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JeffB

The Jaunts of JeffB!

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Hi Jeff, I am not surprised that people really didn't notice your lips, it was really very subtle. For whatever reason, it suddenly occurred to me to ask you about your nails. I seem to remember at some point in the past, you were experimenting with growing your fingernails a little bit longer. What became of that? I also notice that, like me, you do not color your nails, neither feet nor hands. I am only curious about your motivation.

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11 hours ago, JeffB said:

Jaunt #485, outfit-3.jpg

Agree - with an outfit like this you think they were looking at your lips ;-)

 

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2 hours ago, mlroseplant said:

Hi Jeff, I am not surprised that people really didn't notice your lips, it was really very subtle. For whatever reason, it suddenly occurred to me to ask you about your nails. I seem to remember at some point in the past, you were experimenting with growing your fingernails a little bit longer. What became of that? I also notice that, like me, you do not color your nails, neither feet nor hands. I am only curious about your motivation.

Regarding the nails, hands and feet, sadly, I got lazy when it came to both and decided it wasn’t worth the effort.

29 minutes ago, jeremy1986 said:

Agree - with an outfit like this you think they were looking at your lips ;-)

 

Heh! You may have a point there.

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13 hours ago, JeffB said:

Jaunt #485, 2/9/2019: I’ve probably said this more than a few times in the past, but I feel that every time I go out on a jaunt, I look at it as not just an adventure, but an experiment to see just how far I can push the envelope when it comes to fashion freestyling.

That is exactly how I feel.  My outfits have become much more involved than just the heels or boots I use to wear when I look at early ohotos of my freestlye journey.  My fashion style has truly evolved.  And for the better!

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Jaunt #486, 2/16/2019: A pity I didn’t have off from work on Friday the 14th when temps reached  into the upper 50’s and felt positively springlike. So, I had to settle for going out on a jaunt the next day after temps took a nosedive and was no better than low 30’s when I headed out that morning, garbed in my black leather jacket over a black turtleneck, the 15 inch distressed miniskirt, black tights and my latest acquisition from Payless, the “Valencia” ankle boots in gray. The new boots, featuring rounded toes and four inch block heels were stable and comfortable for standing and walking while the heels were good and loud, just like I like them.

Even though it was rather frosty, it was no big deal to wear a short skirt as I still felt good and warm, so it was no big deal. My first stop of the day was to a branch of my bank to cash in a boatload of coins I rolled up two days ago, the teller who waited on me tallied things up to $92.50, not too bad. Feeling in the mood for a movie, I motored over the bride into South Jersey and drove to my favorite multiplex, Moorestown Mall where I watched Alita: Battle Angel. Prior to the movie, a funny moment: I went to the men's room to take care of business, and when I came out, a twentysomething black man came in, saw me, his eyes widened and he asked hesitantly if this was the men's room, I nodded and said yes and he relaxed though gave me an odd look in passing. Heh! I guess I gave that guy a nervous moment. As for the movie, based on a popular Japanese manga, I found it quite good. After the film, I wandered through the mall for a bit, then swung by Sears to see what was new as winter attire was being replaced by spring and summer clothes but didn't see anything that struck my fancy. Perhaps that will change on a future visit there.

Back in the car, I returned to downtown Philly and swung by Rittenhouse Square and wandered about the center city area for an hour or so, bought a couple of magazines at Barnes & Noble, treated myself to a cup of hot chocolate at Saxbys in One Liberty Square and otherwise enjoyed being among the hustle and bustle of downtown. Of course, no one paid me any attention, and that was fine by me as I enjoyed being perfectly anonymous, being just another person out and about on a sunny but chilly day. That's how I like it as a fashion freestyler. More to come....

valencia.jpg

Jaunt #486, outfit-2.jpg

Jaunt #486, outfit-1.jpg

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A fantastic look @JeffB, as always. and that skirt really shows off what great legs you have

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19 minutes ago, JeffB said:

Jaunt #486, 2/16/2019: A pity I didn’t have off from work on Friday the 14th when temps reached  into the upper 50’s and felt positively springlike. So, I had to settle for going out on a jaunt the next day after temps took a nosedive and was no better than low 30’s when I headed out that morning, garbed in my black leather jacket over a black turtleneck, the 15 inch distressed miniskirt, black tights and my latest acquisition from Payless, the “Valencia” ankle boots in gray. The new boots, featuring rounded toes and four inch block heels were stable and comfortable for standing and walking while the heels were good and loud, just like I like them.

