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The Jaunts of JeffB!


JeffB

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Jeff, you are always a fine encouragement! I've got to find some shorter skirts! And some decent 3-4 inch pumps. The Friday I did - just in hast, venture into my usual convenience store wearing the tights and my new 27 inch pencil skirt wear my go to work italian (mens) loafers. While an easy venture, i did not feel as stylish as I do in my Pleaser 5" heels! go figure. I'm wondering, in my ventures out in a skirt, I feel much more relaxed and almost "powerful" once I get out in public and realize not many people notice and for those that do, me pushing their expectations a bit, is at least, I think - the motivation for these feelings of control if not power. Do you have similar observations?

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Jeff, you are always a fine encouragement! I've got to find some shorter skirts! And some decent 3-4 inch pumps. The Friday I did - just in hast, venture into my usual convenience store wearing the tights and my new 27 inch pencil skirt wear my go to work italian (mens) loafers. While an easy venture, i did not feel as stylish as I do in my Pleaser 5" heels! go figure.

Men's shoes?!? YUCK!!!

I'm wondering, in my ventures out in a skirt, I feel much more relaxed and almost "powerful" once I get out in public and realize not many people notice and for those that do, me pushing their expectations a bit, is at least, I think - the motivation for these feelings of control if not power. Do you have similar observations?

Yes, I believe I do. By wearing skirts, especially short skirts, I'm silently saying to the world at large, "Yeah! I'm a man and I'm wearing a skirt! Why? Because I bloody well can! And it feels great!" I also feel relaxed an at ease with myself, and that's a tremendous sensation as well. Pushing the envelope by wearing skirts is certainly exciting!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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...I also feel relaxed an at ease with myself...

I also feel the same when I'm wearing heels. But why ?

(I'm sure many members here are feeling the same)

Is-it because our "hidden" feminine side is more present when we wear heels ?

Wondering how women feels when they wear fashion "borrowed" from the other side.

("boyfriend" jeans, cardignan, masculine looking shoes, men's hat,a tie, etc)

Do women have a "hidden" masculine side ?

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I have to honestly say, you are really looking more and more natural and relaxed in each newer picture you post of yourself in a skirt. I can't think of anything really to improve upon in any of your recent postings, I think you have truly mastered the look.

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Today was a doubleheader, and it was quite fun too!

Jaunt #116, 8/23/2011:

MORNING: As I needed groceries since I didn't go to the supermarket Sunday morning, I head there this morning. Here's what i wore:

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A blue camp shirt with my navy skort from Sears, the Blondo loafers and my Buxton bag. Nothing fancy, just casual wear for grocery shopping. I arrived at the supermarket close to seven a.m., even though there were a few more cars in the lot than on a Sunday, I just hopped out, grabbed a cart and strolled in. As I entered, I saw a tall black lady in a knee length floral dress and high heeled sandals headed for the door with bags in a cart, she nodded to me in passing. I guess she liked what I wore. There were a few more people in the store, but no one paid me any mind as I went about my business, and that felt rather good, like I was accepted, despite my attire, or perhaps more like I was uniformly ignored by other shoppers. Your guess is good as mine. I strolled the aisles for a solid twenty minutes before going to the self-serve checkout area, paid for my groceries and left.

Jaunt #117, 8/23/2011:

AFTERNOON: For my second outing of the day, I thought I'd dress up a bit more since it was midday. Here's what I wore:

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A black polo shirt, a tan, 20 inch skirt I bought from JCPenney a year or so ago, the Payless "Hazel" pumps and my short strap black handbag. I thought this to be a casual, but tasteful and stylish outfit, perfect for midday wear. My first stop was to Best Buy in the Springfield area, I parked, immediately hopped out and went in the store, pretty as you please as I feel supremely comfortable in a skirt. My purpose for being there was to buy a new radio for my desk at work after my current one which I had for the last few years gave up the ghost, I found I nice one for $29.99 which has an AM/FM radio and can accommodate an iPod which is doubly cool. Of course, I couldn't just go right to the register after I'd been in the sore for only ten minutes, so I happily wandered the aisles for another twenty or so minutes before finally going to the register with my purchase. There wasn't much of a crowd as I was there just after eleven, and what few shoppers that were in the store ignored me for the most part.

