# Ask the guy wearing a nice pair of brown wing-tips about love, life and his outfit **URL:** \ **Category:** Miscellaneous and Personal Stuff I Must Share\ **Created:** [September 12, 2007, 4:56pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929 "2007-09-12T16:56:21Z")\ **Posts on this page:** 20\ **Page:** 1
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 4:56pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/1 "2007-09-12T16:56:21Z")
Nothing is too personal. I offer relationship advice, as well as the answers to the questions you’ve always had about guys in wing-tip shoes. ---
**Author:** ![twickster](https://avatars.discourse-cdn.com/v4/letter/t/ec9cab/32.png) [@twickster](https://boards.straightdope.com/u/twickster)\ **Post date:** [September 12, 2007, 4:58pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/2 "2007-09-12T16:58:21Z")
I’ve always had a thing for wingtips – so I’ll start with the obvious question. How _you_ doin’? ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 5:15pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/3 "2007-09-12T17:15:02Z")
[QUOTE=twickster] I’ve always had a thing for wingtips – so I’ll start with the obvious question. How _you_ doin’? [/QUOTE] Oh, I’m feeling a little ‘blah’ actually. I think it’s just work though. Next? ---
**Author:** ![Missy2U](https://avatars.discourse-cdn.com/v4/letter/m/3bc359/32.png) [@Missy2U](https://boards.straightdope.com/u/Missy2U)\ **Post date:** [September 12, 2007, 5:24pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/4 "2007-09-12T17:24:27Z")
What color is your suit? Cause brown wing-tips may not go with your suit. I’m just curious. ---
**Author:** ![plnnr](https://avatars.discourse-cdn.com/v4/letter/p/7ea924/32.png) [@plnnr](https://boards.straightdope.com/u/plnnr)\ **Post date:** [September 12, 2007, 5:24pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/5 "2007-09-12T17:24:55Z")
Do you know why the little perforations are in wingtips? ---
**Author:** ![ZipperJJ](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/zipperjj/32/211_2.png) [@ZipperJJ](https://boards.straightdope.com/u/ZipperJJ)\ **Post date:** [September 12, 2007, 5:27pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/6 "2007-09-12T17:27:32Z")
And what color is your belt? They have to match, dontchaknow. ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 5:27pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/7 "2007-09-12T17:27:44Z")
[QUOTE=Missy2U] What color is your suit? Cause brown wing-tips may not go with your suit. I’m just curious. [/QUOTE] Good question. I’m not wearing a suit, though. I’m wearing a pair of very nice khakis, and a brown and tan striped shirt. The wing-tips themselves are a casual set, brownish-red in hue. More brown than red. ---
**Author:** ![Miss\_Woodhouse](https://avatars.discourse-cdn.com/v4/letter/m/838e76/32.png) [@Miss\_Woodhouse](https://boards.straightdope.com/u/Miss_Woodhouse)\ **Post date:** [September 12, 2007, 5:28pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/8 "2007-09-12T17:28:36Z")
My dad always wore wingtips with his suits when I was a girl. Nothing says dress shoes like wing tips. I picture them as a conservative, traditional shoe. Do you see yourself as a tradtional person? Or do you choose them as a tongue in cheek reference to the fact that you are not traditional? ---
**Author:** ![Encinitas](https://avatars.discourse-cdn.com/v4/letter/e/ee7513/32.png) [@Encinitas](https://boards.straightdope.com/u/Encinitas)\ **Post date:** [September 12, 2007, 5:29pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/9 "2007-09-12T17:29:02Z")
Are you in the habit of tapping your wing-tips in public bathroom stalls? If so, what kind of responses do you get? 🙂 ---
**Author:** ![Missy2U](https://avatars.discourse-cdn.com/v4/letter/m/3bc359/32.png) [@Missy2U](https://boards.straightdope.com/u/Missy2U)\ **Post date:** [September 12, 2007, 5:29pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/10 "2007-09-12T17:29:46Z")
[QUOTE=Happy Lendervedder] Good question. I’m not wearing a suit, though. I’m wearing a pair of very nice khakis, and a brown and tan striped shirt. The wing-tips themselves are a casual set, brownish-red in hue. More brown than red. [/QUOTE] You sound absolutely “spiffy”!! 😃 ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 5:30pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/11 "2007-09-12T17:30:54Z")
[QUOTE=plnnr] Do you know why the little perforations are in wingtips? [/QUOTE] Cause they look _awesome_! > [@ZipperJJ](#): > > And what color is your belt? They have to match, dontchaknow. A perfectly-matched brownish-red. More brown than red. ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 5:41pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/12 "2007-09-12T17:41:03Z")
[QUOTE=Miss Woodhouse] My dad always wore wingtips with his suits when I was a girl. Nothing says dress shoes like wing tips. I picture them as a conservative, traditional shoe. Do you see yourself as a tradtional person? Or do you choose them as a tongue in cheek reference to the fact that you are not traditional? [/QUOTE] I would say nine days out of ten, I dress like a nerd; or, I dress in casual office attire, with leanings toward “conservative.” However, I am not a “conservative” person; just a bit nerdy. Not a “hipster,” however. > [@Encinitas](#): > > Are you in the habit of tapping your wing-tips in public bathroom stalls? If so, what kind of responses do you get? No, but I’ve had to wrangle in my “wide stance” in light of recent events. 🙂 > [@Missy2U](#): > > You sound absolutely “spiffy”!! You got that right! ---
