The Jaunts of JeffB!

[HappyFeat]

I LOVE the outfit! Tights and boots are very hot right now, at least from the people I have observed while I have been out. Being a bit neurotic myslf, I would probably have matched the outfit with a black jacket for the boots, but that just my OCD showing through. In any case, that is likely the BEST skirt look that I have seen you post. Keep them coming my friend!

[JeffB]

roniheels: Visiting electronics stores which are often busy makes for quite a little challenge, but one I enjoy. As for your question, well, no one has caught my eye long enough for me to engage in any sort of conversation. Oh, well, what can you do? Dawn HH: Thanks for the kind words. As always, I greatly appreciate your comments. Bootking: Well, all I can do to eliminate the stigma of men wearing women's clothes as being seen as nutjobs or worse by society as a whole is to present the best looking and most stylish image as possible. But, from the stares and double takes I got yesterday, there are still minds set in the concrete of yesterday. I'm sure that when women started wearing pants wa-a-a-a-a-a-ay back in the day, they got odds looks too, but they survived, we will too! I'm sure we will. HappyFeat: Glad you liked the outfit. At the risk of tooting my own horn, I thought I looked great too! And I felt great too! As fall continues into winter, I'll definitely sport more outfits featuring tights and boots which I thought looked awesome on me, and, depending on how chilly it gets, I might raise the hemline on my skirts. Heh! Needless to say, I'm having more fun than I possibly imagined!

[Steve63130]

JeffB, if anyone on this forum is allowed to toot his own horn, it would be you! Definitely! Nice going. Steve

[tallguyinheels]

Jeff, you are always an inspiration... In my travels I think of the casualness you offer a a goal to keep in my head, and heart. Just today, in my long black skirt and heeled boots, I'm still self-conscience especially in ordinary activities, and I keep challenging myself to push my experiences. How many skirted trips did it take you to be comfortable in public, to brush of the looks and "lookie there's" as if wearing Teflon armor?

[Mr. X]

Way to go again Jeff. I am not a skirt guy myself. But I am glad you are doing your own thing and don't care what anyone else thinks.

[JeffB]

Steve63130: Well, I pride myself as being a modest fellow at heart, but, okay, I'll toot my horn here! HA! tallguyinheels: How many trips did it take? Probably one since my second ever trip in a skirt was to New York City of all places! And I haven't looked back since! I know people have stared, gawked and done double takes and will continue to do so, but I don't worry about that anymore. Mr. X: I know that not all of us here want to wear skirts, and that's okay, we just do our part to exhibit our own brand of fashion freedom, and that's what matters most!

[danielp6406]

Well done JeffB

[JeffB]

11/7/2009:

I really do look forward to the weekend so I can hit the road for a jaunt, and the weather today, while a tad chilly was otherwise delightful. Here's what I sported today:

My black leather jacket over a blue sweater, my favorite 22 inch denim skirt, black tights and the Payless "Tara" boots which so far have gotten plenty of wear this season. But that's okay since those boots are both stylish and comfortable and I love wearing them, almost as much as I love wearing skirts, but then, everyone here already knows that! HA! I've probably said this a time or two, but I really wish I had discovered this particular brand of fun a long time ago!

Anyhoo, on with the jaunt. First stop was downtown to tap an ATM machine for the day's fun and frolic. After arriving at my destination, I hopped out of the car without a thought or any hesitation and walked nearly half a block to the machine, enjoying the satisfying click of the Tara's heels while putting a wee bit of sway in my hips. I don't think you can wear a skirt without doing that. As is often the case, I did attract a look here and there as the sight of a guy in a skirt and heels is, to say the least, rather uncommon, and, as is often the case, I ignored such looks. Then, it's off to my favorite comic stop half a mile away. The guys who run the shop have seen me in long skirts, short skirts, pumps, knee high boots, thigh high boots, and it's no big deal to them as I'm one of their regular customers. I find that to be rather satisfying.

After that, it was over into South Jersey to wander about. At a shopping district near the Moorestown Mall, I went to Chick-Fil-A for lunch as I just love their chicken salad sandwiches. Got more looks and double takes from a wide variety of people, but I paid them no mind as I bought my order and ate. I thought I heard a chuckle while eating, but I'm used to that, then I took in some of the clothes I saw people wearing, like teenage girls sporting pajama bottoms, sloppy sweats, the always laughable teen boys with the waistband of their baggy jeans worn down to their crotches, one girl actually had on boxer shorts and flip-flops, and the temperature was no better than upper 40's. It's amazing how some people who wear some of the most inappropriate or foolish clothing give me the hairy eyeball when garbed in a tasteful skirt.

