Will you give your hubby what he really wants?

Jamaica: my favorite vacation destination!

Vacationing in jamaica I go to the club every night and I always find a nice guy to dance with and let him fondle me……

I also love a room with a view ;-)

....and you never know who you meet on the beach!

This girl gets it!

Size Matters!

Science doesnt lie...

Renewing marital vows..

Renewing marital vows can mean something entirely different for a cuckold couple

Coffee for Cuckoldress

There is nothing hotter than being served breakfast in bed by your hubby after you had a good night of fucking with your lover....

Sometimes this may be the easiest way to explain..

9 commandments for Dominant Women

These commandments should be looked at like guidelines for what is proper behavior for a dominant woman…

1. Have fun. This experience might be for both you and your partner, but paramount to everything else is that you have fun. That means if you want new panties, new shoes, a new outfit, or the house cleaned, you shall receive it. Your pleasure, your needs and your wishes come before your partners’ own needs. Provide your partner with guidelines to stay within and when your partner steps out of those guidelines apply punishment…

2. Remind your partner that you’ll stay with him forever. We love our partners and we will never leave them and they need to know that. Just because we enjoy meeting our lovers on the weekends, doesn't mean we don’t love our partners more than ever. Maybe even love him more for permitting you to have such experiences…

3. Planning is half the fun and just as submission is a gift to be treasured, domination is a talent to be mastered so get educated and experienced at dominating - the internet is a great resource…

4. No secrets. If your lover calls you and tells you how much he wants you, tell your partner. If you meet your lover for a drink, tell your partner. If you experience something special with your lover while your partner isn’t present, tell your partner. Our partners like details almost as much as we like having a special boyfriend on the side. Also feel free to call/text/chat to your lover whenever you want, especially when your partner is near…

5. Preserve yourself for your lover. Don’t let your your partner touch you sexually within a week prior to meeting your lover. Not only will you preserve your body for your lover, but you will work up sexual tension for your date. Overall you control your partners’ sexual release. You determine when, where and how he can experience an orgasm. Penetrative sex is when you penetrate him, sissies get fucked and are not allowed to fuck - period…

6. Dress sexy and play the part! Wear short dresses, skirts or thing fitting jeans. Do your hair and wear make up when you go out (dont over do it of course). You are hot and you should allow other people to see it. Dressing to pleases takes more time and work but it will pay off tremendously in how it affects your attitude towards yourself. Also make sure to make plenty of eye contact and smile. Be confident baby…

7. Express your fantasies. Tell your partner your thoughts. Give ideas of wild things like role playing while in public. Go to a bar (away from your home) and pretend your partner is really ‘just a friend’ and flirt away with the other guys there! Just as important as your fantasies is inquiering about his fantasies…

8. Request gifts from your partner. Even if he is on an allowance he should still buy you gifts such as flowers. He’ll also enjoy buying you a nightgown or new panties for your lover to tear off of you. Your partner should ask for your approval before doing anything that effects you both or the household, going anywhere or spending anything…

9. Never settle for just having your partner. You may love him forever, but you deserve to enjoy other men too. If you break up with your lover, tell your partner to find another one. You will enjoy and deserve the attention of two (or more) men and become to know it as one of the most treasured things in your life…

My new year's resolution

No more household chores for me :-)

http://www.dailymail.co.uk/femail/article-2642001/Making-husband-housework-sizzle-sex-life.html

Nice article in the Dailymail describing how making her husband do the housework improved their sex life! Well, we can relate, right ladies?












Some inspiration:

Yummie! This one is for you ladies ;-)

Well.. good morning :D

Psst! Im home alone this afternoon ;-)

Merry xmas!

Dont forget to show these to your sissy to show him what real men look like ;-)

The Different Levels of Cuckold Angst:

Level 1: You openly flirts with other men in front of your hubby, and you like to tease him about it. 

Level 2: You never wear panties when you leaves the house, and always jump in the shower when you get home from work. 

Level 3: Your hubby suspect you had sex with another man, but you refuse to either confirm or deny it.

Level 4: You  fucked another man, and left your dirty panties on the floor of the bedroom for your hubby to find, but you won’t tell him who he was.

Level  5: You are fucking one of the guys you work with, and make your hubby buy the condoms. he over heard you on the phone talking with you best friend that the guy is black and has a really big cock. 

