Feminising The Male Wardrobe

[bluejay]

Why not got to Lowe's wearing, just your leggings with your booties. I do

Happy Heeling,

bluejay

[CAT]

3 hours ago, bluejay said:

Why not got to Lowe's wearing, just your leggings with your booties. I do

Happy Heeling,

bluejay

I do all the time 

[pebblesf]

4 hours ago, bluejay said:

Why not got to Lowe's wearing, just your leggings with your booties. I do

Happy Heeling,

bluejay

So true

[Puffer]

On 1/23/2025 at 1:53 PM, Shyheels said:

Are Chelsea boots with stiletto heels actually Chelsea boots?

On 1/23/2025 at 3:33 PM, pebblesf said:

Was wondering the same thing....

I would say that Chelsea boots can be flat, or have Cuban, block or stiletto heels.   The 'Chelsea' aspect seems to relate to the elastic sides, although zip-sided boots are also called 'Chelsea' style.   

These (Calvin Klein) are sold as 'Chelsea boots' (and would surely look good on many men):

[Shyheels]

If they had almond shaped toes I’d be on board 

[Puffer]

15 hours ago, Shyheels said:

If they had almond shaped toes I’d be on board 

These (from M&S) for example?

[Shyheels]

Nice! But alas I’ll bet they don’t come bigger than a UK8 …

[Puffer]

1 hour ago, Shyheels said:

Nice! But alas I’ll bet they don’t come bigger than a UK8 …

True - and no longer available anyway!

[Shyheels]

I really do wish women’s boots came in larger sizes - surely they are missing a trick. I understand why they might not think there was much of a market among men, but with so many taller women these days there must be quite a few who wear UK9, 10 and 11.

[Puffer]

22 hours ago, Shyheels said:

I really do wish women’s boots came in larger sizes - surely they are missing a trick. I understand why they might not think there was much of a market among men, but with so many taller women these days there must be quite a few who wear UK9, 10 and 11.

I agree, although all is not quite lost.   In addition to imports via Amazon etc, several UK high street or online sources offer a UK9.   And ASOS, notably, offers some of its 'female' styles (boots, shoes, sandals) in sizes up to UK11, and sometimes UK12 and 13 also.   (That said, the sizing is a little off, with the UK13 being effectively a 12 - but fine for me.)

[Shyheels]

Yes but I was thinking of the higher quality brands - real (nice) leather and quality construction. I have several pair of Jean Gaborit boots and I suppose im spoiled 

[jamie1608]

I’ve been trying those https://amzn.eu/d/7WuS8hs

[mlroseplant]

On 2/7/2025 at 10:00 AM, Puffer said:

I would say that Chelsea boots can be flat, or have Cuban, block or stiletto heels.   The 'Chelsea' aspect seems to relate to the elastic sides, although zip-sided boots are also called 'Chelsea' style. 

 

I guess that's what I was thinking when I said I had Chelsea stilettos. Not so much the heel, but the elastic bit on the side. The only reason I got rid of them is because they were size 9 1/2, which is in most cases simply too big for me, even with inserts, and these were even with socks. I never could make them quite work.

Now--off the subject a bit, but I reckon we all like a good story--I tried to do right by my "Chelsea" boots and give them to one of my son's female friends, who was probably 13 or 14 at the time, tall and willowy, and wore size 9 1/2. I do not believe she'd ever even thought about trying heels in her life. Just about the time I thought I had her convinced that maybe she ought to try them under my tutelage, it happened to coincide with the time she decided she wasn't so interested in my son, and she quit hanging around our house. Which in the end was a good thing for everybody.

[bluejay]

After all the ice and snow problems of the past few weeks, I finally got out yesterday wearing some heels and feminine clothing. I wore my orange sweatshirt dress with orange fishnet hose  and my orange patent colored knee boots, with an orange colored puffer jacket. I got a couple of compliments especially from a lady about 50, while entering a  Walmart store. She said that " Wow, I looked. very spectacular to her." Of course I thanked her for her compliment. It just goes to show you that guys can go out and about in a feminine mode!

Happy Heeling,

bluejay

[mlroseplant]

That's taking hi-viz to a new level!

[Shyheels]

When I think of feminising the male wardrobe I think more of borrowing from the women’s aisle than achieving a feminine look myself - in much the same way women will happily borrow whatever they please from the men’s aisle and then work with it to achieve the (still feminine)look they are after rather than trying to dress like a man.

i like adding what are perceived to be feminine boots to my style, but I’ve no interest in looking feminine overall. 

