Yes, that would suck for him, alright.....But I don't yet know how that is going to play out, if at all. I wasn't really planing for Nick's encounter with Beatrice to come out, it just sorta happened.
As I recall, Tony had two encounters with Lola....Once before Christmas, right before Lola left to go Join Johnny in Detroit, and once during the Kidnapping, when she 'traded' sex for information. Johnny was out of the story for the first 6 chapters, and Lola was out from chapters 3 to 6. They only returned at the start of the summer, and neither has been a student since the start of the story.
At this point, neither Tony or Lola has any desire to reveal their encounters. This may change, but not anytime soon, most likely if it ever does, it will be post-story, in which case I will include that in the epilogue, as this is the final chapter in the story.
Of any others who know about Lola, Nick knows, but will not say anything, Jimmy Hopkins also knows, but he and Zoe have been written out of the story and will not return.
As for Pinky, she has had multiple encounters with Tony, going back to the late Fall. Right after the first one, she broke up with Derby for good, wound up being Kidnapped herself by Kurt and the Rocker Clique and held captive for 6 days. Pinky fell for Kurt and eventually moved in with him and her former captors. (Kurt and the Rockers were written out of the story by the end of chapter 6). Pinky was with Tad for awhile, and has just hooked up with Bryce, who has led yet another split in the Prep ranks. Derby had eventually found out about Tony having sex with Pinky and fought with Tony, after breaking Pinky's jaw, but it was on the day of the bombings in chapter 6, and Derby and his mother was sent off to England by Mr. Harrington shortly before his arrest not long after.
Karen has always been suspicious of Pinky and her designs on Tony, but has never learned of Tony's cheating. For his part, Tony has been guilt-ridden about his encounters with Pinky (and Lola also), but has been unable to control his urges around Pinky when alone with her, to his shame. Advised by Jimmy never to tell, Tony has done just that and kept his mouth shut, but always fearful that Karen might learn the truth.
Of the two, there seems to be more danger that Tony's encounters with Pinky will be eventually revealed. However, Pinky is afraid of Karen, who has really grown up because of her association with the Jock Clique and has already beat Pinky's ass twice in the story. For the present, Pinky is entering a new relationship, and is not about to reveal anything. Like with Lola, this might come out post-story, if it does, I will include it in the epilogue.