Level 6: You have a boyfriend who you see on the weekends. You let him watch sometimes, but usually not. 

Level 7: You like to fuck other men in front of your hubby, and make him lick out and clean up your pussy afterwards.

Level 8: You have a regular lover who has 24/7 access to your pussy, and drops by whenever he wants. The last time he came over, you made your hubby suck his cock to get him ready. 

Level 9: Whenever you are too tired, or not in the mood, your lover bends your sissy over and fucks him instead.

Level 10: You are three months pregnant and it is probably your lover’s baby, and he has made it clear to your hubby that he is not allowed near his pussy until after you have given birth.

Total control...

Take a picture of your cuckold’s penis hopelessly straining against the bars of it’s cage. Show your bull, show your girlfriends, brag about your complete control of his useless member. Meanwhile, your pussy is free.

Sissy blog!

Something cool to do (and very humiliating for your sissy!)

start a blog where you regularly post pictures and tell about your sissy's progress in becoming a good sissy gurl! Make sure he is unrecognizable if you feel that is needed but do not hold back on smutty details!

You can asks your readers what you think your sissy should improve on as well ;-)

Sissy task: Blow job training (continued)

Once your sissy has had enough practice it is time to bring his hard work in to reality!

Arrange a guy to come by your house during the weekend. Make sure your sissy is all dressed up (go all out!!). Tell him before all this that this is such a special day and that you are very proud of him! Just before his 'date'  arrives send him up stairs to the bedroom and blindfold him. If you have one, collar him and add a dog leash.

Tell him to wait there and that you have a big surprise for him! Once her date arrives lead him up stairs and tell your sissy to kneel down while her date unwraps your sissy's present!

Make sure to make lots of pictures and preferably make her date come in her face!

This takes some coordination from your part as you have to set up the date but it will be an unforgettable experience for the both of you!

Once her date leaves this will be a very good time to sit down with her and explain you will now never be able to see her a man anymore ;-)

Sissy tasks: The car ride!

This one is very simple but also a lot of fun!

Dress your sissy up and go all out (miniskirt/dress, makeup, fake nails, fake eyelashes, high heels; make him a little slut!). Wait until its dark outside and take him out for a car ride. Drive to an industrious zone or a highway parking lot or a nearby park/forest (a place very few people would visit at that hour). Stop and tell him to get out. He'll be shocked but explain to him you will pick him up
shortly after to soothe his feelings.

Drive around the block once and pick him back up. For fun you could pass by once and honk!
You can make this as daring as you want, for example tell him to stand under a street light or tell him if he moves away from his spot you will drive off and he needs to walk home.

Sissy tasks: Skirt day!

If your sissy is like mine, he will probably come home from work and ditch his work clothes and puts on something comfortable. As he is a sissy he is of course wearing panties 24/7 but why not lay out a

cure dress or a skirt for him to wear when he gets home from work.

Put his outfit ready on the ebd and tell him once he comes home that you put his cloths out on the bed and ask him to go change while you make dinner!

For the added effect you could add a nice A-cup bra and a cute girly t-shirt!

Sissy task: Getting to know your sissy

Easy task:

Tell your sissy to send you 3 pictures of his ultimate sissy dream appearance.
One should be of a sissy, the other two should be real girls.

 Additionally he should describe in one sentence what he would like to be as a sissy.

Sissy tasks: Blow job training!

This summary is not available. Please click here to view the post.

Sissy clits - they should be tucked!

As you all know by now sissies do not have a penis, they have a sissy clit. A good sissy should have so many styles of panties, that she never has to fear getting bored with their underwear drawer again! You can get her just about anything that tickles your fancy! 

Due to sissy clits often being slightly bigger then real girly parts (only slightly), she will need to learn how to tuck those sissy bits away and not ruin the look of her panties. The way to do it is a way TGirls have been doing for centuries. It sounds funny but its completely safe. In a sissy's lower abdominal just above her sissy bits is where her testis came out as a baby and they can safely be put back in that area so she has less baggage down there to tuck. She can gently and slowly lift them up there with your

fingers. Now after that she can pull the rest back and under in between your legs, then she can slide on a gaff to keep everything in place. A gaff is made specially for tucking your little sissy peepee back. 

