Never Have I Ever...Round 2

While Ashley considered the fact that Chloe may have been fucked by Kurt and Gavin simultaneously at some point during their trip, her elder sister, Hannah sat forward in her chair, twirling her hair in one hand as she tried to think of something she hadn’t done. Of course, at 21, there were plenty of things in life she’d never done, such as been to Asia or gotten married, but given the sexual bent of the game so far, Hannah was eager to continue that trend. And while she hadn’t roamed the Earth much, when it came to sex, Hannah Woodsen was considerably more well-travelled.

“Ok, my turn,” the older blonde announced as she decided what to say. “Never have I ever…had a guy cum on my tits.”

“You’re kidding?” Chloe asked incredulously, her eyes dropping to Hannah’s large chest encased in her blouse.

Gavin couldn’t help but glance down at her heavy, round tits pressed tight against the fabric of her clothing. The blouse strained and stretched, pulled taut as it struggled to contain the fleshy globes inside. He could only imagine the breasts that could be causing her clothing distress and he couldn’t imagine any guy not wanting to paint them white.

“Nope, they’ve always either cum on my face or in my mouth…or in my pussy, or in my ass, or on my pussy or on my-” Hannah began to list off all the places she’d been cum on in a sing song manner, until Ashley interrupted her.

“Alright, we get it,” the younger sister cut in, downing her shot.

“Whoa, someone came on your itty bitty titties, sis?” Hannah jeered.

Ashley folded her arms over her chest as she growled, “come on guys, they’re not that small.”

“Small is relative, when you’re sitting in a room with two women with tremendous tits,” Hannah replied as she refilled Ashley’s glass, and then with a look towards Chloe, “if you don’t mind me saying, Chloe?”

“Oh, uh, no,” Chloe flushed, flustered at being complimented out of the blue. “I mean, ah, thank you.”

“Nevertheless, a guy has cum on my tits,” Ashley said again, smugly, and stuck out her tongue at her sister. “Your turn Gavin.”

Gavin straightened up at the mention of his name, drawing his eyes away from the shape of Chloe’s and Hannah’s tits in their clothing. All of this talk about their sizes had gotten him openly interested, conjuring memories and fantasies in his mind, all of which was contributing to the erection forming in his sweatpants. Though this blood flowing to his crotch wasn’t helping his brain with the game.

Grasping in his mind, quickly, so as to keep the game moving, he thought of something…but it was kind of lame. It wasn’t even sexual in same vein as most of the offerings but once he’d thought of it, it was stuck in his head and he couldn’t think of anything else. Rather than waste time, he just said it.

“Ok, here goes,” Gavin prefaced, stirring up his courage. “Never have I ever…asked someone out on a date.”

“Huh?” Ashley asked, lifting her glass again. “What about Vicky?”

“Well, she made most of the moves really.” Gavin clarified, watching Ashley and Hannah knock back their shots. “I’m not sure I’d of had the courage to admit my feelings if she hadn’t made it clear that she was interested first.”

“Aw, Gavin. That’s kinda sweet and sad,” Chloe pouted sympathetically, resting her head on his shoulder.

“Ugh, I’m never gonna live this down,” Gavin lamented, and looking towards the blondes. “Who did you two ask out?”

“Well, I quite forward with Zack,” Ashley confessed, glancing at Chloe and adding, “For obvious reasons.”

“And I do it quite regularly,” Hannah said, refilling the glasses again. “If I see a guy or a girl at a bar that I think is hot, I’m not just gonna idly wait for them to pick up on the signals I’m throwing. Sometimes it’s nice to play the game, but sometimes it’s more fun just to be direct and ask for what I want.”

“Wow, I can’t imagine being that confident,” Chloe said, chewing her lip. “By the way, Gavin, I noticed you haven’t been drinking.”

Gavin arched an eyebrow, slightly amused. “Yeah, I’m a pretty boring person.”

“Oh, I don’t think that’s true,” Chloe said with a glint of mischief in her eye. “I think maybe you’re just experienced in ways the rest of us aren’t.”

