Valentine's Day was in full swing at Auradon Prep, and everyone was celebrating. Harry took Audrey to a fine little diner that made the best chef salads and iced tea in town. They had a lovely time, laughing at funny stories and enjoying each other's company.
Harry then took her back to her dorm, fumbling the door open because she was hanging onto his neck, smothering him with kisses. "Audrey, what about Jane? She might walk in." "Jane's with Carlos. They'll be a while, if you know what I mean. I told her I needed the dorm for the night, and she had no problem." Harry smirked, "Well then, shall we?" He reached around and started to pull the zipper on her dress before she stopped him. "Wait, I had something special in mind. Give me a minute to get ready, and you should do the same." Cocking an eyebrow at that but rolling with it, he let her go. She ducked into the dorm's bathroom and locked the door. Harry promptly took off his clothes, down to his briefs, sat back on the bed, and waited. A minute later, the bathroom door opened, and Harry was stunned; Audrey was now wearing an absolutely lovely pink Babydoll with a red ribbon trimming it and tied in a pretty bow right between her breasts and a matching silky red thong. Liking the look on his face, Audrey sauntered up to him and straddled his lap. "I take it you like what you see?" "Aye, you look amazing! But then, you always do." "And you always know what to say." Audrey reached into her nightstand and pulled out a bottle. Harry looked at the label and saw it was lubricant. "Is that necessary?" "It is today. I have one other hole that we haven't tried yet." Harry's eyes went wide in surprise. "You want to try THAT?" "Yes. Every inch of my body is yours, and yours alone." Harry thought about it for a minute before a smile rolled across his face. "As you wish." Running his hand over her cloth-covered breast, "Do you mind if we leave this on for this? I like the way it looks." "Certainly." Then he reached for her thong. "But this needs to go." Smiling, she helped pull it off, tossing it haphazardly aside. "So do these," she said as she grabbed his briefs, pulling them off with his help, joining her own discarded underwear. She took the bottle of lubricant and squeezed some onto her hand before applying it to Harry's cock, giving it a loving stroke or two. Handing the bottle to him, then got onto her hands and knees and turned around so her ass faced him. Taking the hint, he applied some lubricant onto his fingers before rubbing it onto her anus, then inserting them into it. Audrey winced slightly at the new sensation but soon relaxed. Harry made sure to apply enough everywhere necessary so as not to cause any unnecessary pain. Once he was satisfied, he was ready. "Ready?" "Yes, but please, go slowly." Harry laid his hands on her smooth cheeks, giving them a tender rub and massage to help her relax. It worked. When she was relaxed enough, Harry slowly started to insert his cock between her cheeks into her hole. Audrey gasped and winced again in pain. She bit her lip as she rode out this uncomfortable experience, waiting for it to get better. Harry kept going ever so slowly to avoid hurting her. Once he was fully inside her, he waited, letting her dictate the pace. She felt him stretching her to her limit. But, soon, she relaxed and announced that she was ready. Harry started to move in and out. Audrey felt the friction still hurt a bit at first, but soon it turned to the greatest sensation of pleasure she'd felt yet. "Faster, Harry." "Aye aye, Captain." Holding her waist for support, he began to speed up his pace, feeling her anus gripping his cock just right. Audrey moaned louder and louder, drowning out the sound of her ass slapping against his thighs. Harry grunted and groaned, loving every moment of this. They continued until they reached their limits and climaxed together. Audrey collapsed onto her face on the bed, and Harry pulled out and laid down next to her, draping his arm over her back and giving it a tender rub. "That was fun. How bout you, Princess?" She didn't answer right away. She turned her head to him, sweaty, and her hair stuck to her face, but the look in her eyes was enough; She enjoyed it. Leaning over to kiss him on the mouth, "Happy Valentine's Day, Harry." "Happy Valentine's Day, Audrey. Audrey, I have something very important to ask you." She cocked an eyebrow in curiosity. "What's that?" Harry reached into his jacket hanging on the chair by the bed and pulled something out of the pocket. He held it in his fist before presenting it to her. He opened his fingers, revealing a diamond ring. Audrey's eyes went wide in shock as her breath caught in her throat. "Audrey Rose, my feisty, lovely, and kind princess, I love you more than anything or anyone. I never want to be parted from you. Will you marry me?" She stared at him for a minute, stunned, before her face took on a serious look, and she pounced on him in a fierce hug. "Are you kidding me? Yes, yes, a thousand times YES!" Harry embraced her back before placing the ring on her finger. "I love you too, Harry. I never want to leave your side." She kissed him again. "You ready for more," she asked with a naughty smile. "You know it." "Great! But first, can we lose this now?" She pointed to her Babydoll. "It's getting a little warm in here." "With pleasure." He took the ribbon and pulled it loose, then pushed the lacey garment off of her, now with nothing between them, as they went a few more rounds into the night.