Like this your sissy can wear any girly panties you want which gives you so much more options!

A good tutorial on how to make a gaff can be found here: https://www.youtube.com/watch?v=JjZFhnFFItM

All you need to do is send him the link and tell him (her) that you think she should make one!

Being a sissy

What makes for a good sissy? The primary sissy traits are submission, devotion, humility, obedience, and the like. Consider this. These are deep mental and emotional positions. They are the cornerstones upon which actions must be based. A good sissy seeks to serve her dominant in any and all ways. I would like to bring to light the many ways that sissies should serve and may be presently deficient.


A well trained sissy knows how to keep a clean and maintain house. We all like the notion of the sissy maid. Partially because the uniform is revealing and the position is humiliating, but also because the sissy has a place and a job to accomplish purely within the confines of her sissy life. A sissy should be able to efficiently clean without any problem. That means dusting, vacuuming, streak-free windows and mirrors, mopping, scrubbing, etc. This is a sissy skill that should be practiced and perfected. You can learn plenty about a sissy simply by looking at her panty drawer. Too often, you will see balled up, unkempt panties in a state of disrepair. A good sissy keeps all her panties folded neatly and sorted either by color or by style or by some other logical organizational style. If she really wants to impress, she should keep a small bag of potpourri or other delicate aromatics in with her panties so the drawer always smells fresh and clean. This is almost never seen, but I feel a good sissy would know this simple tool in keeping up her wardrobe. Imagine that level of attention paid throughout the house. That is the level I feel a sissy should strive for.


Sissies should define themselves through clothing. This is critical to their development. Most sissies seem to have only a few pairs of panties. That is a good starting point, but a real sissy needs more. The next step is a bra. Sissies tend to avoid this, but it is an important piece of clothing to a woman. A basic A cup will fit most and really help with the submission. Tights and stockings help the look as well. However, a true devotee will want more than just lingerie. She will seek to blossom into a developed position. Early on, these often include outfits for maids, cheerleaders, schoolgirls, etc. This is a great way to deepen submission through girly styles that seem to make sissies shy and sheepish. I love when a sissy first wears a new outfit and presents herself humbly and quietly, with her eyes looking straight down at the floor. The submission is incredible! For you girls out there who are having a hard time transitioning into an outfit, let me suggest a few that are easier to come by. First, try being a Hooters girl. I love this look. It is relatively simple to put together. Even easier is to cut the legs off some old jeans (make sure they are very tight) to make your own short shorts and get a femmy top. It is a great look. In addition, you should consider what a sissy should sleep in. This is another simple outfit to change. A good sissy would try to transition into being more female.


In addition to clothing, many sissies need to work on make-up. There are two routes to go. Either legitimately try to copy women or go way over the top and try for a whore look (my favorite). Both are great, but pick one and do it. There is nothing worse than a sissy with a unibrow. In addition to your face, maintain your fingernails. Even if you can’t paint them permanently, consider a clear coat. Even if this seems too much, all of you could grow them a little long and keep them well filed. Work on the cuticles as well. These are girly skills that sissies should have. Think of how proud women are when they have beautiful nails. They love to show off their style. Sissies should do the same. I personally have never heard a sissy boast about her nails. Too bad.


I feel that most sissies are indifferent to their physical appearance. It would be nice if a few would take the time and effort to achieve real results in their physical form. Virtually all real women have been on a diet at some point in their life. This would seem like a logical behavior to emulate. Besides, a real sissy girl wouldn’t want a bloody red steak and beer, would she? Also, there is an infinite supply of workout videos for the female market. I wish more sissies took the time to put on a leotard and do some exercising. I think a devoted sissy would be fit, with lean legs and a firm, bubble shaped ass. Men like women who possess these abilities, shouldn’t sissies strive for them?


I know that it sounds old fashioned, but men don’t cook. Sissies should be experts at food preparation. Moreover, sissies must know how to properly serve. As a dominant, I can only imagine how wonderful it would be for a sissy to invite me to her place for dinner. (Besides the fact that she should be proud to show off her house!) A true seven course meal served properly and humbly would make my night wonderful. I would bet that most dominants, male or female feel the same way. This is a duty that goes right back to the submissive sissy maid role that I previously discussed. It would be well worth the effort for a sissy to learn this skill.