After lunch, it was off to Barnes & Noble to see if any new manga had come in, and some did, much to my delight. The inside of a bookstore is more more serene and attracts a better clientele, so I felt quite at home there as next to no one stared. My final stop was to Best Buy not far away, as usual, the place was packed with people, but I just strolled on in, pretty as you please, spent close to forty-five minutes (fifteen of those minutes watching a DVD of The Police in concert from their recent reunion tour, Sting and the boys still rock the house), only a few stares here and there, nothing earth shattering. Then from there, it was off for home so I could regale everyone here about my latest adventure, one in which I did a lot more observing of people than usual, gauging their reactions when they saw me and how they behaved.

Clearly, we still have a long way to go before men who choose to express their need for fashion freedom gain what I call "universal tolerance" for our unique passion. Genuine acceptance might well never come for us, but I knew that going in, so I don't obsess over it. Meanwhile, it's hard to describe the wonderful feeling that comes from being out and about in a skirt and heels, the more I do it, the more I love it. To me, being in a skirt represents a feeling of supreme freedom, like I've thrown off the chains of convention regarding what men can and can't wear. I enjoy pushing the envelope in that regard, being out in front, blazing the trail for all other devotees of fashion freedom to follow.

[danielp6406]

Looks like again, you had a lot of fun !

...It's amazing how some people who wear some of the most inappropriate or

foolish clothing give me the hairy eyeball when garbed in a tasteful skirt...

I agree. I sometime get eyeball looks only wearing my hh boots under jeans.

Imagine what it would be like if I was wearing a skirt like you !

I guess there eyes would "pop out" of their orbits and fall on the ground

...My final stop was to Best Buy not far away, as usual, the place was packed with people...

You are very confident indeed. I'm not ready for Best Buy yet but time will come...

[roniheels]

Thank you again, Jeff, for sharing another great day in high heels with us. You have inspired me again. I will journey into a Best Buy to look at their CDs and DVDs while wearing high heels and see if I get similar reactions. I got my hair cut last week while wearing high heels and it turned out to be a fun experience with the stylist. Please do keep the jaunts jaunting.

[JeffB]

danielp6406: Trust me on this, strolling through a Best Buy in just heels is no big deal. Admittedly, I was the exception to the rule since I was wearing a skirt which was why I caught those stares and glances, otherwise, shoppers are often too busy checking out the latest gizmos and gadgets to notice or care what you're wearing on your feet. I know that from past experience when I used to wear jeans. Bottom line: It can be done! roniheels: I'm glad to have been an inspiration to you. As for getting reactions by wearing heels in Best Buy, like I mentioned above, chances are you probably won't get any.

[LovesHiHeels]

Reading these jaunts from JeffB has made me want to wear skirts out in public. I never used to wear skirts as I always had a dress that I used to wear when on my own. Stopped wearing dresses but now own 5 skirts, all long. I have a blue demin skirt, a smart black skirt with a split up the side. Two black satin skirts ( 1 longer then the other) and a leather skirt. Along with the new heels I bought in the past month I should be able to come up with good outfits to wear out and about. Just wish I have the chance to take photos of these outfits.

[JeffB]

11/8/2009:

With the weather sunny, pleasant and unseasonably warm, what with temps having reached into the low 70's, and with the Eagles playing tonight against the Cowgirls, it was time to hit the road for a brand new jaunt. Here's today's outfit:

My black men's blazer from Sears over a black t-shirt, a 20 inch denim skirt, off-black pantyhose, the Payless "Lance Flex" pumps in black and my small handbag. What do you think, folks? pretty damn sharp, eh? Yeah, I thought so too! HA! My first stop of the day was downtown and Kinko's to spend some quality time on one of their computers to visit a website I can't access from home, after arriving at the store, I hopped out and strolled across the street, earning me a turn of the head from a guy who walked past me. I'm sure he had never seen anything like me before, a guy in a skirt and pumps is unusual to the public at large, I can grasp that, so I hope I gave him a thrill that'll get him through the day. Once inside, I spent a solid hour on the machine, having fun on the website before my stomach demanded I pay it some attention and have lunch.

