dates)

The Night Club Challenge (80)

Go to a busy night club with your wife.

Your wife can pop a remote love egg inside her for extra naughtienss.

Start by getting a drink and asking her who she thinks is hot then you give her a little challenge:

  • Do you think you could get a guy to dance with you? Show me!
  • Do you think you could get his number?
  • Do you think you could make out with a guy?
  • Do you think you could make a guy hard?
  • Do you think you could give a guy a blowjob?

You can keep escalating at your own pace, see how it makes you feel seeing your wife show you how easy it is for her to get f**ked by a hot guy.

Threesome (90)

The last step before trying cuckolding is a threesome.

Why?

You can be involved as much as you want and you’re still in full control.

Plus…

  • It’s easier to find a guy for a threesome, literally get on Tinder and you’ll have a guy within an hour.
  • It’s a lot easier to have your wife try a threesome than a cuckold experience, at least at the start.

Cuckolding (100)

If you try all or some of the above and are still craving the full experience then you’re ready to try cuckolding.

Once you start cuckolding the whole journey begins and you can explore every part.

This ability to explore a fetish is why I love being a cuck and Sarah thinks she’s the luckiest woman alive.

Try it without consequence (You are only allowed to…)

Creating these rules is simple, you just need to ask yourself…

…Sexually what’s the worse thing you wife could share?

Her pussy? Her mouth? Her hands? Her ass? Her Kiss?

It’s different for every man.

Some think blowjobs are worse than pussy others think anal is worse than anything and shouldn’t be shared, others forbid kissing.

Which is it for you?

Pick the two least painful things to share and create a rule.

Example of rule: You can be with any man you want, but you’re only allowed to give him a blowjob/handjob/kiss/vaginal sex/anal.

  • Her naked body

Letting your wife be naked and show off her body, maybe she gets out of the shower when you’re friends are round and forgets to put her clothes on or maybe she can go to a nudist beach and sunbath nude.

  • Her Kiss

Letting your wife kiss someone.

Maybe you go to a club and give her a challenge of kissing someone she finds hot.

This is a great place to start, you’ll be able to feel out if you are emotionally ready for more after seeing your wife kiss a new man.

  • Her Hands

I’d recommend any wanna-be cuckold start with handjobs.

They are easy to do, completely safe as far as STDs go and there’s not much intimacy.

Don’t be fooled handjobs are still powerful, the feeling of holding another man’s hung cocks in her hand while she brings them to orgasm and then has their cum drip down her hand and wrist will stay with her forever.

  • Her Mouth/Throat

Some men only allow their wives to share their mouths.

They can do anything as long is it’s only the mouth they use.

The story “cum in my mouth” was written by a guy who has created this rule and him and his with our some of the happiest people I know.

  • Her Pussy

Once a guy has a condom on if he can only be inside her and can’t kiss, get oral/give oral or cuddle it loses intimacy and intimacy is what first-timers need to avoid, so it’s perfect.

This is one of the more common rules.

  • Her Ass

Rare, but some men I know only share their wives ass.

Usually, during threesomes, the wife can have whoever she wants, but they are only allowed in her ass.

This isn’t common and I found it was more for couples where the wife wanted to be shared and it was her idea.

You can stick to these rules, changing them as you please for as long as you need to, some cuckolds hold onto these rules forever and only allow their wife to share one or two parts of her body with other men, saving the rest for them.

This really helps lower jealousy whilst still allowing you to find out if you’re really a cuckold.

Rather find out you’re not a cuck while your wife is giving a guy a handjob than finding out while she’s sucking and fucking the biggest bull she can find.

Warnings About Cuckolding

Will It make or break you.

I recommend reading these stories from Reddit about guys who tried cuckolding for the first time.

It’s not always easy sharing the love of your life with a man who’s better than you in every way.

Here are some things that are important in a cuckold relationship:

  • The bull is a service

The bull isn’t a husband replacer, he is nothing more than a service to yourself and your wife.

You both need to understand that and make sure your bull knows he is just their to fulfil a fantasy/scenario.

  • Having trust

Do you trust your wife to stop when you ask her?

If you don’t now then you will have no control once she’s in bed with a bull.

  • Having an equal relationship (no “wife comes first” or “ the cuck has no control or say”)

The only person who doesn’t have a say is the bull, you and your wife are the only ones that matter and you both need to treat this as fact.

look at it like this, you’re both the Owners of your relationship and the bull is a new intern who will do as his told.

Just understand that If your wife takes a lot more than she gives in your relationship sharing her will result in her taking everything she wants and giving nothing back.

Even if that turns you on, it’s not the best situation for a long-lasting relationship.

  • Rules!!!

At the start you need stricked rules.

The worse thing you can do is make rules up on the fly.

Before you do anything you need to set rules and then set the tone that if these rules are broken it’s classed as cheating in your head and explain that the relationship will be over.

Rules can and will change over time, usually you’ll stop having rules once you’re totally comfortable with the lifestyle, but till then it’s a good idea to have tules and only change them when you’re both alone and have at least a few days to think the new rules over.

Rules can be anything from:

  • No kissing or cuddling
  • Never swing with people we know
  • No anal sex
  • No unprotected sex
  • No blowjobs
  • No talking outside of the group chat
  • No sex without permission

Have a think and come up with the rules that suit your relationship.

  • Have a safe word

This isn’t BDSM, but that doesn’t mean you and your wife shouldn’t have a safe word.

This is any word that either of you can say that will instantly stop the cuckolding.

Doesn’t matter if she’s on a private date or blowing some guy in front of you if you mention/text your safe word it stops instantly.

A lot of cucks will never actually say stop, so a safe word is an easier way to get everything to stop without having to be the guy who stops it all.

  • Learn as much as possible (Start at the beginning)

Knowledge is your friend and reading stories, watching videos and seeing all sides of this fetish from the successes to the failures will help you find out if you’re ready to experience it.

It’s also a good idea to go to the beginning and really learn this fetish and why you feel these feelings.

I recently watched this video and it might help people who are just started out understand a little more about the fantasy.

It’s a little more basic than the info above, but it’s a great place for beginners to start and will.

Sarah and I would love to hear your cuckold fantasy and what you’re doing to make being a hotwife/cuck become a reality in the comments

Like what you read, Sweetie?
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