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The Jaunts of JeffB!


JeffB

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Well done young man, well done. 

I know you keep saying " I don't want to LOOK like a woman, I just want to DRESS like a woman!", but I do think you're starting to LOOK the part. I think it is that the outfits you are assembling fit my stereotyped image what a woman would be wearing, which means you are meeting your goal, but once that "woman image" is triggered in my head I have to work at the extra thinking to realize I'm wrong and the image I'm seeing is a guy.  I suspect a lot of folks seeing you don't go to the extra effort.

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23 hours ago, Thighbootguy said:

Well done young man, well done. 

I know you keep saying " I don't want to LOOK like a woman, I just want to DRESS like a woman!", but I do think you're starting to LOOK the part. I think it is that the outfits you are assembling fit my stereotyped image what a woman would be wearing, which means you are meeting your goal, but once that "woman image" is triggered in my head I have to work at the extra thinking to realize I'm wrong and the image I'm seeing is a guy.  I suspect a lot of folks seeing you don't go to the extra effort.

Well, that certainly was an interesting theory you presented as it never occurred to me that I could be mistaken for a woman, or that I could present the image of one. Perhaps my insistence on wanting to look my best so I could blend in with surroundings could well trigger that "woman image" you spoke about and that passersby might accept me as female before putting me out of their minds and going about their lives. I'll admit to being intrigued, so I'll continue to live my personal principle as presented in my signature, I love dressing like a woman, whether or not I look like one is a subject open to personal interpretation.

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

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JeffB, We have a mental image of ourselves that we can't help but project.  This is one of the reasons I have stressed liking what you see in a mirror before you freestyle in public.  With the care you take in developing an outfit, you obviously like the image you are presenting and people pick up on that.  I suspect in developing that image you are not thinking that a guy would look good wearing this combination rather it would look good on a gal and if it looked good for a gal then it would look good when I wear it.

Don't be too surprised if the casual observer reads most of the signals you project with your image as female and fails to pick up on the male signals.  I have been mistaken for a female (only rarely) and been surprised at "Let her go first" and "Yes Mam" comments from others.  I didn't do anything to correct those misinterpretations and later considered them a complement that I might have gotten the look right.

I am not suggesting that your goal should be to pass as a woman but rather you should not be too surprised when you do.

One part of your image that you didn't comment on that is even more important is the "young man" observation.  That is really a mental thing that you can project.  A good healthy dose of the Peter Pan syndrome ("I don't want to grow up") is good for all of us.  Keep yourself young at heart and it will be part of the image you project.

 

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10 hours ago, JeffB said:

Well, that certainly was an interesting theory you presented as it never occurred to me that I could be mistaken for a woman, or that I could present the image of one. Perhaps my insistence on wanting to look my best so I could blend in with surroundings could well trigger that "woman image" you spoke about and that passersby might accept me as female before putting me out of their minds and going about their lives. I'll admit to being intrigued, so I'll continue to live my personal principle as presented in my signature, I love dressing like a woman, whether or not I look like one is a subject open to personal interpretation.

I think in the pencil and shorter skirts the look is more masculine,  not sure if its skirt shape or more youthful length  but guys can clearly see you are a man in a skirt (and great shoes),  but I notice your accessories  (necklace etc) are more feminine when you don the "skirts for the older woman". That's just my opinion, and a lot of older women have short natural hair just like yours.

Why not try a skater skirt? They are not all extra short, I have a knee length one which is quite flattering :cheeky: 

Edited by heelsrus2000
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TBG: I appreciate your comments which I found highly intriguing. I make a note to study women and what they wear from season to season, then apply what I've seen into the outfits I wear. Just like women, I want to look as good as I can, that's important to me as a fashion freestyler, I guess my work has paid off as I've been accepted for my appearance. The notion of passing as a woman doesn't factor into what I do, but if people take me for female, hey, whatever works for them. As for the "young man" observation, you brought up a good point, and you're right, thinking young and acting young is important, and makes me feel good as well.

heelsrus2000: I must say it hadn't occurred to me that pencil and short skirts might be construed as being masculine, interesting. As for short hairstyles for black women, I Googled that last night and found a goodly number of styles that resemble what I look like. Fascinating!

