JeffB Posted January 30, 2017 Author Share Posted January 30, 2017 Jaunt #354, 1/29/2017: Since I first started wearing skirts full time on my outings back in 2013, the notion of wearing a mini during the dead of winter was absolutely unheard of, it was knee lengthers or longer between December and February. The rationale was understandable since it was too cold to wear anything so short, especially in the northeast corridor where I live, however, I've come to accept that it's not only possible to wear miniskirts in winter, but it's quite fashionable to boot. Take yesterday for instance, even though temps barely tickled 40 and was appreciably chilly, that didn't stop me from going out in my black faux leather jacket over a magenta crewneck sweater, a 15 inch denim miniskirt, black knit leggings, the Payless "Martinez" booties in black and a new black satchel bag from Sears. Thanks to the leggings, I felt perfectly warm, despite the short skirt, and THAT is the key to wearing a mini in winter, keeping your legs warm, and that led to an enjoyable downtown outing. It took a little while to find a parking space, but my first stop afterward was to my friendly neighborhood comic shop a block away where I spent a good twenty minutes discussing the Sixers and the Eagles before stuffing the books I bought in my large, roomy bag before heading down Walnut, thrilling to the loud clicking of my heels on the pavement and how good I looked in my outfit, drawing nary a stare of second glance for half a mile as I went to One Liberty Square where I enjoyed a late lunch (around 1:30 pm) in it's food court, then spent another fifteen minutes or so in the atrium downstairs checking email, legs crossed and skirt hiked for all to see and I didn't care, nor did anyone else care as they came and went without noticing me. I felt a strong sense of empowerment from wearing a miniskirt because I was bold enough to be out and about in the darn thing in the dead of winter, telling standard convention when it comes to fashion and what men should wear to take a long walk on a short pier. All in all, my two hours downtown on a chilly day in a short skirt was most enjoyable, and I look forward to doing that again soon. More to come.... 3 I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
Thighbootguy Posted January 30, 2017 Share Posted January 30, 2017 The only improvement I would suggest, especially in the dead of winter, is to break out your thigh boots. 3 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
SkirtDude Posted January 30, 2017 Share Posted January 30, 2017 TBG's right, that length skirt would look great with thigh boots. But I know Booties are "in" now Thanks for the Jaunt, though! A very bold look. I'd be freezing in that though ! 1 Link to comment Share on other sites More sharing options...
Mr. X Posted January 31, 2017 Share Posted January 31, 2017 Looking good Jeff! Short skirts suit you. Well done! 1 Link to comment Share on other sites More sharing options...
bluejay Posted January 31, 2017 Share Posted January 31, 2017 Nice look JeffB. Too cold for me to wear regular tights, when the temp is in the 20's. I have several pairs of fleece lined, footed tights, that I can wear out on a cold day. They're very warm except when the wind blows at 40 MPH. I wear mine with knee boots, tunic length, fleece top, with a thigh length women's parka. I don't like long skirts, as with the tunic length fleece top, no skirt is needed, so my legs are still on view and warm too. Happy Heeling, bluejay 1 Link to comment Share on other sites More sharing options...
JeffB Posted January 31, 2017 Author Share Posted January 31, 2017 TBG & SkirtDude: I'll see what I can do about breaking out the thigh boots. However, I can't deny the booties are irresistable to me of late and are fun to wear. Mr. X: Thanks for the kind words. The short skirt was fun to wear, maybe because it was short. Heh! bluejay: Because of my height, it's difficult to find a properly fitting tunic, but, I continuing trying to find one. I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
JeffB Posted February 5, 2017 Author Share Posted February 5, 2017 Jaunt #355, 2/4/2017: Despite abundant sunshine yesterday, temps struggled to break the low 30's, so, I decided to go on my outing at a mall where I could be inside where it's warm. The mall in question was King of Prussia, the second time in three months I've been there on a jaunt, garbed in a black leather jacket over a dark gray mockneck, a denim button down skirt, black tights, the Walking Cradles "Elites" riding boots and a black satchel bag. The mall wasn't quite so crowded like it had been back in December what with scores of people doing their Christmas shopping, but, given how KOP is said to be the second largest mall in the country, the place was still plenty packed for a Saturday, and yet, when I entered the mall from the indoor parking lot, no one paid me any attention as I slowly strolled the place, after my first stop at the comic book shop, I went to the food court for lunch, and even though it was packed, no heads turned, no one giggled or gave me odd looks as I bought a couple slices of pepperoni pizza (something I haven't had for awhile) and a bottle of water and sat down to eat. Following lunch, I went about strolling through the mall, window shopping here and there, wandering in a store here and there, pausing to enjoy an Auntie Anne's pretzel with a cup of lemonade while checking my email for some thirty minutes or so. Walking into the Apple Store to check out the new MacBook laptops, one of the salespeople, a youngish, beefy black man told me he liked my boots, I smiled back and thanked him. I wound up leisurely wandering the mall for well over four hours, buying a few things along the way, but not much stuff, but the real treat was being able to blend in with my surroundings and be treated just like everyone else in the mall, heck, I could've easily stayed longer and had dinner there, but I wanted to get back home before dark, still, it had been a most enjoyable experience, demonstrating how a man can openly wear a skirt and other female accouterments, including a big handbag in public and not be seen as an oddity or a sideshow, but then, I had proved that claim a long time ago, only I had done so in a huge mall full of people, that was what made the outing all the more fun. More to come.... 5 I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