After leaving Kinko's, it was off to my usual haunts in the western 'burbs for lunch and general goofing off. Lunch was at Subway where I had the Buffalo Chicken, hot (as in spicy) but good. Yum! Once I finished and left the store, I was on my way back to the car across the lot when a SUV with two young guys rode past, one of them leaned out the window and yelled, "Hey! Faggot!" Tsk! What a deplorable lack of manners. Of course, I paid the boor and his friend no attention as they drove off. They got their cheap thrill too, and if they were sufficiently entertained, good for them. I didn't get angry or even annoyed as that was hardly the first time I've been called such a derogatory term, if anything, I pitied those boors for being so ignorant. I mean, when will people get it through their heads that sexual preference has nothing to do with clothing?

My mood still pleasant despite that brief but unpleasant encounter, I headed off to Borders to spend some quality time. As has become my habit when I go to that store, I purposely parked as far away from the store as I could so I could get in a little walk, enjoying the sharp clicking of my heels on the pavement while seeing my reflection in the moderately snug skirt as I approached the store, my face bearing a calm, cool, casual expression. Now that was something that gave ME a thrill, and it's a thrill I will never tire of! Given the time, a quarter past two, the store was fairly crowded, including the lounge where all the seats were taken. Bummer! So, I settled for wandering the aisles for more new manga and Mac magazines, both of which I found. I also earned some more stares, even a giggle from a couple of pre-teen girls thumbing through Twilight books.

Despite the brief encounter with those two boors in the lot outside Subway, it was another good and rewarding jaunt in a skirt and heels. And with each successive jaunt, I'm becoming more and more comfortable in that particular ensemble which I feel entirely comfortable and at home in. These are heady times for me as I continue expanding my fashion freedom horizons, and it's plenty fun as well.

[Dawn HH]

JeffB:-) Once again, you have proven that you are "THE" man in a skirt and heels. Congrats! Cheers--- Dawn HH

[HappyFeat]

Very nice outings, yet again JeffB! Of course I am partial to your Sunday outfit with the blazer, for obvious reasons, but I loved the boots and the tights from the first outfit. Your style shows through in both. You not only pull together classy outfits, but your attitude dealing with the less evolved hecklers shows class in your actions as well. Great outings!

[Steve63130]

I am impressed with the outfits and the outings, but what impresses me most is your calm attitude and self control during the unpleasant encounter with the "boors." They were out to get a reaction from you and you ignored them. If you had reacted with a shout or gesture, you would have given them what they were after; but they didn't want to be ignored. Sometimes it's very difficult to take that high road and ignore a taunt, but it's exactly the right response. Congrats on having the self discipline to do that. You got the upper hand and you played the scene very well. Steve

[Dawn HH]

I quite agree Happyfeat, and it is so nice to hear from you again. Cheers--- Dawn HH

[Bootking]

11/8/2009:

What do you think, folks? pretty damn sharp, eh?

Yeah Jeff, pretty damn sharp! Kudos!!!

[kfsteve391]

Congratulations on your latest outing. You look great in your skirt and heels. You look nicer than many women and very sexy, too.

[marhil711]

Congratulations for your last and every other outing before that. Keep it on, because you can really pull it off looking good. For me skirts is a no-go as I'm like 4XL, but I'm out shopping in heels quite often myself. Lately I stopped trying to hide them and sure enough I get calls. It's mostly from younger ?immigrants? anyway they speak sort of a pidgin German, or you can all it sort of a ghetto slang: "Ääy Geil Mann!" . That's hard to translate, maybe the meaning is something like: "Hey man, look at that XXXX" (XXXX=put in any insulting name). But like you I started to ignore them or on my very bold days I would give them a smile as a reply. So far nothing more than that had happed to me. Cheers Markus

[JeffB]

Thanks for your comments on my latest outing, everybody! I greatly appreciate your comments! Dawn HH: HA! Well, I just do as best I can! HappyFeat: If memory serves, that makes the second time I've worn the blazer, and yeah, it does compliment my overall look. That's what I learned from you since you look great in blazers. As far as I'm concerned, style is everything, if I'm going to expose myself to the world as a man wearing a skirt and heels, then it's crucial to look my very best. Steve63130: I understand that engaging namecallers and related idiots in shouting matches is never a good thing, so it's always better to turn the other cheek. After twenty years in the military, I've been called far worse, so what happened yesterday was no big deal and easy to shrug off. I'm just disappointed at all the rampant ignorance when it comes to clothing and sexual preference. Bootking: I'm glad you approve! kfsteve391: Well, I've been called many things in my time, but sexy? That's certainly new! Many thanks! marhil711: It's not always easy to turn the other cheek, but when you do, you'll feel so good because you're bigger than those who insult you since you refuse to engage them and give them an audience.

