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thats cool I guess 

1. Thats cool I guess we're best friends so well, awkward.
2. Thats cool I guess I like you but it isnt often people say that to me.
3. Thats cool I guess I'm not paying attention.

Etc. Etc.
Katie: well I like you.
Jaden: thats cool I guess.....
thats cool I guess by Cambria S January 14, 2008

Hey guys, I guess that's it

Some mind-blowing last words, said by Ronnie McNutt on Facebook live before pointing a rifle (not a shotgun, it was a rifle) to his chin and shooting himself, literally blowing out his mind.
Ronnie McNutt: Hey guys, I guess that's it.
*Ringtone Noises*
*BANG*
*More Ringtone Noises*

That's Cool I guess 

Something that people say to almost anything that is in no way cool/they used no guesswork in any way, shape or form.

Educated Guess 

To suggest an answer to a query dealing with a topic/subject that you have not thoroughly studied, basing your answer on the knowledge that you have acquired in the past which relates to the query at hand.
Teacher: Hello student's, you will recall that I taught you that airplanes are the fastest mode of transport, a business man want's to send a parcel to another city very quickly, suggest a mode of transport he should use.
Stupid Student: "But Sir, you never taught us what mode of transport a businessman wishing to send a parcel quickly would use!"
Non-Retarded Student:" I'll make an Educated Guess that the business man would use an airplane to deliver his parcel quickly, as this is the fastest mode of transport.
Educated Guess by Wizzar October 26, 2011

italian manwhore summer i guess 

Another way to say you do you queen without calling your dumb friends queens. The phrase is taken from a tumblr post about an English team versus an Italian team and their reactions after the Italians win. I wonder how long it'll take for your dumb friends to find this on urban dictionary.
Sydney: I got covid
Me: Italian manwhore summer i guess

one guess 

Giving someone one guess of the answer to a question, commonly an obvious answer.
Rizzo: What's up, Kenick?
Kenickie: One guess.
Rizzo: You got a lot to offer a girl. Kenickie: Yeah, you know it.
one guess by idontevenusethis December 9, 2016