Visit girlfriend (non US citizen) on ESTA

I know there are a lot of questions about this but my case is a little different from the others. I’m Alessandro, 22, from Italy. I started texting with a girl from my city a couple of months ago and we took this thing seriously. She is in the US with a J1 visa and being an au pair girl she lives with their host parents and kids etc... Now, she talked with them and they are happy to have me with them. So I will spend two weeks there, we will also travel to Toronto for St. Valentine’s day weekend. I am a little worried about CBP clearence. Could I be denied enter US with these conditions? Also: -Traveled on ESTA 2 times in last 5 years (2 weeks max) -Bringing a promise ring in my carry on bag -300$ cash and 200€ cash plus cards If asked what’s the purpose of my trip I’m not going to hide anything and I’ll say “I’m visiting my girlfriend. She’s Italian and she’s here for a while” I appreciate any suggestion and happy to hear your opinion.
Thank you so much. Alessandro.
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Can my girlfriend visit me on tourist visa?
How long can my girlfriend stay in the US to visit me? If your boyfriend/girlfriend has come to the US under the Visa Waiver Program, then he or she is only allowed to stay up to 90 days at a time, visa-free.Can my fiancé e visit me in the United States on a tourist visa?
Yes \u2013 your fianc\xe9 may visit the US, so long as they have a valid B-1/B-2 visa or ESTA. However, your fianc\xe9 should expect more scrutiny at the border. Filing a K-1 fianc\xe9 visa application is evidence that your fianc\xe9 intends to travel to the US and remain there as a permanent resident.Can I bring my girlfriend to America?
The fianc\xe9(e) K-1 nonimmigrant visa is for the foreign-citizen fianc\xe9(e) of a U.S. citizen. The K-1 visa permits the foreign-citizen fianc\xe9(e) to travel to the United States and marry his or her U.S. citizen sponsor within 90 days of arrival.Can you marry a foreigner in the US on a tourist visa?
The short answer is: yes, you can get married in the US while on a B-1/B-2 tourist visa or on a visa waiver program. There is nothing in the regulations that say individuals who are in the US as visitors cannot get married.Can I Get Married On a Tourist Visa to a US Citizen? (ON ESTA at 2020?)
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