Gavin wants to try something new

Victoria cried out as she rode Gavin's cock. She collapsed on his chest as her third orgasm of the night sapped her strength. "Mmm..." she sighed. "I don't know what I'm going to do when spring break is over and I can't get your cock in me every night."

Gavin chuckled, "Well...I'm pretty sure my mom won't complain if you are over at our house all the time."

"That is true," Victoria smiled. "And if she does complain, you can just stuff your dick in her mouth. Speaking of, you didn't cum with me."

"It's fine," Gavin wrapped his arms around Victoria and hugged her close. "Just being with you is it's own reward."

Victoria kissed Gavin on the cheek. "You know Mr. Westher, you've already charmed me into bed. You don't have to continue to sweet talk me." Gavin gave her an amused glance. "Of course it is nice to hear. Still, I think you deserve a better reward than just my presence. Do you want my pussy, or should I suck you off?"

"Actually," Gavin got a sheepish grin and stammered a little. "I...I was wondering if maybe...maybe you wanted to try anal?"

Victoria froze. "Anal?" Sex with Gavin was pretty amazing, but she wasn't so sure about putting anything, let alone his cock, in her butt. "I...I don't know. That's what you really want?"

Gavin immediately sensed her hesitancy and rushed to console her. "Only if you want to. I just thought it might be fun to try."

Victoria continued to lay on his chest for a few moments. "I'm...I'm willing to try." She got up onto her hands and knees. "But be really careful."

Gavin excitedly got behind his girlfriend. He stared at her marvelous ass for a few moments and ran his hands along her cheeks. Victoria bit her lip nervously and looked back over her shoulder. Gavin lined himself up at her back entrance and started to push. His cock felt tight against her anus but it didn't go in. Gavin grunted and tried to push a little harder.

"I don't know if this is going to wooOORK," Victoria cried out as the tip of Gavin's cock popped into her ass. "STOP STOP STOP." It was way too tight and she felt tears on her cheek.

Gavin immediately pulled out and wrapped Victoria up in a hug. "I'm sorry. I'm sorry. Are you okay?"

Victoria winced a little but she didn't think the pain would last too long. "I'm okay. I just...I don't think I can do that."

Gavin nodded and continued to hold her close. "That's okay. I don't want to do anything to hurt you." He lay down and pulled Victoria with him so they were snuggled up close. He slowly stroked her back and just held her against him until he drifted off to sleep.

Victoria continued to lay awake and listened to Gavin breathing. She felt terrible. The pain in her bottom had faded but she felt like a failure. Gavin always made her feel so amazing and the one thing he'd asked of her she'd failed to do. She could hear moans coming from one of the other tents and sighed. She didn't want Gavin getting bored with her, but she just didn't think she could do anal. Eventually, she fell asleep wondering what she could do to fix her problem.