If a guy had slept with escorts would it put you off?

yes, it would completely put me off. Not only did he have to lose his virginity to a lady of the night, but he also is so socially awkward that he continues relationships with these women for companionship. If he is so "Sweet, funny, loving, and a great person to be with" then he should be able to find a decent woman he doesn't have to pay for.