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Pappy's Old Dress Sock 

A dirty, used condom belonging to an elderly male. Typically never thrown away and usually disposed of in an improper manner like left on the floor, in a bed pan for the nurse, on the back of a golf cart, or on the sidewalk.
Frank was walking in to the nursing home to visit his grandmother when he spotted Pappy's Old Dress Sock tossed in the corner of the lobby.
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gentleman's dress sock 

a more sophisticated term, and one that can be discussed out loud without embarrassment at the restaurant or lounge, for condom.
Buffy: Charles, this has been an incredible dinner. Perhaps a nightcap at my place should you have a gentleman's dress sock

Let's dress up and travel together 

Is technically what people usually do after literally coming out of the closet.
A slang term or euphemism for "dating" originated from the Taiwanese dub of The Owl House, where Amity says "我們盛裝出遊吧!" which translates to "Let's dress up and travel together!"
But can also be used as a term for openly experiencing LGBT culture after coming out of the closet.
Now that i'm out of the closet, and there's a Pride Parade tomorrow, let's dress up and travel together!
I came out a week ago and have been dressed up and traveling ever since.

fuck me running, backwards, in a nun's dress 

used by a guy when he sees a really hot girl
Guy 1: "Dude, look at that hot ass girl!"

Guy 2: "Hell yeah, she's got some nice titties."

Guy 1: "Fuck me running, backwards, in a nun's dress."

Dress like your s/o day

On October 17th you the reader will dress like your significant other for the entirety of that day,matching with a similar or exact replica of a common outfit they’re known for wearing.
“Why are you dressed like your boyfriend today?”
“Oh didn’t you hear? Todays dress like your s/o day

That's not how I dress 

I don't adhere to those rules, I don't act like that, or I'm not okay with that.
Marcus posted some blue lives matter thing on his wall, so I unfollowed him because that's not how I dress.

dress sweats

A good pair of sweatpants. A pair that you might consider wearing in public.
I had to run to the gas station down the road, so I put on my dress sweats and headed out.
dress sweats by Jazzual January 22, 2013