Jaunt #329, 8/29/2016: The more I venture out in public in skirts and heels, the more I love it, plain and simple. It feels so natural to wear women's clothes and shoes, and lots of fun as well, words can't describe how enjoyable it is to be a fashion freestyler, forging the way for men to break the bonds of gender inequality when it comes to clothing. For yesterday's outing, I had no particular plan in mind, I just wanted to go out and enjoy an outing, which I did in a magenta blouse, a black crinkle skirt, the Payless "Tawny" wedge slides and a black handbag. As a rule, I almost never wear the same shoes on back to back outings, but I've come to like the Tawny slides which are stylish, easy to walk in and look good on me. Regarding the skirt, even though temps reached into the low 90's, I didn't at all feel uncomfortable in the shin length number I sported, even though it's lined, I was perfectly comfortable in it. Lastly, the blouse which I thought was cute and feminine and tailor made for summertime wear as I no longer want to wear anything on my outings that look even remotely masculine.

So, I headed to my usual haunt downtown, Rittenhouse Square Park. Now, since it was a weekday, the park wasn't quite so crowded as it is on weekends, even with kids still out on summer vacation, finding a bench as easy, given the lack of crowds, so I sat with the paper which I read while people came and went, ignoring me all the while, after I finished my paper, I just relaxed and enjoyed a nice little breeze the blew through. An hour later, I wandered down the street to McDonalds for lunch, I did get a stare or two, but nothing more, then I returned to my car and, on a whim, motored over into South Jersey and a multiplex at Moorestown Mall where I watched Don't Breathe which was a creepy and chilling flick that had me on the edge of my seat at times. Well worth watching. After the movie, I ventured out into the mall which wasn't too terribly crowded at 3:30 in the afternoon, I went to Sears where I bought four more blouses like the one I wore in the pictures below, then wandered back into the mall, looking about the place and pausing to sit on a chair and check my email on my smartphone for some ten to fifteen minutes before I returned to my car and headed home before the traffic got too crazy.

You see, the thing about my outings is that I seek to be simply another person out and about, doing this and doing that. I don't look to be noticed or draw attention to myself (and I've been doing a good job of that), just like everybody else, which is why I strive to dress appropriately for the surroundings I happen to be in, and for me, it's both fun and empowering. More to come....

Jaunt #329, outfit-1.jpg

Jaunt #329, outfit-2.jpg

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

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wow.. quite a change... you do you, hun!

I guess we'll be seeing a more female persona from you soon as well. 

All the best - I will watch from the sidelines in puzzlement anticipation of what's worn next :P 

Edited by heelsrus2000
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Great look JeffB.  The longer skirt suits you well and the necklace completes the image.  I fight a constant battle between dressing in age appropriate outfits (longer skirt, lower heels) and my "way too young" mental image (mini skirts and thigh boots).  I do suffer with the Peter Pan syndrome.  I am comfortable with either presentation but the age appropriate one is generally more accepted.

The short hair really does work well with your image and shorter might even work better.

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16 hours ago, heelsrus2000 said:

wow.. quite a change... you do you, hun!

I guess we'll be seeing a more female persona from you soon as well. 

All the best - I will watch from the sidelines in puzzlement anticipation of what's worn next :P 

A more female persona? Well, I don't know about that, still, for me, it's all about dressing like a woman.

14 minutes ago, Thighbootguy said:

Great look JeffB.  The longer skirt suits you well and the necklace completes the image.  I fight a constant battle between dressing in age appropriate outfits (longer skirt, lower heels) and my "way too young" mental image (mini skirts and thigh boots).  I do suffer with the Peter Pan syndrome.  I am comfortable with either presentation but the age appropriate one is generally more accepted.

The short hair really does work well with your image and shorter might even work better.

I find that longer skirts like what I've worn the last couple of outings lends me an elegant air as I enjoy dressing my age, and I like that particular look. But, I won't give up on shorter skirts as I do like them. As for shorter hair, perhaps I'll get a haircut before the week closes.

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22 hours ago, JeffB said:

A more female persona? Well, I don't know about that, still, for me, it's all about dressing like a woman.

I find that longer skirts like what I've worn the last couple of outings lends me an elegant air as I enjoy dressing my age, and I like that particular look. But, I won't give up on shorter skirts as I do like them. As for shorter hair, perhaps I'll get a haircut before the week closes.