[danielp6406]

JeffB :-)

Another great outfit indeed !

Mixing a men's blazer with a skirt and heels: How interresting !

Talking about heeling at Best Buy (or Future Shop):

I now realize that most of their floor is covered with carpet.

It is easier to wear heels on carpet. So I will give it a try soon...

[JeffB]

JeffB :-)

Another great outfit indeed !

Mixing a men's blazer with a skirt and heels: How interresting !

Yep! That outfit I sported made for quite an interesting dichotomy as I wore all male clothing from the waist up (blazer and turtleneck) and all female clothing from the waist down (skirt, hosiery, shoes and underwear). In fact, now that I think about it, I do that a lot on my jaunts. Interesting indeed!

Talking about heeling at Best Buy (or Future Shop):

I now realize that most of their floor is covered with carpet.

It is easier to wear heels on carpet. So I will give it a try soon...

Well, the floors at Best Buy aren't totally carpeted, I'd say it's 60 percent tile, 40 percent carpet, so being careful when you walk is very important.

[JeffB]

11/11/2009:

Since I had off from work for Veteran's Day, I decided it was a good time for an outing. Despite the soggy start to the day, I did hit the road for a new jaunt, and perhaps one of my most rewarding outings in quite some time. I'll explain about that a little later, for now, here's my outing:

My familiar black leather jacket over a red turtleneck, my long denim skirt and the Payless "Tara" boots. The combination of the long skirt and boots I've come to really love wearing as it's so comfortable and enjoyable for me to wear at this time of year, in fact, I could wear this ensemble all day long and feel right at home like a comfy pair of sweats and sneakers. Anyhoo, it was off to the western 'burbs to goof off, this time though, I decided to push the envelope just a wee bit by taking a stroll through a mall, Springfield Mall to be precise. I've yet to wear a skirt and heels into a mall and wanted to see how I would be received, and while Springfield is small as malls goes, it still attracts a sizable crowd, so I'd be seen by a goodly number of people, especially at eleven a.m. when the place would be fairly packed with shoppers. I figured this would make for quite a good test of my own nerve and how well I could handle being in a mall.

After arriving in the lot, I needed a minute or two to gather up my courage before I stepped out of the car and headed to the main entrance to the mall and went inside. Almost instantly, I earned some looks from a couple and their two young kids but didn't say anything. I simply went about my way, walking at a slow, measured pace while my heart was beating at a considerably faster pace, however, there were any gasps, shrieks or peals of laughter as, for the most part, no one paid me any attention. I spent half an hour in the mall before leaving as it was time for lunch. Back outside and on my way to my car, I was stopped by an black woman who looked to be in her 50's and another woman who were a few years younger, both of whom complimented me on my boots and asked where I got them, after I told them they came from Payless, the older woman grinned and said the boots looked sensational. That made my day.

Following lunch at Subway (footlong Subway Club), it was off for Borders for some quality reading time with a few magazines and a tall cup of iced tea. It was quiet inside, not nearly as many customers like on Sunday when it was packed. Iced tea, Mac magazines in hand, I retreated to the lounge area to kick back and relax. For anyone who hasn't enjoyed some down time in a bookstore lounge, you don't know what you're missing as it's great. After having spent an hour in the lounge area, I picked a couple of mags to buy and went to the checkout line, now, here's where something absolutely remarkable happened. Having bought my mags, I was on my out to the door when I was stopped again, but this time by a couple of guys, that's right, GUYS! One of them, a tall, beefy black man younger than me positively gushed over my skirt, said I looked great in it and that I was, in his own words, "bold as hell" to wear it in public.

I was floored as I hadn't anticipated being complimented by a GUY over my wearing a SKIRT! Wow! His partner, a bearded white guy nodded and said it looked cool. Don't think they even noticed the boots, they were too busy praising the skirt. How about that! With a grin, I thanked them both before going my way. Like I said early, to have been complimented by two women on the boots and two guys on the skirt made for quite a rewarding experience since it's exceedingly rare when I do get any sort of praise on my outfits. Not bad, not bad at all! Today showed me that there are forward thinking people out there willing to recognize someone for their fashion sense, regardless of what said person happened to be wearing. I guess there's hope for society yet! HA!

[Bootking]

Praise from both sexes; quite interesting as many men do not compliment in general. Well, it doesn't get better than that! See Jeff, you're doing it just right!!!

