Heee!

Complications: Boswell will of course hit on all female team members and be rebuffed. (Well, mostly; I could see Julie D'Aubigny having a one night stand with him in the right circumstances.) He will also end up catching some veneral disease

Years ago, I remember reading a book about Boswell and company, and the author (Leo Damrosch) wasn't a Boswell fan, which surprised you. I never got around to elaborating on why, but one of the reasons Damrosch gives is that, at least as he presents it, Boswell wasn't just hitting on women and being rebuffed, he was straight up attempting rape if he could get away with it:

In the Strand I picked up a little profligate wretch and gave her sixpence. She allowed me entrance. But the miscreant refused me performance. I was much stronger than her, and volens nolens [willing or unwilling] pushed her up against the wall. She however gave a sudden spring from me, and screaming out, a parcel of more whores and soldiers came to her relief. “Brother soldiers,” said I, “should not a half-pay officer roger for sixpence? And here she has used me so and so.” I got them on my side, and I abused her in blackguard style, and then left them...My vanity was somewhat gratified tonight that notwithstanding of my dress, I was always taken for a gentleman in disguise.

Damrosch's commentary:

It’s an ugly scene, and Boswell has no idea how ugly. Apparently he is so drunk that after first agreeing with him, the “little profligate wretch” gets scared and pushes him away. At this point he’s attempting rape. Hearing her screaming, a crowd rushes up to help, and then they back off. As Boswell complacently acknowledges, the reason they do is that they realize he’s a gentleman in disguise. He takes that to mean that they recognize his innate superiority. What they actually realize is that a magistrate will believe his testimony and not theirs.

Your thoughts? Did he ever see the error of his ways? ETA: Alternately, are these actually his words, or is this the equivalent of fake memoirs, or what?