My eight-year rut is largely very non-descript heels in public or the occasional mannerrock (German for "men's skirt" usually worn with boots).

At home, though, I'm usually in a sarong and loose, long shirt and sandals.  

Society still isn't ready to both see me and employ me.

Those who really care about us don't make a fuss about what we wear. Those who make a fuss about what we wear really don't care about us.

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Jaunt #330, 8/31/2016: After two straight outings where I dressed up, relatively speaking, I went casual on a sunny and humid day, sporting an apricot colored tank top, my Old Navy 20 inch dark denim pencil skirt, the Payless "Noble" flat sandals in black and a matching handbag. I'm sure I've said this before, but there was a certain....something about wearing flat sandals that was, in their own way, more fun to me than wearing high heels, just another part of my ongoing evolution as a freestyler as I enjoy wearing ALL styles of women's shoes. Oh, yeah, that outing marked the 200th time I've worn Payless shoes in this thread. I headed out to Springfield and Acme to buy a couple of odds and ends (nothing perishable, given the heat) and to buy the Powerball Lottery ticket, then it was off to my home away from home, Best Buy, since I hadn't been there for a couple of outings, it was good to visit there to wander around and gaze at all the electronic gadgets both big and small for well over half an hour before going to the register with a Blu-Ray copy of Batman v. Superman. While I didn't think it was all that great in the multiplex, perhaps that opinion will change after viewing it at home.

After swinging by Arby's for lunch, I decided to go downtown and my regular haunt, Rittenhouse Square Park to read the paper and soak in the ambiance about the park that I so enjoy. I won't bore you, dear reader with reports on reactions from passersby regarding my attire, because, as usual, there weren't any, however, there had been one person who caught my attention, and in a big way. I had just finished my paper and put it down when, out of the corner of my eye, a tall, thin, older gentleman in glasses with long, thick, Snow White hair done up in a bun, moustache and beard to match quickly strolled by. What's the big deal you ask? Well, that gentleman was attired in a long sleeved, gray minidress, white anklets, brown, three inch heeled clogs and an oversized handbag. Yes, folks, I had seen my very first fashion freestyler. Awesome, eh? Needless to say, I was floored because I had never experienced this before, the gentleman, whom I'm sure never saw me in passing, looked decent in his outfit (though one could argue against wearing anklets with clogs) and seemed to carry himself with the same sort of air that I did. I'll admit to having been rather impressed with his overall appearance, and his boldness.

I thought about calling out to the gentleman, but he looked to have been in a hurry and was out of sight in a minute, leaving the park and walking across the street. As near as I could tell, he garnered no more odd or strange looks than I do, and I admired him for a successful appearance. Still, I wish he had seen me, I'm sure that might have made for a rather interesting interaction. So, in the span of a minute or so, I got positive confirmation that I wasn't the only man in the greater downtown Philadelphia area who wore women's clothes and shoes. Plenty darn cool if I do say so myself. More to come....

Jaunt #330, outfit-1.jpg

Jaunt #330, outfit-2.jpg

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Cool outfit in both meanings of the word.  The haircut looks good but I'm not too taken with the tank top.  To my eye either short sleeves, a light weight blazer, or more sun on your upper arms would improve the look. :angel:

 

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19 hours ago, Thighbootguy said:

Cool outfit in both meanings of the word.  The haircut looks good but I'm not too taken with the tank top.  To my eye either short sleeves, a light weight blazer, or more sun on your upper arms would improve the look. :angel:

 

I got enough sun over the summer as it is, thankyouverymuch.  :-P

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

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On 8/31/2016 at 4:21 AM, Thighbootguy said:

Great look JeffB.  The longer skirt suits you well and the necklace completes the image.  I fight a constant battle between dressing in age appropriate outfits (longer skirt, lower heels) and my "way too young" mental image (mini skirts and thigh boots).  I do suffer with the Peter Pan syndrome.  I am comfortable with either presentation but the age appropriate one is generally more accepted.

I have been thinking about this a lot lately. Maybe it will be a future subject in my thread.

Nice look, Jeff!

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On 9/2/2016 at 6:41 AM, mlroseplant said:

I have been thinking about this a lot lately. Maybe it will be a future subject in my thread.