Even though it was rather frosty, it was no big deal to wear a short skirt as I still felt good and warm, so it was no big deal. My first stop of the day was to a branch of my bank to cash in a boatload of coins I rolled up two days ago, the teller who waited on me tallied things up to $92.50, not too bad. Feeling in the mood for a movie, I motored over the bride into South Jersey and drove to my favorite multiplex, Moorestown Mall where I watched Alita: Battle Angel. Prior to the movie, a funny moment: I went to the men's room to take care of business, and when I came out, a twentysomething black man came in, saw me, his eyes widened and he asked hesitantly if this was the men's room, I nodded and said yes and he relaxed though gave me an odd look in passing. Heh! I guess I gave that guy a nervous moment. As for the movie, based on a popular Japanese manga, I found it quite good. After the film, I wandered through the mall for a bit, then swung by Sears to see what was new as winter attire was being replaced by spring and summer clothes but didn't see anything that struck my fancy. Perhaps that will change on a future visit there.

Back in the car, I returned to downtown Philly and swung by Rittenhouse Square and wandered about the center city area for an hour or so, bought a couple of magazines at Barnes & Noble, treated myself to a cup of hot chocolate at Saxbys in One Liberty Square and otherwise enjoyed being among the hustle and bustle of downtown. Of course, no one paid me any attention, and that was fine by me as I enjoyed being perfectly anonymous, being just another person out and about on a sunny but chilly day. That's how I like it as a fashion freestyler. More to come....

valencia.jpg

Jaunt #486, outfit-2.jpg

Jaunt #486, outfit-1.jpg

You look brilliant mate, really wish i could pull off that look 

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7 minutes ago, jeremy1986 said:

A fantastic look @JeffB, as always. and that skirt really shows off what great legs you have

Even though it was pretty chilly yesterday, the notion of wearing anything other than a short skirt never occurred to me. And yeah, I do enjoy showing off my legs.

3 minutes ago, maninboots said:

You look brilliant mate, really wish i could pull off that look 

Thanks! I lucky to be able to put together like what I wore yesterday.

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Jeff....   Nice outfit as usual....  

We both are big fans of Payless Shoes.  I supose you have heard that Payless is going out of business at March end??  Everything, retail, on line, the works - gone.  That is unless they can find a buyer to pull them out of bankruptcy.  Sad, I have been a loyal Payless customer for 45+ years.  Bought my first of wedgie sandals there way back in 1974!  Maybe we should start a Go Fund Me account and take over the company??  ha ha

Gonna miss Payless, I plan on getting to a store soon for some final purchases.  Take care....   sf

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2 hours ago, SF said:

Jeff....   Nice outfit as usual....  

We both are big fans of Payless Shoes.  I supose you have heard that Payless is going out of business at March end??  Everything, retail, on line, the works - gone.  That is unless they can find a buyer to pull them out of bankruptcy.  Sad, I have been a loyal Payless customer for 45+ years.  Bought my first of wedgie sandals there way back in 1974!  Maybe we should start a Go Fund Me account and take over the company??  ha ha

Gonna miss Payless, I plan on getting to a store soon for some final purchases.  Take care....   sf

Yeah, I heard about Payless going belly up yesterday. A darn shame, there are precious few places where women’s shoes over size 12 or even 11 can be found these days, and that’s in regular widths, never mind wide sizes. I’ve been buying shoes from Payless for many years and it will be missed.

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JeffB,

Nice story about your latest adventure over the bridge in NJ. My kids and I celebrated my 58th birthday at Olive Garden then my wife and I went to go see Alita-Battle Angel just as you did. I also liked the movie. I heard a report that some are concerned the high price tag may not be made back at the box office. That does NOT means it is not a worthwhile movie to see. I found it visually stunning for sure and the plot was interesting. Plus James Cameron usually doesn't get involved with stuff that is not well-made. HinH

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3 hours ago, HappyinHeels said:

JeffB,

Nice story about your latest adventure over the bridge in NJ. My kids and I celebrated my 58th birthday at Olive Garden then my wife and I went to go see Alita-Battle Angel just as you did. I also liked the movie. I heard a report that some are concerned the high price tag may not be made back at the box office. That does NOT means it is not a worthwhile movie to see. I found it visually stunning for sure and the plot was interesting. Plus James Cameron usually doesn't get involved with stuff that is not well-made. HinH

Hmm! Haven't been to Olive Garden in awhile, maybe I'll visit there on a future outing. Meanwhile, Alita won the box office battle, but with only just under $28 million, so it looks like the movie won't make back the money put into the production, and it's stay at number one will be short lived with How To Train Your Dragon 3 coming out this weekend.