Women enjoy dancing. Men don’t. Unless men are watching a woman dance. Sissies need to learn to entertain their dominants. Taking a massage class would be a good start. But here I will focus on dance. Not a waltz or a foxtrot. Pole Dancing or a striptease would be a starting point. Sissies should learn to dance to excite. I mean stripping. I would love to meet a sissy with a dancing pole in her bed room. Imagine the show. Lap dancing is another essential female tool for entertaining men. These are all things so delicate and obviously feminine that no real man would do it. Perfect for sissies. Ballet is also a good alternative, mostly because I would love to see my sissy in a tutu.


Sissies seem to crave some level of humiliation. This is a universal truth about all submissives. Sissies need to be humbled in a special way. They must be constantly reminded of their position of subservience. Most believe, however, that this means being verbally degraded and slight pain. Real humiliation comes in many forms. I believe that an obedient sissy will take her shame well. So what constitutes humiliation? I have a few ideas. A sissy will sit to pee. I insist whenever possible that my sissies pee in front of me. This is very embarrassing. Sissies need enemas, as well. I would expect any sissy to enema herself each day of the weekend before I have my way with her. She should be clean and ready to be used. A good sissy would also maintain her genitals. I like girls who wax their crotch clean saving only a femmy “landing strip”. This is embarrassing to the sissy, and she will think about it all day, every day. Humiliation comes from doing things you don’t want to, not from being told your dick is small.


Many sissies need to fix their name. Period. Picking a girl’s name is not enough. I am tired of seeing sissies named Mary, Wendy, etc. Being a sissy means so much more than just being feminine. Try a name that represents yourself better. Some ideas are: Trixie, Vicky, Dolly, Candy, Lilly, etc. You need to think along the lines of a James Bond girl. Dominants like girls with slutty, creative names.


I hope that I have presented a few ideas to help deepen the role that sissies should play. My purpose is not to offend anyone, but rather to give constructive ideas about improving the ways that sissies should serve.

The sissy psyche

It is key to understand the mind of a Sissy Boy to make this experience satisfying for the both of you. Im going to just write down what I learned so far so you can use it to your own advantage. At the heart of every sissy’s psyche is a need for sexual humiliation. They are most aroused by acts, words, and situations that are unpleasant and degrading. One part of them is irresistibly drawn to things that another part of them finds very distasteful.

For most people, the biggest initial hurdle to overcome is a sense of guilt as you learn to interact with her. It’s hard not to feel a little bad as you relax on the couch while she works diligently at scrubbing your bathroom; especially since she gets no tangible reward whatsoever for her efforts. But the key here to remember is that while she is not receiving any payment or physical reward, you are giving her something infinitely greater; something that she could never obtain on her own.

This leads into a key question…what exactly does she want?
And here lies a problem. For most sissies, explicitly telling you exactly how they would like to be treated will make the relationship feel as if they are in control; that they are calling the shots. They need you to be in control at all times. But in all this, don’t bend too far to try and appease their fantasies. Fundamentally, this is about you and what you enjoy. Their entire role is to be relegated to being a servant whose sole function is to attend to you and make your life pleasant.

1. Sissies are not men
At least not real men. They failed as men and thats why they are our sissy boys. Never forget to mention this at least once a day ('you're such a pathetic excuse for a man', 'you make a better girl then a man by a mile', 'you're such a sissy!'). It's important for his state of mind that you keep this up; don't try to make her be something she just isn't meant to be. Because they are not men, they do not have cocks, they have a clit and a sissy pussy.

2. Sissies need to train to satisfy men
Most sissies would consider themselves at least mostly heterosexual, and in general are less attracted to men than to women. However, the very fact that they find sexual acts with men undesirable or possibly degrading also makes those acts very arousing because of the humiliation they entail. Even though he may never really do it, you need to keep reminding him when he sucks your strapon or practices his blow job techniques on a dildo that he is preparing to suck real cock.

When you fuck him, you tell him how pathetic he is and that he needs to try harder to satisfy real men. When he walks, tell him to sway his hips because men like it. This is all strongly related to the 1.): as he is no real men and cant pleasure you (a real woman) he should just practice to please men because ultimately thats all he's good for.

