Double Dare by Cathy Hopkins
Mac has three secret wishes: 1) that before he finds true love, he can date as many girls as possible, 2) that he becomes a famous cartoonist, and 3) that his parents get back together so that he can live in London again. A double dare leads Mac into a series of dating disasters, and a chance to prove his worth as a cartoonist for a magazine. However, he discovers that success, in love and work, sometimes comes at a high price. Is he ready to pay it?