JeffB

Thanks for the kind words, bluejay! Yes, at this time of the year, I see women in riding boots everywhere, they work well with just about everything: snug jeans (tucked in), leggings and skirts, both long and short, that's why I was so eager to get my hands on a pair myself. And yes, no reason men can't enjoy them too! As for the slides, I don't mind putting them away for the season, but they'll be back come spring!

Hey there, Mr. X! Welcome back! I love your latest ensemble! Very nice indeed, especially the boots! Mondo sharp! And the jacket is cool too! Well done, my friend!

Not to brag or boast, but I have exactly 60 skirts in my closet (I counted yesterday) at present. Every length from a 15 inch mini to a 40 inch floor duster; denim, corduroy, wool and other fabrics; A-lines and pencils; and in various colors, solids, plaids and patterns. Is that enough for me? To be honest, I'm not sure. I love wearing skirts so much, I can't say with a straight face that I do have enough.

Well, with cooler weather here, I probably won't wear the slides again until next spring.

I'm so glad you approve of what I wore. Heh!

Hmm! I'll have to visit that website you mentioned. Double heh!

Well, in my humble opinion, fashion freestyling doesn't always involve heels. And I loved wearing those flat boots yesterday which went well with my outfit. By the by, I plan to wear those boots with one of my shorter skirts. Hope you're enjoy your boots.

Thanks for the kind words.

Very nice! I like the hat too! Tops off that outfit perfectly!

A poncho! Hmm! Intriguing! I wonder if that would pair well with a skirt? I might have to give that a try!

Jaunt #288, 10/17/2015: A considerable chill descended on the region early yesterday morning, with with temps only in the upper 50's, but that didn't stop me from going on a planned outing as I dressed appropriately in my black leather jacket over a magenta mockneck sweater, a 20 inch denim skirt I bought at Burlington Coat Factory, black tights, a black handbag and, last but not least, my newest footwear---Elites by Walking Cradles riding boots. I've been dying to get my hands on a proper pair of riding boots for years, but didn't like the offerings which either didn't come in my size or had outrageously wide shafts that I knew wouldn't work for me, but then I found the Elites at Maryland Square, so I took a chance and bought a pair, and I'm glad I did. These boots are positively delightful, fit well and looked great, matching well with the skirt I chose to wear with them. It really felt great to finally wear riding boots just like most women do at this time of the year and that made my outing all the more enjoyable.

My first stop was downtown and my friendly neighborhood comic book shop, parking a block away so I could enjoy a little walk and be seen, of course, no one paid me any mind, but then, I was used to that as a guy in a skirt isn't any sort of attention getter. After twenty minutes in the shop, I headed down to Rittenhouse Square and Barnes & Noble where I bought a couple of sports magazines and renewed my membership. With time to kill, I walked further down the street to the Apple Store, mingling easily with the usual Saturday crowds, no one giving me so much as a glance, at the Store, I was hoping to get a glance of the new and larger iPad Pro with a 13 inch screen, but it wasn't there, a salesperson told me it wasn't due in until November, but that a lot of people asked about it. Walking back up the street at a casual pace, I returned to my car and drove over into South Jersey and the Moorestown Mall area where I had lunch at Wendy's where I got my first extended stare, as usual, that came from a young child, a six year old boy who openly expressed curiosity, but then, I was used to that too. After lunch, I headed to Best Buy for some ogling of gizmos and the like, something that never gets old for me, finally leaving with season one of Sleepy Hollow on Blu-Ray for $19.99. WHOO! I love a bargain! More shopping followed as I drove to Sears where I bought two new corduroy skirts and a couple of nice v-neck sweaters as my goal was to stock up on seasonal fall attire, from there, I swung by JCPenney at the Cherry Hill Mall where I bought two more sweaters before heading back home.

I'd say this jaunt felt all the more special because I absolutely loved wearing my riding boots, and with cooler weather in place, I'll have more opportunities to trot them out in the weeks to come as I settle into wearing sweaters and heavier skirts. More to come....

