Hi Godak, are you referring to the cost of Lona's virginity being more valuable in the first time? I know that's a thing - in my usual route, I always max that out since that's the largest amount you generally get. If so, yes - the first time you will get more. Any time after that is less. Apologies if I misunderstand your question.
On the other hand, if you're referring to losing potential income after starting, is it because you're spamming? If you don't do it perfectly, you do lose out on some cash.
Edit 1: fixed spelling