The Deflowering of Rebecca

Story Info
How Rebecca St. James lost her virginity.
3.9k words
4.3
9k
9
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Another birthday," Rebecca St. James thought to herself. It was nice to spend it at home. She had spent too many birthdays on tour. She had spent eight months touring once and thirteen months another time.

Finally, after several years of touring, it was nice not to be performing on her birthday. She was happy just to celebrate with her family and friends, and her boyfriend. She smiled at the thought. The celebration was wrapping up. Rebecca was saying goodbye to her guests.

Her boyfriend Jimmy was being unusually attentive. He thought that Rebecca looked especially pretty today. He sidled up next to her and put his arm around her.

"Hey, gorgeous, let's drop by my house," he whispered. "I have a special present for you."

"Well, I don't know," Rebecca said. She wondered what kind of present was so special that he couldn't bring it to her party, but she was definitely interested in finding out.

"It's a very special present, but it's back at my house. I want to spend some time with my favorite girl anyway." Rebecca smiled. She kissed him.

"OK," Rebecca said cautiously. Now they left the house. Rebecca's skirt rustled as they walked slowly along, enjoying the summer evening. Jimmy noticed that her straps were showing. She flashed him sidelong glances and smiled.

As they walked, Jimmy noticed a little extra sway in her hips. He gently rested his hand on the small of Rebecca's back. She smiled and wrapped her arm around his waist. They walked together to Jimmy's house.

As they entered the house, their lips met. Jimmy kissed her gently and slowly. Rebecca put her bag down by the door. Jimmy noticed that it was larger than she usually carried. Rebecca began to pick some fluff off Jimmy's shirt.

Rebecca kissed her boyfriend gently and slowly and repeatedly. His hands touched the hair on the back of Rebecca's head. Now they slid slowly down her neck. Rebecca could not remember being kissed like this before. Rebecca gave out a little moan. She rubbed against him slightly.

"Have I told you how beautiful you look?," he asked. He took her hands and kissed them. She smiled. She flipped her hair.

"Yes," she replied with a chuckle. She gently touched his shoulder. "But you can tell me again." She smiled at him and gave him a quick kiss.

"Well, it's true. I just love the way you look. They make statues of that kind of body."

"Thank you," said Rebecca, somewhat taken aback. Laughing, she casually tapped his shoulder. She licked her lips. Rebecca tilted her head slightly and batted her eyes. Again she began nervously playing with her hair. She looked at his lips.

Once more their lips met. Jimmy held her so closely that she could feel their bodies together. Rebecca couldn't help but notice the bulge in his pants. Again she smiled.

"I'd really like to see more of you," said Jimmy. Rebecca Chuckled. "It can only get better." He carefully punctuated each word. Rebecca blushed. She rubbed her lips together.

"You're just full of compliments today, aren't you?" With a little grin, Rebecca looked him in the eye. "I do appreciate it, I really do," she said. Jimmy noticed that her voice was higher pitched than usual.

Jimmy smiled. "I adore you, Rebecca," he said.

Rebecca moved over and sat on the couch. Jimmy slowly walked over and sat down next to her. On his way there, Jimmy turned up the thermostat. Now he put his hand around her shoulders.

"This is nice," Rebecca said. She smiled. She slid closer to him. Their bodies were touching. They made eye contact. Rebecca looked down, then flashed an embarrassed smile. Jimmy took her face in his hands and kissed her..

"You know, Rebecca, we don't get enough time together with all the touring you do," Jimmy said. "I want to make the most of it." Their eyes met again. Rebecca's pupils enlarged.

"You know I love you," she said. "And you know I tour. I wish we could spend more time together, but it's just not possible," she said. "You know that," Rebecca said, pursing her red lips in a pout.

"All the more reason to maximize our time together." Rebecca chuckled and gave him a kiss.

"What did you have in mind?" asked Rebecca teasingly. She sat on the edge of the couch. She licked her lips. Again Jimmy held her tightly. She shivered.

"It's hot in here," said Rebecca. She sat on the edge of the couch. Now she undid her top button.

Jimmy took her in his arms. He brushed her hair back and kissed the back of her neck. Again he held her tightly.

"You look like you're about to pop out of that dress," Jimmy said. Rebecca giggled.

She fixed her cleavage. Jimmy began to rub her arm slowly.

Jimmy lightly rested his hand on her knee. He lingered for a moment and slowly pulled it away. Rebecca lightly touched his ear. Jimmy took her face in his hands and gave her a good, firm kiss. Rebecca flushed. She licked her lips. Her hand was on his knee.