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On 2/17/2019 at 11:28 AM, JeffB said:

Jaunt #486, 2/16/2019: A pity I didn’t have off from work on Friday the 14th when temps reached  into the upper 50’s and felt positively springlike. So, I had to settle for going out on a jaunt the next day after temps took a nosedive and was no better than low 30’s when I headed out that morning, garbed in my black leather jacket over a black turtleneck, the 15 inch distressed miniskirt, black tights and my latest acquisition from Payless, the “Valencia” ankle boots in gray. The new boots, featuring rounded toes and four inch block heels were stable and comfortable for standing and walking while the heels were good and loud, just like I like them.

Even though it was rather frosty, it was no big deal to wear a short skirt as I still felt good and warm, so it was no big deal. My first stop of the day was to a branch of my bank to cash in a boatload of coins I rolled up two days ago, the teller who waited on me tallied things up to $92.50, not too bad. Feeling in the mood for a movie, I motored over the bride into South Jersey and drove to my favorite multiplex, Moorestown Mall where I watched Alita: Battle Angel. Prior to the movie, a funny moment: I went to the men's room to take care of business, and when I came out, a twentysomething black man came in, saw me, his eyes widened and he asked hesitantly if this was the men's room, I nodded and said yes and he relaxed though gave me an odd look in passing. Heh! I guess I gave that guy a nervous moment. As for the movie, based on a popular Japanese manga, I found it quite good. After the film, I wandered through the mall for a bit, then swung by Sears to see what was new as winter attire was being replaced by spring and summer clothes but didn't see anything that struck my fancy. Perhaps that will change on a future visit there.

Back in the car, I returned to downtown Philly and swung by Rittenhouse Square and wandered about the center city area for an hour or so, bought a couple of magazines at Barnes & Noble, treated myself to a cup of hot chocolate at Saxbys in One Liberty Square and otherwise enjoyed being among the hustle and bustle of downtown. Of course, no one paid me any attention, and that was fine by me as I enjoyed being perfectly anonymous, being just another person out and about on a sunny but chilly day. That's how I like it as a fashion freestyler. More to come....

 

Hi JeffB

I really enjoyed reading this Jaunt. Sounds that you're really enjoying life as it has to be.

I don't know why it touched me more than usual, someone I knew dyed yesterday, not a close friend but someone that was always nice to me. My wife just said "life is too short and we spend  time complaining". That made me think a lot...

Cheers,

Flavio

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19 hours ago, flavio said:

Hi JeffB

I really enjoyed reading this Jaunt. Sounds that you're really enjoying life as it has to be.

I don't know why it touched me more than usual, someone I knew dyed yesterday, not a close friend but someone that was always nice to me. My wife just said "life is too short and we spend  time complaining". That made me think a lot...

Cheers,

Flavio

Thanks for the kind words. And yes, your wide is quite right, life IS too short to worry over small stuff.

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Jaunt #487, 2/23/2019: Sometimes, curiosity has led to outings where I wanted to go somewhere and do something I've never done before, so I decided to don women's clothing and satisfy that curiosity. Yesterday, I went to Parx Casino, garbed in my black wool coat over a red mockneck, a 16 inch dark gray zippered denim miniskirt from Primark, black tights, the Payless "Terri" ankle boots in black and a black handbag. Now, I'm sure you're wondering about what led me to Parx, a place I've visited numerous times in the past, well, there was something new there....legal sports betting. Now, I'm no degenerate gambler, heck, I only visit slots parlors four or five times a year, but after all the hullabaloo about legal betting having finally arrived in Pennsylvania, I wanted to see what all the fuss was about, and what better way to do that than while on a jaunt?

As I've said before, no one pays any attention to me in women's wear while in the casino, and this was no different. The sportsbook at Parx was a pretty cool place with a counter manned by people with screens behind them where you could place your wagers on numerous games, both professional and college along with a seating area where you can watch the games you wager on, along with that, there were also numerous self serve betting kiosks situated throughout the casino where you could place your own bets. That was where I placed my wager, putting ten bucks down on the hometown NBA 76ers against Portland, then I sat down and watched said hometown team get bullied from the opening tip to the final buzzer in a 15 point loss to the Trailblazers. Oh, well, them's the breaks. Still, it was pretty neat in itself, however, I don't see myself betting on games regularly, if at all, thankfully, that's never been my thing, but, I might, heavy emphasis on "might" return next month before March Madness (a.k.a. the NCAA Men's Basketball Tournament) begins to put a few bucks down on whatever team I think will win it all.