Once again, well done! The contrast between your jeans and boots is amazing! Your sense of style is tremendous!

Thanks for the kind words. With cooler weather right around the corner, I swapped out my tank tops and short sleeves for my sweaters, turtlenecks and heavier skirts yesterday. In fact, with temps only in the mid 50's for the weekend, I plan to wear tights and boots on Saturday, but not what you expect!

Thanks for the compliment, TBG! I go to great pains and spend a lot of time putting together outfits for my jaunts. If I'm going to wear women's clothes and shoes in public, then it's important to look my very best, and I'm fairly fanatical about that. I'm not much for mall crawling in fashion freestyle mode either, but I see it as a challenge to see just how far I can push the envelope.

Kilty: TBG is right! You should start your own thread. I think that would be fun. I know I have fun with mine.

Jaunt #287, 10/12/2015:  Wow! Hard to believe my last outing had been in mid September! Where did the time go? Anyhoo, with yesterday being a holiday, and with a chore to take care of, it was time to head back out for a jaunt on a sunny and chilly morning in my blue denim jacket over a short sleeved red t-shirt, my black denim pencil skirt, the Payless “Karmen” pumps in black and a black handbag. I must say it felt darn good to be back in a skirt and a pair of pumps, and this made for a casually dressy outfit.

As for that chore, a few days earlier, the check engine light went on in my car, so I called the dealership and arranged for an appointment to have it looked at on Columbus Day. I arrived at the dealership for my nine a.m. appointment, and after checking in, I retreated to the lounge area where there were over half a dozen people there getting their vehicles services, none of whom paid me any attention as I took a seat and watched TV. About an hour in, a service representative came and told me what the problem was, that it wasn’t serious and would take a couple of hours to fix, I was in no hurry, and since the repairs were free since my car was still under warranty, I didn’t at all mind waiting. By noon, I was out and on the road, I headed westward into Springfield, my first stop was to Arby’s for lunch where I had a Beef & Cheddar sammich with bottled water, mighty good. From there, I headed to my home away from home, Best Buy where I spent well over half an hour gazing at all the newest gadgets and gizmos and envisioning what I could buy if I won the lottery before heading to checkout with a Blu-Ray copy of Avengers: Age of Ultron.

My last stop of the day was to Springfield Mall, a place I hadn’t visited in quite a long time. Because it was a holiday, the mall was fairly full, but I walked through the place at a slow, casual pace, earning me a few stares and double takes here and there, usually from young kids, but otherwise, no one gave me anything in the way of attention while I was there, ending with some time spent in the mall’s anchor store, Macy’s as I wandered the women’s clothing areas, saw some nice skirts and dresses, but their prices weren’t exactly to my liking. Strolling through a mall full of people can be a challenge, though not one I indulge in often, but this little adventure went well. All in all, a pretty good outing I enjoyed, and that’s the important thing. Meanwhile, with cooler weather right around the corner, it'll soon be time to put away my summer tops and break out the long sleeves. More to come....

ANDROgenius: Wow! That is an absolutely awesome look! You definitely do have style! Bravo!

Hmm! Curious. What would you find louder, the rustle of that skirt or the click-clack of high heels?

I'm still around, Kilty, just been busy of late. As for that next jaunt, don't quite know yet, but I hope to go out again soon. A pity about the skirt you said you disposed, leather is nice, but darn expensive. Good luck with that!

I've worn Karmen pumps for two years now and found them to be comfortable. I'm sorry to read that they didn't work out for you, jim. And, yes, I posted a positive review on the shoes. I wouldn't have done so if I didn't like them.

Well done, my friend! That is a very dynamic look! I like it a lot!

Kilty: That's a nice looking outfit there.  Quite stylish. The boots were a nice touch.

SF: Nahhhh! I stayed home the whole weekend and watched the Pope on TV.

