I used to buy my finasteride at Costco, and the price fluctuated between about $15 and $25 for a four-month supply. But some guys find that finasteride has too much of an effect on their masculinization. I felt that this wasn't true for me--I didn't start the med until I was about a year and a half into transition and had seen some pretty dramatic changes--but I have to admit that now that I'm off the finasteride, I'm getting more body hair and thicker facial hair, quite rapidly.
Seriously, Nygeel, you can go to a very good barber and get a very good haircut. Then, if money is a problem, take pics from all angles and have a cheaper barber/stylist do it the next time. My barber gave me very good advice about what to do with my hair; he has been barbering for twenty years. I'm not particularly photogenic (head too small, rather odd facial structure, receded hairline), but I like what he does. If I ever have to cut back on the luxuries and go to a cheaper barber or, heaven forbid, Supercuts, I'll know what works for me.