Surely you would let this go on even if you became a couple. He was even grateous enough to let you come and watch the next time he and his friends has their way with your "innocent" crush.
My bully always sends me pictures like this when he and his 5 friends are done using my barely legal 18 year old little sister like their personal sex doll
I ran into this loser I bully at school at the mall earlier, he was with his mom. I gave her my number as a joke, it made him super uncomfortable. She sent me this few hours later. Should I fuck this loser’s mom? I’ll post part 2