My next stop was to Bed, Bath & Beyond as I was on the lookout for some more bath towels, just like with Best Buy, as soon as I arrived, I hopped out and went in. There were more people here, and I did get a couple of double takes here and there, but I ignored them and went about my business of buying bath towels, four to be exact. Got a couple more stares while at the register, but no big deal. After leaving the store, it was close to noon, so I headed to Subway for lunch where I had a six inch roast beef sammich and a soda, both of which went down real good if I do say so myself. After lunch, I felt like some driving, so I headed out to Micro Center out in the western 'burbs, a cool place to go if you love computers, just like the other places, I hopped out of my car without a moment's hesitation and went in where I window shopped (mostly in the Apple area) for nearly thirty minutes before leaving with a new 8GB flash drive which is in the shape of a key and can put on my keyring. Seriously cool! I love gadgets!

All is all, a good day for a double outing as it was sunny and bright and temperatures comfortable, and I felt perfectly comfortable showing off my legs today, it was a lot of fun too. I understand that not all of us have the moxie, desire, or the legs for wearing a skirt (or skort) in public, I'm glad I have all three, and take advantage of every opportunity to do what I enjoy.

(P.S.: I got home after the Virginia earthquake struck, rattling nerves and everything else from Washington to Martha's Vineyard)

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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I must say Jeff that you are looking more and more comfortable in your attire as time progresses.

Shafted, the boots that is! View my gallery here http://www.hhplace.o...afteds-gallery/ or view my heeling thread here http://www.hhplace.org/topic/3850-new-pair-of-boots-starts-me-serious-street-heeling/ - Pm me if you want fashion advice or just need someone to talk to.

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Shafted: And I feel comfortable too! Something that just adds to the fun quotient that comes from wearing a skirt in public. Mr. X: Thanks! I'm glad you liked the tan skirt. It was rare for me to wear something that light in color, I had no idea how it would be received by the public, but it was pretty cool. I'm glad I paired it with the black shirt which presented terrific contrast. As always with me, it's all about the ENTIRE outfit, not just the shoes.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jeff,

Nice post and congrats on a fine outing. You have inspired me as always to go different places wearing high heels as I read your posts. I went into Best Buy based on your experiences there and I have always been tempted to go into Bed, Bath, and Beyond, but haven't yet. On my next outing in high heels, I'll go there and see what transpires. Thanks again for sharing your day with us.

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roniheels: Thanks for the kind words. Bed, Bath and Beyond is no big deal really, the place is a LOT more quiet than Best Buy (like D-UH!), you'll see more female shoppers both young and old in BBB, I've worn skirts and heels in there twice now and no one gave me anything more than a passing glance. It shouldn't be a problem for you. Let me know how your outing there turns out. rxrenesis: Very casual, my friend.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jaunt #118, 8/26/2011:

Before Hurricane Irene descends on the Philadelphia area late Saturday night, I thought I'd get in a jaunt while the sun's still out. Here's today's outfit:

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A blue polo shirt with a 20 inch black denim skirt from JCPenney, the Blondo loafers which I've truly come to love wearing for the style and comfort and my trust Buxton bag. The hot and steamy days of summer makes wearing skirts a must to stay cool. My first stop of the day was to the local branch of my bank to deposit some cash, as is often the case, these days, I parked the car nd jumped right out, confident in myself and how nice I looked. When I entered the bank, I was greeted by one of the staff while a beefy black guy in a chair ten feet away craned his neck to get a good look at me, then chuckled. Guess I made his day. No big deal. After filling out a deposit slip, I walked up to a teller and made my transaction while we chatted briefly about the oncoming storm, then I left, pretty as you please. I had never worn a skirt, or even heels into a bank before, again, it was no big deal, I just acted calm and casual and went about my business.

