On Bill's continued struggle to attract women while living in LA
>"Bill was obsessed by [Houston friend] David DeBesse's ability to meet, pick up, and hook up with "goils", probably because he was such a failure at it, Laurie [Mango] not withstanding. All but one or two of the letters he wrote me start with Bill wondering about the status of Dave's sex life. It was partially Bill's ability to take an idea and bludgeon it into submission; it was partly that Bill was lonely. [...] LA was crawling with hot young ass, and Bill was fixated on what his friend two time zones away from him could do to help him get laid."
On Bill's grand schemes to attract women
>"If Bill had just been his own charming self, he would have been fine. Instead of charm, however, he had schemes, very bizarre schemes. [...] They didn't work in highschool. They still weren't going to work because the degree to which they were weird for the sake of being weird was rivaled only by the degree to which they were lame."
On Bill's LA room-mate trying to get him laid
>"Me, Robertson, Hicks and maybe Barber, we were talking about getting Bill laid, because there were all of these hookers out on Sunset Boulevard all the time. [...] we had talked Bill into letting us buy him a hooker. And he was into it. So we go downstairs and we start negotiating. We are talking to the girls with Bill standing off to the side. Me and Ron are negotiating a price and we come to an agreement, and they say, "Okay, we'll do anyone but him." And they point over to Bill. [...] He was standing there looking kind of goofy with the bad hair and all, but it was ridiculous that she said that. [...] Finally we said, "Bill, they won't do you." "Fuck you. They've got to do me, they are hookers." [...] It was probably the lowest point in Bill's life, in a sense."