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The Jaunts of JeffB!


JeffB

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The red stripe on the jacket is a nice touch with the red top, and the overall look is very coordinated, the thigh boots and short skirt add a great sharpness to the style. Like you said, "no one’s going to care one bit about what you're wearing" in the casino, but that's a pretty daring outfit to wear for lunch and shopping. Surely "without stares and glances" is almost a little disappointing, you deserved a few smiles and a nice compliment.

 

 

That's not the plan for jaunt #300 is it ? ;)

 

If memory serves, I bought that jacket at Sears, the striping was the attraction and lends a bolder look than my dressier leather jacket does. I agree that going shopping in my ensemble would be a tad daring. As for getting smiles or compliments, it stood to reason I'd get neither at that casino. Regarding the notion of wearing a gown on my 300th jaunt, don't give me any ideas, I might just give that a try! HA!  :lmao:

 

Nice look JeffB. The short skirt looks great on you. I like wearing the shorter skirts too, however I have never worn thigh-hi boots, with a skirt. I do wear them (short skirts) with knee boots, ankle boots and pumps. Maybe it's time for me to invest in a pair of thigh-hi boots.

 

Happy Heeling,

bluejay

 

Well, it wouldn't hurt to give thigh high boots a try. They're sensational to wear and look fantastic, especially with a short skirt.

 

I always new you had good taste in clothes and shoes, but remotes too Jeff!  Harmonies are the best remotes going in my opinion!  I own several.

 

This is my first Harmony remote, and it works like a dream. Took little time to set it up online and I was off and running with it right away.

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

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I agree that going shopping in my ensemble would be a tad daring.

 

"Would be"? It sure sounded to me like you stayed in that ensemble for lunch at Arby's and Best Buy to get your new remote control, so you've definitely ticked the daring box. I couldn't help wondering how this compares with your very first jaunt, where it was interesting to read this:

 

After all, prior to yesterday, I've been out and about in skirts, including a trip in one to New York City for Pete's sake, and yet, it took a wee bit of effort to expose myself to the world once again in women's shoes.

 

So, would you still feel apprehensive wearing outfit #1 now after #253 ?

If you like it, wear it.

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"Would be"? It sure sounded to me like you stayed in that ensemble for lunch at Arby's and Best Buy to get your new remote control, so you've definitely ticked the daring box. I couldn't help wondering how this compares with your very first jaunt, where it was interesting to read this:

 

 

So, would you still feel apprehensive wearing outfit #1 now after #253 ?

 

Perhaps I should've explained that comment better. I would say the outfit I wore on jaunt #253 would be daring for others, to me, it was no big deal. Heck, I wore that same miniskirt in the summer with just a tank top, long legs on full display and platform sandals. As for apprehension about wearing that very first outfit, I'd say no, that was tame, boring even compared to what I wore on Monday.

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

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Thanks Jeff, I was just curious to compare your experiences with mine. Over time I've also become increasingly comfortable wearing my heels with outfits that would've been unthinkable to me when I was starting out. At one point I felt like I'd become addicted to the thrill of pushing the boat out a little further each time. I think I've now reached a point where I feel comfortable to wear anything I like, to the point that reverting to a more masculine (or at least androgynous) outfit with heels actually feels a little more daring than wearing a skirt or dress. It's as if the more feminine outfits make it easier for people to keep their gender stereotypes intact (and see me simply as someone who's jumped over the fence to the other side) whereas a more androgynous appearance seems to evoke more reactions because it's challenging those stereotypes (and knocking the fence down) and people feel less comfortable with that.

If you like it, wear it.

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It's hard for me to comment following my last embarrassing post - sorry guys. It was a genuine mistake, not meant for public view. :nono:

I think Jeff pulls off the look as it's a good masculine look, the same old jeans and shorts gets boring, kilts cost way too much, so something simple as a denim skirt (which is invisible to most in terms of reactions) is a good alternative. Chino Pencil skirts also look good, and naturally go well with a nice pair of heels, I think boots look the best.