With my brief dalliance with betting over, I headed back into town and parked a couple of blocks from Rittenhouse Square to spend some quality time in center city. It was fairly nippy and I don't think I saw so much as one female wearing skirts the whole time I was there, it was all jeans, pants and leggings, I get it, it wasn't exactly the sort of weather tailor made for exposing one's legs, even legs encased in tights as was the case with me, so I guess I was the odd duck in the pond. Heh! Still, it was lots of fun to wear a short skirt on a cold day, but I was perfectly warm and comfortable, and that was more than good enough for me. But, I can't wait for spring to arrive so I can shed all this winter wear. More to come....

Jaunt #487, outfit-1.JPG

Jaunt #487, outfit-2.jpg

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19 minutes ago, JeffB said:

Jaunt #487, 2/23/2019: Sometimes, curiosity has led to outings where I wanted to go somewhere and do something I've never done before, so I decided to don women's clothing and satisfy that curiosity. Yesterday, I went to Parx Casino, garbed in my black wool coat over a red mockneck, a 16 inch dark gray zippered denim miniskirt from Primark, black tights, the Payless "Terri" ankle boots in black and a black handbag. Now, I'm sure you're wondering about what led me to Parx, a place I've visited numerous times in the past, well, there was something new there....legal sports betting. Now, I'm no degenerate gambler, heck, I only visit slots parlors four or five times a year, but after all the hullabaloo about legal betting having finally arrived in Pennsylvania, I wanted to see what all the fuss was about, and what better way to do that than while on a jaunt?

As I've said before, no one pays any attention to me in women's wear while in the casino, and this was no different. The sportsbook at Parx was a pretty cool place with a counter manned by people with screens behind them where you could place your wagers on numerous games, both professional and college along with a seating area where you can watch the games you wager on, along with that, there were also numerous self serve betting kiosks situated throughout the casino where you could place your own bets. That was where I placed my wager, putting ten bucks down on the hometown NBA 76ers against Portland, then I sat down and watched said hometown team get bullied from the opening tip to the final buzzer in a 15 point loss to the Trailblazers. Oh, well, them's the breaks. Still, it was pretty neat in itself, however, I don't see myself betting on games regularly, if at all, thankfully, that's never been my thing, but, I might, heavy emphasis on "might" return next month before March Madness (a.k.a. the NCAA Men's Basketball Tournament) begins to put a few bucks down on whatever team I think will win it all.

With my brief dalliance with betting over, I headed back into town and parked a couple of blocks from Rittenhouse Square to spend some quality time in center city. It was fairly nippy and I don't think I saw so much as one female wearing skirts the whole time I was there, it was all jeans, pants and leggings, I get it, it wasn't exactly the sort of weather tailor made for exposing one's legs, even legs encased in tights as was the case with me, so I guess I was the odd duck in the pond. Heh! Still, it was lots of fun to wear a short skirt on a cold day, but I was perfectly warm and comfortable, and that was more than good enough for me. But, I can't wait for spring to arrive so I can shed all this winter wear. More to come....

Jaunt #487, outfit-1.JPG

Jaunt #487, outfit-2.jpg

You look great as always, Jeff! 

Why not just refer to them as your clothes?  :)

Edited by SkirtDude
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Really great looking outfit Jeff. Everything fits you like a glove!

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Looking good as always Jeff!  The red and black looks really sharp!

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On 2/24/2019 at 5:40 AM, SkirtDude said:

You look great as always, Jeff! 

Why not just refer to them as your clothes?  :)

Heh! Might as well I suppose!

On 2/24/2019 at 11:29 AM, jeremy1986 said:

Really great looking outfit Jeff. Everything fits you like a glove!

 

On 2/24/2019 at 7:26 PM, Mr. X said:

Looking good as always Jeff!  The red and black looks really sharp!

Thanks for the kind words, guys!

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Jaunt #488, 3/2/2019: A week removed from my minor dalliance with sports betting, you’ll be happy to know I had no desire to repeat that experience, heaven knows I’m not rich and what to hold onto what little money I have other than modest recreational pursuits. So, I headed out to the King of Prussia Mall to spend a little cash here and there on stuff I could make better use of, like clothes for example. On this occasion, I sported a black leather jacket over a light gray sweater tunic, black velvet lined leggings, the Payless “Ripley” short slouch boots in gray and a black satchel bag. It didn’t take long to appreciate the boots, what with the mid-shin height and the curiously stylish three inch cone heels, something you don’t see every day, also, it had been awhile since I last wore leggings, so I was most eager to take a pair out for an outing, after all, they give me an opportunity to show off my long legs. Heh!

