"Must be doin' something right, I just heard you sigh, you leaned into my kiss and closed those deep blue, need you eyes..."


After dinner, Jamie had asked if Cassidy wanted to go back to his house to hang out for a while longer. She had agreed, and for once in her life, she didn’t feel awkward in accepting his offer, even if it was a loaded question.

When they got in, Jordie was in the living room watching a movie on the couch. All he really did was smile as his brother and Cassidy passed by, making their way up the stairs and down the hallway. Cassidy walked behind Jamie, following him closely, admiring his physique as he pushed open his bedroom door, revealing a huge room. It was painted a neutral color with a big, comfy looking bed in the middle of it all.

Jamie pulled on his necktie until it became loose enough for him to slip it over his head. He tossed it onto the bed and walked to his dresser, pulling open a drawer, “do you want to change into something else? My stuff will be a bit big on you, but its got to be more comfortable than that dress.”

Cassidy looked down at her confining outfit, taking a deep breath in. As she looked back, Jamie was already holding out a sweatshirt towards her. She smiled and took it, but before Jamie let go of it, he used the sweater to pull Cassidy closer to him. She giggled quietly as he took her in his arms and leaned down to kiss her lips gently.

She pulled away and looked up at him, smiling, “I’m gonna go change.” Cassidy turned and walked into the adjoining bathroom, failing to shut the door all the way.

She shimmied out of her dress, looking into the mirror as she stood there feeling ridiculous in the getup Kennedy had given her. Through the reflection of the mirror, Cassidy could see Jamie looking at her through the small opening in the door. She tried to stay calm and ignore it, but internally she was freaking out. Jamie was staring at her while still getting changed, and Cassidy looked back into the mirror as she pulled the sweatshirt over her head. It was far too big for her as Jamie said it would be, hanging down midway down her thighs.

Cassidy pulled the bathroom door open and bunched the sleeves up her arms, walking back over to Jamie, who was sitting on the edge of his bed already changed in a pair of sweats and a Stars t-shirt. She stood in front of him, biting her lip softly as Jamie wrapped his arms around her lower back. She set her hands on the back of his neck, running her fingers up into his hair.

“There’s no way,”

“No way what?” Cassidy grinned, moving one hand to push Jamie’s hair back.

“No way you’ve never been with a guy. You’re too good at the sexy and cute stuff to have never been.”

She shrugged and sat down on his lap, her legs straddling his, “it’s the truth; promise you that.”

Jamie leaned up and kissed her lips again, this time much faster than before. He laid back on his bed, looking up at Cassidy as she came down with him, her hands resting on his chest comfortably.

“What time do you have to be at the rink tomorrow?” She murmured quietly, dragging her fingertips up his chest and over his collarbone.

“Morning skate at ten. Game at seven,” he pushed a piece of her hair behind her ear, leaning in to kiss her again.

She took a deep breath and kissed him back. It was nerve wracking for her to come to grips with the fact that she actually liked the way he tasted.

“Do you want to stay the night with me?” His request came out quietly as if he were unsure he really wanted to ask it. When Cassidy didn’t respond, he continued, “I can put you up in a guest room…”

Cassidy shook her head and pressed her lips against his jaw, “no, I’ll stay with you.”

He shot her a quick, unsure glance before a smile swept across his face and he leaned into her lips again, kissing her quickly and sweetly. His hands drifted down her sides and to her hips, all the while being extra cautious to make sure his hands stayed outside of the baggy sweatshirt. Cassidy could tell he was being careful with her, fearing one wrong move of his hands.

She pushed against his chest until she sat on his waist, knowing that at this angle, the sweatshirt fell against her thighs high enough for him to see a peek of the white lace of her underwear. Although he did look at it, he returned his eyes to hers, smiling as if he noticed nothing.

“Thanks for taking me to dinner tonight; it was really nice.” Cassidy reached forward for Jamie’s hands and took them in hers, holding them loosely until she set them on her thighs.

He looked up at her and grinned, squeezing her thighs with his huge hands. “It was my pleasure. I’m happy we actually got to go out, like officially. Not just a petty bar hop after a game.”

She smiled and rolled off of Jamie’s lap, cuddling into his side with her head on top of his chest, softly dragging her fingers over his stomach. “Jamie,”

Jamie tilted his head to the side to look down at her, wrapping his muscular arm around her body and propped it on her hip.

“I don’t know if you had any expectations for tonight, but…”

“I don’t,” he interrupted. “I mean I do, but my only expectation is to spend the night with you.” He pulled his arm away and sat up, turning back to look down at Cassidy, earnestly. “I don’t want you to feel pressured to do anything.” He paused for a moment, “I can always set you up in a guest room if that’s what you want.”