Thighbootguy Posted February 5, 2017 Share Posted February 5, 2017 2 hours ago, JeffB said: no one paid me any attention as I slowly strolled the place Again I'm not surprised at the level of attention you garnered. Your outfit seems designed to blend in, and knowing that is your goal, well done. I'm still not a real fan of those ridding boots with a skirt. I think they would look better with jeans or slacks I know you like them, and the guy in the Apple store likes them, as well as others here at hhplace, but I think your heeled booties would have looked better. It does sound like you had a grand and fun outing, so again, well done. Since Punxsutawney Phil saw his shadow, there are at least six more weeks of thigh boot weather, so you haven't missed the opportunity yet. 1 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
SkirtDude Posted February 5, 2017 Share Posted February 5, 2017 (edited) Jeff, Hurrah for proper boots! Nice skirt too, I still personally don't like buttons at the front of my skirts, but the image you present is very smart. I think I would choose warm boots over any heeled ones as it's just good to feel comfy... You should team your riding boots with that cute grey pencil skirt a jaunt or two ago Edited February 5, 2017 by SkirtDude 1 Link to comment Share on other sites More sharing options...
JeffB Posted February 6, 2017 Author Share Posted February 6, 2017 19 hours ago, Thighbootguy said: Again I'm not surprised at the level of attention you garnered. Your outfit seems designed to blend in, and knowing that is your goal, well done. I'm still not a real fan of those ridding boots with a skirt. I think they would look better with jeans or slacks I know you like them, and the guy in the Apple store likes them, as well as others here at hhplace, but I think your heeled booties would have looked better. It does sound like you had a grand and fun outing, so again, well done. Since Punxsutawney Phil saw his shadow, there are at least six more weeks of thigh boot weather, so you haven't missed the opportunity yet. Yes, I know that wretched rodent saw it's shadow, still, the increased opportunity to wear thigh boots was a pleasant trade-off. Meanwhile, I just plain enjoy those riding boots, something I've wanted for years and they suit me quite well. As for the "Martinez" booties, perhaps I'll take them for a spin to KOP sometime in the future and see what happens. 15 hours ago, SkirtDude said: Jeff, Hurrah for proper boots! Nice skirt too, I still personally don't like buttons at the front of my skirts, but the image you present is very smart. I think I would choose warm boots over any heeled ones as it's just good to feel comfy... You should team your riding boots with that cute grey pencil skirt a jaunt or two ago A good idea there! I'll give that a try sometime down the road. I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
robbiehhw Posted February 8, 2017 Share Posted February 8, 2017 Great outfit and great outing. Love going to the mall. I will also add that i think with that length skirt, short booties would be the only good boot choice. Still, very nice boots too! 1 Link to comment Share on other sites More sharing options...
Thighbootguy Posted February 8, 2017 Share Posted February 8, 2017 (edited) Hey @JeffB; The weather reports a big noreaster is heading towards Philly tonight with 4"-8" of snow. Another good excuse to break out the thigh boots. Looks like it's gonna hit at drive time. Stay safe my friend. Edited February 8, 2017 by Thighbootguy 1 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
JeffB Posted February 9, 2017 Author Share Posted February 9, 2017 14 hours ago, robbiehhw said: Great outfit and great outing. Love going to the mall. I will also add that i think with that length skirt, short booties would be the only good boot choice. Still, very nice boots too! I might experiment with the Payless booties with that length skirt. That should be interesting. 13 hours ago, Thighbootguy said: Hey @JeffB; The weather reports a big noreaster is heading towards Philly tonight with 4"-8" of snow. Another good excuse to break out the thigh boots. Looks like it's gonna hit at drive time. Stay safe my friend. As I type these words of wit(?) at 5:28 a.m., we've got freezing rain here as the changeover to snow is taking place. The place where I work announced a 9 a.m. opening, but I suspect that's going to turn into a closure. I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
Thighbootguy Posted February 9, 2017 Share Posted February 9, 2017 Hoping JeffB has a safe commute. 2 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
JeffB Posted February 10, 2017 Author Share Posted February 10, 2017 Well, the place where I worked wound up being closed for the day. Happy happy joy joy! I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
Sydheel Posted February 10, 2017 Share Posted February 10, 2017 You have snow !! western suburbs of Sydney hitting 46 degrees. City and beaches much milder at just 40........ C not F 2 Regards James Link to comment Share on other sites More sharing options...