Nice look, Jeff!

Perhaps in mine as well. Thanks for the kind words.

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

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Yes, this looks great, on fleek as the youngsters say :cheeky: these style skirts suit you, show off your legs rather than hide them away. It's not winter yet! And if winter strikes, thick tights are your friend. I see women my age wearing mini skirts, TBH the skirt isn't short and if you have the figure for it, show it off! I prefer my hem to be at my knee or just over it when in a pencil skirt, that looks very nice as well. Knee length is great for all ages. I even have a couple of 27 inch pencil skirts which I have worn from time to time. Age appropriate is fine, but you are as old as you feel. Someone with awful legs should wear longer skirts to hide bad knees (Caitlyn Jenner ) your overall image is so good you get no reactions because it blends in with other smartly dressed people. I wonder if the other fashion freestyler may have taken advice from your thread? :P 

PS I love the haircut as well as the cute top ♡♡♡

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8 minutes ago, heelsrus2000 said:

Perhaps before the weather turns you could try the dress below - it would suit your complexion :P  though you may need a slip for modesty :nono::silly: 

 

 

20160114093641_26751.jpg

Complexion..yes   Figure..no     JeffB Pass on this one. :penitent:

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heelsrus2000: While I like to think I have nice legs, I've found it hard to resist the longer skirts I've been sporting of late because they look nice on me. No, it's not like I'm hiding anything, I just like that particular style at present. Perhaps I'm dressing my age, perhaps, I won't deny that, but it's nothing to be ashamed of either.

TBG: Now I'm curious. I wish I could've seen that picture. Meanwhile....

Jaunt #331, 9/4/2016: I felt a goodly amount of melancholy associated with yesterday's outing because this figures to be the last time I do a jaunt on Sunday for the rest of the year after the NFL season starts up next week, and being a football freak in general and a Philadelphia Eagles fanatic in particular, my Sundays will be spent on the sofa until around early February or so. But I digress, for today's final Sunday outing, I thought I'd dress up a bit a black crinkle blouse, a print skirt, a new Liz Claiborne crossbody bag and, for the third time in the last seven days, the Payless "Tawny" crossband slides. What can I say? I really dig these shoes because they look good on me and go great with my skirts, especially the longer ones I've been wearing of late, in fact, I recent ordered those shoes in their other two colors, cognac (sort of a brown) and white, though with Labor Day here, I might not be able to wear the white pair until next spring. Regarding the new bag, while I enjoy the visceral thrill of a purse on my shoulder, a crossbody bag is even more fun as it leaves both hands free, and since I see many girls and women using such bags, I had to have one as well, and I liked it.

I headed to the greater northeast and Parx Casino to spend a few coins waging battle with those ever insidious one cent slot machines. As usual, no one on the floor pays me any attention as they're indulged in gaming, for anyone who wants a good place to go heeling, casinos and slot parlors are the way to go. After a light lunch, I got down to business, spending well over an hour and a half on the gaming floor when I wasn't pausing to watch the Phillies game on a TV over the bar, I played something like half a dozen machines and finished with a modest $110.00 in winnings, not at all bad for the time I invested, and while you NEVER get rich playing slot machines because the house always wins out in the end (and there have been times I've left slots parlors empty handed), it was still good fun, and that's all I'm after on my infrequent trips there. Feeling relatively flush, I left and drove into center city, stopping near my favorite hangout, Rittenhouse Square Park, with the weather sunny and pleasant with a nice little breeze that fluttered my skirt (something I get a thrill from), I found a bench and kicked back to relax and read from my nook e-reader among a throng of people as the park is always packed on a Sunday afternoon, in fact, I even got in some entertainment as a wedding party set up shop some twenty feet away for picture taking, the park is a great place for that when the weather is nice and I've seen that before, but not that close.

Just as enjoyable was strolling up and down a crowded street and having no one give me so much as even a mild glance, I was just another pedestrian, nothing more, nothing less, and that's more than good enough for me because that's the way I want things when I'm out and about, to blend in with my surroundings and go about my business just like everybody else. Isn't that the goal for everyone here? More to come....

