
I mean really now, did the walking dead ever had a good working functioning big community? Its much more probable that being alone as a random child in an unknown big community is a big threat. If u are in Wellington alone with the baby that doesnt really make it a good end. He doesnt even arm u nicely like Jane, probably just so he can show what a hero he is protecting you). You learn no new surviving skills (he NEVER taught u anything and just wants to keep you weak so he can protect you. In conclusion being with Kenny just means that you must be his soldier girl( He orders you and you obey no questions asked). He also is so volatile and imposing/threatening and has a need for control that breaks up any group u would try to join with him. If u end up with Kenny together it just means that Clementine will have NO CHOICES anymore (Kenny is a control freak who decides everything alone and let no voices be heard). That also shows that he will not stop with brute force violence even against Clementine. Now in the final fight with Jane HE DID PHYSICALLY ATTACK CLEMENTINE FOR NO REASON AND SHOVED HER TO THE GROUND NOT BATTING AN EYE TO THAT. He shifts his family focus away from Clementine a bit after AJs born. When the mother turned to a zombie he of course did the right decision and immediately headshotted her, but what u must also see is he NEVER REALLY MOURNED THE DEATH OF AJs MOTHER. Than you can also see his strange obsession with the baby and how he is like "My Baby My Baby" and the mother needs to scream several times for him till he gives the baby back. I dont want to imagine what he would do with brute force against Clementine when AJ died and her having no fault again).

That clearly shows how much of a danger he is to Clementine too when something big happens (Loosing AJ can be compared with loosing Sarita because both are family in his eyes and we already see what he does to Clementine when he lost Sarita. Than even after this and u meet him again and try talking with him about what happened to Sarita, he is threatening to kill Clemenine so u need to back off. Yeah u heard right thats what Kenny already did in that crucial moment were Clementine needed him when they fled from carvers settlement covered with zombie guts. Why is every1 forgetting that KENNY ALREADY LEFT CLEMENTINE TO DIE IN SEASON 2 AFTER SARITA DIED IN A FIT OF RAGE WERE CLEMENTINE HAD NO FAULT?