I'm sure that Jeff will show us some more fabulous ensembles in 2015 ♡

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SleekHeels: Being comfortable in one's own skin when venturing out in clothing and shoes generally associated with the opposite sex is extremely important. Perhaps if I hadn't already worn a skirt in public before I launched this thread, I would never had envisioned wearing what I had on jaunt #253 back in 2008. Since I don't have anything in the way of an androgynous look, I simply present myself as what I am: a middle aged man with graying hair who wears skirts and heels, nothing more, nothing less. Whether the public accepts me as I am or not, that's fine, the fact people rarely bother to even acknowledge me in the clothes I choose to wear (at least not to my face anyway, what happens behind my back is anybody's guess) says that perhaps I am accepted, or rather the world as a whole could care less.

 

Kilty: Thanks for explaining that situation. The notion of wearing a kilt never occured to me, why bother when it's easier, and cheaper to wear a skirt which presents that certain...feminine touch that I like. Meanwhile....

 

Jaunt #254, 1/2/2015:
I'm not sure, but this might well be the earliest I've started a new year with a jaunt as I headed out on January 2nd in my black leather jacket over a magenta turtleneck, the 15 inch denim miniskirt, black leggings, the Pleaser 4 inch heeled thigh boots and a black handbag. I don't know if you could call this a casual outfit, but it was plenty stylish, and that was good enough for me. Despite bright sunshine, temperatures were only in the low to mid 40’s, yet, I still felt nice and warm thanks to the ensemble and how I put it together, even though I wore I short skirt, I wasn't the least bit chilled from the conditions.

My first stop of the day was to the main branch of the post office as I had to buy a money order, walking in, I saw there was quite a long line, sort of unexpected for eleven a.m. on a Friday morning, no matter. I stood in line behind an African-American woman and her young daughter who I guessed was no more than four or five, as was often the case, adults often ignore me while on my outings, but young children take notice of me, mainly out of curiosity, and this little girl was no different as she looked me up and down from wide eyed interest, so I took something of an initiative and grinned at her, she giggled a bit and grinned back, a nice little exchange. Little over five minutes later, I was at the counter, bought my money order, filled it out, stuffed it in the envelope and left, no fuss, no bother. From there, it was off to downtown and my friendly neighborhood comic book shop, took some fifteen minutes to find a spot, about half a block down from the shop, again, no one took notice during the brief walk to the shop, or the longer walk to the conveinence store a block away to buy a lottery ticket, again, no stares, pointed fingers or chuckles or anything else.

Back in the car, it was over the bridge and into South Jersey and the Moorestown Mall area where I decided to have lunch at Chick-Fil-A. Hopping out, I entered the store and saw it was plenty full with diners young and old, especially young as the store had an attached play area for the kiddies, so there were a goodly number of youngsters about, some of whom predictably took notice of me, after placing my order, I sat at a table not far from from the counter, so people coming in got a good look at me in my skirt and thigh boots while I ate. Out of the corner of my eye, I took notice of the influx of people, there were a couple of brief stares here and there, but nothing significant, I bothered no one and no one bothered me. Leaving the store, I went to Best Buy for my last stop of the day, there was a pretty good crowd there as well, but no one paid much, if any attention to me in the twenty plus minutes I was in the store before I checked out with a movie on Blu-Ray. I could've stayed in the area longer, but I needed to get over the bridge and back into town before the afternoon rush hour traffic started snarling up the roads. Once again, another enjoyable outing.

