Relatively fine. He’s not lying, it’s just honestly a disappointing answer and it’s the only one he could really give.

“… they were okay. My dad’s a big football nut, and he was kinda sad that I was never really good enough for any teams, but he didn’t hold any of it against me either. My mom was okay too, really supportive but not like overly clingy in a way where I’d have had trouble being independent now that I’m older.” The words came out remarkably easily. Strangely enough, he actually felt a little calmer after sharing all of that. “… did my dick get softer…?”

Evidently this disappointed Cheryl, who yawned “Okay, this isn’t going remotely like I’d hoped, let’s get into fetishes. I’ll start.” before grabbing Ann’s head and pulling it so the woman’s face was flush with her crotch. “I like hearing about my sexual partners because I like being aware of them beyond the surface layer, like I can experience them more genuinely if I know the contents of their deepest depths.”

This might not end well, was what Lenny decided. “Um…” he muttered. “I-I like being p-p-praised… I have a t-tendency to be kinda n-negative, so it gets me g-going when I get complimented…” He hoped the sharing stopped there, figuring it would be bad news to tell more people about his Point Transferring than whoever already knew.

“Oh, so if I say your dick’s massive and that I bet it feels amazing, you’ll get bigger again?” the formerly clothed woman laughed, which had the opposite effect. “Shit, uh… I think you have g-good taste in art?”

“No, more like… whatever, hold on.” Leonard sighed, before closing his eyes and thinking back to when Erica helped him thrust into Jenny. His cock stiffened quicker than he expected. Looked a little bigger than before too. “… is it cause I’ve got a surplus of Life Points…?” he wondered.

“O-Okay, excellent. Uh… stick that in Ann, then let’s keep going. She’s wet enough.” From the stain growing on the comforter, Lenny figured she had it right. Lining himself up, he thrust into his boss with shocking ease.

His rod hilted itself almost immediately, probably from all the lubrication, as he felt a familiar sensation at the end accompanied by a muffled yelp. “… the cervix again…?” he thought, astonished. “Y-You okay, Ann…?” he asked, hearing something that sounded like the words “be careful” in response. “Guess Jenny was a special case. Not that that wasn’t obvious…”

As he started sawing in and out of Ann’s wet and syrupy caverns, her “girlfriend” moaned “Keep going, whatever you’re doing is working…!” as her eyes closed involuntarily. This threw Lenny for a bit of a loop, he hadn’t thought he was doing all that much.

“It does feel like something’s catching along the length when I pull it back, maybe…?”

Experimentally, he kept his movements to just the one section that stood out to him. It was a part of her inner walls where it felt particularly fleshy, now that he paid closer attention to it. As his glans poked around that engorged space, his boss writhed, gripping Cheryl’s legs tighter and speeding up her tongue-based ministrations. “Fuck, you’re a goddamn genius! Do it more, more!” the woman screeched, as her breathing quickened.

Ann’s walls closed in tighter, and Lenny found it difficult to hold himself back. Then he remembered. “… shit! No condom! Gotta pull—“

But it was no use. Her thus far unused legs suddenly wrapped around him, pushing his pulsing tip deeper just as he tried to exit her inner walls. The sensations proved too much, and he released a torrent of white inside of his boss. As he started to comprehend what had just happened, one last spurt shot out.

Once he could finally pull himself free, he saw a stream of semen spill from Ms. Prift’s gushing slit.

His dick was still hard.

He gulped.