The Jaunts of JeffB!

[SkirtDude]

Very nice ensemble, cute skirt as well. You look better in more fitted clothes IMHO   the fact the women said you dressed nice was great, you really do plan well in advance, hence no stares, remarks etc as before. You could emulate Kate's style in TBG's supplied photo - the skirt looks nice  

[JeffB]

TBG: Hmm! I'd have to say that it's probably not a bad thing to have that first image be interpreted as female. HA!

Cali: If you look good, you'll feel good. And I always feel good when I'm in women's clothes.

SkirtDude: Thanks for the kind words. As for emulating Kate's look, hmm! Perhaps! But I doubt I could do it as well as her.

Jaunt #368, 4/30/2017: Spring has been a tad goofy, summerlike warm on Saturday with temps in the low 80's, but the next day, it was partly cloudy and breezy while temps were no better than low 60's. Go figure. However, that didn't stop me from going out again, the outfit in question being my denim jacket over a black tank top, a printed crepe skirt, the Payless "Tawny" slides in black and a black handbag. As part of my ongoing evolution as a fashion freestyler, I wanted to experiment more with wearing printed skirts instead of the plain old monochromatic variety. As with most things when it comes to women's clothing, through work to pair said skirt with the right top and shoes, I made it look sharp and stylish. Wearing prints brings my sense of style up to a whole new level. Speaking of shoes, the "Tawny" slides were the perfect accompaniment to the outfit, short and sweet, in fact, there were NO other shoes I wanted to wear with that ensemble yesterday.

Driving into town, I parked some two blocks away from my regular haunt, Rittenhouse Square Park. Walking down a crowded city street, I went to One Liberty Place where I had a light lunch (a salad and a bottle of water at Subway), then went up to the building's observation deck where I enjoyed fabulous views of the city from some 800 plus feet up for close to an hour, definitely time well spent. Returning to ground level, I strolled to the park where I found a bench and got in some reading on my Barnes & Noble nook for some forty five minutes while throngs of people came and went. With some twenty minutes let on my meter, I got up and left, on my way out the park, I passed a black gentleman in his forties who grinned at me and said, "Hey, there! You look good in that skirt, mon!" No, I didn't misspell that last word as he had a thick Jamaican accent, I smiled back and thanked him for the kind words. In the distance, I heard him say, "Damn! Look those heels!" That made me chuckle since I only wearing three inchers.

It's not often I get compliments on the street about my attire from men, so I guess he saw something he liked, once again, proof positive that if you take the time and effort to look good, your hard work will be rewarded. More to come....

[Thighbootguy]

Great look JeffB... proper prior planning strikes again.

On 5/1/2017 at 4:36 AM, JeffB said:

I passed a black gentleman in his forties who grinned at me and said, "Hey, there! You look good in that skirt, mon!" No, I didn't misspell that last word as he had a thick Jamaican accent, I smiled back and thanked him for the kind words. In the distance, I heard him say, "Damn! Look those heels!"

I don't know about Jamacian culture, but could he have been from New Orleans where a guy in a skirt might not be that unusual (especially in mardi gras)?

May is looking to be a cool month (temperature wise) so there is still an opportunity to put aside the slides until temps warm up again and rediscover how much fun thigh boots are.

[SF]

Yah, mon.....  We got the good green too !!!   ha ha....    Nice outfit Mr. Jeff....  Take care...   sf

[JeffB]

On 5/2/2017 at 7:40 AM, Thighbootguy said:

Great look JeffB... proper prior planning strikes again.

I don't know about Jamacian culture, but could he have been from New Orleans where a guy in a skirt might not be that unusual (especially in mardi gras)?

May is looking to be a cool month (temperature wise) so there is still an opportunity to put aside the slides until temps warm up again and rediscover how much fun thigh boots are.

Well, yes, the weather will be cooler this weekend. I'll see what I can do about taking the thigh boots out for a spin.

On 5/2/2017 at 10:48 AM, SF said:

Yah, mon.....  We got the good green too !!!   ha ha....    Nice outfit Mr. Jeff....  Take care...   sf

Thanks, much, SF!

[SkirtDude]

Jeff, Was it too breezy for the printed skirts? Didn't read of any Jaunts this weekend, which was a shame. I pushed the envelope at work and spoke to HR about my wardrobe choices, and after wearing skirts to work (corporate knee-length pencils), I thought I'd try a skirt suit! Teamed with red pumps, though the shoes were a killer. I need to get some more comfortable shoes, might even go back to booties as the heel is easier to walk in. First time with a handbag as well, but it was well received by colleagues

Looking forward to your next jaunt  

 

Edited May 9, 2017 by SkirtDude

[Thighbootguy]

33 minutes ago, SkirtDude said:

First time with a handbag as well, but it was well received by colleagues

Really great look!  I shudder to think how my old HR department would have reacted to a request like that.  At work, do you interact with external customers or just deal with your companies folks?  That may have been a consideration for HR.

