Throwaway account. This happened my junior year of college. My boyfriend couldn’t come on the trip, but my roommate invited her older brother (M27, super built).
One night we were all wasted at a beach club. He pulled me away from the group, we ended up in his hotel room, and I let him fuck me raw on the balcony while people were still partying below. I rode him reverse cowgirl so I could watch the ocean and came so hard I nearly screamed. He finished deep inside me and I went back to my room with his cum dripping down my thighs.
I felt horrible the next morning but… I let him do it two more times that week. My boyfriend still has no idea.