Stop number two was further downtown to my favorite comic book shop to buy the week's newest books, again, no big deal as everyone there is more than familiar with my eclectic sense of dress. From there, it was off to South Jersey and the Sears store at the Moorestown Mall where I had seen a nice denim skirt that I just knew I had to have, once there, I went in and found what I was looking for in my size (14, I'll show it off on a future outing), then I wandered about the women's department for a bit for some window shopping before going to the register, the saleslady gave me a nice smile as she rung up my purchase and bid my a nice day. Then it was off to Chick-Fil-A for lunch, the place was plenty crowded, but that didn't stop me from going in where I bought one chicken salad sammich and a lemonade, got a couple of odd looks, but nothing more. Then, I swung by Best Buy for some happy wandering before I left with Highlander on Blu-Ray.

After another twenty or so minutes in Barnes & Noble where I bought some manga, my last stop of the day was The Home Depot. Why there you ask? Well, I need a new bucket and ringer combo for my basement, just in case it floods down there from the projected 5 to 7 inches of rain Irene's supposed to dump on the region. The place was plenty crowded as there were all sorts of people inside stocking up on all manner of supplies to get them through the storm, after going to the cleaning supplies aisle, I found a five gallon bucket with a ringer which I'm sure will suit my needs, then I paid for it and left. Another great day as I felt so incredibly comfortable and at ease in my skirt, like it was just another article of clothing, and to me, it was, plain and simple.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Greetings JeffB :-)

Another nice outing wearing a skirt...Well done !

( I envy you. Hoping it will be my turn soon before the weather gets too cold... )

You saw a skirt at Sears ? May I ask you what type ? (Do you have the Sears sku number ?)

I'm looking for a longer denim skirt. Looks like they are very hard to find these days.

I guess they are not in fashion anymore...Too bad because I would wear one with boots !

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Greetings JeffB :-)

Another nice outing wearing a skirt...Well done !

( I envy you. Hoping it will be my turn soon before the weather gets too cold... )

You saw a skirt at Sears ? May I ask you what type ? (Do you have the Sears sku number ?)

I'm looking for a longer denim skirt. Looks like they are very hard to find these days.

I guess they are not in fashion anymore...Too bad because I would wear one with boots !

Thanks for the kind words! You have to go out in a skirt! It's great fun! As for the skirt I bought at Sears, here it is:

http://www.sears.com:80/shc/s/p_10153_12605_007E1112000P?prdNo=2&blockNo=2&blockType=G2

Finding longer skirts in the stores is difficult to impossible, but you'd have a better chance online. Here are a couple of examples:

http://www.sears.com:80/shc/s/p_10153_12605_000000000000000113740000000000000000SK03P?prdNo=4&blockNo=4&blockType=G4

http://www.sears.com:80/shc/s/p_10153_12605_00000000000000011374000000000000000SK4DBP?prdNo=2&blockNo=2&blockType=G2

I might invest in one of those, then again, maybe not since I love showing off my legs! Good luck with your search!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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JeffB :-)

Nice skirts you got from Sears and thanks for the links. I like the first long skirt a lot.

I went to visit some friends this afternoon wearing my denim skirt from Dynamite.

They are accustomed to see me wearing heels so no big deal with the skirt.

But I'm not ready to wear one in full public yet...Working on it !

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JeffB :-)

Nice skirts you got from Sears and thanks for the links. I like the first long skirt a lot.

Yeah, I like it too. I might just buy it.

I went to visit some friends this afternoon wearing my denim skirt from Dynamite.

They are accustomed to see me wearing heels so no big deal with the skirt.

But I'm not ready to wear one in full public yet...Working on it !

Understandable, but you'll learn that there's really no big deal to wearing a skirt in public. Sure, there's the predictable fears of being laughed at and/or publicly humiliated by some of the more lowbrow members of our society, heavens knows I experienced those very same fears when I wore a skirt for the first time some three years ago, but that's never happened. Heck, I've actually been complimented, so I guess I've been doing something right. As long as you look tasteful and are dressed to blend in with your environment, you should do well.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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In the aftermath of Hurricane Irene (I got through it A-OK!), and with nice weather on tap, I decided to do another freestyling doubleheader!

