pebblesf

Well, you are so right..  Trying to wear heels that are ill fitting, or too high will only result in pain and frustration during extended outings.  The strange thing is that a higher heel does not necessarily correlate to difficult/painful walking.  Sometimes, a lower heel can be uncomfortable, I guess it all depends on how the shoe/boot is engineered.  And block heels are not necessarily easier to walk in than stilettos.  I am guilty of buying used boots that are a bit too small because I love the style or the way they look, thinking they will "stretch out" is usually a waste of time. 

I did gamble on this new pair of Sam Edelman boots with 4.5" stiletto heels, these are women's size 10s, I usually wear 11s.  I am so thrilled because they fit perfectly with thin no show gym socks, or perhaps some hose/tights.  These boots are so easy to walk in, even when compared to the block heeled boots I own, except my Frye cowgirl boots with 3" heels.  Sizing varies so much between manufacturers, even different styles from the same manufacturer.  Be sure to check return policies before buying new boots online.  I wear these Sam Edelmans so often, I recently found another new pair and bought them quickly.  Needless to say, stiletto boots aren't the best choice for extended wear outside on the streets, have already replaced the heel tips three times. 

I always wear my boots with levis, but like 511s best. The latest pair of 511s has a little stretch to them, so they fit perfectly over my boots.  Sure hope someday I will have enough confidence to wear my boots over my levis.  I don't have the bod to pull off much from the "other side of the store", but feel I look good wearing guys clothing with boots.  Just wish my better half felt the same way....D 

Interesting article, I guess my ideal heel is about 4"

We all strive for this!

I love driving in boots...

Great combination of boots and jeans

Good for you buddy, we need to break down society's stupid stereotypes.  I truly feel most guys have a thing for heels, there just aren't many that have the guts to explore and enjoy heels...I feel it takes a strong/confident guy to wear the heels he likes publicly, regardless of reactions.....

Keep in mind, folks that bark the loudest are usually the most "heels frustrated" for sure...

On ‎3‎/‎15‎/‎2018 at 11:15 AM, jeremy1986 said:

Keep it up, @pebblesf - everyone has to be comfortable with where they are at

Thanks buddy...I have come a long way from where I began a few years back, still more barriers to knock over though!  Wore my skinny 511s with my boots today, so it was near impossible to hide the heels...Wolfed down a cheeseburger at 5Guys with my heels straddling the stool, felt good...

You are right, of course.  My levis are slowly creeping upwards and showing more of my boots.  Quite frankly, I don't have the !@#$s right now to wear my boots loud and proud, with jeans tucked inside the shafts.  But, I do wear my boots publicly, and get just a bit bolder every day.  Look forward to the day when I tuck the levis inside the boot shafts, and laugh off any negative comments...

I love wearing my boots in the snow also!

Always welcome and accepted here....

I work for the airlines, so travel the US frequently.  Usually layover in NYC, Miami, Dallas Tx, or Los Angeles Ca.  So, let me know if and when you will be in the US, would be very cool to meet up and go for a stroll in heels.  Don

6 hours ago, Pierre1961 said:

Yes! I am traveling a lot. If anyone wants to join

Would love to join you sometime!

6 hours ago, Pierre1961 said:

I already do it at night! 

With someone else it would be easier. 

You are so right buddy....Heeling is so much easier when out with another heeling buddy, "confidence in numbers" I guess....

On ‎7‎/‎26‎/‎2017 at 7:40 AM, Pierre1961 said:

Perfectly ok. I would wish to walk you down the street with my high heels ! 

I hope you are able to take that heeled public walk real soon buddy, sure feels great...Don

oh yeah, hot boots

I remember punishing myself the same way....My life would be complete if I could help just one poor guy from wasting years away with self punishment like I did....

The fact of the matter is that many guys have a secret desire to wear women's clothing....This does not mean you are gay, or a freak, or anything like that.  Please trust us when we tell you that.  Please take advantage of all the like minded guys you will find here, hopefully we can help you get over your unfounded fears. 

Again, the truth is that many guys have a thing for women's clothing of one sort or another.  Most keep this as a secret desire and never act on it.  Many guys have real nice figures and look amazing in fem gear.  Times are changing, hopefully we can break down some of society's silly stereotypes. 

Please stay in touch with us and let us know how you are doing...Don

those boots are HOT

Those boots look great on you, especially with jeans!

Great job buddy!  I know how you feel, we all have felt that way, but it dimishes with each heeled outing we take! 

Can't wait to hear about more outings...Don

Cheers to you Clarissa! I can certainly learn a valuable lesson from you...

Amazing! I admire your courage to "push through" the nervousness and press on trying on the boots! Your courage was rewarded by a great experience...A great example for all of us to follow!

I remember staying at my buddy's also....I used to wear his cowboy boots and jeans! I would later find his Mom's boots and wore them as well! That really felt great.