“Oh?” Hannah bounced in her seat. “This sounds interesting.”

Swallowing hard, Gavin watched as Chloe took her turn, speaking clearly and purposefully, her eyes on him, as she said, “Never have I ever…watched porn.”

“That…that’s it?” Hannah burst out laughing. “That’s Gavin’s big secret fetish? Shit, I’m more surprised you haven’t.”

“I’ve just never needed it,” Chloe said, frowning, “I’ve masturbated but I’ve always had a very vivid imagination. I can get off quite well playing out my fantasies and crushes in my mind, without any visual or audio aids.”

Feeling validated, Gavin drank his shot along with Ashley and Hannah, while Chloe tried another tact, rounding on Ashley again.

“What about you?” She said to former rival. “Why did you need porn if you’ve had Brandon and Zack?”

“I didn’t set out to watch it,” Ashley revealed, reaching her glass towards Hannah for her sister to refill it. “I walked in on Brandon watching a video once. I teased him but we actually just ended up watching it together and having sex afterwards. So, I’ve watched porn but not by myself.”

“Well, it’s your turn, sis,” Hannah told her. “You got anything juicy on sweet, sad Gavin here?”

Ashley grinned, watching Gavin blush red, knowing they were both thinking the exact same thing. His eyes had a look of pure terror, pleading silently with her not to tell them, but Ashley agreed with Chloe: Gavin had gotten off too lightly so far.

“You wanna know Gavin’s real big secret fetish?” Ashley asked playfully, and, without waiting for an answer, continued, “Never have I ever…jacked off into a pair of panties?”

Gavin closed his eyes and grimaced as he lifted his shot. He heard Hannah holler and whoop, but it wasn’t until he’d thrown back his whiskey and opened his eyes again that he saw Chloe staring at him, wide-eyed and open mouthed.

“You jacked off into Ashley’s panties AS WELL?” Chloe stated rhetorically, thinking back to the waterfall. To the moment just as she was about it slide Kurt’s thick cock into her ass and looked up to see Gavin stretching her panties around his cock as he stroked himself with her fabric.

“As well? Oh shit, Gavin, do you just go sneaking around, jacking off into anyone’s panties you just find lying about?” Hannah said, a wide, shocked smile spread across her face. “Whose panties have you not jerked off with?

“Wait, did you jack off with Chloe’s panties too?” Ashley smirked, reaching for her phone in the pocket of her shorts. “Perhaps I need to make good with his picture of mine?”

“No, no, no,” Gavin stood up, waving his arms frantically. “You said if you ever caught me with_ your _panties, they weren’t your panties, please, Ashley, you can’t, please.”

Satisfied with Gavin’s pleading, and still smirking, Ashley relented, but turned the phone around, displaying the picture of Gavin, Ashley’s cum sodden panties wrapped around his cock, half blinded by Victoria’s underwear covering his face, a single eye peeking out as Gavin lifted the fabric with his thumb.

“You’re right I did say that,” Ashley admitted. “But I think Chloe and Hannah deserve to see it, just to make sure you still understand the consequences.”

“Oh, Gavin,” Chloe suppressed a giggle. “You look like such a pervert.”

“A happy pervert,” Hannah grinned at the boy. “I guess we can definitively say that Gavin’s secret fetish is panties.”

The bespectacled teen in question hung his head and groaned. It could have been worse, he thought, but this is what he deserved, he supposed, for playing with Ashley’s panties in the first place. He should have left well enough alone when he saw her panties hanging on the doorknob, no matter how inviting and lovely they seemed or felt. Even if the immediate consequences of eating Victoria out and being pulled off by Ashley had been fantastic, he wondered if it was worth it if the sacrifice was Ashley always having this ability to ruin him. His reputation around school at the moment was pretty much that of an unknown but he had the distinct feeling that obscurity was better than being forever branded as ‘that guy who jerks off into panties’.

Shot Record:

Hannah: 5

Ashley: 4

Chloe: 1

Gavin: 3