Lily's first time is in a new body

Craig

Craig’s mind conjured up images of crushed melons. Some primordial instinct kicked in moments before a pair of powerful thighs slammed closed in the space his head had previously occupied.

Self-congratulations on giving his girlfriend the orgasm of her life would have to wait until his life finished flashing before his eyes.

Lily remained catatonic, fistfuls of sheets were clenched in her hands and her glistening thighs still trembled. Her brown eyes were glazed and unfocused. Still, she looked radiant with her hair splayed wildly beneath her. Craig’s eyes lingered on her bare breasts as they jiggled with each shuddering breath.

It was hard to believe that this was the same almost invisibly shy girl who had brought him to the beach less than 24 hours before. He absent-mindedly touched the shell still around his neck as he recalled what made him fall in love with her in the first place. She was elegant, kind, and more silly than she wanted to admit. She had set out to transform herself, to be a new person in college. Even before the necklace, he had seen her doing it. He admired that about her. Wearing a bikini was something the old Lily would never have done and Craig had appreciated the views of her flat tummy and thigh gap.

Now, after so much had happened, was she still the same person? She wasn’t Hailey, but neither was she the same Lily from this morning. She had changed, and would continue to change, but into what?

Maybe she’ll be more like Hailey, he hoped, guiltily. He had his girlfriend back and still got to have his way with Hailey’s body, shouldn’t that be enough? Why did he miss Hailey’s boldness, the way she flaunted her body? But if those traits I like in Hailey weren’t from Lily, then they must have come from… but he angrily pushed the thought away.

Craig hastily pulled off his boxers, trying to focus his attention back at the woman in front of him. He was committed to making the night special for Lily, but his cock had been begging for attention since she reappeared from the bathroom. I’m too horny, that’s the only reason I’m getting these weird fantasies. Thankfully, Lily’s eyes were starting to focus and she gave him a goofy, totally open smile.

“Is it always like that? Why did I wait so long?” She asked mostly to herself, still dazed.

“If you’re done waiting, there’s still one last step,” Craig prompted, glancing meaningfully downward at his still insistent erection.

A lazy grin started spreading across Lily’s face before it was replaced by a shocked expression as she bolted upright.

“Wait!” She shouted before blushing at the intensity of her outburst.

Dammit! I was so close! He followed her gaze, now glued to his undaunted manhood. Oh no.

“You don’t like it?” He asked, wounded. His hands flashed downwards to shield himself from her view.

“What? No!” Lily protested. “It looks lovely!”

“Lovely?” Craig repeated, cocking an eyebrow.

“No, not lovely, manly!” Lily offered. “Big?”

“It could be bigger.” Craig mumbled, still covering himself.

“Oh come on, I thought I was the shy one,” Lily pouted. “Besides, I’ve seen it before, I even know what it tastes like, but that’s not what I was talking about.

“What I was trying to say was: I have to ‘wait’ for you to put on a condom first. It’s very important that you use protection.

“There’s one in the bathroom,” she concluded, snapping her fingers playfully. “Chop chop! Let’s do this thing!”

Craig smiled. He made a show of rolling his eyes, but he had to admit his fear had been placated. Lily wolf whistled as he walked naked to the bathroom and Craig blew a playful kiss back at her as he ducked inside.

He glanced around furtively as soon as he was inside, unwilling to waste any more time. His eyes glanced over the necklace with its broken chain, filing it away as something to explore later when he had less pressing needs. He grabbed the condom and tore it out of its wrapper on his way back to the bed. His walk turned into a waddle as he tried to roll it down his length without stopping.

Craig dove on top of Lily, awkwardly trying to line himself up with her entrance. The head of his cock was just about to slip between her slick labia when he stopped to look up at her.

He didn’t know the right words for the moment, how to admit that this was as special and new to him as it was to her. He hoped Lily could see in his eyes how much he wanted her; how happy he was that she still wanted him. Lily’s posture betrayed her fear, but the expression on her face was one of excitement and hope.

“I’m ready,” she whispered. “Do it.”

Craig pushed forward and on meeting resistance, steadied himself. “This might hurt,” he warned her.

“It’s okay, I don’t have a … a hymen,” Lily reassured him.

“Well, I have pretty compelling evidence to the contrary,” Craig countered, applying a little pressure.

‘That’s not possible, I mean I’ve been using … uh … tampons for years. I’m sure it was …” Lily trailed off before the realization hit her. “The necklace! If it could restore Hank, then …”

“... it restored you.” Craig said, completing her thought.

Lily gasped and whispered an “Oh, my,” before wiping the tears welling in her eyes. “I’m so silly, I don’t even know why I’m crying. It’s not important, like, at all. But … It’s just something I never expected to be able to share with you.”

“I’m happy for you, but I can’t hold myself back for much longer.”

Lily gathered a breath, held it a beat, and met Craig’s eyes.

“Do it.”

Finally, Craig celebrated internally as his hips plunged forward. After the initial resistance fell away, he slid smoothly inside. The next thing he knew, he had bottomed out and his pelvis pressed against hers. His cock was surrounded by a soothing, warm pressure. Lily grimaced and let out her breath through her teeth. He gave her a concerned look and she responded with a reassuring smile.

“Wow. I’m good, this feeling, it’s just so … full and … wow.” After a moment, Lily snapped out of her reverie. “You don’t have to worry about hurting me, I can take it now. Let loose. Don't hold back,” she commanded.

Craig was startled by his body’s response, lurching like a stallion loosed from the reins. His hips drove him further and further into her, blurring the barriers between them. More than pleasure or love, Craig was overwhelmed by the need he had been holding back for hours. Hailey was the most alluring woman he had ever met and he had been lusting after her since she first appeared on the beach.

The introspective, rational part of Craig tried to remind him that it was really Lily he was making love to, but it was firmly taking the back seat to his libido. The breasts bouncing with every thrust, the long, powerful torso writhing beneath him, these were incompatible with his image of Lily. Every touch stoked the lust for Hailey that he had been holding back. Lily’s new voice, even her scent, he guiltily realized, reminded him of her. He tried to prolong the experience but Craig could feel his climax inexorably approaching.

The tempo quickened as Craig tried to get in as many thrusts as possible, his pressure building. The room was filled by the ‘plap’ of pelvises colliding, his moans, and her high pitched gasps. Craig buried himself fully within Lily’s welcoming center one last time and felt his cock explode. His ass clenched and his balls contracted as he surged with release. Lily wrapped her legs and arms around him, holding him tight and trying to pull him further into her. With one last spasm, he collapsed; totally spent.

Craig drifted off with his head resting on a soft breast and gentle fingers running through his hair.