Jaunt #331, outfit-1.jpg

Jaunt #331, outfit-2.jpg

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

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In another thread you said, "I accept my age and dress appropriately because that makes me look classy when out in public"... Well done JeffB, the outfit looks great!  Everything is well coordinated and works together except maybe the glasses but I've mentioned that before.  I am not surprised at all that no one paid any attention to you (that is a complement).

2 hours ago, JeffB said:

Just as enjoyable was strolling up and down a crowded street and having no one give me so much as even a mild glance, I was just another pedestrian, nothing more, nothing less, and that's more than good enough for me because that's the way I want things when I'm out and about, to blend in with my surroundings and go about my business just like everybody else. Isn't that the goal for everyone here?

@kneehighsposted an interesting article in his thread about nonconformity that suggests that blending in may not be the best goal.  I recommend the article to your attention. (It is 20 pages long but the first page or two is enough to get the main idea.)

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OK, JeffB on your ensemble, Sunday. The free flowing skirt looks nice but I like your look with the shorter skirts. I'm older than you and I'm told by my lady friends, that I look much better, wearing a much shorter skirt, about 4" above my knee. My legs are in good shape and I'm not afraid to show them off. So I take the positive comments from my lady friends who range in age from early 20's to late 60"s. Even my 19 year old granddaughter says I look nice, wearing a skirt. I also like to wear shorts, with heels, not short/shorts, but ones that are about, 4" above my knees.

I also only carry cross body bags, but I carry mine on my left side. You carry yours on your right side. You must be left handed, as I'm right handed.

Happy Heeling,

bluejay

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Jeff:   I've just caught up with your recent jaunts - very impressive!   I do like flat women's sandals, although they are almost impossible to find in the UK in 'our' size (USW13/UK11).   Two questions if I may:

1.  Very few flat/nearly flat sandals from Payless seem to be available in a wide width - probably a cop-out by the manufacturer as they reckon feet can overhang sandals easily!   Yours mostly look a tad narrow - is that the case and does it bother you?

2.  Like you, I have a Nook e-reader (Glowlight), acquired about 2.5 years ago, and am very pleased with it.  (There is a good range of e-books for free download from libraries in the UK.)   But Barnes & Noble no longer serves the UK market and I am hoping that it will last a few more years at least without requiring any servicing.   Have you had any issues with yours, please?

 

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On 9/7/2016 at 0:43 AM, bluejay said:

OK, JeffB on your ensemble, Sunday. The free flowing skirt looks nice but I like your look with the shorter skirts. I'm older than you and I'm told by my lady friends, that I look much better, wearing a much shorter skirt, about 4" above my knee. My legs are in good shape and I'm not afraid to show them off. So I take the positive comments from my lady friends who range in age from early 20's to late 60"s. Even my 19 year old granddaughter says I look nice, wearing a skirt. I also like to wear shorts, with heels, not short/shorts, but ones that are about, 4" above my knees.

I also only carry cross body bags, but I carry mine on my left side. You carry yours on your right side. You must be left handed, as I'm right handed.

Happy Heeling,

bluejay

Thanks for the kind words. While I'll admit short skirts look nice on me, I just love the longer ones which lend an air of elegance and style. As for the crossbody bag, I'm righthanded, since I'm so used to carrying a standard purse of my right shoulder, I just did that automatically.

21 hours ago, Puffer said:

Jeff:   I've just caught up with your recent jaunts - very impressive!   I do like flat women's sandals, although they are almost impossible to find in the UK in 'our' size (USW13/UK11).   Two questions if I may:

1.  Very few flat/nearly flat sandals from Payless seem to be available in a wide width - probably a cop-out by the manufacturer as they reckon feet can overhang sandals easily!   Yours mostly look a tad narrow - is that the case and does it bother you?

2.  Like you, I have a Nook e-reader (Glowlight), acquired about 2.5 years ago, and am very pleased with it.  (There is a good range of e-books for free download from libraries in the UK.)   But Barnes & Noble no longer serves the UK market and I am hoping that it will last a few more years at least without requiring any servicing.   Have you had any issues with yours, please?

 

To answer your questions:

1) Those flat sandals are in standard width, but, that doesn't bother me as they still look proper and don't overhang all that much, if at all.

2) I've had my nook e-reader since 2010 and it hasn't caused me so much as a moment's worth of trouble. I really enjoy using it.

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  • 2 weeks later...