I arrived at the mall little after eleven a.m., parked in the garage and walked right in. Ten minutes in, I was sitting in a chair fiddling with my smartphone when a five or six year boy walked up to me, pointed and giggled, his mother, considerably embarrassed, rushed over, grabbed her son’s arm and pulled him away, apologizing as did, she then grinned and added, “Love your boots!”, then left. An odd circumstance to get a compliment, but hey, I’ll take it, gladly. The food court was more crowded than usual, what with a kid’s birthday party in full swing, after buying a salad and a bottle of water from Subway, I sat down not more than ten feet away from said party, I did a get a couple of odd/puzzled looks from partygoers, but that was all. Enjoying a casual stroll through the mall after lunch, I happened across a fashion show put on by an anchor department store with the models, all young women modeling prom gowns, curious, I stuck around, took a seat along with some three dozen spectators and watched the show which I liked as the models displayed gorgeous dresses. I’ve said a time or two that I’ve thought about wearing a gown if a found the right one and the right environment to wear it in, that would be awesome, and I’m sure I could pull it off.

The fashion show went on for a good twenty minutes and it was entertaining to me. Resuming my stroll, I wandered into Lord & Taylor where I bought a pair of neat looking gray ribbed tights, something I’ve never owned before, I figure I could make something like that, especially when paired with one of my miniskirts. I’ll be sure to show off the hosiery on a future outing. As for clothing, I did buy a couple of nice long sleeved dresses at Primark that I hope to wear before spring officially arrives in these parts. Little over three hours at the mall and I happily went ignored, save for that chuckling kid I came across not long after I first arrived, and that’s cool in itself because I was having fun, and that’s what counts most. More to come....

Jaunt #488, outfit-1.jpg

Jaunt #488, outfit-2.jpg

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Hi Jeff, I have been following your thread for quite some time, and it just occurred to me to ask a question that I don't think has been asked before, or at least it's been a long, long time. In the winter, when you go out to a place like a mall, where you're going to spend quite a bit of time, what do you do with your jacket or coat while you're inside? I will admit that, being a "colder" type individual (hopefully referring only to body temperature and not general temperament), I will just wear my coat the whole time I'm at a mall or a grocery store or someplace like that. The reason I thought to ask is because you often post a picture with the jacket or coat, and then another one without. If I happened upon you by chance in King of Prussia Mall, which Jeff would I be likely to see? Thanks in advance!

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5 hours ago, mlroseplant said:

Hi Jeff, I have been following your thread for quite some time, and it just occurred to me to ask a question that I don't think has been asked before, or at least it's been a long, long time. In the winter, when you go out to a place like a mall, where you're going to spend quite a bit of time, what do you do with your jacket or coat while you're inside? I will admit that, being a "colder" type individual (hopefully referring only to body temperature and not general temperament), I will just wear my coat the whole time I'm at a mall or a grocery store or someplace like that. The reason I thought to ask is because you often post a picture with the jacket or coat, and then another one without. If I happened upon you by chance in King of Prussia Mall, which Jeff would I be likely to see? Thanks in advance!

To answer your question, it’s a lot easier to just wear my jacket or coat when I’m in a mall, the only time I’d take it off while indoors is when I’m having lunch in the food court. The pictures you see sans jacket or coat is so folks here can see what I wear under it.

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Posted (edited)

Jaunt #489, 3/16/2019: Whoa! Hard to believe I had gone nearly the first four months of 2019 before my first outing in a dress, positively shocking, seeing how I’ve said that the next phase in my ongoing evolution as a fashion freestyler called for wearing dresses full time. Well, I corrected that oversight yesterday, going to the King of Prussia Mall in my black faux leather jacket over a light gray jersey knit minidress with a drawstring bodice from Old Navy, black tights, the Payless “Missy” wedge heeled ankle boots and a black quilted satchel bag. This brought up a few personal observations: 1) I had forgotten just how good it feels to wear a dress, how natural it feels, especially a short dress that showed off my long legs; 2) there was a particularly stealthy component to wearing the Missy boots which were practically silent as I walked, and I liked it; 3) I thought that my appearance was....incomplete because I didn't have lipstick on. I know I’ve said I don’t want to look like a woman, and believe me, I absolutely don't, but, at the same time, I can't deny that I’ve slowly come to like having color on my lips, I think it suits my overall, and unique image as a freestyler.