Heelster Posted February 11, 2017 Share Posted February 11, 2017 22 hours ago, Sydheel said: You have snow !! western suburbs of Sydney hitting 46 degrees. City and beaches much milder at just 40........ C not F Yikes - - too hot for me. It's brisk 15 deg F and I have yet to dig out a winter coat. Link to comment Share on other sites More sharing options...
JeffB Posted February 12, 2017 Author Share Posted February 12, 2017 Jaunt #356, 2/11/2017: The more you do a certain something, the easier it becomes. For me, that certain something is wearing a miniskirt in the dead of winter, and even though temps were no better than mid 40's, that didn't stop me from going out in one as I sported my black faux leather jacket over a teal mockneck, the gray miniskirt with the distressed hem, black tights, the Payless "Martinez" booties in black and one of my two satchel bags which I've come to enjoy using because I can put so much more stuff into it over a standard purse. But, the highlight was wearing the short skirt which was great fun while reinforcing my belief that I look better in women's clothes than men's, and I never fail to feel awesome when I'm in a skirt and heels, and the outfit I wore felt as natural to me as breathing. I mean, why not wear a miniskirt in winter? As long as you dress warmly with appropriate legwear like tights or leggings, it's as easy as it gets, and it affords me the opportunity to show off my legs which was certainly a good thing. Despite the chill in the air, I felt perfectly comfortable as I drove downtown, parked a block away from my friendly neighborhood comic book shop where I spent a good half hour before strolling a good four plus blocks down Walnut Street to the Apple Store to buy a Lightning Dock for my iPhone to use at work. The salesperson who waited on me, a twentysomething black woman said she liked my shoes, I smiled back and told her they came from Payless, her eyes lit up and she said she was going to go and buy a pair for herself. Plenty cool, eh? Leaving the store, I walked down to One Liberty Place to have lunch, there was a good crowd in the food court, and, of course, no one paid me any attention as I dined at Chick-Fil-A, enjoying a chicken salad sandwich and a bottle of water. Leaving OLP, I casually strolled back to where my car was, passing scores of people who never batted an eye, then drove over into South Jersey and Moorestown Mall where I saw John Wick Chapter 2 and enjoyed it. After the movie, I retreated to the nearby Barnes & Noble for some reading on my nook e-reader which I had with me along with a slice of apple pie which was seriously yummy. Once again, I've shown that if you dress appropriately for the environment you happen to be in, sporting a skirt and heels is no big deal at all, and I enjoying pushing the envelope in my own way like I did by rocking a mini in February. More to come.... I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
Thighbootguy Posted February 12, 2017 Share Posted February 12, 2017 Looks good JeffB! I do like those booties. However, I was expecting this jaunt to be about your mushing through the snow in your thigh boots. I've been amazed at how much "stuff" I manage to get into the small bag I've been carrying for a long time now. I shudder think what I'd wind up packing into a bag that large. Ah, moderation in all things (except boots). 1 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
SkirtDude Posted February 12, 2017 Share Posted February 12, 2017 Jeff, I've always liked that frayed hem skirt of yours, you do well to wear it in the dead of winter! I've been in my pencil skirts which are snug and warm with tights. Looking forward to your next instalment 1 Link to comment Share on other sites More sharing options...