[Cali]

SkirtDude what a great work look.  Very professional looking and polished.  I wish I could pull that look off a work as well.  Add some makeup and I would be in heaven.

[Ray_Aber]

http://www.dailymail.co.uk/news/article-4471836/The-glamorous-lawyers-Anthony-Bell-AVO-trial.html

Great look, SkirtDude!

However, it's not you, is it? It's an Australian female lawyer....

[SkirtDude]

16 hours ago, Ray_Aber said:

http://www.dailymail.co.uk/news/article-4471836/The-glamorous-lawyers-Anthony-Bell-AVO-trial.html

Great look, SkirtDude!

However, it's not you, is it? It's an Australian female lawyer....

Just checking to see you're awake, Ray   

 

Edited May 10, 2017 by SkirtDude

[Ray_Aber]

Photoshopped - the light is wrong. Try again. You have just copied and pasted a photo (found on skirtcafe) onto a background. 

Edited May 9, 2017 by Ray_Aber

[SkirtDude]

On Tuesday, May 09, 2017 at 5:46 PM, Ray_Aber said:

Photoshopped - the light is wrong. Try again. You have just copied and pasted a photo (found on skirtcafe) onto a background. 

Trying to raise your post count, Ray? 

 

Edited May 13, 2017 by SkirtDude

[JeffB]

Well, the weather has been wacky of late, morning that felt more like February than May. Still, I hope to get out and about soon.

[mlroseplant]

Yes, it has been a very strange year here also. Just a few days ago, I was wearing a heavy coat to work, at least first thing in the morning. Yesterday, I need no coat at all! We look forward to your next story!

[JeffB]

Well, it's going to rain here all day today, so I'm locked inside as I detest being out in the rain, but, tomorrow promises to be nice and dry, so, we'll see.

By the by, I forgot to mention a scant few weeks ago that April 28, 2013 marked the last time I wore jeans or pants on an outing as I've been all about skirts (and the occasional dress) ever since. I don't think that was anything I intentionally planned, but as I came to enjoy wearing skirts more and more, I no longer saw any reason to wear jeans or pants which I saw as dull and boring and seriously bereft of options when it came to fashion. However, migrating to skirts opened a whole new world in terms of fashion, giving me almost limitless options when it came to putting together outfits for my jaunts, and that brought my passion for fashion freestyling into full bloom. Of course, there's also the purely visceral angle as I love how skirts look on me, either with heels or flats and, four years later, my love for skirts burns as brightly as ever.

[JeffB]

Jaunt #369, 5/14/2017: After a positively craptastic Saturday chock full of rain most of the day, Sunday, Mother's Day was considerably better with sunshine, blue skies and temps around 70. Since it was Sunday, I felt a need to dress up, not just because it makes me look good, but FEEL good like only wearing women's clothes can, and today, I sported a bright blue crepe blouse, a black crepe skirt, the Payless "Sinclair" wedge heeled sandals and a black handbag. It had been awhile since I last wore those sandals, but they paired well with the outfit, and with their four inch heels, they helped me to stand above the crowd while my light and airy crepe skirts with their built in liners are a delight and I enjoy wearing them because they make me feel feminine.

But, I digress. I headed into town to spend some quality time in the center city area. It took almost twenty minutes to find a parking spot, after I did, I headed down to One Liberty Square where I had a salad and a bottle of water at Subway for lunch, I think I got a couple of odd looks here and there, but I paid little attention to that. Following lunch, I walked up to Rittenhouse Square Park which was busier that usual because of a fine crafts fair with somewhere close to 100 stalls set up on the sidewalk around the park itself with wares like art, sculptures, clothing, pottery, jewelry, you name it, it made for quite an eclectic, and crowded atmosphere, one I found highly enjoyable as I strolled amongst the throngs of people, checking out the wide variety of crafts like everyone else, blending in with ridiculous ease, and I had a boatload of fun for something like a half hour before going into the park to find a bench and chill with my e-book.

I know I've said this before, but I never fail to be amazed at how easy it is to do the fashion freestyling in public thing, how I can come and go in women's wear without attracting attention . Oh, sure, I have no doubt Thighbootguy will say that's because I successfully identify as female at first glance, even though I'm clearly not, still, I'm perfectly fine with that, it means I've done everything right when it comes to the appearance I present to the world at large. More to come....

