Welcome to the fifth installment of Dating Debacle, an illustrated nine-part tale of one Bostonian boy looking for love online (if you missed parts 1-4, you can find them in our archives). Richard Tenorio is a cartoonist currently studying illustration at the School of the Museum of Fine Arts, Boston. His work has also appeared in Inthefray.com and Moment Magazine. He lives, works, and strikes out in Malden, Massachusetts.