Anal sex

"You know, Mary, if you don't want to lose your virginity tonight, there's always the 'Catholic loophole'," you hurriedly suggest.

"Um, what?" Mary replies, clearly unfamiliar with that term.

"Well... you know. When girls want to have sex with their boyfriends but they want to keep their virginity, sometimes they have anal sex instead." You wait for her answer, trying to read her inscrutable expression.

Finally she laughs and breaks the tension. "That sounds fun for you, I guess, but what about me? Anal sex is supposed to hurt, isn't it? You know all that talk about walking funny the next day."

"Yeah, I get it. It's a big ask. But you know that I have a pretty small cock. I mean, were were about to have sex except that you thought you wouldn't be able to feel me in your vagina. Maybe you won't be able to feel me in your ass." Defending your request is starting to get embarrassing.

Mary thinks for awhile. "Yeah, I get what you're saying. Things have been going pretty well between us, and I don't want to lose what we have. It's not your fault that you have a small penis. You already ate me out, so I guess you deserve some happiness. But, is this what sex is going to be for us?"

"I don't know," you reply. "Mary, I'm just trying to stop you from leaving. I'm sorry that I can't take your virginity tonight, but I still want to be with you. Maybe you'll enjoy it?"

"I don't like you lying to me," Mary replies. You nod. "Like I said, it's not your fault that you got shortchanged in the dick department, but a relationship requires honesty. If you can promise me that, you can have my ass."

"Deal!" you reply enthusiastically.