Sissy Panty Training Guide : 9 Ways To Put Your Cuckold In Panties

Ready for the best sissy panty training guide to put your cuckold in panties?

Panty training is a great way to turn your cuckold husband into a good sissy. 

Not only does this take away his masculinity and totally humiliate him, but it has practical benefits as well.

AND it so much fun!

Why Put Your Cuckold In Panties?

Panties are (in my opinion), the best type of underwear a cuck should wear while locked in chastity.

Panties are great because they are typically tighter than most male underwear - which means the cage (or lock) doesn't sway from side to side when walking or doing physical activity. 

It also keeps the cock cage close to his body, reducing the "bulge" so it looks A LOT more discrete. 

Finally, panties come in all sorts of different colors, so you can make him dress in a different fun color every day!

Now, most men aren't used to wearing panties, so it will take a little training and convincing on your part. 

But don't worry, I have a bunch of fun ideas to get your cuckold ready to wear panties for you!

This blog post will cover:

  • 9 hot & humiliating ideas to put your cuck in panties
  • How to dress him up in cuck lingerie and transform him into the perfect "girl"
  • Sissy panty training steps to get him to begin wearing women's clothes

Alright, let's get started!

1. Jerk him with the panties

One of the best ways to get your cuck used to wearing panties is to get him to associate wearing panties with pleasure.

And I have just the game for this.

Here's what I want you to do - you are going to play a fun tease and denial game.

Make him put on a pair of panties and get him super hard in them. One idea is to give him a "blowjob" through the panties.

For example, you will suck his cock and kiss it THROUGH the panties.

And once he gets hard, take another pair of panties (ideally silk) and stroke his cock with them.

One thing that is super fun is to take the top of the silk panties and then glide them back and forth around the tip of his cock.

It's super sensitive to a lot of friction like that!

And once he gets close to orgasm, he must beg you to stop...otherwise there could be severe consequences!

2. Panties and company (public teasing)

Do you have friends and family coming over for a dinner party or a back yard BBQ?

Before people start showing up at your door, step, I want you to take your cuck aside and make him put on a pair of panties!

Not only that, but I also want him to put in a remote control butt plug that you can control.

And throughout the party, tease him by smiling deviously at him (or winking) and turn on the butt plug knowing he'll be squirming in those panties!

With this idea you're kind of killing two birds with one stone: getting him to wear panties and starting his anal training!

Plus, it is just super naughty when you play with him in public like this. The thought that you could get caught at any moment makes this so much more intense!

3. Go shopping for "cuck lingerie"

Who doesn't like to go shopping?

I want you to go lingerie shopping at the mall with your cuck.

As soon as you arrive in the store, tell the sales person (ideally a woman) that you are BOTH there to find new, sexy panties. And really emphasize that HE is looking for panties too!

The sales person might laugh at first or think you are joking, but be sure to show her you are dead serious!

Then have the sales clerk accompany cuck and you back to the changing rooms while you try some panties on!

Oh and be sure to get a pair of matching sets so you can look sexy together!

Take some pictures and videos of your cuckold sissy trying on these panties too in case you need to "ensure" his cooperation in the future haha!

How To Panty Train Your Cuckold Fun Games To Turn Him Into A Sissy!


4. Make him wear sissy panties to work

This is one of my favorite ways to get your cuckold in panties because you're training him to do it in his regular vanilla life.

One of the best ways to get your husband/boyfriend used to wearing panties is to make him go to work in them.

But here's the fun part: don't tell him WHEN he will be wearing them to work.

What I mean by this is, I want it to be a surprise for him.

For example, on a Tuesday morning over coffee you can decide on a whim to make him wear panties to work.

Pull out something from the closet and throw it to him and say "put them on at work."

Alternatively, you can slip the panties into his lunch bag and leave him a sexy note instructing him to put them on.

And throughout the day you will obviously ask for proof that he is wearing those panties by asking for spot checks.

He must drop whatever it is he is doing and send a picture within 2 minutes of receiving the text otherwise he will be punished.

5. Cuckold date humiliation

This is a really fun idea that combines both cuckolding, public humiliation, and panties!

I want you to go out to a bar or club with your cuck. The idea here is that you will be looking for a new bull to play around with.

And if the chemistry is good, take him back home for a fuck!

But while you are still at the restaurant, flirt around with your new boy toy.

If he asks about your husband, tell him cuck will do whatever it is you say.