Cool outfit, Newfie! As for having gone ignored, I've always maintained that people are too wrapped up in their own lives and affairs to pay any attention to a guy in heels. Keep up the good work!

TBG & Mr. X: I will do my best to present a look similar to the photo I posted. I'm excited by that outfit, mainly because of the thigh boots, I don't think that ensemble would've worked with any other footwear, and that's why I'm eager to wear it.

Kilty: That's a nice outfit. I'd like to give that a try myself. Meanwhile, I remember Payless offering gold toe cap pumps, but they didn't come in my size, otherwise, I would've bought a pair.

Kilty and TBG: Thanks for the kind words! Much appreciated. I'll see what I can do about wearing blue more.

While I'm not the type to preview outfits I plan to wear, I'll soon be wearing a variation of the ensemble below:

I had seen that picture on the website of an online retailer well over a year ago and had become really intrigued with the outfit because it was sharp and dynamic and thought would look great on me. I already had the turtleneck and thigh boots but had a devil of a time finding the skirt until I discovered one similar to that at Old Navy a week ago. So I now have this outfit ready to go and I'm eager to trot it out in public. What do you think?

Jaunt #286, 9/19/2015: So, on this, the last weekend of summer, with a goodly amount of sunshine and warm temps, I headed out for the day in a blue campshirt, my 20 inch tan chino pencil skirt, the Payless "O'Malley" platform wedge slides in blue/pink and a black handbag. I've been pleasantly surprised at how well the slides go with a variety of outfits I've worn of late, especially since those have been my shoes of choice for the last couple of months now. My first stop was to a branch of my bank to tap the ATM machine, while taking care of business, a black man who looked to be in his late 20's or early 30's looked at me and said, "It must be great to be who you want to be." Not expecting such a comment which I'm sure was about my clothes, I grinned back and said "I do as best I can." He nodded and wished me a good day. I must say that was quite a surprise and a good way to start my outing.

From there, I headed into town and my friendly neighborhood comic book shop to peruse the week's newest offerings. While walking to the shop, I passed a young woman walking her dog, she gave a little wave and said, "Cute shoes". I grinned and thanked her. Two compliments in one day! That has to be a record of sorts. Heh! After a good twenty minutes in the store, most of it spent chatting with the staff about last Monday's Eagles loss to Atlanta, I returned to my car and drove into South Jersey, lunch was at Wendy's where I enjoyed a BBQ pulled pork sandwich. Big time yummy to say the least. The next stop was to Barnes & Noble for some quality time spent reading the latest football (the U.S. variety) magazines for nearly an hour before heading to the register with a couple of anime magazines. My last stop of the day was to Sears for some shopping, buying three new skirts, one plaid, one print, the other, tan corduroy, tailor made for the upcoming fall season. As I said previously, I plan to branch out with my skirt wearing to include plaids and prints.

Meanwhile, it was good as always to wander about in the clothes I choose to wear and go basically ignored, however, getting compliments on my attire is always welcome because open minded people appreciate how I look and how I conduct myself. More to come....

Bought these shoes from Payless yesterday, the "Karen" pump in 13 wide. My first ever pair of peep-toe shoes, I found them to be quite stylish with the ornament on top and four inch heels. I'm most eager to wear these classy looking shoes with hosiery (like in the enclosed picture) and my dressy pencil skirts.

Well done, freestyle! That's an outstanding outfit and you wore it like a champ!

Oh, I have pencil skirts, even a couple in black knit, and I'll be wearing them in the weeks to come. My plan is to work in outings here and there where I get dressed up instead of casual outings.

Well, it's still too hot and humid in these parts for hosiery, so I'll just have to wait awhile for that.

Thanks for the kind words. I liked that plaid skirt which was perfect for spring and summer because of how light it is. I plan to experiment more with prints instead of wearing solid colors. By the by, I like the idea you provided. Another objective is to wear more feminine looking tops in the future.