Speaking of outings, I achieved a personal milestone on my previous jaunt on December 29th, going an entire calendar year (2014) wearing skirts on my outings, winter, spring, summer, fall and back to winter again, parading about in everything from 15 inch minis to 40 inch ankle dusters, and it was a glorious experience. As the new year has begun, my days of wearing pants and jeans recedes further and further into memory, I'm fully devoted to skirts (and dresses) now, nothing else will do for me, and my freestyling passion demands I wear nothing else. More to come....

post-154-0-46933200-1420282529_thumb.jpg

post-154-0-55929700-1420282535_thumb.jpg

post-154-0-21584100-1420282541_thumb.jpg

post-154-0-44426400-1420282548_thumb.jpg

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

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I headed out on January 2nd in my black leather jacket over a magenta turtleneck, the 15 inch denim miniskirt, black leggings, the Pleaser 4 inch heeled thigh boots and a black handbag. I don't know if you could call this a casual outfit, but it was plenty stylish, and that was good enough for me.

 

Speaking of outings, I achieved a personal milestone on my previous jaunt on December 29th, going an entire calendar year (2014) wearing skirts on my outings, winter, spring, summer, fall and back to winter again, parading about in everything from 15 inch minis to 40 inch ankle dusters, and it was a glorious experience. As the new year has begun, my days of wearing pants and jeans recedes further and further into memory, I'm fully devoted to skirts (and dresses) now, nothing else will do for me, and my freestyling passion demands I wear nothing else. More to come.

 

Jeffb -

 

The outfit looks great (biased opinion) and the epitome of casual.

 

I understand your goal to abandon pants on you jaunts but thigh boots and jeans with a leather jacket is a classic look that shouldn't be ignored just because it doesn't include a skirt/dress.

 

TBG

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

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Excellent colour choices, and now you've seen that denim is invisible, time to push the envelope and try pencil skirts in other fabrics! Your look works with the black tights. Bravo! As you have seen, more people are not bothered by the manskirt as it becomes more of a viable alternative to trousers and shorts :wink:

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Happy New Year Jeff B,

 

SleekHeels: Being comfortable in one's own skin when venturing out in clothing and shoes generally associated with the opposite sex is extremely important. Perhaps if I hadn't already worn a skirt in public before I launched this thread, I would never had envisioned wearing what I had on jaunt #253 back in 2008. Since I don't have anything in the way of an androgynous look, I simply present myself as what I am: a middle aged man with graying hair who wears skirts and heels, nothing more, nothing less. Whether the public accepts me as I am or not, that's fine, the fact people rarely bother to even acknowledge me in the clothes I choose to wear (at least not to my face anyway, what happens behind my back is anybody's guess) says that perhaps I am accepted, or rather the world as a whole could care less.

 

Kilty: Thanks for explaining that situation. The notion of wearing a kilt never occured to me, why bother when it's easier, and cheaper to wear a skirt which presents that certain...feminine touch that I like. Meanwhile....

 

Jaunt #254, 1/2/2015:
I'm not sure, but this might well be the earliest I've started a new year with a jaunt as I headed out on January 2nd in my black leather jacket over a magenta turtleneck, the 15 inch denim miniskirt, black leggings, the Pleaser 4 inch heeled thigh boots and a black handbag. I don't know if you could call this a casual outfit, but it was plenty stylish, and that was good enough for me. Despite bright sunshine, temperatures were only in the low to mid 40’s, yet, I still felt nice and warm thanks to the ensemble and how I put it together, even though I wore I short skirt, I wasn't the least bit chilled from the conditions.

My first stop of the day was to the main branch of the post office as I had to buy a money order, walking in, I saw there was quite a long line, sort of unexpected for eleven a.m. on a Friday morning, no matter. I stood in line behind an African-American woman and her young daughter who I guessed was no more than four or five, as was often the case, adults often ignore me while on my outings, but young children take notice of me, mainly out of curiosity, and this little girl was no different as she looked me up and down from wide eyed interest, so I took something of an initiative and grinned at her, she giggled a bit and grinned back, a nice little exchange. Little over five minutes later, I was at the counter, bought my money order, filled it out, stuffed it in the envelope and left, no fuss, no bother. From there, it was off to downtown and my friendly neighborhood comic book shop, took some fifteen minutes to find a spot, about half a block down from the shop, again, no one took notice during the brief walk to the shop, or the longer walk to the conveinence store a block away to buy a lottery ticket, again, no stares, pointed fingers or chuckles or anything else.