Having arrived at the mall shortly before eleven, there was already a good crowd present as I moved about, all but whisper silent in the boots, something I have to say was a bit of a rarity given how I love my heels to be good and loud, noisy even. As usual, no one paid me any attention, not even in the short dress I wore, but, at a pizza store in the food court, I was called Miss when I stepped up to the counter to place my order (one slice of pepperoni with a bottle of water), something I didn’t mind, I consider that confirmation that I was accepted for my presentation, even if I was mistaken for the fairer sex, heck, Thighbootguy had said more than once after seeing my pictures that he honestly mistook me for a middle aged woman, so I guess complete strangers do as well. Hey, that’s kinda cool. At Lolli and Pops, an emporium of sweets where I treated myself to a small bag of chocolate covered pretzels for dessert, I was called Miss by a twentysomething man at the register, that’s twice in the same outing, not too bad. At Old Navy, they had some new and nice looking camidresses, and I treated myself to one (on sale for just under $24.00), I like that style, and with warm weather on the way, I’ll be most eager to wear it, and the ones I bought last year. Now, while I wasn’t called Miss at the register, the saleslady asked if the dress was for me, when I said yes, she replied that she thought it’ll look nice on me, I grinned and agreed with her.

Being at the mall is quite an enjoyable experience, mostly because of how time just flies when I’m there, it’s no big deal to spend close to four hours there each and every time, regardless of if I buy a little, or I buy a lot. The bottom line is having fun, whether in a dress or a skirt, and I never fail to do that, each and every time. More to come....

Jaunt #489, outfit-1.jpg

Jaunt #489, outfit-2.jpg

Edited by JeffB
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Cute outfit, Jeff - love the dress and wedge bootie look!

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2 hours ago, JeffB said:

 I thought that my appearance was....incomplete because I didn't have lipstick on. I know I’ve said I don’t want to look like a woman, and believe me, I absolutely don't, but, at the same time, I can't deny that I’ve slowly come to like having color on my lips, I think it suits my overall, and unique image as a freestyler. 

Jaunt #489, outfit-1.jpg

Jaunt #489, outfit-2.jpg

I know it's your tag line and everything, and a very catchy one, too! But is it 100% true? I suppose it depends upon one's definition of "looking like a woman." Obviously, you are not trying to "pass" or "transition" or anything of the sort, but trying not to look like a woman at all? I'm not buying it. I am also not beating you up or criticizing you for it, because I think the majority of us here (notice I didn't say "all") try for at least a somewhat feminized version of ourselves, because let's face it--women just look better than we do, in general. My contention has always been, "I enjoy looking at that, so why wouldn't I want to look that way myself?"

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Posted (edited)
10 hours ago, mlroseplant said:

I know it's your tag line and everything, and a very catchy one, too! But is it 100% true? I suppose it depends upon one's definition of "looking like a woman." Obviously, you are not trying to "pass" or "transition" or anything of the sort, but trying not to look like a woman at all? I'm not buying it. I am also not beating you up or criticizing you for it, because I think the majority of us here (notice I didn't say "all") try for at least a somewhat feminized version of ourselves, because let's face it--women just look better than we do, in general. My contention has always been, "I enjoy looking at that, so why wouldn't I want to look that way myself?"

Why indeed? I guess it all boils down to one's personal interpretation regarding when it comes to "looking like a woman". I'm sure there are members on this board who are of the opinion that by wearing skirts and dresses, sporting earrings, toting purses, and now, painting my lips, I stepped over the line from mere heeler to crossdresser long ago. But, I'm fine with that, I've said in this thread more than once that if I continued just wearing heels with men's clothing, I would've gotten bored and stopped, evolving to women's clothing on my outings reinvigorated and strengthened my love for freestyling. Hell, I'm having MUCH more fun now than I did when I started this thread a decade ago, and I'm not going to take a backward step. So, is my tagline 100% accurate? Upon further review, no, but that's okay too, while I have ZERO intention of adding makeup, wigs or padded bras to my repertoire, and I'm DAMN sure not going to physically change my gender, perhaps there's nothing wrong with looking like a woman....in certain ways of course.

********************

Jaunt #490, 3/17/2019: With March Madness (a.k.a., the NCAA Men’s Basketball Tournament) literally right around the corner, my weekends for say, the next month or so figures to be plenty busy spent watching hoops, so I decided to go out on a jaunt, because it might be awhile before the next outing. That said, I decided to treat myself to some culture by going to the Philadelphia Museum of Art, garbed in a black leather coat (bought used on eBay for $60.00) over a forest green knit dress from Old Navy, off black pantyhose and a new pair of shoes, the Walking Cradles “Minx” Mary Jane pumps in black. The shoes which came from Zappos I had my eye on for some time, so I went ahead and bought a pair since they looked stylish, and the three and a half inch block heels were good and loud on the ground. As for the dress, since it was Saint Patrick’s Day, I just HAD to wear something green, the coat looked great too, and even though it was a tad wrinkled, I couldn’t wait to wear it. Lastly, as you can see in the pictures below, I wore lipstick today, and yes, I felt my appearance was complete because I did.