JeffB Posted February 13, 2017 Author Share Posted February 13, 2017 22 hours ago, Thighbootguy said: Looks good JeffB! I do like those booties. However, I was expecting this jaunt to be about your mushing through the snow in your thigh boots. I've been amazed at how much "stuff" I manage to get into the small bag I've been carrying for a long time now. I shudder think what I'd wind up packing into a bag that large. Ah, moderation in all things (except boots). Well, we wound up getting just under a mere three inches, and 95 percent of that was gone by Saturday. Carrying large bags is more fun than I thought, if but for no other reason than because lots of women tote them around these days, and I take my accessories seriously. I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
JeffB Posted February 19, 2017 Author Share Posted February 19, 2017 Jaunt #357, 2/18/2017: Even though I pride myself as being a seasoned fashion freestyler, I continue being mildly amazed at how easy it is for me to venture out in public dressed in women's clothes as a man. Of course, I credit that to how I dress tastefully for the surroundings I happen to be in, giving people no reason to take notice of me, and that strategy once again served me well on a trip to the huge and bustling King of Prussia Mall, garbed in a black denim jacket over a long sleeved red t-shirt, a button down denim skirt, black tights, Payless "Geneva" loafers and a black satchel bag. The loafers I bought several weeks ago and was waiting for just the right opportunity to take them out for a spin, and that was yesterday, meanwhile, I continue having fun carrying around my large bags as they store a lot. It was after eleven a.m. when I arrived, hopped out of the car and strolled into the mall where I was promptly ignored by the throngs of shoppers there as that place gets crowded plenty fast. My first stop was to a comic shop where having the large bag came in handy to store the books I bought, then it was a slow stroll to the mall's food court which was plenty packed, I opted for a couple slices of pepperoni pizza and a bottle of water. Yummy! I think I got a glance or two, but nothing of substance otherwise. After lunch came more strolling here, some window shopping there, relaxing with an Auntie Anne's pretzel while checking my email in a comfy chair, spending quality time in the Apple Store where I bought an iTunes gift card to buy a couple of apps, I was just another shopper in a throng of shoppers as I spent some four hours in the mall and enjoyed myself considerably. Back in the car, I drove to the nearby Best Buy where I haven't been in for awhile, and it was fun as ever as I left the store with The Accountant on Blu-Ray. The more I venture out on my little adventures, the easier it becomes, and the more I can push the envelope when it comes to places I can go, and I enjoy that too. More to come.... 2 I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
SkirtDude Posted February 19, 2017 Share Posted February 19, 2017 You look fabulous! One way to push the envelope is ask a passer by to take your photo outside I like the skirt length too. Looking forward to your next jaunt 1 Link to comment Share on other sites More sharing options...
Thighbootguy Posted February 19, 2017 Share Posted February 19, 2017 (edited) Great blend in look JeffB. I'm not surprised you were ignored by most of thee folks at the mall. Most of them were wrapped up in their own world and the look you present does not scream "man dressed as a woman" in fact it hardly mumbles it (that a complement). It really is a most interesting goal you have of "blending in" in woman's clothes rather than passing as a women. It really is a much less stressful goal. Edited February 19, 2017 by Thighbootguy 1 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
JeffB Posted February 20, 2017 Author Share Posted February 20, 2017 21 hours ago, SkirtDude said: You look fabulous! One way to push the envelope is ask a passer by to take your photo outside I like the skirt length too. Looking forward to your next jaunt Thanks for the kind words. While I've never been one for bothering perfect strangers to have them take my picture while out in public, I'll take your suggestion under consideration. 20 hours ago, Thighbootguy said: Great blend in look JeffB. I'm not surprised you were ignored by most of thee folks at the mall. Most of them were wrapped up in their own world and the look you present does not scream "man dressed as a woman" in fact it hardly mumbles it (that a complement). It really is a most interesting goal you have of "blending in" in woman's clothes rather than passing as a women. It really is a much less stressful goal. Agreed. I might even go so far as to say I'm pretty much obsessed with blending in rather than standing out. That's why I spend as much as an hour or more putting together outfits before I go out and go out of my way to look both stylish and, more importantly, tasteful for my public outings. I love wearing women's clothes and want to look my very best in them. Jaunt #358, 2/19/2017: With temps here having reached into the low to mid 60's with plenty of sunshine yesterday, I thought it made for a great time to go out on a new outing, and I dressed for the spring-like weather in my denim jacket over a pink tank top, a black crepe skirt, the Payless "Martinez" booties and a black handbag. Wearing the pink top was fun while the booties paired well with the skirt and helped to make my outfit pop. Driving downtown, I parked a couple of blocks away from Rittenhouse Square Park and strolled there and found the park full and bustling with people enjoying the warm weather, as did I as I found a bench where I got in some reading on my nook and, like everyone else, enjoyed being in the park where I spent well an hour before heading down to One Liberty Place for lunch (6 inch sub and a bottle of water) and puttered on my phone checking email in the first floor atrium in full view of people who ignored me like everywhere else I was downtown. Returning to my car, I drove over into South Jersey and the Cherry Hill multiplex to see The Great Wall, making a stop to the bathroom first to take care of business before going to my theater to see the movie. A long time ago, I used to be rather nervous about going into a bathroom while wearing women's clothes and shoes, today, it's no big deal to me at all, I mean, why should it? As for the movie, it was a blast, a great popcorn flick I enjoyed. After the movie, I drove over to the Cherry Hill Mall across the road from the multiplex and strolled about there for nearly an hour among a throng of shoppers and, yes, no one paid me a second's worth of attention which pleased me considerably, though I will admit to being mildly surprised nobody took notice of the pink top I wore, hardly a color men wear with men's clothes, never mind a skirt and heels. I guess that does reaffirm my belief I can go just about anywhere in women's clothes without incident. More to come.... I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
Thighbootguy Posted February 20, 2017 Share Posted February 20, 2017 Excellent outfit JeffB. The time you spent putting it together was worth the effort. The booties and skirt work well and the necklace tops it off. I think your being over sensitive about wearing pink. You wear it well. You had better pull on your thigh boots and mini skirt soon before the weather gets too warm and you forget what a great looking (and feeling) combination they are. 1 I dream of a world where chickens can cross roads without having their motives questioned. Link to comment Share on other sites More sharing options...
