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Absolutely.
I wear them all the time in the winter with jeans/chinos and pennies or tassels.

I always wear them with an OCBD under them--typically white or light blue.

I have sweatshirts from my Alma Mater Creighton University and have a couple from schools I like and support--like Georgetown.
 

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As you noted, "Take Ivy" provides historical evidence that they were and there is an incredible amount of additional pictorial, TV and movie evidence as well that regular Americans - college and non-college students, dads on the weekend, families on vacations, etc. - wore sweatshirts (college logo or not) with jeans and chinos and boat shoes, pennies, sneakers, etc., for casual activities in the '40-'60s (even some from the '30s).
 

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If you're in college, sure, or shortly after graduating, but I wouldn't wear them much after that, unless you're watching sports or at an alumni event or something like that. A plain crewneck in cotton or wool has the same look but a little more "adult", in my opinion.
 

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Well, technically, it kind of depends on the college.
That's a good point, but also raises a question - at least for me - about the difference between Trad and Ivy.

IMHO (and I mean that, I am no expert), I think of Ivy clothes as those that gained acceptance at the ten or so Ivy colleges in the '50s through the pre-late-'60s, but also the clothes those graduates are most associated with wearing when they entered the work world in the '50s and pre-late-'60s.

When I think of Trad clothing, I think it's a wider universe that includes the clothes most college (any college) kids and younger people in the '30s - pre-late-'60s wore - and as above - at college and when they entered the work world. Trad is more "just classic American" clothing to me.

Hence, Ivy is a subset of Trad. I'm not saying the above are perfect definitions, just some ideas I keep in my head to, for example, say that pleated trousers or a bomber jacket can be Trad, but not Ivy.
 

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That's a good point, but also raises a question - at least for me - about the difference between Trad and Ivy.

IMHO (and I mean that, I am no expert), I think of Ivy clothes as those that gained acceptance at the ten or so Ivy colleges in the '50s through the pre-late-'60s, but also the clothes those graduates are most associated with wearing when they entered the work world in the '50s and pre-late-'60s.

When I think of Trad clothing, I think it's a wider universe that includes the clothes most college (any college) kids and younger people in the '30s - pre-late-'60s wore - and as above - at college and when they entered the work world. Trad is more "just classic American" clothing to me.

Hence, Ivy is a subset of Trad. I'm not saying the above are perfect definitions, just some ideas I keep in my head to, for example, say that pleated trousers or a bomber jacket can be Trad, but not Ivy.
You expressed that beautifully. Also in my experience devotees of Ivy and its more youthful counterpart, prep, were more rigid than American style Trad dressers. If you showed up at a school event at certain places wearing a Pendleton Topster, a Rooster tie, or shoes, even longwings, other than Weejuns you were viewed as tipping into counterculture!
 

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As a Septuagenarian, I'll assert (without evidence) that there is a "Parent's and Grandparent's exemption" to wearing sweatshirts from schools you did not attend... but only if you seek to "brag up" your Children and Grandchildren.

Here's how it works: Somebody sees you in a college sweatshirt and asks, "So, when did you attend XYZ school?" You modestly reply, "Oh, gosh, I didn't attend XYZ, my Son [or Grandson] did [does]." That provides an opening for you to wax eloquent about your children or grandchildren! Here's the gambit: You didn't start the conversation about colleges... the counter-party did! You merely did the socially correct thing, and responded to the person who asked the question, while adding a couple of other glowing qualities about the kid. Just good manners, eh...? :)
 

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As a Septuagenarian, I'll assert (without evidence) that there is a "Parent's and Grandparent's exemption" to wearing sweatshirts from schools you did not attend... but only if you seek to "brag up" your Children and Grandchildren.

Here's how it works: Somebody sees you in a college sweatshirt and asks, "So, when did you attend XYZ school?" You modestly reply, "Oh, gosh, I didn't attend XYZ, my Son [or Grandson] did [does]." That provides an opening for you to wax eloquent about your children or grandchildren! Here's the gambit: You didn't start the conversation about colleges... the counter-party did! You merely did the socially correct thing, and responded to the person who asked the question, while adding a couple of other glowing qualities about the kid. Just good manners, eh...? :)
Does this work if the sweatshirt says
Al's Towing? (At least the kid has a steady job.)
 
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