Heidi raised one eyebrow as she read me the final question.

“What state’s original flag featured an image of the North Star above a pine tree?”

If I won, I’d get to shave her pussy and finally fuck her up the ass. But if she won…

“Okay,” I began thinking out loud. “The Minnesota North Stars were a hockey team. Was that name significant? I’m not sure. Alaska has stars on its flag—the Big Dipper, I think. Maybe there was an earlier version with just the North Star? And Maine is the Pine Tree State, but those other states are farther north, so the North Star seems like a weird detail to include.”

“So,” Heidi interrupted my dissertation. “You’ve eliminated forty-seven states. Got an answer?”

I decided to go with the state that crosses the Arctic Circle. “Alaska.”

Heidi flipped the card over to check the answer. “Ooh, Chet, remember what you said about the pine tree? You maybe should’ve gone with that.”

I grabbed the card and verified the answer.

⬬ Maine

“Argh!” I griped. “But Maine isn’t that far north!”

“When did Maine become a state?” Heidi prodded.

“In 1820, as part of the Missouri Compromise,” I rattled off the details. “Maine was part of Massachusetts, and when Missouri was admitted as a slave state, Maine was split off and admitted as a free state to maintain the balance of power in the Senate.”

“So when it joined the union,” Heidi reasoned, “those western states didn’t exist yet. Maine was the northernmost state, yeah?”

The color drained from my face. “Fuck. Me.”

“Yeah, maybe,” Heidi smirked. “We’ll see.”

She rolled the die and moved her piece to the center space. “What’s my category?”

“Sports and Leisure.”

“Goddamnit, Chet! You know I hate sports!”

“You know the rules; your opponent gets to choose the category for your final question. Sports and Leisure.”

“Fine,” she pouted and crossed her arms, straining the fabric of her blue chambray shirt.

“Here it is,” I announced, pulling a card from the box with a flourish. “Which major league baseball team was the last to install lighting for night games, in 1988?”

Heidi stared. “There was a baseball team that played their night games in the dark?”

I maintained a mild-mannered poker face.

“No, that doesn’t make sense,” she realized. “Too dangerous. But still, there was a team that didn’t play night games until 1988? How could they do that? Everybody’d have to miss work to go to a day game…”

Her eyes narrowed.

“...or skip school,” she muttered.

I pretended to maintain my poker face, but I knew it was over. She had that goddamned movie memorized. Ay battah, battah, battah, sa-wing battah.

“Ferris Bueller ditched school and went to a day game in 1986,” Heidi declared triumphantly. “It’s gotta be the Cubs. Final answer.”

I nodded slowly. “Ferris Bueller, you’re my hero.”

“Aw, don’t be a sore loser,” Heidi teased as she checked the back of the card to make sure she’d really won.

⬬ Chicago Cubs

“I don’t mind losing the game,” I defended myself. “I mind losing the bet.”

“I understand,” Heidi consoled me, patting my hand, before quoting Ed Rooney. “Les jeux sont faits. Translation: the game is up. Your ass is mine!”

I trudged into the bedroom and removed all my clothes. Heidi bustled in a minute later and laid her equipment on the bedside table with a clatter before smoothing a towel out on the bedspread.

“Lie down and close your eyes,” she instructed me. “Just relax; don’t worry about what’s happening down here.”

Once I was settled, she picked up her scissors and began trimming my bush, occasionally flopping my dick around to get it out of the way. She spread my legs, then carefully trimmed the hair on my balls.

Humming a merry little tune, Heidi put down the scissors and began applying shaving cream. “I decided to let you keep a little patch above your dick,” she laughed. “I don’t want you to look like you’re twelve. Now hold still and don’t make any sudden movements.”

A few minutes later, she had another surprise. “I’m gonna shave your asscrack, too. Hold your balls out of the way.” I threw my legs into the air, knees bent, to give her free access. She used the scissors again for a moment, then rubbed shaving cream onto my crack and gently applied the razor until she was satisfied.

“Okay, that’s good. You go clean up in the shower, then come back here when you’re done.”

I rinsed off my privates, sloshing the foamy detritus down the drain with my foot, then soaped up my hand and plunged a finger into my ass, working it in and out.

When I returned to the bedroom, Heidi was naked, with her chestnut brown hair cascading down her shoulders, cinching a belt around her waist above her saucy bottom. She cast an eye over her shoulder, then turned slowly, revealing her perky tits and the eight-inch ebony dick strapped over her crotch.

I lay on my back once more, and Heidi knelt between my splayed legs, locking eyes with me while stroking lube onto her member and my asshole. “Here we go, Chet baby,” she whispered as she worked the head inside, easing it past my sphincter, then pausing for a moment to let me adjust to the feeling. “Ready for me to fuck you?”

I nodded breathlessly, and she began thrusting her thick black cock in and out of my ass.

“Mmm, your balls are so smooth!” she giggled as she caressed them, then slid her hand up and began stroking my stiff dick. “You’re gonna cum so hard,” she hissed. “All over your stomach and your chest. Do you think it’ll hit your face, too?”

I gasped, “There’s only one way to find out…”