3. Make him ever more feminine
This is important but it also takes time. He will need a proper wardrobe and will need to maintain his body. Your goal is to strife for perfection which is usually a goal you will never reach. have attention to details: remove stray hairs and shape his eyebrows (don't over do it but removing stray hairs and giving some shape to his eyebrows will actually make her look better both as a man and as a sissy), make him do a manicure and pedicure regularly and enforce a strict diet to get his body in sissy shape. Slowly start behavior modifications ('thats no way for a girl to act') with emphasis on the fact she is a slut, Theres probably a lot of work to do but it will be so much fun!

4. Making Her Useful
You don’t ever need to have any feeling of self-consciousness or fear of rejection. With a sissy you are free to be fully yourself, telling her exactly how you want to be treated. Be selfish. Be lavishly, unimaginably selfish. Ever wondered what it would feel like to have your asshole softly licked? Ever had the desire to fuck someone’s throat and watch the mascara run down their cheeks as they gag?How about having your pussy worshipped while you watch tv? Be honest with yourself as you experiment. Your sissy will thrive on your genuine enjoyment and satisfaction.

Don’t ever feel a sense of pressure though. If all you want is a foot rub, all she gets to do is give you a foot rub. Most importantly: don’t let her cum. If you only remember one thing in this chapter, make it this one: as soon as a sissy cums, she instantly becomes almost entirely useless. As bizarre as it seems, your sissy is a completely different person ten seconds after an orgasm then she was ten seconds before it. Her satisfaction comes from being allowed to pleasure you. We’ll cover a little later some ways that you can occasionally allow her a sexual reward, but for the most part you are the only one who gets to have orgasms. Lots and lots of orgasms.

The other most common use for sissies is domestic chores. Never politely ask a sissy if she would like to complete a task for you. This makes her feel as if she is your equal and is doing your housework of her own volition, making it drudgery. But if you firmly command her to do something, she will tingle with submissive excitement as she works - especially if she knows there will be consequences if she fails to do the task correctly.

The more humiliating the tasks the better, and whenever possible point out to her that a real man would never obediently do these demeaning tasks. Depending on your situation, a sissy may eventually be able to handle the majority of your domestic tasks…laundry, cooking, dishes, cleaning.
If you have her perform a task that has a “masculine” perception, such as mowing the yard, be sure she does it in very feminine attire. Of course, whether or not you want the neighbors seeing a ballerina mowing your grass is up to you.

5. Rewards
A sissy’s life shouldn’t be entirely without little selfish pleasures, although they should be very rare compared to yours. Although they do require a small amount of effort on your part, properly spaced rewards will keep your sissy incentivized and even more eager to please.
Her single biggest treat will more than likely be the occasions she is allowed out of chastity. Make sure her next release date is on the calendar, and keep up with moving it later or earlier based on her behaviour. This date will be etched in her mind at all times, as her frustrated little penis squirms inside it’s prison.

The last thing you want to do though is just allow her to run off and privately masturbate as soon as she is free. While some sissies can handle this, many will have waves of guilt and echoes of masculinity surge immediately after masturbating. For their own good, you must ignore their pleas to be allowed to touch themselves freely.

Her only orgasms should be “ruined”. A ruined orgasm is essentially one in which pleasant stroking contact is not present, allowing the cum to ooze out without the intense sensations and emotions of an orgasm with full stimulation. This will leave her feeling somewhat relieved, but if done correctly she will still be slightly horny and unsatisfied. Her sissy psychology will hopefully remain at least partially intact.

Give her the key to her chastity device and allow her to unlock herself. Make sure she knows the consequences will be extreme if she is in the least bit disobedient during this process.
Once unlocked, restrict her hands with cuffs or cable tie behind her back.
From here there are a few different options.

The easiest is to use a vibrator and hold it against the underside of her penis, right where the head meets the shaft. Verbally humiliate her while you hold it there. Tell her this is the only kind of orgasm a sissy like her gets to have, and tell her to hurry up and shoot her little load. The more you can get inside her head with your insults, the quicker this will go. Of course, if you’re enjoying yourself, take your time and even pull the vibrator off when you think she’s getting close to cumming. If you’re feeling especially cruel you can put a time limit on the “treat”, and she goes back in chastity once times expires regardless of whether she has been able to cum.
If she cums from this method, simply pull the vibrator away as soon as her orgasm begins. The cum will still ooze out, but you will have successfully ruined it.