MORNING

Jaunt #119, 8/29/2011:

Being a creature of habit, I regularly go grocery shopping on Sunday, but with the weather positively wretched yesterday, I went this morning, and here's my outfit:

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A black polo shirt, my stylish, knee length denim skirt (which I hadn't worn in awhile), the Payless "Judy" pumps and a handbag. I don't know whether or not if this ensemble was too dressy for the supermarket, I just felt like wearing a skirt and heels, so I did. I arrived shortly after seven a.m., hopped out, grabbed a cart and went right in. Once inside, I purposely took my time since I wanted to stretch out the chore, and enjoy being in my outfit as much as I could, since it was early (that way, I avoid crowds and can get in and out), there weren't many shoppers, and what few there were paid me no mind, which was okay. I wound up spending a good twenty-five minutes or so in the store before leaving. After I did, I drove across the street from the market's parking lot to a nearby convenience store to buy a newspaper, the cashier gave me a smile and hoped I had a nice day. Not a long jaunt, but enjoyable nonetheless.

AFTERNOON

Jaunt #120, 8/29/2011:

Because temperatures were mild and comfortable after Irene blew through (the mercury never went beyond 80), I decided to do something unprecedented, well, unprecedented for me anyway:

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My black blazer over a blue t-shirt, my 17 inch dark denim miniskirt and, my Pleaser 8868 thigh high boots! That's right, folks, for the first time ever, I wore boots in the summer! I'm sure thighbootguy will be overjoyed about this. I'll admit here and now that I always found it downright foolish to wear ANY sort of boots in the summer, especially in this neck of the woods where the combination of heat and humidity can makes things downright wicked, but since today lacked either, I decided to give it a try, and I'd show off my outfit at Parx Casino in Bensalem where I've worn nothing BUT skirts and/or heels. Admittedly, it did feel very odd at first (wearing boots in August, I was long used to short skirts), so it took a few minutes after I arrived at the casino to gather myself before getting out. Taking a deep breath, I casually crossed the lot to the front door, with each step I took, my personal comfort level increased, once inside, I did catch a couple of double takes right away, was it because of the skirt or the boots or both?

I strolled through the casino floor, stopping here and there to play a slot machine that caught my interest, every now and then, I caught more than a few odd looks or long glances, but, for the most part, the people in there were too busy playing the slots. I was in the place for little over an hour but had no serious luck, so, after spending the $100 I allot myself for my gambling visits, I turned and left. As it was only 1:00 p.m., I drove back into the city then headed west for Springfield to goof off, I was feeling better about wearing my ensemble and wanted to show off a bit. I stopped at a gas station enroute, at a pump next to mine was a young woman filling up her Jeep, she looked me up and down, smiled and said: "Wow! Your boots look so cool! Where did you get them?" I replied that I bought them on Amazon.com, she then said, "Hey! If you can wear those boots, then go for it! They're sharp!" With a smile, I thanked her for the compliment before she left. Not one word about the skirt though. Ain't that something? Heh!

From there, I went to Best Buy, but it was closed because of a power outage thanks to Irene, no problem, I them steered my way to the strip mall where the Borders store was being, well, stripped as part of it's going out of business sale. The inside of the place was plenty full of shoppers taking advantage to the deep discounts, caught a few more looks, but no one made a scene, not even the kids and teenagers who were in attendance. Spent a good ten minutes in a long line to get to the cash register with a couple of manga titles as the corpse was being picked clean. And from there, I went back home. Reflecting on the afternoon outing, I found myself surprised at how easy it was to wear boots in a summer month if the conditions were just right (which doesn't happen here all that often), easier than I thought in fact, and pairing my thigh boots with the denim miniskirt made me feel great, it made for a terrific outfit that I loved wearing. With summer winding down and fall on the way, I intend to wear that combination again.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Greetings JeffB :-)

Outfit # 2...Wow I'm very impressed ! (Can't wait to read thighbootguy's reply !)

