Pipkin broke with most Senate Republicans and voted for Governor Martin O'Malley's budget, which exceeded tax receipts by $1 billion, increased spending by 8 percent, and eradicated a $1 billion surplus. Pipkin and Wayne Gilchrest are pro-choice and have voted for taxpayer funded abortions. Pipkin voted for a bill to establish a state registry for gay "life partners." Pipkin voted to fund a free needle program for drug addicts. In 2003, E.J. Pipkin sponsored a bill to return a tax credit to employers who provide daycare for their employees. In 2004, he sponsored a permanent repeal of the estate tax in Maryland. In 2006, E.J. Pipkin sponsored a reduction in state property taxes and a reduction in income taxes.
In the 2006 Maryland General Assembly session, Pipkin once again tried to pass parts of the Bay Bridge Users' Bill of Rights, this time more successfully. Among the bills that passed that year included one that made various modifications to the governing board of the MdTA (e.g. addition of two appointed members; imposition of three term limit of service; lengthening of terms to four years, rather than three years; etc). Along with Delegate Mary Roe Walkup (R-Dist. 36), Pipkin also proposed a bill to remove the Baltimore County-Kent County crossing from the list of crossing locations that could potentially be studied in the future). However, that bill did not pass (nor did it pass when re-introduced in 2007). Also during 2006, Pipkin worked collaboratively with MdTA to promote successful legislation (Senate Bill 168, signed into law as Chapter 24 of 2007 of the Laws of Maryland) that doubled the amount of violations fines that could be issued for overweight tractor-trailers crossing the bridge.
| Name | Votes | Percent | Outcome |
|---|---|---|---|
| E. J. Pipkin, Rep. | 27,101 | 63.7% | Won |
| Harry E. Sampson, Dem. | 15,402 | 36.2% | Lost |
| Other Write-Ins | 34 | 0.1% | Lost |
| Name | Votes | Percent | Outcome |
|---|---|---|---|
| Barbara A. Mikulski, Dem. | 1,504,691 | 64.8% | Won |
| E. J. Pipkin, Rep. | 783,055 | 33.7% | Lost |
| Maria Allwine, Green. | 24,816 | 1.1% | Lost |
| Thomas Trump, Const. | 9,009 | 0.4% | Lost |
| Robert Gemmill, II, Rep. | 204 | 0.1% | Lost |
| Ray Bly, Rep. | 109 | 0.0% | Lost |
| Dennard A. Gayle-El, Sr., Rep. | 47 | 0.0% | Lost |
| Name | Votes | Percent | Outcome |
|---|---|---|---|
| E. J. Pipkin, Rep. | 24,827 | 62.5% | Won |
| Walter M. Baker, Dem. | 14,898 | 37.5% | Lost |
| Other Write-Ins | 27 | 0.1% | Lost |