Does Vagina Differ In Sizes?

There are a number of factors that can contribute to this. Like penises, all vaginas are different, and not just externally. This isn't a matter of a girl being "loose" or "tight."

Let's compare 2 situations here.

Situation #1) Being with a guy who is caring, affectionate, waits for your body to be properly lubricated (and even using a separate lubricant), communicating with you the entire time, and listening when you tell him to slow down or stop.

Situation #2) Being with a guy who, after about 5 minutes of kissing and rubbing your breasts, clumsily tries to shove his penis inside you all at once.

You can probably guess which would generally be a more painful experience for a woman. Other factors that might figure in here are the size of his penis, your size, and how intact your hymen was at that point. Women have different types of hymens to begin with, and over the course of their lives, they can break their hymen and when they finally have sex, it doesn't cause as much tearing as it would to a woman whose hymen was more intact.