He described himself as shy and reserved but outgoing and friendly when he's comfortable.
Most Helpful Guy
Sounds like if he is already close to the girl in question then he would behave similar to how he normally does with friends but with a few slight differences.
Eye contact, compliments, maybe stumbling over his words ever now and then (all these considering he doesn't do that with everyone)
If he likes a girl but isn't really acquainted with them then he'd probably stay quite distant, reserved. Sneak glances at you every now and then. Not trying to be creepy but kinda seeming like it XD
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Most Helpful Girl
Sounds like me xD
Okay so maybe if he doesn't know the girl very well he'll maybe stare at her, or if the girl talks to him he may avoid eye contact (if he usually holds eye contact with acquaintances).
If he's with the girl that has been friends with him for some time and he's comfortable, maybe spend more time with her (may be just because he thinks she's a good friend), talk to her more, laugh at what she says. Maybe when her name is mentioned his eyes will light up.
Hope it helped.