[kfsteve391]

Congratulations, Jeff! What a day for you. I'm sure you must feel like a hero. You are "bold as hell". I think I speak for many of your admirers when I say most of us wish we could do what you did today. I'll bet you had a blast. Keep it up and let the good times roll.

[JeffB]

Bootking: Yeah, praise from both sexes on the same day made for quite a pleasant surprise, especially from those guys at Borders! That really blew me away! Ahh, what a great day! kfsteve391: Well, thanks a lot! I certainly felt like I was on top of the world after the praise I got. Pretty darn cool indeed. I will keep the good times rolling! That's a promise!

[Dawn HH]

JeffB:-) Rolling, rolling, rolling, skirts and heels!!! OPPS!!! Got carried away there, TEE! HEE! You da man, Jeff! Cheers--- Dawn HH

[JeffB]

Thanks for the kind words, Dawn. I do as best I can!

[JeffB]

11/15/2009:

After some five straight days of cloudy, chilly and rainy weather, the sun finally made an appearance today, prompting one of my rare doubleheader outings. First off, a trip to the supermarket for my weekly grocery shopping expedition. Here's my outfit:

My brown suede jacket over a navy polo shirt, a knee length denim skirt (the one I wore on my trip to New York City last year), bare legs and the Payless "Judy" pumps. While I might have been seen as a tad overdressed for the supermarket at seven a.m. I didn't much care, predictably I turned a couple heads as I walked in, but that was to be expected, after tapping the ATM, I went about my shopping, attracting a stare, double take and turned head here and there, both from adults and what few children (one of whom pointed at me in what I could best describe as awe) that were up at that hour. I paid everybody no mind, I simply went about my business, which is the only way for a guy in a skirt and heels to act, and I take my business very seriously. But that didn't mean I didn't have fun because I most certainly did.

Now we come to the afternoon outing. With temps reaching an unexpected high of 70, I did something different while sporting three new items which I wore for the very first time today. Here's the outfit:

My black blazer (which I'm sure HappyFeat will be happy to see) over a short sleeved gold shirt, a 21 inch black knit skirt with a cute little slit in back that I bought at a downtown thrift shop a few months ago, a wide black fashion belt from JCPenney, off-black pantyhose and the Payless "Hilt" black patent pumps. Not to sound boastful, but I thought I looked pretty damn sensational in that outfit as I felt like dressing up to the nines. My first stop was downtown to spend some time at Kinko's cruising online. After I arrived, like this morning, I turned a couple of heads as I crossed the street to the store, the 4 1/2 spike heels clicking quite nicely on the pavement, as that was the first time I wore the Hilt pumps, I found the shoes to have been quite comfortable, even without anything in the way of a break-in period. I could see myself wearing these shoes more often.

After almost an hour in the store, and the fact I only had enough coins in the meter for an hour, I left around noon as it was time for lunch. Stepping out of the store, a beat-up Honda Accord with four young black people, male and female hooted and hollered when they saw me. No big deal, I'm used to people of my own color making fools of themselves when they see me dressed, it used to be annoying, but not anymore. I decided to head out to the western 'burbs to have lunch at Olive Garden at that strip shopping area (where Borders is at) near Springfield Mall. Climbing out, I strolled towards the store and entered where a couple of waitstaffers stood at the podium and warmly greeted me, then one took me into the dining area, past table after table of diners as the place was packed full of people, all of whom saw me, but no one paid me much in the way of attention.

Samantha, the person who waited on me couldn't have been nicer as she took my order (Chicken & Shrimp Carbonara with raspberry lemonade) and treated just she would any other customer, despite how I was dressed, and that was certainly good. By the by, while I waited for my order, one those many diners I walked past, a well dressed older lady smiled at me a she went by, saying to me, "Love your shoes. You look nice." I smiled back and said thanks. Not bad. That made two straight outings where I had been complimented by complete strangers, proof positive that if you dress nicely and act with proper decorum, you will be treated well, regardless of what sort of clothes you happen to be wearing. And since I've committed myself to wearing skirts and heels full-time on all my outings, it's important to look my very best. Nothing else will do for me. Period!

I don't expect anyone else to follow in my footsteps by wearing skirts in public like I do, but no matter what you wear, wear it well, wear it properly, look smart, look stylish, look like you know how to put an outfit together and exhibit a sense of fashion. If you go out of your way to look your best like I do, you can succeed in your outings.