I agreee with the girl at the gas station. Looking good !

(BTW, you did not desbribe what she was wearing...)

You are wearing boots in August. Now wondering what you will wear this winter ?

Well done !

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The young woman at the gas station was spot on: "They're sharp", as is the whole outfit which just oozes confidence. You're always saying "bravo" to others, have a big "bravo" yourself too!

If you like it, wear it.

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OMG Jeff you nailed it with that second outfit. That is the best ensemble with a skirt I have seen on you yet. That's stylin' dude.

Shafted, the boots that is! View my gallery here http://www.hhplace.o...afteds-gallery/ or view my heeling thread here http://www.hhplace.org/topic/3850-new-pair-of-boots-starts-me-serious-street-heeling/ - Pm me if you want fashion advice or just need someone to talk to.

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danielp6406: Thanks for the kind words! As for the girl, she wasn't wearing anything special, just a tank top, jeans and sneakers. Regarding what I'll be wearing come winter, more boots of course, the short skirt will be optional, depending on how cold it gets! HA! SleekHeels: Many thanks! You certainly have to have confidence to wear what I did yesterday. For a time, it felt...unusual to wear boots, especially thigh boots in August, but once I got over that little mental glitch, it became great fun. Enjoyed it immensely! Shafted: I appreciate your kind words on my outfit. I loved wearing it. As the weather eventually grows cooler, I'll certainly give that outfit another spin in the future.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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WOW JeffB… Looks great! There are lots of things I could say at this point: I could launch into a discussion about wearing thigh boots making such a strong statement that you can get away with wearing anything else with them, or An interesting discussion about how thigh boots complement short skirts and that it works both ways, or An admonishion about sacrificing good fashion for comfort (wearing boots in warm weather), or A reminder that any advice you get on this board should be taken with a grain of salt (a large one), however I’ll resort to a phrase my mother told me never to use… “Told you so.” :)

I dream of a world where chickens can cross roads without having their motives questioned.

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Yo, thighbootguy! Yes, you were right on all points! Heh! I bow before your tremendous wisdom, my friend. I'd have to say that was one of the more enjoyable jaunts I had been on in quite a while, it certainly felt exciting to wear a short skirt and thigh boots, and it was great fun as well! Can't wait to do it again! In the meantime, I gotta see about getting my hands on a black denim or leather mini! That would be seriously cool!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Another day, another doubleheader! But this one is special as I equalled my all-time one year high for jaunts from 2009 at 42. Whoo! And with three months and 29 days left in 2011, I think it's safe to say I'll establish a brand new high!

MORNING

Jaunt #121, 9/1/2011:

Just a quick trip to the supermarket to buy some odds and ends, but it gave me a chance to break in a new pair of shoes I had ordered and got in the mail yesterday. I must warn you, they won't thrill anyone:

http://ep.yimg.com/ca/I/snaz75_2174_1579285387

Yes, a plain old, flat heeled penny loafer made by Pleaser (called "Popstar"), and I've been looking for a shoe like this for a long time. As I've evolved to wearing only women's clothing and shoes on my outings, I wanted to get my hands on more casual styled shoes, and these filled the prescription. As for the outfit:

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A navy polo shirt, a 17 inch denim skort (both from JCPenney) and my trusty Buxton bag. Nothing at all flashy, and that's just the way I wanted it for my little trip. Okay, maybe the skort might have been a tad flashy, given how short it was, but I wanted to have a little fun too! It was about 7:30 a.m. when I arrived at the supermarket, I hopped out and strolled right in where it wasn't too terribly crowded, so I went about my business, stocking up on those odds and ends like cereal, milk and iced tea as I love iced tea. Didn't get any stares or double takes in the twenty or so minutes I was in the store, but I did get a few giggles from some people in a car just outside the market when I left, but I ignored them. After going across the street to a nearby convenience store for the paper, it was back to the barn. I've come to enjoy wearing the skort because it's stretchy, comfortable and moves with me as I walk, and the heels of the loafers provided a good click on the pavement, a plus for me.