[mlroseplant]

I go back and forth with that a bit. Beyond the shoes, I wear women's pants, but they don't particularly scream feminine looking. My winter coats and jackets are admittedly outside the norm, but not outlandish. The one thing you could say about my wardrobe that is definitely unusual is my shorts, all of which are considerably above mid-thigh. However, it's not necessarily out of a desire to look feminine. It's out of a desire to create the illusion that my legs are longer than 18 inches. I believe I get by with it by dumb luck--that is, I have the right build and the right proportion to get by with it. I cannot recall in the 12 years since I've been wearing shorts from the other side of the store anybody saying anything negative about the length of my shorts. But yeah, I'm not really going for an overall feminine look.

[pebblesf]

14 hours ago, Shyheels said:

When I think of feminising the male wardrobe I think more of borrowing from the women’s aisle than achieving a feminine look myself - in much the same way women will happily borrow whatever they please from the men’s aisle and then work with it to achieve the (still feminine)look they are after rather than trying to dress like a man.

i like adding what are perceived to be feminine boots to my style, but I’ve no interest in looking feminine overall. 

I hear ya for sure.  But, I have found/noticed that a mix of subtle "feminine gear" along with decent "masculine gear" can be a great look indeed.  Just a guy, happy to be a guy, wearing a touch of "feminine gear".  I find this to be a very confident/powerful look indeed.  Needless to say, many guys have nice long/lean/toned builds and look great in even more feminine gear, not a look I can pull off for sure... I recently bought a few pairs of women's nike leggings/work out gear pants from a thrift store, just to get a better idea of what size would work for me, and just how I would look.  I enjoy wearing them, but afraid to see an actual picture of me...Afraid I might be "overstepping", writing checks my old dad bod just cant cash!

[Shyheels]

I think the femininity of my boots in an otherwise masculine look - jeans and fuller- creates a nice frisson. It’s edgy. And satisfying.

I think a natural sensitivity and awareness of stepping out of bounds makes us more critical of how we appear in heels etc. we hold ourselves to some heightened standard. A woman would not do that. Women come in all shapes and sizes, like we do, and they buy and wear feminine clothes matter of course. 

[Cali]

Between 85 and 100% of what I wear comes from the woman's side, but other than my heels, I don't look feminine. Even with gel fingernails. More colors and fabrics to play with, better fit.

[CrushedVamp]

9 hours ago, pebblesf said:

I hear ya for sure.  But, I have found/noticed that a mix of subtle "feminine gear" along with decent "masculine gear" can be a great look indeed.  Just a guy, happy to be a guy, wearing a touch of "feminine gear".  I find this to be a very confident/powerful look indeed.  Needless to say, many guys have nice long/lean/toned builds and look great in even more feminine gear, not a look I can pull off for sure... I recently bought a few pairs of women's nike leggings/work out gear pants from a thrift store, just to get a better idea of what size would work for me, and just how I would look.  I enjoy wearing them, but afraid to see an actual picture of me...Afraid I might be "overstepping", writing checks my old dad bod just cant cash!

This pretty much describes me too.

I wear leggings a lot and while I have tried to buy better ones, the ones I like the most, and fit best for me are the $5 kind found at thrift stores.

I have worn them for so many years that I don't even pay attention to them anymore. I don't wear them in public except for maybe mowing the lawn or working in my woodworking shop. In all the years I have been doing this I have only had issues twice. Once was when I was sitting on the couch and the wife took a picture of a woodworking coffee table I had made. I was out of the picture... I thought... but the reflection in a mirror showed me which my mother-in-law just said, "Mr. Crushed Vamp looks very relaxed"...

The other issue has been... well... women in leggings SOMETIMES get Camel Toe, but being tight pants and male, let's just say sometimes I show "Missile Toe"!  🙂

[mlroseplant]

2 hours ago, CrushedVamp said:

This pretty much describes me too.

I wear leggings a lot and while I have tried to buy better ones, the ones I like the most, and fit best for me are the $5 kind found at thrift stores.

I have worn them for so many years that I don't even pay attention to them anymore. I don't wear them in public except for maybe mowing the lawn or working in my woodworking shop. In all the years I have been doing this I have only had issues twice. Once was when I was sitting on the couch and the wife took a picture of a woodworking coffee table I had made. I was out of the picture... I thought... but the reflection in a mirror showed me which my mother-in-law just said, "Mr. Crushed Vamp looks very relaxed"...