Rebecca's phone rang. "Bad time," she muttered to nobody in particular. She walked over to the door, reached in her bag, and turned it off. As she did, she almost accidentally brushed Jimmy's hand. She smiled.

Jimmy noticed Rebecca's thin panties. "Trying to show off that pretty ass?" he said as Rebecca bent down for her bag. She blushed and laughed. Again Jimmy kissed the back of her neck. She shivered. Now he began to rub her shoulders. Rebecca felt a tingle that she had never felt before. "Oh, Jimmy," she said softly. "That feels good."

"I can make it feel even better," Jimmy replied. Now he began to run his fingers through her hair. He held her tightly. He pressed her to him and placed his hand on her knee.

"Jimmy, no," said Rebecca. With a kiss, she took his hand and moved it to her waist. Subtly it moved to her lower back and he pulled her slightly towards him.

"Don't you ever feel like you'd like to take this relationship to the next level?" Jimmy said in almost a whisper.

"Yes, of course," Rebecca said softly. "I'm only human, after all." She smiled. Jimmy began to nibble her earlobe. She puckered her lips. Jimmy ran his fingers through her hair. He walked around behind her and began to give her a shoulder rub.

Rebecca closed her eyes. "Oooh," she sighed. Now Jimmy moved his fingers slowly down her spine. Rebecca was tingling. Her cheeks were flushed. She smiled. "I like that," she said.

Jimmy began to run his fingers through her hair. She puckered her lips.

Jimmy returned to the couch. He put his arm around her.

"You know, I've had a strong desire to make love to you."

Rebecca smiled. "I know."

"I've always respected your wishes, but the desire is really getting stronger," Jimmy said. Rebecca smiled.

"I'll admit that I've had those urges too," Rebecca said as she undid another button. She moved closer to him. Slowly his hand crept to her breast.

Rebecca leaned forward a bit. "What kind of girl do you think I am?," she said.

"The kind that brings out my passionate desire to share my love," he replied with a smile. Rebecca laughed and tossed her hair. She blushed. Jimmy wrapped his hand completely around her breast. Rebecca leaned forward a bit. She laughed and tossed her hair. She put her hand on Jimmy's thigh.

Jimmy took her face in his hands. Turning it towards him, he moved in for a kiss. He stopped. Rebecca eagerly leaned in and grabbed him. She kissed him firmly and passionately. It was no ordinary kiss.

Rebecca put her hands on his shoulders and looked him in the eye. She rose. Jimmy stood. He brushed against her breasts, seemingly accidentally. Again she smiled and blushed.

"I can't get enough of you," said Jimmy. He took her in a passionate embrace. His hands moved slowly along her sides. He gently caressed her ears. She touched his neck. "Sometimes I don't think you realize what a beautiful woman you are."

"Thank you," Rebecca said with a chuckle. "You're very sweet." Rebecca blushed.

"What would it take to break down that wall of yours?" Jimmy asked.

"Jimmy, I-" Rebecca's voice trailed off. Jimmy put his hand on the back of Rebecca's head. "I want you," he whispered.

Rebecca giggled. "I know," she said softly, smiling.

"I want all of you," said Jimmy, emphatically. Rebecca rubbed her lips together. She grinned and giggled. He pulled her to him. He put his hand on her butt and began softly massaging it. She pulled away sharply.

"It's not about what we want," Rebecca said, rubbing her lips together.

"So you want me too," said Jimmy.

Rebecca blushed. "Well, I hate to admit it, but-" Jimmy's passionate kiss stopped her in mid-sentence. As they kissed, Jimmy took Rebecca's hand and led her back to the couch. Gently, he placed his hand on the inside of her arm. She sat on the edge of the couch, looking into his eyes. His hand slid softly down Rebecca's back.

"I understand," Jimmy said softly. "We don't have to do anything you don't want to do."

"Thank you," she said, clearly relieved. Once again he kissed her hard. She sighed and tossed her head back.

"I can't get enough of you." He took her in a passionate embrace. His hands moved slowly along her sides. He gently caressed her ears. She touched his neck.

She sat on the edge of the couch, looking into his eyes. His hand slid softly down Rebecca's back. Jimmy began to kiss her neck and shoulders. Rebecca was flushed. She twirled her hair excitedly. Quickly, Rebecca walked to her bag and put on some fresh lip gloss.

