I (20F) was at a resort in the Caribbeans for most of Christmas Break. For Backstory, Me and My Boyfriend (20M) Have been with each other for 5 years, since the 23rd of December of our sophomore year of high school. The reason he, we’ll call him 1, isn’t here is because 1 wanted to visit his family for Christmas, and my family decided to go on vacation. The first 3 days of vacation were really relaxing, I was mostly tanning on the beach while reading a book. On the fourth day, my parents were tired of me laying at the beach all day and wanted me to do something else, so I decided to start doing yoga at the resort, when I was leaving, a guy who about 6 foot and 3 inches, and fit, we’ll call him 2, walking out with another girl, who happened to be his sister, and he happened to approached me. We started small talking and at the end of the conversation he invited me to “caddie” for him later that day, I had nothing to do later so I decided to go with him.

When we got to the course, I noticed that we were with 3 other couples who happened to be his friends from college. 2 introduced me as his girlfriend even though we just met, I was kind of taken back by it, as well as a little uncomfortable. I thought to myself, that maybe he just said that just to say it, so I didn’t really care. After constant flirting throughout the entire round we all ended up back at the resort for dinner. 2 tried to touch me a few times and I denied him, after that we walked back to our rooms, like a gentleman 2 walked me to mine. Once we got to my hotel 2 leaned in for a kiss. I pushed back and told him “I cant do this, I have a boyfriend, we’ve been together for 5 years, I love him”. I gave him a hug and went back into my room for the night, where I was sending him memes on I Message, the same ones I was sending to my boyfriend. 2 texted me “wyd tomorrow?” and I told him that I will probably be going to yoga just like yesterday, and the beach after because it was my last day.

The next morning I went to yoga again, then went to go get changed to go lay on the beach and tan. As soon as I walked out I saw him with another girl, who wasnt his sister, she was really attractive, and she is what I believed to be my vacation replacement, I started crying, and instead of not going, I decided to just put on sunglasses and lay on the beach and tan. After that I did the same thing as usual, I went back to my room for the night, this time packing as it was my last day here. The next morning after my parents and I woke up we got on a shuttle to the Airport, they were flying home and I was flying back to college.

When I got back, I went to my apartment to see that all my roommates went back home for winter break, I was sitting there on the couch watching Netflix, with nothing to do on Christmas Day, until I saw someone post video of a party on campus on their snap, I decided to put on a cute red outfit, and go outside to start looking for the party, once I found it I decided to go in, for like 20 minutes I was just sitting there dancing, after a while I went outside as I needed a breather, and thats when 2 from vacation tapped me on my shoulder, put his arm around me, and said “remember me?” after that we started arguing about the girl on the trip, I asked 2 who she was, and he said it was his girlfriend, He told me to come with him so we can talk about it but he took me to the backyard which almost felt like another party, He was telling me about how his girlfriend was inside the house partying, and he didnt care because he liked me more. After a while, he thought that one of his girlfriends friends was watching him so he took me to his bedroom, which was in the attic, we sat there and talked in his room about her for a bit. I got really bored so I started walking around his room while I asked him questions about things on his wall, like his trophies, and his High School Jersey.

After a while we were just sitting there on the bed, and talked about nonsense, and eventually we were just staring at each other in the eyes, until we both leaned in for a kiss, we started undressing each other when I whispered in his ear “you cant tell my boyfriend about this” to which he replied “he wont be your boyfriend after this”. we made out for a while before I went down on him, I then got up and went to sit on his cock when he grabbed a condom out of the nightstand and I said “we dont need that”, I got on top of him and whispered “fuck me like its our wedding night”, for a long time he gave me the best sex I ever had, nothing like what my boyfriend has been giving me for the past 5 years, he yelled “Im gonna cum” and I layed down on my back to let him cum all over me, we both started laughing once he was finished and I jokingly said “now lick it until im spotless”, but he surprisingly did it, and it felt soo good, when all of a sudden my boyfriend calls me, and he said “Merry Christmas, I wish I could spend it with you” to which I replied “I miss you so much I cant wait for you to be back”.

Its been 2 days and Im not sure what to do, its my first time cheating, and my first time with a guy who isnt him. Should I tell him or should I keep it to myself?