She smiled up at him, and turned onto her hands and knees, pulling the duvet and sheets back to crawl beneath the blankets. She giggled as she saw Jamie watching her get comfortable. Soon, he crawled beneath the covers with her, their bodies pressed together with one of Cassidy’s legs pushed in between his.

They stared at each other quietly, absorbing the other’s sight, until Cassidy leaned up and kissed Jamie on the lips, biting his lower one playfully as she tugged back. He caressed her cheek with one hand, kissing her back slowly and passionately. Cassidy had never been kissed this way before, and at first she was hesitant to continue, knowing where it could lead.

With her mind going through worst case scenarios, Cassidy pulled away from Jamie, setting her forehead against his and wrapping her arms around his neck. She then replaced her lips on his, taking in his taste and smell as if she couldn’t get enough.

Jamie slid his hand away from her cheek, groaning against her lips as he pressed his hand against her ass. She took a sharp breath in and looked up at him, chewing on her bottom lip as he gripped it tighter. As soon as they made eye contact, Cassidy was put at ease seeing Jamie’s gentle eyes. He leaned in to kiss her neck as she gripped onto the ends of his hair.

Slowly his hand moved downward until his fingers pushed beneath the long sweatshirt, playing with the thin, lacy fabric over Cassidy’s hip. Consciously, she told herself to stay calm; that this wasn’t just a hookup; that she actually cared about Jamie and wanted to be with him.

She kissed his temple as he sucked on her neck, now dragging his fingers along the lace covering her hot core. Quiet moans escaped her lips as she couldn’t imagine a better feeling that his fingertips across her sensitive areas. And without being completely aware of it, her legs spread further apart, allowing him more room to touch her.

Jamie pulled his mouth away from Cassidy’s neck, moving back to kiss her lips slowly and teasingly while his middle finger pushed up against the thong. With the new pressure of his hand, Cassidy flinched beneath him as he passed over her swollen clit. She was actually embarrassed by how turned on she was by him. It seemed almost pathetic that the touch of his hand was just enough to make her lose control.

He then tugged her thong to the side, exposing her to him completely. Cassidy pulled her lips away from Jamie and looked up at him again. He leaned in to peck her lips just once before he leaned back to catch her expression as his fingertips moved along her slit, rimming her tight entrance.

She groaned for him, nodding her head silently as if to give him permission to continue. His fingers stopped moving and the pressure increased as the feeling of his middle finger entering her caused her to wince. Cassidy squirmed beside him in slight pain as Jamie began to circle his fingertip inside of her, attempting to loosen her enough to get his finger further into her.

“Relax,” he mumbled as he set his lips against her forehead. With his arms encapsulating her, he rolled onto his back with her on top of him, as he tried to work his middle finger deeper.

With each of his slight motions, she grimaced and flinched against him as if her body was instinctually trying to get the pain to stop. She dug her fingernails into his shoulders, squinting her eyes shut.

“Jamie,” she whined loudly as he pushed his finger in just a bit deeper. She felt badly about the whole situation. She led him on enough for it to get to this point, and now it was turning out to be a bad experience. Typical Cassidy move. Awkward.

He stopped moving his hand completely, and now other than the pressure, there wasn’t much pain. “Baby, take a deep breath in.”

Cassidy’s eyes shot up to his as he spoke, the term of endearment catching her by surprise. Slowly, she inhaled, not breaking eye contact with Jamie. And when she exhaled, she felt his finger slip further into her. Although she whimpered, there wasn’t as much pain. When she took one more deep breath, his finger moved up further and immediately her muscles clenched around it. She could feel his entire finger inside of her and blushed at her muscle contractions, which seemed almost involuntary.

When her muscles finally loosened around his finger, Jamie began to pull his hand back slowly, kissing Cassidy’s lips gently as he pushed his finger back in, thrusting into her tightness. Her jaw fell open, and Jamie rest his head back along the pillow, smiling at her reaction as he curled his finger inside of her, toying with her clit while pumping his finger in and out of her.

As her level of arousal increased, she felt like the temperature in the room did as well, and she hurriedly yanked Jamie’s sweatshirt up and over her head, pulling her arms out before tossing the jacket over the side of the bed. With the white lace bra now showing, Jamie’s finger began to thrust faster, increasing the frequency and volume of Cassidy’s pleasured moans.

She felt herself nearing the point she had been waiting for; the expectation of how the pleasure would overwhelm her was almost enough to send her over the edge. Her body began to tense, going rigid, and then nothing. Cassidy shot Jamie a glance, feeling emptiness inside her. He had pulled his finger out, barring her from feeling the end results of their passionate entanglement.

Notes

This chapter is titled after "Must Be Doin' Something Right" by Billy Currington.

Hope you all enjoy where this is going! Things will start to pick up for them :)

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