"Well that first date went very well" Ash said out loud to himself.

It was 2 days since his time with Dawn.

"I still hate myself for going through with this plan but, it's not to get the best lover, I also want to see the girls' true personality".

Ash gave May a call and asked her out. She would be at his house in 5 hours so he started to get ready. Ash set the table, got his recipes out and went to the store to buy a new box of condoms since he ran out.

Ash then went upstairs to take a shower. He changed into his Hoenn journey clothes and waited the next hour for May to come by.

Time passed quickly.

Soon there was a knock at the door. Ash answered it and it was May, she was dressed like she always was, she smiled at him when she was let in.

Ash led her to the dinner table. They ate another tasty meal Ash prepared himself. Ash asked May a couple questions and noticed she was really enjoying herself. After an hour and a half or so they were on the couch still talking drinking a little water.

"Ash is this a booty call" May asked

"Well not exactly" Ash said stunned.

"Because" May said touching his crotch. "I wouldn't mind if it was".

Their lips connect but only for a short while. May quickly undoes Ash's pants and begins blowing him. She inhales and swallows his rod. It was hard but soft and warm at the same time, almost every girl loved Ash's penis.

"Awwww May just like that" Ash said loving the moment.

Soon Ash's pants were completely off as well as his underwear. Ash watched as his brown haired friend pulled her shorts and panties off. She slid a condom over Ash's dong and then down on his dick with her back to him.

May continued to move up and down on Ash's penis. Ash's hands went to her chest as her felt her sides and her boobs.

"Touch me more" May pleaded.

Ash undid the zipper of her shirt to feel her stomach, neck, as well as her boobs through the bra.

"Aww… ahh" May replied to these actions.

Soon Ash lifted May's bra just above her boobs, so then he started to pinch and pull her nipples. Ash used his teeth bite and pull off her bandana.

After some time things got even more intense, Ash said May's name as he pushed her forward so now her front side was laying on the cocktail table and he was standing up still penetrating her.

Ash took off his hoodie, then his t-shirt. He grabs May's jacket and pulls it off her arms, now they are both completely naked.

Ash drives into May as far in as he can go. He pounds the crap out of her back wall. May's bottom gets wetter and wetter. After 25 minutes or so Ash cums, filling the condom with his essence, the heat causes May's orgasm.

They are now both panting seriously, it was an intense session. Soon after May went home.

To be continued…

Remember, until all 5 dates are over with there won't be much story or plot in these chapters.