Your bull will inevitably doubt that. So that's when you instruct cuck to show him his panties!

6. Get a second opinion

One thing to really humiliate your cuck and get him used to the idea of panties is to desensitize him

What I mean by this is asking strangers (preferably women) about what they think about him wearing panties.

For example, next time you are at a restaurant, you could ask your waitress something along the lines of:

"Hey can you help us settle an argument? My husband says he doesn't like wearing panties, but I think he looks great in them. Do you mind taking a look at these pictures and telling him what you think?"

Now obviously, the girls have to be open minded, but it's a great way to humiliate him!

In general, I would say girls are "breastaurants" (like Hooters) are a bit more receptive to this.

If you're too shy to ask strangers, you can also ask your girlfriends too. That would make for a very humiliating conversation for your cuckold!

Panty Train Your Cuckold Husband!

7. Cuckold sex panties

As I mentioned before, it is a good idea to have your cuck associate wearing panties as pleasure.

So next time your bull is over to fuck you, take off your panties and hand him to your cuck.

Instruct him that he is NOT to smell them. Instead, he will be ordered to put them on (over his chastity cage) and kneel down to watch you get fucked by another man.

Hearing your moans and watching you cum on another man's dick will help him associate all that with the pleasure of wearing panties!

8. Girls night out!

Okay, I know girls night should be just with the girls, but hear me out on this!

Take your cuck out with you on girls night. And this serves two purposes.

First, you will have a sober driver so you don't have to worry about getting an Uber.

And second of all, you can all wear matching panties (along with cuck) for the night!

This is great because it's sort of like an inside joke and you can tease him about it while you are out together and he's buying you all drinks.

To take things even further, make him wear a visible thong! That would be soooo humiliating, right? :)

9. Play dress up with your sissy cuck

Did you like to play dress up while you were growing up?

When I was in second or third grade, one of my good friends was dressed up by his sisters on a regular basis. They basically used him like a real life barbie doll.

Well, that's exactly what I want you to do with your cuck!

That's right, I want you to invite a girlfriend over and make him try on various sexy lingerie and panties for you girls.

Or if you are feeling adventurous, have him try on some sissy sets (like a French Maid costume). These are great for helping him embrace his inner sissy.

For some fun sets to dress your cuckold up in, check out our sissy set collection:

Panty Training Sissy Sets

And don't be afraid to take tons of pictures to make him "comply" like a good boy!

Cuckold Panty Training with Pink Chastity Cages

I find that panty training with your sissy cuckold is a lot more fun when you have him locked in a nice pink cage (purple works too).

That's why Cuck In Chastity has a variety of sissy chastity cages. Check out the collection and see why they'll turn your "man" into a sissy in no time!

Cuckold Sissy Panty Training Guide - Final Thoughts

Overall, learning how to panty train your cuckold husband is something super fun for your female led relationship. 

Not only do you humiliate him, but you can explore a new fetish together.

So, what kind of panties would you put your cuckold husband in?

Personally, I think PINK is the best :)

Let me know in the comments!


  • My cuckold sissy husband is wearing panties and a chastity cage, but is not yet fully subservient. What can i do?

  • It’s crazy to think that I would get married again just to be a cuck

  • My partner/Mistress had me wearing panties occasionally upon her request, during days out together or time spent together. She increased this until I was in them all the time unless at work, and then started me wearing them occasionally there too.

    It became a rule that I had to be pantied and padded during ‘our’ time of the month, and inevitably that meant there would be times I had to wear panties regardless of the situation.

    I’ve now worn panties, as well as sometimes stockings and suspenders, or sheer tights, when with family members and friends.

    I do feel very self-conscious in women’s underwear when I’m in company, but as I crossdressed beforehand I was always a wearer of panties – just not anywhere near as frequently.

    I’ve recently given her my consent to be moved into panties permanently, meaning my few remaining boy pants will have to go. I’m apprehensive of this but know it will make her happy, plus she’s pretty much normalised panties for me now so hopefully it will be less of a leap than it once would have been.

    The thing that scares me is she likes to try and expose the waistband of my panties sometimes when we’re in a semi-public setting. I always whimper which she finds hilarious…

    little miss cream puff
  • Panties, especially thongs, are such a good invention. Pink, red and purple thongs are the best that I’d like to be forced to wear always.

    Little Sub
  • Good for you. I hope you have many Sexy Xxx-Rated Adventures ahead of you….

    Milford Mudgett

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