First Time For Everything
Jamie Hill

"You're eighteen, right?" Ray lit a cigarette and took a drag.

Maddie smiled. "I'm twenty-one, but thanks for making me feel like a kid."

"Someday, you'll consider that a compliment."  He stood up and went to the refrigerator.  "Since you're old enough to drink, you want a beer?"

"Absolutely." She nodded, and accepted the can he offered.

Ray took a swig from his and looked her in the eye. "What exactly are you doing here, Maddie?"

"I like you," she replied in a soft voice.

"And?"

She looked at him.

He grinned. "If you can't say it, you probably can't do it."

"Well," she hesitated. "I've never done it. But I hope to."

"Oh ho! You've never had sex?"

She shook her head nervously.

Eying her, puffing his smoke, he asked, "Why me, sweet stuff?  I'm old enough to be your father."

Maddie snorted. "You're nothing like my father."

"You told me he's sending you to some fancy college, so you're probably right. I just want to be sure of what I'm getting into here. I'm not good with tears and regrets the morning after."

She looked him in the eye. "No tears. No regrets."

He thought about that and slowly nodded. "Well, I guess, if you're sure—"

Maddie nodded quickly. She'd never been surer about anything in her life. When she spotted Ray in the bar, shooting pool, she was drawn to his rugged good looks. He had wavy blonde hair down to his chin, with a bandana tied like a headband around his forehead. He was tall and muscular, with large tattoos covering each bicep. Maddie was intrigued, and wanted to get closer to him.

When she did, she couldn't help but notice his smile. The whole time she watched him, he'd smiled and laughed with everyone around him. It was an infectious laugh, and people seemed to gravitate toward him. Maddie was more than intrigued, she was aroused. He looked like a guy who could teach her a few things—things she was desperate to learn.

They stood in his living room after the short ride from the bar, and Maddie asked timidly, "Do you have anything to—you know—"

"You've got to say what you want, sweetness. Spit it out. Do I have any what?"

"Condoms?"

"Yes I do. You're smart to ask. We wouldn't want anything to sidetrack that hundred thousand dollar education."

Maddie stepped closer to him and smiled. "You're making fun of me."
            Grinning, he tugged on her long braid. "What if I am?"

"You might regret it."

"You gonna make me?"

"Maybe," she shrugged. "But first I'm going to use the bathroom."

"Through that door," he motioned.

Maddie went into his bathroom and looked at herself in the mirror. She couldn't believe what she was doing, but she didn't want to stop. She was ready, way past ready to lose her virginity. Pulling the rubber band from her long red hair, she shook the braid out. As she unfastened the top two buttons on her blouse, she smiled at her reflection, and then sauntered back out to the front room.

Ray sat on the sofa, nursing his beer. "Hey good looking. Like the hair."

She stepped in front of him, and ran one hand over his head. "I like yours, too. Can we lose the bandana?"

"Whatever you want, darling."

Maddie untied his headband and dropped it to the floor. She ran her fingers lightly through his hair.

He reached for her, burying his face in her stomach and inhaling. His fingers worked the buttons of her shirt open, as his mouth found the bare skin of her stomach.

"Oh yeah." She shrugged off the shirt and massaged his head as he kissed his way up her torso.

His hands slipped behind and found the clasp of her bra. Maddie shrugged again and the tiny bit of lace fell away. Gasping as his mouth made its way to her breasts, she shivered as he kissed each nipple before sucking them into his mouth one at a time.

 "You taste good," he murmured.

She reached for his face and took it in her hands. "I want to taste you." She kept hold of him as he stood, and their mouths met, kissing passionately. Maddie groaned as his tongue forced its way into her mouth, seeking hers out. Thrilling sensations spun around her, and a chill ran down her spine. He tasted like beer, and Maddie couldn't get enough of him. She held his face and kissed him as deeply as possible.

Ray chuckled at her urgency. "Take it easy, baby doll." Walking her backward to his bedroom, he laid her gently on the bed. He unsnapped her jeans, and Maddie kicked her legs to get the jeans and panties off quicker. He smirked again, and brought his body down on top of her.

"Take these off." She peeled his tank top over his head and tugged at his belt.

"Patience, baby," he told her, and kissed her deeply. He stood long enough to get naked, and toss a silver condom packet on the bed.

Maddie eyed his bulging cock with apprehension. She'd never been this close to one before, and it looked bigger than she'd imagined. He pressed it against her leg as he relaxed on the bed.  Before she could voice any concerns, he kissed her again.

His mouth worked its way back to her breasts, and he licked and sucked each nipple until her hips bucked wildly. "Ooh, you like that," Ray teased, and ran a hand between her legs. Forcing them apart gently, he spread the folds until her clit was exposed.

"Yes." She nodded with excitement. Each new sensation threatened to overwhelm her, and Maddie focused on a ceiling tile to keep herself grounded.