[Thighbootguy]

4 hours ago, JeffB said:

I have no doubt Thighbootguy will say that's because I successfully identify as female at first glance, even though I'm clearly not, still, I'm perfectly fine with that, it means I've done everything right when it comes to the appearance I present to the world at large.

Yep.

Great outfit.  The blue bracelet is a nice touch with the blue top.

4 hours ago, JeffB said:

blending in with ridiculous ease

Interesting choice of words.  Ridiculous - "deserving of ridicule".  I hardly think this is the case.

[JeffB]

18 hours ago, Thighbootguy said:

Interesting choice of words.  Ridiculous - "deserving of ridicule".  I hardly think this is the case.

Hmm! Good point there!

Jaunt #370: 5/15/2017: Having to run a couple of errands for a specific need, I decided to turn that into a brief jaunt, opting for a purely casual outfit, that being a black t-shirt, the gray miniskirt with the deconstructed hem, the Payless "Stacey" low wedge sandals in black and a black handbag. Nothing at all fancy, just something I threw together for a quick trip to the store, or, in my case, stores.

The first stop was to Best Buy in Springfield where I haven't been to in awhile to buy a pair of Bluetooth headphones to pair with my iPhone so I can wirelessly listen to music while at the gym. There was a decent crowd in the store, but I went ignored (as usual) by shoppers as I went about my business, now, since I already knew what I was looking for, I could've been in and out of the store inside of ten minutes, but since this was Best Buy, there was no in and out immediately as I spent nearly thirty minutes in the place gazing at all sorts of stuff, including five thousand dollar Sony OLED (Organic Light Emitting Diode) HDTV's which looked absolutely marvelous and left me flat out envious, wishing I had the money to buy something like that. That's why I play the Powerball Lottery, so I can indulge in such vanities if I were to win a big jackpot.

My second stop was to Rite Aid to buy a Copper Fit sleeve for an occasionally twingy right knee which I sometimes feel when working out at the gym. Now, why am I mentioning the gym so much? Well, since I was dissatisfied with a middle aged paunch I had developed, something that made fitting into some of my skirts a wee bit problematic, even with a body briefer I wear under my clothes, I decided it was time to exercise, eat healthy and trim down so I'll look better in my women's wear. I've been at it for two weeks now and lost a tad under ten pounds, and I already look better. I look forward to continuing my workout routine which I happen to enjoy and hope to slim down further. More to come....

[Thighbootguy]

I am somewhat surprised at my reaction when I scroll down in your post and see the pictures of a guy in a skirt or a dress.  For many months now the reaction has been "looks good".  I really don't see anything odd or unusual, rather a natural expression of fashion.  It has taken me a while to get to this point.  Thanks for bringing me (and all of us) along on the journey.

Repeating myself, the outfit looks good and very casual, but I still think some clip on earrings would be a nice accessory (as well as a pair of boots ).

[jeremy1986]

15 hours ago, JeffB said:

Now, why am I mentioning the gym so much? Well, since I was dissatisfied with a middle aged paunch I had developed, something that made fitting into some of my skirts a wee bit problematic, even with a body briefer I wear under my clothes, I decided it was time to exercise, eat healthy and trim down so I'll look better in my women's wear. I've been at it for two weeks now and lost a tad under ten pounds, and I already look better. I look forward to continuing my workout routine which I happen to enjoy and hope to slim down further. More to come....

 

You go girl
You'll look great and feel great!

[JeffB]

18 hours ago, Thighbootguy said:

I am somewhat surprised at my reaction when I scroll down in your post and see the pictures of a guy in a skirt or a dress.  For many months now the reaction has been "looks good".  I really don't see anything odd or unusual, rather a natural expression of fashion.  It has taken me a while to get to this point.  Thanks for bringing me (and all of us) along on the journey.

Repeating myself, the outfit looks good and very casual, but I still think some clip on earrings would be a nice accessory (as well as a pair of boots ).

Well, I'm glad to have changed your way of thinking. All I want to do is present the best public image possible, to prove that men can indeed wear women's clothing AS MEN and not look foolish or perverted. That's what fashion freestyling is all about, and I take what I do very seriously. Thanks for coming along for the ride.

[Cali]

While I don't wear skirts and dresses, I  wear many women's fashions daliy as a man. I have many women's tops and even a Victoria's Secret pull over sweater. It's amazing how many people compliment this sweater when I have it. Yesterday I wore a sleeveless turtleneck (VS) under a sweatshirt (jumper), jeans and my Charles By Charles David black laser cut wedges(tall wedges) to work.