Back in the car, it was over the bridge and into South Jersey and the Moorestown Mall area where I decided to have lunch at Chick-Fil-A. Hopping out, I entered the store and saw it was plenty full with diners young and old, especially young as the store had an attached play area for the kiddies, so there were a goodly number of youngsters about, some of whom predictably took notice of me, after placing my order, I sat at a table not far from from the counter, so people coming in got a good look at me in my skirt and thigh boots while I ate. Out of the corner of my eye, I took notice of the influx of people, there were a couple of brief stares here and there, but nothing significant, I bothered no one and no one bothered me. Leaving the store, I went to Best Buy for my last stop of the day, there was a pretty good crowd there as well, but no one paid much, if any attention to me in the twenty plus minutes I was in the store before I checked out with a movie on Blu-Ray. I could've stayed in the area longer, but I needed to get over the bridge and back into town before the afternoon rush hour traffic started snarling up the roads. Once again, another enjoyable outing.

Speaking of outings, I achieved a personal milestone on my previous jaunt on December 29th, going an entire calendar year (2014) wearing skirts on my outings, winter, spring, summer, fall and back to winter again, parading about in everything from 15 inch minis to 40 inch ankle dusters, and it was a glorious experience. As the new year has begun, my days of wearing pants and jeans recedes further and further into memory, I'm fully devoted to skirts (and dresses) now, nothing else will do for me, and my freestyling passion demands I wear nothing else. More to come....

 

Very good Jeff B, you have done a great job getting those skirts matched up with the THB's and jacket, you look fabulous!

Good for you in getting a whole year/4 seasons with your passion for fashion, just amazing. You, THG and 6wish are hugely inspiring for sure.

Enjoy catching up on your jaunts and outings, thanks for sharing. Looking forward another great year of you posts!

Be safe and enjoy!

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Jeffb -

 

The outfit looks great (biased opinion) and the epitome of casual.

 

I understand your goal to abandon pants on you jaunts but thigh boots and jeans with a leather jacket is a classic look that shouldn't be ignored just because it doesn't include a skirt/dress.

 

TBG

 

Oh, I agree that jeans and thigh boots are a great combination. Still, the allure of wearing skirts is a powerful one that I just can't resist.

 

Very nice JeffB. I like your color choices.

 

Happy Heeling,

bluejay

 

Thanks for the kind words. Much appreciated.

 

Excellent colour choices, and now you've seen that denim is invisible, time to push the envelope and try pencil skirts in other fabrics! Your look works with the black tights. Bravo! As you have seen, more people are not bothered by the manskirt as it becomes more of a viable alternative to trousers and shorts :cheeky:

 

Well, I've already worn a knit skirt on a precious outing, but I like denim for the ease of wear and the casual look which I enjoy.

 

Happy New Year Jeff B,

 

 

Very good Jeff B, you have done a great job getting those skirts matched up with the THB's and jacket, you look fabulous!

Good for you in getting a whole year/4 seasons with your passion for fashion, just amazing. You, THG and 6wish are hugely inspiring for sure.

Enjoy catching up on your jaunts and outings, thanks for sharing. Looking forward another great year of you posts!

Be safe and enjoy!

 

Thanks for checking in and for the kind words. I'm glad to be an inspiration to you and others here.

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

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  • 2 weeks later...

I'm still around, just posting on other threads as I haven't had the opportunity to go on any outings lately.

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

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Hey JeffB. I heard that you had an ice storm in Philly this AM. Not a great time to be out in heels. I've had problems with lots of snow and cold, here too. First time out in over two weeks, today, wearing heels. Three inch block heel, knee boots, just the same they were heels!

 

Happy Heeling,

bluejay

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bluejay: It was absolutely hellish here yesterday. Icy streets, roads and freeways, accidents everywhere, bridges closed, mass transit snarled up, trust me, it wasn't a great time to be outside PERIOD. Just walking around the corner to a diner I frequent for breakfast in sneakers that morning was a challenge because of icy sidewalks, but that was the extent of my travels as I spent the rest of the day indoors watching TV.