Despite copious sunshine, it was pretty chilly out, making the difference between thick tights which I had worn a lot over the last couple of months and thin hosiery I sported on this outing particularly stark as I certainly felt the draft against my legs, fortunately, I didn’t have far to walk from the museum garage to the building itself, so it was all good. Even for a Sunday afternoon, the place was fairly well packed, something I found mildly surprising, but hey, it wasn’t a big deal, however, I was warmly greeted by several of the staff who quickly recognized me, no doubt because I strike quite the fashionable sight, one, a twentysomething Black woman smiled and said she remembered the pearls I wore from a previous visit which I found to have been cool. An hour into my visit, as I was entering the Modern American Art section, a couple of thirtysomething women were leaving, one of them looked me up and down, smiled wide and said, “Wow! You look amazing!” I smiled back and thanked her in passing. While it’s good to be accepted for my presentation by the public, it’s even better to be complimented and that made me feel terrific. This was why I work hard to make sure I look my very best, because when women go out of their way to compliment a man wearing a dress and heels, that means I’m doing it right, and that fills me with a tremendous sense of pride.

Meanwhile, as usual, I spent well over three hours in the museum, always an enjoyable experience, and, as usual, I didn’t see everything there was to see, and believe me, I try my best to see it all. Still, that just gives me a reason to go back, and soon to check out whatever I missed, and more, it’s all about the culture, baby! I just soak it up like the proverbial sponge! As for when my next outing will be, your guess is as good as mine. Time for the Madness! More to come....

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Jaunt #490, outfit-2.jpg

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Jaunt #490, outfit-1.jpg

Edited by JeffB
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On 3/17/2019 at 9:24 AM, JeffB said:

Jaunt #489, 3/16/2019: Whoa! Hard to believe I had gone nearly the first four months of 2019 before my first outing in a dress, positively shocking, seeing how I’ve said that the next phase in my ongoing evolution as a fashion freestyler called for wearing dresses full time. Well, I corrected that oversight yesterday, going to the King of Prussia Mall in my black faux leather jacket over a light gray jersey knit minidress with a drawstring bodice from Old Navy, black tights, the Payless “Missy” wedge heeled ankle boots and a black quilted satchel bag. This brought up a few personal observations: 1) I had forgotten just how good it feels to wear a dress, how natural it feels, especially a short dress that showed off my long legs; 2) there was a particularly stealthy component to wearing the Missy boots which were practically silent as I walked, and I liked it; 3) I thought that my appearance was....incomplete because I didn't have lipstick on. I know I’ve said I don’t want to look like a woman, and believe me, I absolutely don't, but, at the same time, I can't deny that I’ve slowly come to like having color on my lips, I think it suits my overall, and unique image as a freestyler.

Having arrived at the mall shortly before eleven, there was already a good crowd present as I moved about, all but whisper silent in the boots, something I have to say was a bit of a rarity given how I love my heels to be good and loud, noisy even. As usual, no one paid me any attention, not even in the short dress I wore, but, at a pizza store in the food court, I was called Miss when I stepped up to the counter to place my order (one slice of pepperoni with a bottle of water), something I didn’t mind, I consider that confirmation that I was accepted for my presentation, even if I was mistaken for the fairer sex, heck, Thighbootguy had said more than once after seeing my pictures that he honestly mistook me for a middle aged woman, so I guess complete strangers do as well. Hey, that’s kinda cool. At Lolli and Pops, an emporium of sweets where I treated myself to a small bag of chocolate covered pretzels for dessert, I was called Miss by a twentysomething man at the register, that’s twice in the same outing, not too bad. At Old Navy, they had some new and nice looking camidresses, and I treated myself to one (on sale for just under $24.00), I like that style, and with warm weather on the way, I’ll be most eager to wear it, and the ones I bought last year. Now, while I wasn’t called Miss at the register, the saleslady asked if the dress was for me, when I said yes, she replied that she thought it’ll look nice on me, I grinned and agreed with her.

Being at the mall is quite an enjoyable experience, mostly because of how time just flies when I’m there, it’s no big deal to spend close to four hours there each and every time, regardless of if I buy a little, or I buy a lot. The bottom line is having fun, whether in a dress or a skirt, and I never fail to do that, each and every time. More to come....

