Oh, but it will. It will be nice at first. You'll even look forward to it. Making her feel good makes you feel good, after all. Then the fatigue and annoyance sets in. Just how many times can she cry in one day? Always over the most petty things, and she will seek you out, bringing her ear-piercing, shrill wails with her. Forget about having any time to rest. Forget about going anywhere nice, too. You can't dress yourself up in good clothes without her coming to get them soggy.
There are other ways to get your kicks besides being a teardump. Besides, do you think the Myourentai will just let you hang around every time she cries? It defeats the purpose of her training. You will be looked down on and cast off, and they'll take issue much sooner if you're the one making her cry. If you like bad ends, go for it. When Kyouko cries her deepest, hardest tears, you won't be there for it.