**Author:** ![plnnr](https://avatars.discourse-cdn.com/v4/letter/p/7ea924/32.png) [@plnnr](https://boards.straightdope.com/u/plnnr)\ **Post date:** [September 12, 2007, 5:42pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/13 "2007-09-12T17:42:01Z")
It was a trick question. The holes were originally in wingtips (and other brogues) to let water out (the shoes were originally worn for work in wet and marshy areas). The peforations are a holdover from the design. Plnnr (who is wearing black wingtips as we speak). ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 5:45pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/14 "2007-09-12T17:45:11Z")
[QUOTE=plnnr] It was a trick question. The holes were originally in wingtips (and other brogues) to let water out (the shoes were originally worn for work in wet and marshy areas). The peforations are a holdover from the design. Plnnr (who is wearing black wingtips as we speak). [/QUOTE] Why thank you for the info! I guess today I can consider you my Ghillie Bro. ---
**Author:** ![OneCentStamp](https://avatars.discourse-cdn.com/v4/letter/o/13edae/32.png) [@OneCentStamp](https://boards.straightdope.com/u/OneCentStamp)\ **Post date:** [September 12, 2007, 5:46pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/15 "2007-09-12T17:46:58Z")
What socks go well with khakis and brownish red, more red than brown, wingtips? And if you don’t know, well, what are _you_ wearing with them, at least? ---
**Author:** ![pravnik](https://avatars.discourse-cdn.com/v4/letter/p/8edcca/32.png) [@pravnik](https://boards.straightdope.com/u/pravnik)\ **Post date:** [September 12, 2007, 5:51pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/16 "2007-09-12T17:51:43Z")
Do you believe you were born wearing wing-tip shoes, or is wearing wing-tip shoes the result of a conscious choice you made? ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 5:52pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/17 "2007-09-12T17:52:40Z")
[QUOTE=OneCentStamp] What socks go well with khakis and brownish red, more red than brown, wingtips? And if you don’t know, well, what are _you_ wearing with them, at least? [/QUOTE] Tan socks. Or brown. I’m wearing black. 🙂 ---
**Author:** ![Missy2U](https://avatars.discourse-cdn.com/v4/letter/m/3bc359/32.png) [@Missy2U](https://boards.straightdope.com/u/Missy2U)\ **Post date:** [September 12, 2007, 5:55pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/18 "2007-09-12T17:55:44Z")
[QUOTE=pravnik] Do you believe you were born wearing wing-tip shoes, or is wearing wing-tip shoes the result of a conscious choice you made? [/QUOTE] Yeah - nature or nurture? 😃 ---
**Author:** ![poetwarlord](https://avatars.discourse-cdn.com/v4/letter/p/db5fbb/32.png) [@poetwarlord](https://boards.straightdope.com/u/poetwarlord)\ **Post date:** [September 12, 2007, 5:57pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/19 "2007-09-12T17:57:03Z")
I really love mens’ shoes. (Please no Freudian jokes.) I even considered being a shoe designer for a few years. Can you describe what shade of brown they are? Medium brown like milk chocolate or dark brown like dark chocolate or really dark brown that are almost black? What size shoe do you wear? How wide is your foot? Do you think that wingtips only look good on guys with medium or narrow feet or on all types? What color pants usually go well with brown wingtips? Could you wear them with black, navy blue, dark gray, tan, or olive green pants? Do you also have a pair of black wingtips? I love wingtips, and the black ones are my favorite. I’m slightly bummed out that I can’t find wingtips for women. I don’t even know if they exist. I often wear mens’ shoes though I’m a woman, and some people think I’m weird or a lesbian or both, but I’m not. Once on the subway I saw this guy wearing black wingtips with blue jeans and a white t-shirt (this was in the 90’s), and I couldn’t help but stare and stare at how great they looked. I once dated a guy that wore wingtips, and I thought they were great though I didn’t comment on it because I thought it might sound weird. Okay, maybe I am a little weird for liking mens’ shoes so much. What other types of shoes do you own? Do other people comment on your shoes? How do these shoes affect your love life? Do you find most women like them? Do men ever notice your shoes or comment on them? How old are you? Are wingtips more popular with an older crowd or do younger guys wear them too? ---
**Author:** ![Happy\_Lendervedder](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/happy_lendervedder/32/8488_2.png) [@Happy\_Lendervedder](https://boards.straightdope.com/u/Happy_Lendervedder)\ **Post date:** [September 12, 2007, 6:00pm UTC](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929/20 "2007-09-12T18:00:54Z")
[QUOTE=pravnik] Do you believe you were born wearing wing-tip shoes, or is wearing wing-tip shoes the result of a conscious choice you made? [/QUOTE] I was born wearing them; yes, I’m a Calvinist. [Next page](https://boards.straightdope.com/t/ask-the-guy-wearing-a-nice-pair-of-brown-wing-tips-about-love-life-and-his-outfit/418929.md?page=2)