The more “hands on” approach is to give her a traditional handjob and pull away as soon as she starts to cum. This technique isn’t nearly as foolproof though. It’s very easy to stroke just a little too long, giving her a few seconds of “thrusting” orgasm. Even if you let go halfway through this kind of orgasm, she will still have felt the hormone surge and will likely not remain in her sissy mental state.

Whether or not a sissy should ever be allowed a satisfying orgasm is a matter of debate. I personally like the idea of sissies being allowed one full orgasm annually on their birthday, or allowing them one un-ruined orgasm for every one hundred orgasms they give you. This has the added bonus of keeping her extremely excited for opportunities to pleasure you.

Activities to do with your sissy boy!

Like with my other posts, these are activities you can slowly build up and include in your life. They should not all be applied at once.

His first bra!
This is a big moment in every sissies life! What you really need is a push-up padded bra- to literally make a mountain out of a molehill. Cup size A will do if you want to keep things natural, otherwise you will need to fill our the bra with ankle socks with rice or bird seeds. On ebay you can buy fake silicone breast forms as well. How many bra's do you buy for her? Buy one first to make sure that the size you've chosen fits her. Like all his other sissy clothes- build it up over time and enjoy the shopping.

Stockings
A sissy needs at least 7 different pairs of stockings, for each day of the week. Buy different types (seamed, black, tan etc) to experiment with and enjoy, preferably fully fashioned stockings. For weekends or when you want to dress her up as a slut, she will also need a few suspender stockings. Combine these with suspender belts or suspender tops.

Waist training
We want our sissy to start working on having a feminine figure, specifically a thin waist. The two approaches to this are dieting which she is obviously already doing supplemented by wearing waist clinchers (or corsets in the weekend).

Buy a waist clincher (isn't the pink one on the right, adorable !) that is 2 inches smaller than his current waist size, and make it part of his daily dressing routine. Obviously this won't be possible for everyone but try to wear it at night or weekends if it is impossible at work.

Accessories
When you are shopping buy some earrings a necklaces or a female ring for your sissy. All the little bits that set off a woman's outfit to perfection. Why not change his male masculine watch to a female dainty one?

High heels
He is going to have to get a pair of high heels shoes- preferably black or pink, with a heel of at least 4 inches to wear at home each night. Also a get him a black skirt to finish his look. Wearing pantyhose without high heels is like strawberries without cream- they are just made for each other. Wearing high heels will train his legs and make him feel more feminine and sexy at home each night.

Sissy Toiletries

Start to buy him feminine hygiene products like shower gel and moisturising creams. He should start moisturising his legs and make this a daily routine. This plan is to slowly over time, to surround him with feminine products like creams, razors, gels- things that he normally has to use and why not put a sissy twist on them- so he feels more sexy and feminine as he showers etc.

Make-up
Teach him to do his own make-up. It's a big subject and some women never even sort it out. Probably best to read through some of the help guide sites.



Home Journal's Beauty Guide http://www.lhj.com/lhj/beauty/
Transformation UK which have a beauty guide http://www.transformation.co.uk/
Beauty tips online site http://www.beautytipsonline.com/

Of course you make him go out and by his own cosmetics! As a basic, lipstick and some blush must be worn each night once she comes home. During the weekends you should want some more make-up than just basics of course.

Nightwear
What is your sissy wearing at night, in bed? She should be wearing a pink nightie, do that even when she wakes up she will never forget who and what she is. You can get a tiny baby doll or just buy a satin silky nightdress; they go as cheap as 3 USD on ebay!

How to make a Sissy 101 part 2

A few months ago I did a basic article on how to make a sissy.

In this post I would like to elaborate a bit on that article. Most men who want to be sissy gurls (like my husband) need this for stress relief. It's not something he or you should be ashamed of. We are who we are and its our job as leading ladies in their lives to make them feel accepted. He wants this but even more so he wants you to 'force/guide' him.

In this article I will give you some practical handles on how to give him what he needs without having to fall in to the same routine every time. The previous post is important and you should read it before reading this post. Some of the basics just need to be followed. A sissy has as no or little as possible body hair and painting his (toe) nails is a good start and a daily reminder.