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Jeff,

 

You look fabulous! Nothing wrong with how you're dressed, and the green dress even nicer as it's a skirt length I'm more comfortable with. I know how it is to feel incomplete without a particular accessory, I've never been great with lipstick except for special occasions, but I feel self conscious without tights or stockings if I've not shaved my legs for a while, or if in a skirt length out of my comfort zone. If you get called Miss, take it as a compliment, you certainly have the legs for it! Don't feel ashamed of expressing the fem side in expressing it through fashion, or how the clothes feel. It's nice to look forward to a more colourful wardrobe than with regular shorts or trousers ;) 

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I like those new Mary Jane heels.  I've had my eye on those as well!

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17 hours ago, SkirtDude said:

Jeff,

 

You look fabulous! Nothing wrong with how you're dressed, and the green dress even nicer as it's a skirt length I'm more comfortable with. I know how it is to feel incomplete without a particular accessory, I've never been great with lipstick except for special occasions, but I feel self conscious without tights or stockings if I've not shaved my legs for a while, or if in a skirt length out of my comfort zone. If you get called Miss, take it as a compliment, you certainly have the legs for it! Don't feel ashamed of expressing the fem side in expressing it through fashion, or how the clothes feel. It's nice to look forward to a more colourful wardrobe than with regular shorts or trousers ;) 

Thanks for the kind words! It hadn't occurred to me to express my feminine side through fashion, but, now that I think about it, you're absolutely right, and I certainly enjoy this particular aspect of my freestyling. As for short hemlines, I used to be self-conscious about putting my legs on display when I started wearing them years ago, today, I love miniskirts and minidresses and have zero problem showing off my legs in them. And, if people want to call me Miss, I won't bother to correct anyone. HA!

12 hours ago, RonC said:

I like those new Mary Jane heels.  I've had my eye on those as well!

By all means, go and buy yourself a pair! I enjoy mine!

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Jaunt #491, 3/23/2019: Even though spring officially arrived at 5:58 p.m. on Wednesday, it hasn’t felt like spring as it rained all day on Thursday then was chilly on Friday, and chilly on Saturday when I decided to do a jaunt, AND enjoy March Madness (a.k.a., the NCAA Men’s Basketball Tournament). For this outing, I opted for my trusty black leather jacket over a dark gray turtleneck, the 15 inch black denim miniskirt, gray tights, the Payless “Ula” ankle boots and a black handbag. While temps were only around 40 when I left the house at ten with a stiff wind making it feel colder, I was still nice and comfortable, even in a short skirt as it never occurred to me to wear anything else, quite a sea change from years ago when I was very self-conscious about being seen in them, today, it's no big deal.

My first stop of the day was downtown and the Rittenhouse Square area, swinging by my friendly neighborhood comic book shop for the week’s new books, then I strolled down a usually crowded late Saturday morning street to Barnes & Noble where I picked up the just released Sports Illustrated baseball preview issue featuring Bryce Harper, the newest member of the hometown Phillies along with three of his mates on the cover. When I went up to the counter to pay for my magazine, the person behind the counter, a twentysomething woman smiled and said “Oh, I just love your lipstick! That shade looks great on you!” I smiled back and thanked her for the compliment. My next stop was to One Liberty Place for an early and light lunch, a salad along with a bottle of water from Subway, on my way back to the car, I was at a corner waiting for the light to change, a fortysomething woman said I looked lovely and that I had “plenty of nerve” to wear a short skirt on a cold day (she was bundled up in a parka and jeans), I chuckled and said there was nothing to it, and she chuckled back. Two compliments from women in the span of thirty minutes, not bad at all.

Now, where did March Madness come in? Glad you asked. Back in the car, I drove north to Parx Casino, arriving just before noon prior to the day’s slate of games staring which I watched in the facility’s sportsbook lounge, surrounded by plenty of college hoops fans, most of whom I’m guessing placed wagers on the games, I did too, but only on local squad Villanova which played Purdue at night, but just ten bucks on the Wildcats to cover the spread, nursing a tall glass of water on the rocks, I sat down to watch the hoops action for a good three plus hours, I even got into a spirited conversation with a couple of gentlemen, Duke graduates on how the Blue Devils were going to steamroll the competition and win it all while I scoffed, saying Virginia would be the last team standing, unless Villanova repeats as national champs, something those Duke guys scoffed at big time. That was a lot of fun, being just one of the guys, yakking about sports, despite being garbed in a skirt and heels, whether those other guys noticed, I had no idea. I’ll have to do that again, plenty of sports to watch there. More to come....

(Addendum: Villanova lost that night. Bummer.)

Jaunt #491, outfit-3.JPG

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