Step1
When meeting a crush's mom for the first time, never try to convince her you are someone other than yourself. Not only will you start the relationship off with a lie that has to be maintained, but moms see right through that kind of thing; every mom has had to deal with an Eddie Haskell at one point or another. Instead, try to emphasize your endearing characteristics while shedding the less appealing ones. Let her see your sense of humor, your disarming nature, your honesty. Remember, you are creating a friendship not a courtship so there's no need to prove you are or undeniably sexy or a brooding bad-ass.
Step2
Start the conversation off about her. Most people have the urge to explain themselves when meeting the mom of a crush. Fight that urge, she's not a cop issuing you a ticket. Try to compliment an article of her clothing that stands out from the rest, because chances are it stands out to be noticed in the first place. But be careful not to be disingenuous in your compliment or overly enthusiastic about something as simple as a scarf. Or, if you feel confident enough to try it, make a light-hearted joke. A simple classic is, "So how long have you been Annie's mom?" or whatever the crush' s name may be.
Step3
Treat her with respect. This is important because it's easy to slip into the mindset that the mom is only a means to get to her son or daughter. While this may be one of your goals, it should never be your primary objective. She is a real person, not a chess piece. Treat her as you would anyone you wanted to befriend. Besides, after years of practice with kids, most moms are infinitely better at manipulation than you, so she'll read it instantly.
Step4
Only reveal your talents and accomplishments when prodded. Everyone will appreciate your achievements more when they aren't on display, especially moms. Handle the friendship with her like you would any other friendship, where you have plenty of time to learn about one another. If you gloat or try to force your success into conversation, it will sound like a job interview instead of a friendly chat.
Step5
Use your manners. Mom's are often enchanted by even the smallest amount of chivalry in those younger than her. This is a tough one because you don't want to over do it, but subtle courtesies will not go unappreciated. Whether this is holding the door, rising from a chair to greet or say goodbye to her, or bringing a bottle of wine to dinner, she will be grateful for your efforts.
Step6
Do the dishes. Chances are you will be meeting your crushes mom at some social function, and the opportunity will arise for you to help clean up. If it's dinner, clearing the table and doing dishes is a great way to lend a hand. If you are in a public gathering like a restaurant, the opportunities are significantly fewer, but you can at least offer to pay the bill. If she persists, let her know that she can get it next time.
Step7
Be as honest as possible. If you don't like her one bit, don't try to force the friendship; it might be one you can live without. But most moms are interesting and a lot of fun when they aren't harnessed with responsibility. If you can demonstrate that you are all the fun of a son or daughter without any of the emotional baggage, you can win her over, and before long you'll be hearing your crush say, "My mom won't stop talking about you."