Lenny was Stevie's number two. A walnut colored 1965 Fender Stratocaster.

Story goes that Stevie saw this guitar in 1979 in a pawnshop in Austin and really liked the guitar. But he did not have any money to buy it for the price of $350. Leonora, Stevie's wife at the time decided to pool together a few friends who all chipped in $50 each. She went down and bought it and presented it to Stevie for his birthday during his gig in october 1980 at Steamboat Springs venue.

The guitar has been stripped to natural and refinished in walnut brown color by whoever owned it before. And it had a Rosewood neck and Ivory inlay behind the bridge. An inspection in the routings would tell that it was originally a 3-tone sunburst. In the early 80's, Stevie swapped the neck with a 50's maple neck he got from Billy Gibbons and put on different saddles on it from Mighty Mite and surely, added the SRV decal on the pickguard. In 1985, Stevie was invited to Houston Astrodome to play the national anthem before the event. There he met basketball legend Mickey Mantle, and Stevie got him to sign the back of the guitar. "Lenny" became the nickname for his guitar. The same night he got it, he wrote a slow-blues instrumental with the same name. When playing it live, he would always use this guitar.. Lenny was the nickname his wife also had her whole life. Both Stevie and Leonora is no longer with us. Leonora Bailey. (December 4, 1953 - July 27, 2018)

Stevie always played his guitars with a hard decked tremolo, but Lenny was set up with a floating one , and he used it for songs that had heavy vibrato use. “Riviera Paradise” is another instrumental where you can hear this guitar being used.

All of Stevie's guitar has remained with Jimmy Vaughan and the family estate, but "Lenny" has so far been the only one the estate has decided to auction away.

The guitar was sold June 2004 at Christie’s Auction House for $623,500. It was snapped up by Guitar Center.

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