When a person (typically a guy) goes out to see a movie, or visits a theme park, or place otherwise mostly occupied by couples or friends,but does this alone. This can cause sympathy from other people that watch them as they purchase tickets or enter the area. This is different from when a person grabs a cup of coffee, or sits in a coffee shop alone for a few minutes, or rents a movie, or eats fast food. Masterdating involves often going to a restaurant alone, and sitting at the table alone, while some people look and either feel bad, or think that the person is a looser, or going to see a movie alone. It is often done by older men that may be widowed, or by people that can't get a girlfriend, or are the "40 year old virgin" type
You: 4 tickets for (name of movie) please
Masterdater behind you: 1 ticket for (name of movie) please
You (thinking) awe, he's alone, i guess he's Masterdating.
Thinking of having sex with multiple women while mastubating.
Bob: "I couldn't get a date friday night."
Jim: "Have you tried masterdating, it's so much better. It's like being on 5 dates at once.""
When someone goes out with a group of friends and puts up his pictures on his facebook page - then stares at them all week long
Hey did you hear John is dating?
He's been masterdating his facebook page for six months now