Is a guy telling you the truth when he says he didn't enjoy the sex and felt dirty?

This can be quite possible. There are many emotional and mental ties to sex and sexuality that we form over the course of our lives. Sometimes, shame is one of the greatest of these. There is potential that he did indeed feel dirty or "wrong" for what he was doing. If you like this guy, try to promote a healthier attitude towards sex and sexuality... his mind and heart have to enjoy the act, too!

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Unfortunately, a lot of people of both sexes still think sex is "dirty". The power of puritan attitudes is very great.

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Probably. Most guys would be inclined the other way if only for bragging rights. If a guy says this then the most likely explanation is he's being sincere. With the history of sexual relations it is quite likely that the old 'shame promotes responsibility' philosophy is still making its impact felt. In such a situation (I'm sorry to say) you are going to have to make the effort to be the mature one and do the right thing to promote a more amenable philosophy and relationship.

HE MIGHT BE IN JAIL