The life of a wannabe upwardly mobile guy whose looks, like most of ours, won't get him work modeling Speedos. But at least he's got a brain, and maybe he'll even get a few dates along the way. *The episode “Drew’s Dance Party Special” is not included in this season. Musical compositions in certain episodes of this series have been replaced or altered from their original broadcast versions.
| Title | Time | Price | ||
|---|---|---|---|---|
| 1 | Drew and the Conspiracy | 22:02 | USD 2.99 | Buy on iTunes |
| 2 | In Ramada Da Vida | 20:54 | USD 2.99 | Buy on iTunes |
| 3 | Golden Boy | 20:52 | USD 2.99 | Buy on iTunes |
| 4 | Drew Between the Rock and a Hard Place | 17:28 | USD 2.99 | Buy on iTunes |
| 5 | Sexual Perversity In Cleveland | 22:00 | USD 2.99 | Buy on iTunes |
| 6 | Cain and Mabel | 21:55 | USD 2.99 | Buy on iTunes |
| 7 | Nicki's Wedding | 20:45 | USD 2.99 | Buy on iTunes |
| 8 | Drew's New Car | 21:48 | USD 2.99 | Buy on iTunes |
| 9 | High Road To China | 22:09 | USD 2.99 | Buy on iTunes |
| 10 | Kate's Family | 21:25 | USD 2.99 | Buy on iTunes |
| 11 | Drew's Date's a Senior | 21:39 | USD 2.99 | Buy on iTunes |
| 12 | Drew's Holiday Punch | 21:36 | USD 2.99 | Buy on iTunes |
| 13 | A House Divided | 21:39 | USD 2.99 | Buy on iTunes |
| 14 | A House Reunited | 20:05 | USD 2.99 | Buy on iTunes |
| 15 | Rats, Kate's Dating a Wrestler | 20:59 | USD 2.99 | Buy on iTunes |
| 16 | Three Guys, A Girl and a B-Story | 20:36 | USD 2.99 | Buy on iTunes |
| 17 | Boy Party/Girl Party | 21:34 | USD 2.99 | Buy on iTunes |
| 18 | Tracy Bowl | 20:30 | USD 2.99 | Buy on iTunes |
| 19 | DrugCo | 21:59 | USD 2.99 | Buy on iTunes |
| 20 | Steve and Mimi | 22:01 | USD 2.99 | Buy on iTunes |
| 21 | What's Wrong With This Episode II? | 22:03 | USD 2.99 | Buy on iTunes |
| 22 | She's Gotta Have It | 21:20 | USD 2.99 | Buy on iTunes |
| 23 | Good Vibrations | 21:57 | USD 2.99 | Buy on iTunes |
| 24 | Do the Hustle | 21:04 | USD 2.99 | Buy on iTunes |
| 25 | Up On the Roof | 22:00 | USD 2.99 | Buy on iTunes |
| 26 | Brotherhood of Man | 21:49 | USD 2.99 | Buy on iTunes |