Steve63130 Posted February 21, 2017 Share Posted February 21, 2017 Jeff, I have a pink turtleneck I wear quite often and I've never had a comment or seen anyone stare at it. I think pink looks fine. Associating pink with feminine is all in our minds anyway. You look great in pink, too! Steve 1 Link to comment Share on other sites More sharing options...
JeffB Posted February 21, 2017 Author Share Posted February 21, 2017 20 hours ago, Thighbootguy said: Excellent outfit JeffB. The time you spent putting it together was worth the effort. The booties and skirt work well and the necklace tops it off. I think your being over sensitive about wearing pink. You wear it well. You had better pull on your thigh boots and mini skirt soon before the weather gets too warm and you forget what a great looking (and feeling) combination they are. 9 hours ago, Steve63130 said: Jeff, I have a pink turtleneck I wear quite often and I've never had a comment or seen anyone stare at it. I think pink looks fine. Associating pink with feminine is all in our minds anyway. You look great in pink, too! Steve Hmm! It's kinda funny that even though I wear skirts full time on my outings, I still have a wee bit of a hangup about wearing pink. I find that rather funny. And yes, TBG! I will see about breaking out the thigh boots for a future outing. I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
SkirtDude Posted February 25, 2017 Share Posted February 25, 2017 (edited) Everything okay? This thread has been dead for days. Edited March 5, 2017 by SkirtDude 1 Link to comment Share on other sites More sharing options...
JeffB Posted March 5, 2017 Author Share Posted March 5, 2017 Jaunt #359, 3/4/2017: Wow! Didn't think it had been that long since the last post here! My, my, how time flies! Anyhoo, with the weather sunny but COLD yesterday, I decided to go on a jaunt at the biggest mall on the East Coast, that being the humongous King of Prussia, garbed in my black leather jacket over a turquoise turtleneck, my 36 inch heavy knit gray a-line skirt, black tights, the Walking Cradles "Elites" riding boots and one of my oversized bags. I arrived at the mall parking garage, hopped right out and entered the mall and, as has been the case since I started jaunting at KOP, nobody paid me so much as an iota of attention as I wandered through the mall, stopping first at the comic book store to buy the week's newest books before strolling down to the food court which was packed, but again, I was ignored as I indulged in a slice of pepperoni pizza with a bottle of water for lunch. After that, I spent the rest of time casually walking through the mall so I could be seen by the scores of people there, stopping in a store here and there, pausing to sit down, cross my legs and fiddle on my phone for email and Facebook for half an hour at a time while people walked past, again, nothing, just the way I wanted. Well, not quite nothing, while staring in the storefront of the Omega Watch store, a twentysomething woman said she liked my skirt and that it looked warm to wear, I thanked her and told her that it did, especially on a day as cold as this. That got a chuckle out of her. I wound up spending little over four hours at the mall, and even with the place getting more and more crowded by the hour, I remained perfectly anonymous, a testament on how I dressed appropriately for the weather and for the surroundings I was in, allowing me to blend in and not draw anything in the way of attention upon myself. The power of preparation, my friends. This makes me wonder how I can continue my outings to KOP come spring when the weather turns warmer and I can wear shorter skirts. More to come.... 2 I don't want to LOOK like a woman, I just want to DRESS like a woman! Link to comment Share on other sites More sharing options...
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