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Chapter 49 by DakotaDave DakotaDave

Scott and Jenn

Finally, and for the first time

Scott had planned that first night to be romantic, seducing Jenn, teasing her, giving her the best orgasms of her life, over and over till she couldn’t imagine being with anyone else.

It hadn’t worked out exactly like he hoped. But as Scott lay there, Jenn moving on top of him, he couldn’t say for sure that his plan would have been better. He needed her to get over her doubts, her insecurities and embrace their relationship, trust him, and tonight seemed to go a long way toward that. And while he had planned on putting in the work, letting Jenn lead wasn’t bad at all.

Scott couldn’t get enough of her hips and thighs, how well those thighs came together, how well she fit on top of him. She grabbed his hand and put it on her breast. “The other too.” She said.

Scott wasn’t one to argue. He started kneading her breasts, working to her nipples.

“Mmmpph” Jenn hissed. Scott squeezed harder, pressing her nipples.

“Oh Fuck!” she yelled, her legs squeezing and shaking.

Scott’s eyes went wide, that was quick, and she orgasmed hard, he hadn’t expected her to be that easy to please.

She collapsed on top of him.

“Oh Scott, that was amazing.”

“I didn’t really do anything.”

Jenn laughed, “Well fuck you then.”

“Wow, that was harsh Jenn.” Scott said, trying to look hurt.

Jenn pulled herself off of him and moved down near his groin.

“I’m not talking to you anymore, Scott, I’m talking to the one that did the work.” She put one finger on the tip of his penis, pulled it upright and kissed it. “We’re pretty great together, you and I.” She said, directly to his dick.

“Hey, I did some stuff.” Scott protested.

“Yeah, when I told you too, this guy down here though, I think I’m in love with him.” Jenn nuzzled her nose into his pubic hair as she kissed the base of his shaft.

“Pfft, you can’t just sweet talk my penis Jenn, we’re a package deal.”

“I don’t know, I think he’s already on my side.” She said, then licked the entire length of his shaft.

Scott grunted. “No, don’t do it penis, bros before hos man!”

Jenn took him into her mouth, sucked him hard as she pulled back off.

“Fuck!” Scott yelled as he orgasmed, hard.

Jenn swallowed his load then gently kissed the tip of his dick. “Good penis.” She said softly.

“Damn, Jenn, that was. . .” He couldn’t find the words to finish the thought.

She climbed back onto him, laying her head on his shoulder, her fingers playing gently over his stomach, her leg between his.

Scott reached down to grab Jenn’s ass, gently squeezing it. With his other hand he pushed her hair off her forehead, kissing her there.

“How was I Scott?”

“Perfect Jenn, that was perfect.”

“That sucks.”

“What?”

“You can’t beat perfect, we’ll have to stop while we’re ahead.”

Scott laughed. “That makes sense, guess we should shake hands and walk away, huh?”

“Yeah, it’s sad, we had a good run.”

They laid there quietly for a while, Scott enjoying the feel of her leg on his, her breasts pressed into his side, her head on his shoulder. There was so much he wanted to do with her, so many plans for her body, and knowing how quickly and powerfully she had orgasmed from penetration and having her breasts squeezed told him he’d have fun testing and exploring the rest of her body.

He fell asleep with Jenn in his arms.

“Scott?”

Scott snorted as he was pulled out of sleep, it was still dark. He wiped the sleep out of his eyes.

“Scott?”

“Yeah Jenn?”

“Do you think this will work?”

“Oh, Jenn.”

“I’m serious Scott, do you think we can really work out?”

“Isn’t this something you talk to your friends about? I mean of course I think it’s going to work.” Scott yawned, doing his best to wake up and be able to talk.

“You’re my best friend Scott, you’re the only one I’d talk to like this.”

He sighed, then stretched his neck and shoulders, shook his head. “Alright, lay it on me, let’s do this.”

Jenn pushed herself off of him and lay on her side, head propped up on her arm, her brown hair falling over her arm onto the pillow.

“I know we’ve been around each other forever, and I really like doing things with you, and tonight was really good.” She trailed off.

“But?”

“I just. . . maybe you’re right, maybe we shouldn’t talk about this.”

“Let me try Jenn. We just moved from lifelong best friends to thinking about things like getting married, having kids, moving in together, living the rest of our lives exclusively loving each other.”

“All of that sounds nice, and honestly, easy if it’s you Scott.”

“Then what is it Jenn?”

“I’m not an easy person to live with Scott.”

Scott laughed.

Jenn scowled at him, “I’m serious Scott.”

Scott laughed harder, he couldn’t stop.

Jen punched him. “You’re an ass, Scott Williams.”

Scott took some deep breaths, got control of himself.

“Seriously Jenn, I had no idea you were difficult, I always found you to be a demure, submissive woman just out to please her man.” He managed to get it all out before laughing again.

“I seriously hate you right now.”

“I’m sorry Jenn, really, but come on, I know you. I know you aren’t easy, I don’t want easy. And seriously, I’m not exactly Mr. Congeniality myself.”

“Then what if we piss each other off?”

“I already piss you off Jenn.”

“I mean really do it, fight, push each other away, end up miserable people who only yell and insult each other.”

She was serious. She was really worried about this.

“Oh God Jenn, I’m sorry, you really think we could end up like that?”

She started crying. Scott pulled her to him and held her, kissed her hair, rubbed her back gently, and waited as she cried into his chest.

It took a minute before she could speak.

“That’s what my parents were like.”

Why is it always like this?

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