AFTERNOON

Jaunt #122, 9/1/2011:

My 42nd outing for 2011 was to a particularly special place, a place I had never been to before and had no idea what to expect, but that didn't stop me from going ahead with this outing. What is that place you ask? Here it is:

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Yep, the world renowned Philadelphia Museum of Art! And here's what I wore:

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The white K-Mart campshirt, the 17 inch Old Navy denim miniskirt which I had worn to Parx Casino on Monday and the Pleaser 8868 thigh high boots. Just like on Monday, it felt damn good to wear the miniskirt/thigh boot combo, if anything, I was more comfortable today than I was on Monday. Even though I've lived in Philly all my life, I had never been to the Museum before, save for climbing the legendary steps like Rocky Balboa had done. And no, I didn't do that this time! After parking in the underground garage (had to go around the building twice before I found it), I parked, climbed out and walked to an elevator which I rode to the street level with three other people, none of whom paid any attention to my attire. I had to cross a street and a parking area for schoolbuses to enter the building, there wasn't much of a crowd in the lobby where I bought my ticket and went about wandering the sights of the museum, looking forward to what I was hoping would be a fresh and unique experience as I soaked in some culture.

Like I said, I had never been in here before, so I was extremely impressed with everything I had seen: paintings by the ton, sculptures, tapestries, statues, pottery, a wing devoted to arms and armor, a recreation of an ancient Japanese teahouse, so forth and so on. Wow! So much stuff to see, and I didn't see it all, even after some two and a half hours, it was an absolutely amazing place! Words fail me in describing just how incredible this museum truly is! Meanwhile, my attire did earn me a few odd looks and glances here and there as I casually wandered the place, but that was to be expected, what I didn't expect was a member of the security staff, a thinnish black woman to tell me she liked my boots. I grinned and thanked her. Then, some thirty minutes later, another black female security person approached with with a big grin and said she wanted my boots because they looked sharp. I smiled back and said I couldn't since it would mean walking around barefoot, she chuckled and offered her sneakers in trade. I found that funny.

All in all, the museum trip was a blast for me. I got to wear my mini and thigh boots while soaking up plenty of culture. And I got two compliments on the boots! What more can a freestyler ask for? Oh, yeah, I never felt so much as a minute of apprehension, despite venturing to a brand new place, I felt calm, cool, comfortable and confident that I looked good enough to wear that outfit anywhere, anytime. Since I hadn't seen everything in the museum, I plan to return there for a jaunt in the future. Of that you can be sure!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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JeffB – I'm glad you enjoyed the museum for the museum's collections sake and in addition found it's a good place to go heeling. Most large museums will have something for everyone's taste and the larger the museum, the more stuff there is to enjoy. I tend to spend most of my time in the early European and Impressionist sections. I also take a museum provided folding stool with me so I can sit and sketch. The operative word there is "sit". When I'm at a museum for hours, it isn’t all walking around.

Most museum guards are board out of their minds and having someone "interesting" come through can make their day. I have encountered a few dour guards, but the vast majority of them give me a wave or a verbal greeting whenever I see them. If you really want to get on their good side, ask something about the art, many of the guards know quite a bit and are more than willing to share their knowledge.

I've found most (but not all) of the folks visiting the museum to be very open minded about a guy in high heeled boots. (Most of the time I'm wearing jeans so I can more easily sit on a folding stool.) Again, asking someone about the art at which they are looking is a good conversation starter. People are interested in talking about stuff they are interested in, even if it's to a guy in boots.

Thanks for sharing the excellent adventure.

TBG

I dream of a world where chickens can cross roads without having their motives questioned.

