Put it in the wrong hole

You feel her soft flesh against the tip of your cock and push gently through the resistance until you can feel her heat all around you. She's not as wet as you expected, but it feels too good to care. You start thrusting in and out of what you think is her virgin vagina.

"Umm..." Mary begins, seeming unsure of herself. You can just make out her expression and see her look of confusion as her eyes dart back and forth.

"Everything okay?" you ask, continuing to move in and out of her.

"Are you sure you're in the right hole?"

Oh my god! You knew something wasn't quite right, but you had never been with a virgin before. With all that you've heard about how tight women are before they start having sex regularly, you thought this was normal. No, it doesn't matter what you thought. You hurry to think of a solution.

"Sorry!" you blurt out. "I'll try again."

"No!" she shrieks. "You can never go from ass to cunt! I'll get a yeast infection or something!" Good point. And how surprisingly naughty of her to refer to her own vagina as a cunt. Maybe she's kinkier than she led on?

"So what do we do?" you ask, fearing that your fun time is over.

"It's okay, just keep going," she replies after a few seconds of thought. She seems resigned to the fact that she isn't going to lose her virginity just yet.

"Are you sure?"

"Yes, it's okay. It doesn't hurt. Actually, I can barely feel it." Now you know why she wasn't sure which hole you were in. That last statement hurt, but you're getting used to receiving that feedback from two different women. It strangely turns you on when you hear it from Mary.

Happy about your good fortune, you accept Mary's offer and thrust into her beautiful ass until the pleasure becomes unbearable. You announce your impending orgasm with a grunt and then empty your balls inside of her.

Mission accomplished, you suppose. You both got off, but poor Mary is still a virgin. Maybe it's best not to bring it up and hope for better luck on your next date. But maybe there won't be a next date unless you address it. Fucking her ass without asking is a no-no and, even though she didn't mind, maybe you should offer her more than an apology.