[JeffB]

Jaunt #371, 5/20/2017: After some five straight days with abundant sunshine and temps in the low 90's which made it feel more like mid July than mid May, a cold front knocked down those temps considerably as we only saw a high in the low 60's with a cool wind and cloudy skies. However that didn't stop me from going on an outing, sporting my black denim jacket over a red t-shirt, a denim button down skirt, the Payless "Geneva" loafers and a black satchel bag.

My destination for the day was the King of Prussia Mall where I haven't been for over a month, arriving a little after eleven thirty, I hopped out of my car and walked right in, easy as you please as I've become acclimated to wearing skirts in the largest mall on the east coast, once upon a time, I never would've done something like this, now, I can't imagine visiting the mall unless I'm garbed in women's clothing. After a casual stroll to the comic book shop to buy the week's newest offerings, it was off to the food court for lunch, indulging in a chicken salad sandwich and a bottle of water from Chick-Fil-A, following lunch, I swung by JCPenney which was in the midst of a store closing sale, I wandered the floor for a good twenty or so minutes, but didn't see anything I liked, so I left. After leaving a candy shop where I treated myself to some mini gummi bears, a black woman in her late twenties said she liked my necklace, and I thanked her. It's always nice to get compliments from women about my attire, one outing, it's my skirt, on another, my shoes or my bag, or, in this case, my jewelry, once again, I guess that means I'm doing something right.

I wound up spending some three hours at the mall with nary an odd stare or glance from the scores of shoppers I passed in my travels. I guess I've gotten used to that, so I might push the envelope just a little bit on a future outing. We'll see. More to come....

[jeremy1986]

13 hours ago, JeffB said:

so I might push the envelope just a little bit on a future outing. We'll see. More to come....

Push it how, Jeff?

[JeffB]

2 hours ago, jeremy1986 said:

Push it how, Jeff?

Oh, a shorter skirt, perhaps something just a little above the knee. No miniskirt, at least not right now, if at all.

[jeremy1986]

10 hours ago, JeffB said:

Oh, a shorter skirt, perhaps something just a little above the knee. No miniskirt, at least not right now, if at all.

Well, I have seen how you look in a mini - fab!!

[RonC]

Hate to say this, Jeff, but we're going to have to change your name to FlatsJeff....lol

Your outfits always look well put together.  Wear and enjoy!

 

[JeffB]

jeremy1986: Thanks for the kind words!

RonC: What can I say? There's a certain....something about flats that I like more than heels. Heh!

[JeffB]

Jaunt #372, 5/27/2017: Originally, I didn't think I'd get to go on an outing as the weather in these parts had been unstable over the last several days with rain, and today was supposed to have seen more of the same, but that never happened, as the sun came out with temps around 70, so I decided to head out in a black blouse, an olive crepe skirt, the Payless "Sinclair" platform wedge sandals in black and a black handbag. This is just the sort of casually dressy outfit I've come to enjoy wearing, and what I feel good wearing because it suits my particular style as a fashion freestyler. As I've said in this thread many, many times before, if you're going to wear women's clothes and shoes in public as a man, then you DAMN well better look good!

My first stop of the day was to a downtown branch of my bank to take care of a little business prior to the day's pleasure, and I was treated with all the respect of a customer seeking services, and my attire was never a concern, and I appreciated that. From there, it was off to downtown for a stop to my friendly neighborhood comic book shop where we got into a lively discussion about how miserable the hometown baseball team, the Phillies had stunk up the joint of late. Them it was off to Rittenhouse Square Park for a little relaxation time, for a late Saturday morning, there was a predictably large crowd enjoying the pleasant weather as I found a bench and sat down to chill. It was some twenty minutes later that a white haired gentleman who looked to be well in his 60's walked up to me, smiled and said he admired my skirt and said I looked comfortable in it, he then added that he used to wear a sarong and loved it. I smiled back and thanked him for the kind words before he left.

Now, it's exceedingly rare when I get compliments on my attire from men, so this came as quite the pleasant surprise, though one I appreciated as my prep time putting together my outfits yielded positive results. Thirty minutes later, I was back in my car and crushing over into South Jersey, namely Moorestown Mall and the multiplex where I saw Guardians of the Galaxy vol. 2 in a fairly packed theater, a wild and crazy summer popcorn flick that was great fun to watch. Afterwards, I wandered into the mall itself and ventured to Sears where I bought a couple of blouses, from one of which I look forward to wearing soon. Still, the highlight of my day was the compliment I got from that older gentleman, something that helps boost my confidence and validates how well I present myself to the world at large. More to come....

[Thighbootguy]

Great outfit.  Well done. 

Add small dark earrings with that necklace and those shades, it will add balance to the look.  Guys have been wearing earrings for a long time. Rather than assailing you with images, Google "guy wearing earrings image"