The other issue has been... well... women in leggings SOMETIMES get Camel Toe, but being tight pants and male, let's just say sometimes I show "Missile Toe"!  🙂

Yeah, that's one of the major reasons I never wear leggings as a substitute for pants. They're always in conjunction with something, usually other pants for the wintertime. In the same vein, I have discovered a pitfall of wearing shorts the length that I like, and that is when you sit down, you have to pay particular attention to where the plumbing goes.

[CAT]

5 hours ago, CrushedVamp said:

This pretty much describes me too.

I wear leggings a lot and while I have tried to buy better ones, the ones I like the most, and fit best for me are the $5 kind found at thrift stores.

I have worn them for so many years that I don't even pay attention to them anymore. I don't wear them in public except for maybe mowing the lawn or working in my woodworking shop. In all the years I have been doing this I have only had issues twice. Once was when I was sitting on the couch and the wife took a picture of a woodworking coffee table I had made. I was out of the picture... I thought... but the reflection in a mirror showed me which my mother-in-law just said, "Mr. Crushed Vamp looks very relaxed"...

The other issue has been... well... women in leggings SOMETIMES get Camel Toe, but being tight pants and male, let's just say sometimes I show "Missile Toe"!  🙂

more commonly called "moose knuckle"

2 hours ago, mlroseplant said:

Yeah, that's one of the major reasons I never wear leggings as a substitute for pants. They're always in conjunction with something, usually other pants for the wintertime. In the same vein, I have discovered a pitfall of wearing shorts the length that I like, and that is when you sit down, you have to pay particular attention to where the plumbing goes.

Leggings all the time outside of work, longer shirts, dress shirts, jacket or coat and sweatshirts. always look appropriate and aware 

[Shyheels]

Leggings for winter cycling, and wearing under trousers during winters along the canal

[pebblesf]

Someone ripped me a new one on reddit for my reply to a guy's question about wearing his leggings in public for the first time.  I responded that he might consider wearing a pair of gym/cycling shorts over the leggings in an effort to help get over feeling self concious about it.  I also mentioned that leggings on a guy can be quite revealing, perhaps not appropriate for all occasions or audiences.  Someone wrote back saying my advice was the worst ever, and that the world should "get over" the fear of seeing the human form because it is completely natural....  

Well, I didn't really respond back but disagree for sure.  Like I say, leggings can be pretty darn revealing on guys, no secrets for sure.  The rest of the world might not be interested in knowing quite that much about this man's physique and endowment.  Just the same way I would prefer not to watch a woman breast feed, especially when she refuses to cover up.  I'm not really interested in accidentally walking into a stall while someone is relieving themselves.  All of these are natural acts indeed,  but not ones most of us are interested in witnessing.  

I guess sometimes we/guys need to consider the audience.  Leggings at the gym, great.  Leggings while jogging or biking, great again.  But perhaps leggings might not be the best choice for going to the food store, or other places with alot of kids, family type restaurants, etc.  Needless to say, I think guys can look great in leggings, but not all of us can "pull off the look successfully".  

[Cali]

A long hoodie can mitigates the moose knuckle. And the pouch is great for holding things (wallet/cell/keys) because most leggings don't have pockets.  I have many different types of leggings depending on the event and weather.

Edited yesterday at 04:32 AM by Cali

[CrushedVamp]

6 hours ago, pebblesf said:

Someone ripped me a new one on reddit for my reply to a guy's question about wearing his leggings in public for the first time.  I responded that he might consider wearing a pair of gym/cycling shorts over the leggings in an effort to help get over feeling self concious about it.  I also mentioned that leggings on a guy can be quite revealing, perhaps not appropriate for all occasions or audiences.  Someone wrote back saying my advice was the worst ever, and that the world should "get over" the fear of seeing the human form because it is completely natural....  

Well, I didn't really respond back but disagree for sure.  Like I say, leggings can be pretty darn revealing on guys, no secrets for sure.  The rest of the world might not be interested in knowing quite that much about this man's physique and endowment.  Just the same way I would prefer not to watch a woman breast feed, especially when she refuses to cover up.  I'm not really interested in accidentally walking into a stall while someone is relieving themselves.  All of these are natural acts indeed,  but not ones most of us are interested in witnessing.  

