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Chapter 14: Grayson

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After that first disappointment, cumming before he could make her cum more than once, no way was Grayson letting her go so fast. Not to mention, the actual reality of fucking Annie was way way hotter than he’d even expected.

Screw his normal rule; no way was he going to punish himself by only enjoying her once.

By the time he rolled the second condom on, she was back in bed.

He smiled. Good. She understood. This was beyond them now. Beyond rational thought. Now, this was their body deciding for them, plain and simple.

This time, he didn’t take his time. He slid himself in and, as she squealed, got thrusting.

He would’ve thought the second time would’ve dulled his new-pussy pleasure, but it did the exact opposite. All of him vibrated with arousal as he looked down at her naked body, her into-it face. He wanted to do everything at once. Suck her breasts and tug at her lip and trace the enclaves of her ear.

But, right now, what he wanted most of all was to see her losing it, crying out his name.

As his hands rippled up her and locked on her breasts, while his dick flowed into her, she seemed more relaxed, too. Her pelvis twisted; it was clearly shaking with pleasure. When he let go of her breasts, they bobbed back and forth to his thrusts.

“I can’t believe this is happening,” Annie murmured.

Grayson kissed her. “I can. I’ve been wanting to do this for a while now.”

It was true. He’d gone from disliking her to being amused by her to wanting her to now, finally, having her. And it was even better than he could’ve imagined. He loved every bit of it. Not to mention, her amped-up cries were giving him a hell of a hard-on, too. When her moans hitched and her body broke into spasms, Grayson knew he was golden.

He threw himself into the thrusts with everything he had as she lost it – once, twice.

And then, just as she was flopping back, he unleashed himself, so that they came one final time together.

After, Grayson couldn’t say why, but he didn’t want to let Annie go. He enjoyed it, watching her face transform once again. From heedless passion back to a shy sort of unease, it was one that he easily kissed away.

No way was Annie getting away that easily. Now that he’d had her two freaking amazing times, it only made sense to go for three. Right?

After he’d thrown out the other condom, the sight of her sweet smile got him hard again in seconds.

And, when he pulled on another condom, he found her mouth ready for his. Her breasts were more-than-ready, too. Her nipples were already taut, waiting for his tongue’s caress.

He flickered one last gaze at her – we doing this again. She acknowledged with a cheeky nod – Hell yeah, we are.

And so, he caressed those sweet nipples with his tongue. He suckled them until his tongue was dry and his mouth was aching, until it was her wet pussy dragging across his groin.

Grayson didn’t need any more encouragement than that.

He hoisted her up and onto his boner, and there she was, riding him cowboy style, or at least attempting to.

“Uh, Grayson?” Annie asked. Her attempt at waggling her hips was cute, but completely wrong.

“Just move yourself on it any way that feels good,” he explained. “Front to back, side to side, around. Anything really.”

Annie nodded uncertainly.

“Here,” he said. He helped direct her hips back and forth, jerking his dick up to help her out. Eyes closed, groans fell out of her with every movement.

Grayson grinned, “There we go.”

Already, he could feel Annie clasping at him hurriedly while his erection was raging.

Christ, was she hot.

Slowly but surely, Annie’s tentative side-to-side movement morphed into a front-to-back grinding too, and then, finally, into her swirling herself all around him and half-screaming with the exquisite agony of it.

Grayson watched as Annie fucked herself on his dick, like he was her personal dildo; up and down and around and sideways and up and down again. One movement fluidly joined the other. The pace was rising, and her breath coming out in short bursts, shorter and shorter and more frantic, until she was groaning and her body was slumping into spasms.

When she was done, though, Grayson was still hard. So, it just made sense to have another go at it.

By the end of the night, Grayson lost count how many times he and Annie had fucked. He took her from behind and from missionary, again. He went down on her, and she rode him again. Their bodies moved together like a perfectly choreographed work of art – with stops and starts. Ever so often, she wouldn’t know what to do, would get overwhelmed, and, with a supportive kiss, a tender stroke, he would show her.

To his surprise, instead of finding these pauses annoying, he found them endearing. As stupid and cliché as it probably was, the fact that he was getting to teach her, and that this was the first time Annie was doing this with anyone felt, well, special.

Many of their rounds came after sleeping for a bit, his body finding hers and then going at it again. Until one time, his arm slithered out, searching, searching and finding... nothing.

His eyes snapped open. The bathroom door was open and the light was out. Was she actually...

Gone.

A stagger around the room and finding no trace of her, or her clothes, confirmed it.

Grayson let his body collapse back into the bed. Shit, she really had meant the no-strings-attached thing.

He stared into the ceiling, wondering if he cared. Shrugging, he closed his eyes.

He awoke to black, feeling out of it for a few seconds, before remembering it.

So, she really had left then.

Scowling, he got up, quickly dressed up, and headed out the door.

It was only when he reached his car that he asked himself the very pertinent question – just where the hell are you going?

To say goodbye to Annie one last time, came the easy response.

Something in the back of Grayson’s mind screamed BS, but he wasn’t about to question it. Anyway, it wasn’t like he had anything better to do right now.

First, he’d call her, though. His first call went straight to voicemail, as did the second. Grayson’s lips tightened in slight frustration.

To be honest, he wasn’t overly surprised. Annie seemed like the turn-off-your-phone-at-night-and-for-half-the-day type. Unless she was just avoiding him. Whatever.

The only way to find out was to see her in person. And the only way to see her in person was...

Grayson grimaced. No, not that. Go to her parents’ place? Wasn’t that, like, stalker-level crazy?

It wasn’t if he just went to say goodbye. Anyway, even if she wasn’t there, he could make up some innocuous excuse, some wedding-based BS.

Grayson turned his key in the ignition. Luckily, Kyle had given him Annie’s address as a precaution during the wedding preparations. Her house was only five minutes away, so there really was no harm in going.

The drive there was fairly uneventful. Most of the streets had boring, upstanding names, like John, Ferguson, Hunter. Not like downtown Vancouver, with its numbered avenues, nature-named streets (Willow, Spruce, Birch) and province-named ones (Yukon, Manitoba, Ontario). Yep, this place was a far cry from back home. Really, Grayson was a bit surprised he didn’t miss it more. When Kyle had revealed that out of all the cool places in the world he could have his wedding at, he was having it in Grayson’s boring-ass hometown, he’d been less than enthused. But this trip had been... well, almost fun. Mainly because of the whole Annie surprise. Before he knew it, he was pulling up to 237 Hunter Street, where a woman in a pink bathrobe and a poodle answered the door.

“Yes?” she said.

“Is Annie here?” he asked.

The woman looked absolutely boggled. “Yes, well, she was. She just left about thirty minutes ago. Drove back home. May I ask what this visit is about?”

“Oh,” here goes. “We just worked on the wedding together. Her friend Kyla married my friend Kyle, and I was the best man. Thought we could swap some last-minute anecdotes.”

“Ah,” the woman smiled. Something in her blue upturned eyes was setting off Annie alarm bells in Grayson’s head. “Well, I can give you her Toronto number, if you’d like.”

“That’s fine,” Grayson had to smile. The older generation still thought people used landlines. “Thanks anyway.”

“Nice to meet you...”

“Grayson,” he said, shaking her hand. “Grayson.”

“Lovely. Well, you have a nice day.”

“You too,” he said.

As the door closed behind him and he walked across the imperfect cobblestone sidewalk, it occurred to him. That was it, then, for him and Annie. And he still wasn’t sure how to feel about that.