People who are punching above their weight are generally going out with women of far superior quality in either the face/body department. Most famous example would be kathrine zeta jones and michael Douglas

to take an unfortunate loss and turn of events.

If someone’s punching, they are dating someone that’s significantly better looking then they are. In other words, they are less good looking then the person that they are dating

To insert a clenched fist into a sexual orifice for the purpose of gratification for the receiving party. A variation on fisting and not to be confused for synonymous with that act. There is tenuous precautions deliberately taken to prevent injury or pain. The possibility of pain and the borderline thereof typically aids in the gratification of participating parties.