I guess sometimes we/guys need to consider the audience.  Leggings at the gym, great.  Leggings while jogging or biking, great again.  But perhaps leggings might not be the best choice for going to the food store, or other places with alot of kids, family type restaurants, etc.  Needless to say, I think guys can look great in leggings, but not all of us can "pull off the look successfully".  

It is a tough question for sure.

As the Judge in the Larry Flint trial once said, “I cannot define what art is, but I surely know the difference between pornography and art when I see it”.

While different, the idea is the same here for me. I cannot define what is inappropriate, but I know it when I see it. I fully understand freedoms and have always said, “Freedom is indeed scary”, but kids… kids is where I draw the line. They should not be subjected to seeing anything inappropriate; they already see that enough without my sense of “freedom” adding to it.

I thought your reply was spot on. I love the human figure too as I LOVE art, and in fact as I type this have a large lithograph of John Collier's Lady Godiva above my desk, but there are places to appreciate art... and the human form, and places that should be sanctuary from seeing that.

Just because YOU CAN do something, does not mean YOU ALWAYS SHOULD!

[mlroseplant]

I believe the phrase was originally written by Justice Potter Stewart in one of the several important First Amendment cases ruled on by the Supreme Court in the 1960s. I can't remember the name of the case, but 30 years later, I still remember that phrase, "I know it when I see it."

I would prefer not to see the moose knuckle, and I don't really think it's a very good look. Of course the problem with Stewart's little catchphrase it that it leaves so much up to the discretion of the beholder, and is not really an objective standard. If memory serves, this was actually addressed at some point in a later case.

[pebblesf]

8 hours ago, Cali said:

A long hoodie can mitigates the moose knuckle. And the pouch is great for holding things (wallet/cell/keys) because most leggings don't have pockets.  I have many different types of leggings depending on the event and weather.

A long hoodie is a great accessory with leggings for sure....  I should have recommended this to the fellow I responded to

2 hours ago, CrushedVamp said:

It is a tough question for sure.

As the Judge in the Larry Flint trial once said, “I cannot define what art is, but I surely know the difference between pornography and art when I see it”.

While different, the idea is the same here for me. I cannot define what is inappropriate, but I know it when I see it. I fully understand freedoms and have always said, “Freedom is indeed scary”, but kids… kids is where I draw the line. They should not be subjected to seeing anything inappropriate; they already see that enough without my sense of “freedom” adding to it.

I thought your reply was spot on. I love the human figure too as I LOVE art, and in fact as I type this have a large lithograph of John Collier's Lady Godiva above my desk, but there are places to appreciate art... and the human form, and places that should be sanctuary from seeing that.

Just because YOU CAN do something, does not mean YOU ALWAYS SHOULD!

So true.  

1 hour ago, mlroseplant said:

I believe the phrase was originally written by Justice Potter Stewart in one of the several important First Amendment cases ruled on by the Supreme Court in the 1960s. I can't remember the name of the case, but 30 years later, I still remember that phrase, "I know it when I see it."

I would prefer not to see the moose knuckle, and I don't really think it's a very good look. Of course the problem with Stewart's little catchphrase it that it leaves so much up to the discretion of the beholder, and is not really an objective standard. If memory serves, this was actually addressed at some point in a later case.

For sure, "showing off" like this can detract from the total look of the outfit.   

[CrushedVamp]

21 hours ago, mlroseplant said:

I believe the phrase was originally written by Justice Potter Stewart in one of the several important First Amendment cases ruled on by the Supreme Court in the 1960s. I can't remember the name of the case, but 30 years later, I still remember that phrase, "I know it when I see it."

I would prefer not to see the moose knuckle, and I don't really think it's a very good look. Of course the problem with Stewart's little catchphrase it that it leaves so much up to the discretion of the beholder, and is not really an objective standard. If memory serves, this was actually addressed at some point in a later case.

A lot of excellent rulings came out of the 1960's on First Amendment Rights so I am not surprised that it started there.

My Father in Law had a case go before the Supreme Court in 1970 on First Amendment Rights that he won which I thought was pretty cool because so few attorneys can say they had cases go to the Supreme Court and win them. 

There are some excellent ones coming out now too, so this is another era of importance in the history of the Supreme Court. Like the overturning of Chevron Deference that went widely unnoticed but is going to have MASSIVE implications moving forward. It should have never been allowed in the first place, but just the same, once the lawsuits start simmering down and case law is established over the ruling the United States will be in a much better place where we can derive strategic planning on numbers instead of whim.