Ash could be really happy and a bit shy at the same time. He would be glad to see Serena again after so long, but he might also be a bit nervous, especially if there were some unspoken feelings between them. He would definitely want to hear about all of Serena's adventures.
Ash would probably be very excited. He might run towards Serena with a big smile on his face.
Serena could be a bit shy at first. She might blush deeply and look down for a moment. But then, she would look into Ash's eyes with love and admiration. She would tell Ash how much she loves him and how she has been hoping for this moment. She would accept his proposal gracefully, and they would share a tender embrace while their Pokémon friends cheer around them.
Pikachu would probably be very excited. It might jump around Ash, making little electric sparks of joy. Bulbasaur could bring Serena some fresh berries it finds in the forest as a sign of care. Eevee, if they have one, might curl up next to Serena's belly, as if protecting the unborn baby. Their Pokémon would sense the importance of this new development and do their best to be helpful and protective.
Some of their Pokémon friends might also show unique reactions. Pikachu could be very protective of Serena, always staying close by to make sure she's okay. And their other Pokémon might bring little gifts like berries or shiny stones they find, as if they understand what's going on. The more mischievous Pokémon might play little pranks that end up being endearing in the context of the pregnancy, like stealing Serena's hat and then replacing it with a flower crown as a sign of celebration.
Their friends would be overjoyed. Brock would probably offer his medical knowledge to make sure the baby is healthy. Misty might be a bit jealous at first but would soon warm up and offer to teach the baby how to swim. Clemont could create some amazing gadgets for the baby, like a Pokémon - themed mobile or a stroller that can move on different terrains easily.
Ash would be very worried. He would immediately rush to Serena's side. He might stop whatever he was doing, like a Pokemon battle or exploring, and focus all his attention on her. He would probably ask if she's okay and check for any serious injuries.
Their Pokémon would probably be very protective. Pikachu, being Ash's closest companion, would always be on guard around the baby. It might even try to play with the baby in its own cute way, like using its electric shocks to create little light shows to amuse the baby. Serena's Pokémon, like Fennekin which evolved into Delphox, could use its psychic powers to sense if the baby is in any danger or discomfort. All of their Pokémon would likely adapt their usual habitats and behaviors to be more baby - friendly, for example, making sure not to use any dangerous moves near the baby.
Naruto would probably be very surprised. He has heard about Rin from Obito and Kakashi. So when he actually meets her, he might be at a loss for words at first.
Brock would be more understanding. He's always been interested in girls, but he also values friendship. So he would probably offer his support to Ash, while also maybe giving some advice on how to act more 'ladylike' if that's what the situation calls for. As for the other Pokemon in Ash's team, they might not fully understand the concept of crossdressing, but they would sense that Ash is still their trainer and would protect him (or her in this case) as usual.
Pikachu, Ash's main Pokémon, would be very confused. It's used to Ash's mannerisms and commands. When Serena is in Ash's body, Pikachu might not respond as well at first. It might keep looking at 'Ash' quizzically, wondering why he's acting so strange. Serena's Pokémon, like Braixen, might also be confused. They might sense that something is off with 'Serena' (Ash in her body) and be a bit hesitant to follow commands as usual.
He would be extremely excited. Goku has always been curious about his parents, so he'd probably have a big smile on his face and lots of questions to ask them right away.