Jeff, I  hope people's critiquing hasn't disrupted your jaunts as its been 2 weeks and the thread is calling out for another ensemble. You should try bias cut skirts. Sassy as a pencil but a flattering flare to the hem. There should be a few on ebay :) looking forward to your next jaunt :) 

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4 hours ago, heelsrus2000 said:

Jeff, I  hope people's critiquing hasn't disrupted your jaunts as its been 2 weeks and the thread is calling out for another ensemble. You should try bias cut skirts. Sassy as a pencil but a flattering flare to the hem. There should be a few on ebay :) looking forward to your next jaunt :) 

Nahhh, not at all. I've just been busy, and, it is football season which takes up my time. Meanwhile....

Jaunt #332, 9/17/2016: Ahhh! Gotta love a pleasantly sunny day that's warm but not obscenely hot like it had been during the summer, the sort of day that's tailor made for an outing, and, with that in mind, I headed out in a black blouse, one of my below the knee skirts in olive, the Payless "Sinclair" platform wedge sandals in black and a black handbag. Confession time: I sorely regret not having discovered the joys of wearing slides and sandals years ago, I'm just crazy about wearing such shoes, in fact, during this spring and summer, I've worn them on 22 out of my last 25 outings, pretty impressive for shoes I once hated, but today, I love how good slides and sandals look on me, and, there were no other shoes I wanted to wear. I look forward to continue wearing them until the weather turns chilly after fall arrives. Anyhoo, I took great pains to put together a nice outfit that I'd both look nice in, and, more importantly, FEEL nice in, and I certainly accomplished that goal, and that's why I enjoy being a fashion freestyler.

I headed into town and my favorite hangout there, Rittenhouse Square Park, but it was much more crowded that usual for a late Saturday morning as there was an art fair going on, something like three dozen or so stalls where artists from as far away as Florida, California and Toronto, not to mention local talents had set up shop to display paintings, etchings, sculptures, you name it, and it was utterly fascinating, and I spent well over half an hour casually wandering from booth to booth to gaze at all the artwork, and it was a delightful experience, enjoying a little outdoor culture which was certainly a good thing. I won't bother to yammer about how no one paid any attention to my attire, because no one did, and that was cool with me as people accepted my appearance. With time ticking down on my meter, I returned to my car and drove out to Sugar House casino which is not as far away as Parx, I had only been to Sugar House a couple of times, but it's a nice place to come to in order to spend a few dollars, but after I had lunch an in-house eatery prior to hitting the one cent slot machines, going ignored there like at Parx while everyone focused on the one arm bandits they were playing. I didn't win all that much since I didn't spend much, just forty bucks, but I managed to win about sixty, nothing to write home about, but it was still fun, and I can use those meager winnings to buy groceries, so it's a win-win situation for me, a nice end to a nice day. More to come....

Jaunt #332, outfit-1.jpg

Jaunt #332, outfit-2.jpg

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Great look JeffB!  Very conservative and well coordinated.  (You even make the slides look good.:penitent:)  Glad you enjoyed the art fair in the park.  Did you see anything you really liked?

And it does look like JeffB is ready for football (as they call it in the USA) season.

Jeff's-room-football.jpg

 

Edited by Thighbootguy
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TBG: Heh! Clever! But, Dallas Cowboys cheerleaders? Bah, humbug!

Jaunt #333, 9/18/2016: Despite overcast skies, temps were mild enough to run a couple of errands before the day's NFL action, heading out to Springfield in a brown t-shirt, a tan 20 inch Old Navy skirt, the Payless "Margarita" low wedge slides in natural and a matching handbag. Nothing fancy, just a simple, thrown together outfit to do a little running around in, especially the shoes (which I also have in black) which were comfortable and easy to wear, and, like all the other slides in my collection, I enjoy wearing them.