As he returned to the couch, Jimmy turned the thermostat down. "I need you," he said. Slowly, Rebecca touched his shoulder. She rubbed her lips together.

"I love you, Rebecca," he said. Jimmy's hand swept across her breast. She sighed softly. "I'll always love you," said Jimmy. "I'll always respect you no matter what happens. You know that." Slowly, Rebecca touched her neck with her fingertips. Rebecca grinned. She trembled with excitement. In their tight embrace, she could feel their bodies very close together. Once more Jimmy rubbed Rebecca's shoulders and back.

"I think you're beautiful," Jimmy said. Rebecca's face lit up. "I can't imagine a more beautiful woman." She smiled. "I'd really like to see more." Again he placed his hand on her thigh. His tongue was in her mouth.

Jimmy's hand moved slowly up her leg. Quickly his hand was inside Rebecca's skirt. Now it was inside her pretty thigh. She placed her hand on Jimmy's leg and stared at him. Once more Jimmy rubbed Rebecca's shoulders and back.

"I think you're wonderful," Jimmy said. Rebecca licked her lips again. She tilted back her head and closed her eyes. She sighed.

"Thank you," she said, almost inaudibly. She was very fidgety. Jimmy's hand swept across her breast. Again she pushed it away. Staring into his eyes, she firmly took his hand and moved it to her waist.

"I'd really like to see more." Again he placed his hand on her thigh. "You said you want it," Jimmy replied softly. "Why fight it?" He backed her against the wall with a passionate kiss. His tongue was in her mouth. He began to breathe hard into Rebecca's ear. She sighed. She felt her resolve weakening. Jimmy unhooked her bra. Rebecca smiled. Once more she kissed him.

"We don't have to do anything you don't want to do," Jimmy said.

"Thank you," she said, clearly relieved. Once again he kissed her hard. She sighed and tossed her head back.

Jimmy began to kiss her neck and shoulders. Rebecca was flushed. She began to sweat. "We can take it more slowly if you like," he said. "No pressure."

Rebecca trembled with excitement. In their tight embrace, she couldn't help but notice the bulge in his pants. She realized how aroused she was.

Once more Jimmy rubbed Rebecca's shoulders and back. He began to nibble her earlobe. She smiled.

"Not so fast," she whispered. He smiled.

"Okay," he said. "I don't want you to do anything you don't want to do."

"I appreciate that," Rebecca said with a heavy sigh. She looked at Jimmy's lips. Slowly, she played with the ends of her hair.

"We can stop any time," Jimmy said. "It's your call."

"Thank you," she said. She was breathing more quickly. Her heart was pounding.

Once more Jimmy began to kiss her neck and shoulders. He dragged his tongue slightly as he moved to the top of her chest. He ran his gentle fingers slowly, softly down Rebecca's back. Her hand was just above his knee.

"I think you're beautiful," Jimmy said. Rebecca tilted back her head and closed her eyes. She sighed. She was very fidgety. "Inside and out," Jimmy said. "A beautiful body to match a beautiful soul."

"Thank you," Rebecca said, almost inaudibly. Jimmy's hand cupped Rebecca's breast.

Rebecca was breathing more quickly. Her heart was pounding. Desire was welling up. She took a deep breath. Her hand was on his groin. Jimmy kissed her passionately. His tongue softly caressed the rim of her mouth. Rebecca was lost in the kiss. Excitedly, she returned it. Their tongues met.

"I was thinking I might never experience this," Rebecca said. She looked at Jimmy. Her pupils dilated. Her eyes darted back and forth, her upper eyelid retracted, the lower one pushed up. Her teeth were visible, her tongue flicking side to side. She gave him a wet kiss.

Jimmy leaned forward until Rebecca was underneath him. He moved up and down, back and forth on top of her. Rebecca was matching his motions, up and down, back and forth.

Rebecca felt his gentle touch on her black lace panties. She was getting quite wet. Jimmy noticed. "You're wet," Jimmy said casually and softly.

"Mmmm hmmm," she said, smiling at him. Rebecca let out an audible, heavy sigh. "I'm not ready," she said nervously as they continued their motions.

"I'll be gentle," Jimmy said softly, almost whispering. "I promise." He began to breathe hard into Rebecca's ear. She sighed.

"Jimmy -" she said. Rebecca let out an audible, heavy sigh.

Did you say something, Bec?" Jimmy kissed Rebecca softly on her breasts. Suddenly, Rebecca was overwhelmed by desire. She wanted him very badly. She smiled and bit her lower lip.