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TBG: Thanks for the tips! Muchly appreciated! Yeah, the museum was utterly fascinating, totally unlike anything I expected, makes me wonder why I never visited the place sooner! By the by, I did make a note to sit and admire artwork every now and then as there was stuff that just needed longer looks while giving my feet a break. Also, in retrospect, I found it rather humorous that those security ladies noticed the boots more than the skirt. Heh!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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TBG: Thanks for the tips! Muchly appreciated! Yeah, the museum was utterly fascinating, totally unlike anything I expected, makes me wonder why I never visited the place sooner! By the by, I did make a note to sit and admire artwork every now and then as there was stuff that just needed longer looks while giving my feet a break. Also, in retrospect, I found it rather humorous that those security ladies noticed the boots more than the skirt. Heh!

This is exactly how I felt after my first few visits to our art museum. As TBG says it is a great place to wear high heels. The ladies at our museum always comment on the high heels that I'm wearing. I am so glad you had a great outing and a good time.

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This is exactly how I felt after my first few visits to our art museum. As TBG says it is a great place to wear high heels. The ladies at our museum always comment on the high heels that I'm wearing. I am so glad you had a great outing and a good time.

Ahh! Culture...and freestyling! An unbeatable combination! Heh!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jaunt #123, September 2, 2011:

Well, I guess I'm hooked. For the third time this week, I wore the denim miniskirt/thigh boots combination on a jaunt, and it was just as thrilling for me as the previous two outings. Here's today's outfit:

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My gray blazer over a black t-shirt, the 17 inch Old Navy denim miniskirt, the Pleaser 8868 thigh high boots and my short strap handbag. I couldn't help but feel a certain sense of excitement as I went out and about, my first stop was to the main branch of the city's Post Office as I was low on stamps, after arriving, I hopped right out, crossed the street and went in. There wasn't much of a line, so I was in an out in little under ten minutes, but not before I got a rather bemused smile from the female clerk who waited on me, but didn't say anything other than asking me what I wanted and thanking me for my business. My next stop was further in the downtown area and a convenience store I often frequent to buy my Powerball Lottery tickets, Had to park over half a block away from the store on a busy street, so I got more than a few stares and double takes from motorists and other pedestrians, I guess I made for quite a sight to them (couldn't help wondering if any of them snapped pics of me with their camera equipped cellphones).

From there, it was off to South Jersey and the Chick Fil-A restaurant near Moorestown Mall for lunch. The place was crowded, and boy, did I get some stares when I went in, but it didn't matter, hell, I might've been surprised if no one stared, I know I'm beyond what society considers "normal" attire for a man, so I've come to accept that fact of life. I simply ordered my meal, sat down, ate, then left, no one said anything to me, not even little kids (a couple of whom pointed), then I left, simple as that, but I did feel the nerves from all those stares, won't deny that. From there, I went to Barnes & Noble which was quieter and more serene, spent a good twenty or so minutes there before leaving with some manga, finally, I dared to go to Best Buy, it was fairly well crowded in there as well, and yes, I did get some more stares, but no one said anything, nor did I hear any snickering behind my back, after little over half an hour, I left with Mr. & Mrs. Smith and Shooter on Blu-Ray. From there, I headed back home to Philly.

Not exactly a long outing, but it was still fun in its own way because I got to wear my miniskirt/thigh boot combo, like I said, it was plenty exciting, pushing the envelope just a little further in what I had done today. Just like the last two times, it had been quite the adrenaline fueled rush, thumbing my nose at society as a whole by wearing what I like instead of what society tells me to wear. Who cares if my clothing came from the women's side of the aisle, it's my choice, and I'm more content with that. And if a pic of me shows up again on someone's website, so be it, that's the price I pay for being a freestyler. Oh, before I shove off, just thought I'd let everyone know that I recently won an eBay auction for a black leather miniskirt, the payment was made this morning and I should get it a week or so from now. And yes, as soon as it arrives, I'll wear it on a jaunt!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Greetings JeffB :-)

Another great outing wearing your thigh boots ! (Nice boots)

But (IMHO) the gray blazer don't fit well with the demin skirt and boots.

The style of blazer and skirt are too different to be worn together...

I think the blazer would look much better with trousers, or a classic (longer) skirt and stiletto.

This is only my opinion...

PS: I'm sure your new leather miniskirt will look very good with your thigh boots !

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