"Tell me," he instructed, his mouth pressed against her heated flesh. "Tell me what you like."

"I like you to suck my tits," she moaned.

"I like that too." He sucked harder. "Anything else you want me to suck on?"

"Yes," she murmured, a little embarrassed.

"Tell me."

Inhaling as his mouth continued its assault, she answered, "Suck my clit."

Ray gave a lustful groan, and grazed her nipple with his teeth. "You want me to eat your pussy?"

She felt his cock twitch against her thigh, and Maddie shivered. "Y-yes!" She wanted that very much.

He left her breasts with a soft bite to each nipple and made his way between her legs. Running a hand over the mound of red hair, he parted it and breathed on her tender skin. "This is nice. Anybody ever put their mouth down here before?"

"No man has," she whimpered as he ran his tongue flicked her clit.

He chuckled, "A woman?"

Maddie bit her lip and nodded. "I had a roommate, once…"

"Well, let's see how I stack up to her." He licked the length of her folds, caressing her with his tongue. His mouth felt heavenly against her skin, and she was on the verge of a delicious orgasm. When he nipped at her clit and sucked the nub into his mouth, Maddie groaned.

"I love your moans. Make some noise when you come, baby. I want to hear it."

"Oh my God," she wailed as the waves hit. "I'm coming! Oh Jesus…" Her body jerked wildly as the orgasm spiraled through her. Ripple after ripple of delight worked on each of her nerve endings, and she barely registered Ray's cock nudged against her opening. When Maddie floated back to reality, she realized he was poised to enter her.

She tensed and he said, "Relax baby doll. You did real good."

She smiled. "I believe it was you that did good. That part I've done before. This part is all new."

"Just relax." He reached between their bodies, working her clit with his fingers. "We're going to take this nice and easy." Ray leaned in and kissed her neck. "Tell me when you feel like you're getting close again."

"Oh Jesus," Maddie squirmed. His fingers tweaked her sensitized nub, and she was on the brink of another climax. "That feels good. I'm close."

"Spread your legs, Maddie, wide as you can. I'm going to fuck you now, nice and slow until you're ready for more."

His words thrilled her, but it hurt as he pressed himself in. She tried to be strong—she'd promised herself no tears—but it was extremely painful. Maddie gasped, feeling as if she were being torn apart.

"Almost in," he grunted, pressing harder.

"More?" She couldn't believe her body could accept anything else. She was sure she'd split in two.

"Feel this?" He pinched her nipple roughly.

"Ouch!" She shot a dirty look at him.

Ray grinned. "I'm in, sweetness. Now we go back and forth, and pretty soon it's going to feel good, real good."

She took a breath and blinked back tears. His eyes were closed as he raised and lowered his body on top of her. He seemed to be enjoying the act, but all she felt was uncomfortable pressure. It hurt, and Maddie squirmed.

"Oh yeah," he grunted, thrusting his cock deeper.

A painful burning between her legs made Maddie gasp. She inhaled, prepared to tell Ray "Stop!" when another feeling hit her. Arousal. The friction in her pussy suddenly felt good. She moved her hips and realized she could make it feel even better.

"That's it, honey. Rock your hips with mine. Wrap your legs around me tight, and we're going to get to the main attraction, here, real soon."

"It feels so good," she murmured languidly. He pulled his cock out to the edge, then thrust back into her forcefully. Maddie's eyes popped open. "Oh my God!"

Ray grinned, watching her. "Like that?"

It was intense pain, followed by pure pleasure. "Oh my God!" she repeated. "Do it again!"

With a raspy chuckle, he pounded his cock into her eager, fresh pussy. "Is this what you want?"

 "Oh yes!" she cried loudly, begging for release. "I want to come again. Fuck me!  Make me come!"

Ray grasped the sheets on either side of her head and held tight, thrusting his cock deeper with each movement.

Maddie shrieked as an intense orgasm pummeled her senses. "Oh yeah! I'm coming right now!"

"Come on baby." He drove into her forcefully until shudders wracked his body.

 She felt his heat pulse into her in waves. Clasping his shoulders, she held on until both their bodies finished quaking.

"Shit," he muttered shakily, wiping his brow with the back of one hand.

"I can't believe how great that felt." She brushed his cheek with the back of her fingers.

Ray brought his face to hers and kissed Maddie lightly. "Yeah, it did. Your body is perfect. Round, firm tits, and a sweet, tight pussy."

She smiled and caressed his shoulder. "Yours is perfect, too, in my humble opinion. Although I might want to get a closer look at your cock, just to be sure."

He grinned and thrust into her, their bodies still joined. "I believe that can be arranged."

Wrapping her legs around his waist, Maddie bucked her hips. "Sorry to be naïve, but I have a stupid question."

"Those fancy teachers of yours ever tell you, there's no such thing as a stupid question?"

She smiled at him brightly. "So when can we do it again?"

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End