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

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  • 4 weeks later...

Not to worry, new jaunts will be coming. Just been busy of late along with some lousy weather here of late.

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

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  • 4 weeks later...

Hey there, not heard from you in a while, surely it's time for a new jaunt... bought some new boots to go with my black pencil skirt, but the heels take some getting used to :)

Looking forward to your next jaunt :wink:

K

post-15255-0-08002500-1426087690_thumb.j

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Kilty;

 

Give the guy a break.  It has been cold, wet, and down right chilly in Philly.

 

post-530-0-20475800-1426124404_thumb.jpg

 

I sure JeffB will be back in action as soon as things thaw out there. :penitent:

 

 

By the way... nice hat.

 

 

TBG

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

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Hey there, not heard from you in a while, surely it's time for a new jaunt... bought some new boots to go with my black pencil skirt, but the heels take some getting used to :)

Looking forward to your next jaunt :cheeky:

K

 

Nice boots. It's hard to tell from the picture, but how high were the heels? And, not to worry, a new jaunt is coming!

 

Kilty;

 

Give the guy a break.  It has been cold, wet, and down right chilly in Philly.

 

attachicon.gifpost-154-0-49497000-1419938.jpg

 

I sure JeffB will be back in action as soon as things thaw out there. :penitent:

 

 

By the way... nice hat.

 

 

TBG

 

Oh, thanks! Bought it at Goodwill a few weeks ago!

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

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Nice boots. It's hard to tell from the picture, but how high were the heels? And, not to worry, a new jaunt is coming!

Oh, thanks! Bought it at Goodwill a few weeks ago!

JeffB, the heels were 4 inch ones, so not too bad, just that i ventured out but the early spring sun was deceptive. Should have worn tights as it was still a bit on the chilly side, but a brisk walk, and snug skirt took care of that. I'll stop harassing you about the next jaunt :silly::)
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JeffB, the heels were 4 inch ones, so not too bad, just that i ventured out but the early spring sun was deceptive. Should have worn tights as it was still a bit on the chilly side, but a brisk walk, and snug skirt took care of that. I'll stop harassing you about the next jaunt :silly::)

 

Four inches are usually the maximum height I wear these days since I do a goodly amount of walking on my outings, and comfort is important to me.

 

The weather report says JeffB is in for more rain this weekend.

 

attachicon.gifJeff's-room.jpg

 

Nice view though.  :penitent:

 

Just Saturday. Sunday looks promising for an outing.

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

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Some folks unexpectedly dropped by JeffB's place over the weekend.

 

post-530-0-04747200-1426622516_thumb.jpg

 

They said they hadn't at the Comic book Shop and thought they would come looking for him.

 

:penitent:

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

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Some folks unexpectedly dropped by JeffB's place over the weekend.

 

attachicon.gifJeff had company.jpg

 

They said they hadn't at the Comic book Shop and thought they would come looking for him.

 

:penitent:

 

I was hoping to keep that a secret, TBG! Sheesh! Anyhoo, me and a few of my homies kicked Star-Lord's pantywaist arse, threw Rocket into a backyard two doors down where a particularly mean and hungry pitbull waited, then made Gamora REALLY feel like a woman! Just another day in da 'hood!

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

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I was hoping to keep that a secret, TBG! Sheesh! Anyhoo, me and a few of my homies kicked Star-Lord's pantywaist arse, threw Rocket into a backyard two doors down where a particularly mean and hungry pitbull waited, then made Gamora REALLY feel like a woman! Just another day in da 'hood!

Hope you didn't break a nail or scuff your pumps.

 

:penitent:

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

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Hope you didn't break a nail or scuff your pumps.

 

:penitent:

 

Nahhh! I wore gloves and was careful with the shoes! Heh!

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

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