Time for the plot to start

After school had ended, he decides to walk around a bit, as he is on a bridge.

"I should buy some stamps with my name on it, maybe it would count, that would be faster." Issei tries to come up more ways to use his power.

"Pardon me?" Someone called out to him, Issei look back to see it was a cute girl.

"Ummm yes?" He responds.

"Umm, are you Hyoudou Issei? From the Kuoh Academy?" The girl suddenly asked, and as Issei take a better look, he is not sure which school she is from, as the uniform is unrecognizable.

"I am, do you want anything?" ok, this is weird, why is the girl talking to him?

"I just want to say, may I go on a date with you!" She said suddenly, and he widens his eyes at the girl in front of him.

_"This girl-" _Issei thought

"Huh?! Why?" Which is a reasonable question, he doesn't even know who this chick is.

"W-well, you're very handsome, and kind and dependable, so I would like to get to know you better," she said shyly, though Issei doesn't fall for it much.

In another reality, he would have been **** enough that having a cute sexy girl with big boobs confess to him that he would just jump along with it, no questions asked.

But seeing as he had the biggest revelation recently, manage to gain two most beautiful girls of his school as his servants(and their members by proxy), and manage to even grab the oppai's of two spectrum of size, he is a little bit wary at this chick that he doesn't recognize(he would remember those big boobs anywhere) suddenly says she wants to be his girlfriend out of the blue.

He is 100% sure he had not met her all, so exactly how would she gotten information about him unless she is stalking him(unless she is a Yandere, which is another thing,), that and his reputation as the Pervert Trio might stave her off if she did(yes he is self-aware,). Her school uniforms is also an unknown, and he had lived in this town for his entire life. It is possible she is a newcomer of the town, but that raises a lot of questions too.

And those eyes, it really felt empty and he look a bit better, even have a hint of disgusted...

Hyoudou Issei is now very paranoid, ever since the meeting between the two devils and their capabilities to actually turn humans into servants by some sort of mystical chest pieces? What if the girl in front of him is the same.

Especially when he realize, before he got his powers, he would be extremely gullible and just take on both of the offers without a thought.

He is going to be cautious about this, he would make her his possession to see if its real or not.

Since when was he this paranoid before? At a cute girl no less.

"O-ok, I wouldn't mind that, when should we start?" Issei said, trying to act like he does not what to do with this situation, which to be fair, he really doesn't since he might be dealing with a spy or something.

"How about tommorow?" Tomorrow there is no school, so that is reasonable.

"Ok, how about at the shopping district, at the 14 street? 10 Am sounds reasonable," That way he won't be killed in a less public place. At that she nodded,

"Sure~ that's splendid," And after that, she walk away, leaving Issei in his thought.

Ok, he is going to be prepared for this, to see if this is the real real deal or she is a hoax, or worse, a hidden devil. If it is real, then he would have a good time, if it ain't, well, he had some ideas.

He heads back home, as it is near the night, Issei head back to his home a bit early,

His parents ain't home yet, so this would be a perfect time for what he is about to do. He head to his room,

Just to be sure, he had written his name on a wall,

"Now then," He pulls out two piece of paper, each having different symbols.

The Gremory and Sitri summoning, he had listen to them about Devil contracts, and from what was explained to him, its basically just doing simple jobs for an equal exchange.

"At least I don't have to worry about selling my soul,"

So, should try and summon them? Rias or Sona, or maybe one of their members, he does want to know if it actually works. Is there anything he could actually make them do?

Or should he save it for later, there is the unknown girl that still have to deal with tomorrow.