My first stop was to Acme to buy a few odds and ends, no big deal. Stop number two was down the road to a CVS drug store to buy a newspaper as the supermarket was out and a bottle of lens cleaner for my glasses, while waiting in line, an old man who looked to be in his seventies, perhaps his eighties, cane and all turned around to smile at me and said, "I saw you in the aisles, and I think you have the most gorgeous legs I've ever seen". To say the least, I didn't see that compliment coming, least of all from a man, now, that gentleman was wearing glasses, for all I know, he might've mistaken me for a woman, even though we were separated by little over a foot, still, it was sweet of him to say what he did, I smiled and told him as much, he chuckled and wished me a good day before walking off. I guess that wearing a short skirt does have its advantages. My next stop was to Best Buy to snatch up a copy of Captain America: Civil War on Blu-Ray, then, with some time to kill, I drove to Springfield Mall and wandered about for little over twenty minutes, as usual, no stares, long looks or double takes, I've kinda gotten used to that lack of attention by now. Perhaps the sight of a guy in a skirt truly is no big deal.

To any and all fashion freestylers here, I can't state enough the importance of dressing appropriately for the surroundings you happen to be in, not to mention giving the appearance that your attire is no big deal. If you do, chances are excellent that you'll be accepted as just another person, even if you do wear clothing and/or shoes tailored to the fairer sex. After all, guys have every bit as much of a right to wear skirts and heels as women, the key thing is to wear is to wear those articles with pride. More to come....

 

Jaunt #333, outfit-1.jpg

Jaunt #333, outfit-2.jpg

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

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1 hour ago, JeffB said:

 

Jaunt #333, 9/18/2016: Despite overcast skies, temps were mild enough to run a couple of errands before the day's NFL action, heading out to Springfield in a brown t-shirt, a tan 20 inch Old Navy skirt, the Payless "Margarita" low wedge slides in natural and a matching handbag. Nothing fancy, just a simple, thrown together outfit to do a little running around in, especially the shoes (which I also have in black) which were comfortable and easy to wear, and, like all the other slides in my collection, I enjoy wearing them.

My first stop was to Acme to buy a few odds and ends, no big deal. Stop number two was down the road to a CVS drug store to buy a newspaper as the supermarket was out and a bottle of lens cleaner for my glasses, while waiting in line, a man who turned around to smile at me and said, "I saw you in the aisles, and I think you have the most gorgeous legs I've ever seen". 

 

Jaunt #333, outfit-1.jpg

Jaunt #333, outfit-2.jpg

I've always loved that skirt ♡♡♡ and the shoes are cute too. You have great pins so it's good to show them off rather than hide them in longer skirts.The look is more youthful, but not over the top. I'm not surprised that guy liked your ensemble.  Looks great, a nice change from the longer skirts of recent outings. Pencil skirts draw attention to our legs but are ery smart as well. You should try a calf length one as the weather gets colder. You'll love it, and will get so many  compliments.  Looking forward to your next jaunt :) 

Edited by heelsrus2000
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JeffB

I like your  Sunday ensemble, with the shorter skirt much better. Nice color choice with the khaki skirt and the brown top. Since Labor Day has passed, I put my white skirts and white shorts, away for the season. On Friday and Sunday, I wore a black mini skirt 18" with a white polo (Friday) and a yellow polo (Sunday). I wore my new Bongo (Sears), "Stella", black bootie, sandals, with silver trim and 4-3/4" thicker heels. I carried a black cross body bag. I got several compliments from the ladies on my shopping trips. They all loved my new shoes and want them too. They were on clearance from Sears, for $17.99. I guess I lucked out, they had my size 11 in stock.

Happy Heeling,

bluejay

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17 hours ago, bluejay said:

JeffB

I like your  Sunday ensemble, with the shorter skirt much better. Nice color choice with the khaki skirt and the brown top. Since Labor Day has passed, I put my white skirts and white shorts, away for the season. On Friday and Sunday, I wore a black mini skirt 18" with a white polo (Friday) and a yellow polo (Sunday). I wore my new Bongo (Sears), "Stella", black bootie, sandals, with silver trim and 4-3/4" thicker heels. I carried a black cross body bag. I got several compliments from the ladies on my shopping trips. They all loved my new shoes and want them too. They were on clearance from Sears, for $17.99. I guess I lucked out, they had my size 11 in stock.

Happy Heeling,

bluejay

Sounds great, Bluejay. Do you have any pictures of your outfits? :)

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TBG: Regarding your question about the art I had seen on Saturday, yeah, there were lots of stuff I liked, but wow, talk about expensive!

heelsrus2000 & bluejay: Thanks for the kind words on my latest outing and what I wore. Much appreciated.

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

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