He's actually got a fairly easy one today! ...a little too easy...

"Hello there, I am the Devil you contracted," Issei stated as he arrived in the basement of a guy standing shocked, as if he had done the procedure as a gag more than anything else.

"Ack! Holy shit, that actually worked!?" the guy demanded as he stepped back in shock.

Issei chuckled. "Yeah, I guess my appearance is surprising in this day and age," he affirmed dramatically, trying to sound like he was a far older being than being a university student.

"...are you... going to take my soul?" the guy asked, clearly nervous.

"Nope, Devils don't do that anymore!" Issei parroted what Rias had told him. The guy's reaction to the term "anymore" was pretty damn funny. No wonder they said to to him... though he still was pretty sure Devils did in fact used to take souls. He stayed in character though, and continued, "We had a hard time getting clients when THAT was the price, let me tell you! We were basically limited to lawyers and politicians, and they're all insufferable!" he added jokingly. The guy relaxed a bit, and chuckled.

"...so... I did this as a bit of a joke, but... if I were to choose something you could do for me, then... I would like to ask if you could give me the confidence to talk to a girl in my office," the guy nodded, rubbing the back of his head. "I don't want you to do anything crazy, like make her fall in love with me, just... I just wish I had it in me to shoot my shot, ya know?"

"Ah yeah, I get you," Issei patted his shoulder, nodding in solidarity with the guy. He then paused, wondering how he could grant that wish. He could just ask Rias, but he didn't want to rely on her genie powers for every little thing. Still, he didn't know enough magic to outright grant the guy confidence. Maybe he could fake it, and have a placebo effect on the guy? Yeah, that could work. He proceeded to start a bogus incantation, and made his hand glow by calling forth his Sacred Gear briefly before dismissing it. "That should do it," he nodded.

"...I don't feel different?" the guy asked, having tensed up.

"You're not meant to," Issei replied, and started giving the guy a pep talk, telling him to give the girl a call... unbeknownst to either of them, someone with malicious intent was entering the house, sliding open the window.