You can take things a step further on preset times. For example weekends could be full on sissy time if/when you are alone where after work hours are just limited. Whats written below seems a bit much to you most likely but there is no need to do it all at once. start slowly and build things up over the weeks a head of you.

Ok so practical handles....

Panties

Panties are key for any submissive male but especially for sissy boys. Make sure he wears them when he's at home at all times. If your partner has an office job like mine, the first thing he does when he gets home is probably to ditch his suit. This would be a good time for him to also ditch his boy underwear and put on something frilly. If he's more daring then you may also 'force' him to wear his girly panties to work. Keep one or two pair of his old underwear for special occasions (hide them) and leave his girly panties for him to wear. Which route you choose is up to you..

Stockings 
My hubby loves them and I'm sure your partner does as well. I suggest making him wear them after work and in the weekend by default. And why not make him wear stockings under his pants when you go grocery shopping (really, no one will notice..)?  During the week these could be normal stockings (skin colored or black etc) with his normal jeans on top and during the weekend these could be self hold up stockings or sexy stockings with a suspender belt.

Wig
If you hubby has short hair he'll need a wig. In the Netherlands we have a festivity called carnaval in February where people dress up so we usually go out to costume shops and noone will even look odd at you when fitting a wig no matter if you are male or female! As a bonus these wigs are cheap as well. Buy something that looks like a normal (though slutty) girl would have a a hairdo and not something green or orange or whatever. The wig can be saved for the weekend.

Wardrobe
One thing I did with my hubby when he confessed to be a sissy boy was the following: I took him upstairs, opened my closet and said 'if you could choose one item from my wardrobe, what would it be'. He chose a cute loose fitting dress. I made him fit it and told him he could keep it (it looked kinda cute on him!). It actually almost brought him to tears! I did make him wear it for the whole day!  Either way, in the weekend he will be a sissy gurl so he will need two outfits. Buy him a plaid 'schoolgirl' skirt or stretchy skirt and a dress.

You can get a skirt on E-bay as cheap as 2-3 USD. Dresses and tops are harder and best ordered online in a shop with a good return policy or fitted in a big mall without nosey salespeople. The last option is much more fun! last but not least: he will need a good sturdy corset or a waist cincher to give him a more feminine waistline!

Things that work: plaid skirts, stretchy skirts, dresses that are loose around the waist, hot pants. For tops go with something that covers his arms and shoulders.

Apart from that wig, panties and stockings he will also need a pair of heels. My favorite is to send him out alone without a bank card and just some cash and tell him not to come back until he finds a pair of heels but you can also just order these online.

If he (or you) is in to it you should definitely also buy him a maids' uniform ;-)

Make-up
Very important! During the week there is probably no time for makeup but during the weekend it is all the more important. Saturday morning after a fresh shower and removal of any hair a sissy shouldnt have, you do his make-up. Sissy boys wear make-up the slutty way (red lips, rouge, blue eyes) not like us classy girls. More on this in my previous post (hint: the key is lots of foundation!). Get crazy every now and then with eyelash extensions and fake nails as well!




Other fun stuff to try out
 - Take him out for a car ride at night (and drop him off somewhere abandoned, drive around the block and pick him up (works great cause he doesn't know when you'll be back.).
 - If you are from Holland you could drop him off somewhere during Carnaval and make him walk home (the walk of shame).
 - Teaching him to walk on 6 inch heels the whole day will be a challenge on its own ;-).
 - So will teaching him feminine manners.
 - Learn him to deepthroat a dildo (make him practice 'cock sucking' for half an hour each Saturday evening. Depending how kinky you are you could eventually arrange for a real guy to come by and let him 'practice' on him (don't forget to make pictures!). We did and it was one of the best experiences we both had! I made him blow a guy in our living room that I found through an ad on the internet and made the guy pay me 10 Euros (which I gave him earlier on). He even thanked me for the use of my whore :-)!
 - Do a photoshoot so you have some 'blackmail' material.Get some of them printed as an extra bonus.
 - If you allow him out of chastity tell him he is only allowed to cum using a vibrator (like a girl).
 - Go shop for womens jeans or a womens top with him and make him wear it in public (no one will notice but he will know).
- Make him wear rouge on his cheeks in public (no one will see anything but he will know).
- Get his ears pierced!