"OK," Rebecca said weakly, almost plaintively. "OK. Yes." Quickly she pulled his shirt loose. Now she began to unbutton it. She kissed his chest, neck to waist.

"Don't tease me like this," Jimmy said. Rebecca kissed his chest.

"Who said I was teasing?"

"I feel like ripping off all your clothes," Jimmy said. Rebecca laughed.

"Sounds fun," said Rebecca coyly, "but I have a better idea." With a passionate kiss, she unzipped Jimmy's pants. She put her hands inside. She was almost shaking with anticipation. Until that moment, she hadn't quite realized how much she wanted him. "Yes," she said again.

"Are you sure, Bec?"

"Oh, I'm sure," she said firmly as she undid his belt buckle. "I couldn't be more sure." She placed her hand gently on his crotch.

Jimmy shook his head and smiled. Furiously, he undid Rebecca's dress. Rebecca kissed her boyfriend hard. Her tongue was in Jimmy's mouth. He was very hard.

"Ravish me," Rebecca whispered. She unsnapped his waistband. He felt her soft, warm hand gently playing with his crotch. She noticed how warm it felt. She grinned. She continued to dance underneath him, which only made him harder. She blew in Jimmy's ear.

"Kiss me," Rebecca said. She continued to wriggle underneath him. Again their lips met in a passionate lovers' kiss.

"Why don't you go and get that present now?" Rebecca said, laughing. When Jimmy rose, his loosened pants fell to the floor. Again, she laughed. Quickly, she headed up the stairs.

Jimmy came back into the room. He noticed that Rebecca was not there. "Rebecca?" He looked around. Finally, he headed towards the stairs.

As he started to climb the stairs, he saw one of Rebecca's boots. A couple of steps up, he saw the other one. As he went up a couple more steps, there was her dress. At the top of the stairs Rebecca's lacy bra was hanging on the banister.

He turned and headed towards the bedroom. There he saw Rebecca's soaking wet panties hanging from the bed post. She was lying on her side naked, wrapped in a sheet.

He stopped for a moment in the doorway. "Do you know how beautiful you look right now?" he said.

Rebecca laughed. "You're just saying that because I'm naked."

"No, really, Bec. You're gorgeous. Gorgeous and sexy." Rebecca chuckled.

"Thank you," Rebecca said quietly, blushing slightly. She threw off the sheet, fully exposing her naked body.

"Wow," Jimmy said. "I've got to say, you look even better naked," Rebecca smiled at him and wagged her finger in a "come here" sign. Then she blew him a kiss. Quickly, Jimmy stripped down to his undershorts.

"Well, aren't you going to come lie next to me?" she asked. Jimmy climbed on the bed. He was so erect that he could barely keep his shorts on. She gave him a fervent lover's kiss.

Rebecca rolled on top of him. Now Jimmy inserted his tongue into her. Rebecca shivered with pleasure. She gave him her tongue in return. She pulled off his shorts and began to stroke his love rod. He was already very hard. Rebecca smiled.

"I've been waiting for this," Rebecca said. "I've been wanting it so much."

Jimmy began to kiss her passionately, moving slowly down her supple body. Her ample, well-rounded breasts glistened in the light. He began to play with her nipples. Rebecca smiled and moaned.

Now he rose and took her in his arms. He moved around behind her and slowly kissed her naked back. As he did, he reached around and massaged her bare breasts until her nipples stood up. He squeezed them.

Rebecca shivered with pleasure. Her boyfriend kissed her bare breasts, flicking his tongue off her hard nipples.

"Ooh, that's nice," Rebecca said, genuinely enjoying the moment. "I like that."

The lovers fell back onto the bed, embracing. She began to pull his rod harder. With a kiss, she took his balls in her hand and began softly rolling them. Jimmy inserted his finger into Rebecca's wet, warm pussy and began to move it gently around.

"Mmmm," said Rebecca. She closed her eyes and smiled. After a bit, Jimmy inserted another finger. Rebecca flinched. She tensed up with the discomfort. Jimmy continued to finger her and Rebecca relaxed into the experience. After a few minutes, she was beginning to enjoy it. Her eyes widened.

"Okay," Rebecca said softly. "I can't wait any longer. Take me now." Jimmy rolled on top of her. Rebecca kissed him passionately. She opened her legs. Jimmy tried to get inside her. Only the tip went in.

"OUCH!" Rebecca screamed. She bit her lip. Jimmy kissed her.

"A little wider, Bec," Jimmy said. Rebecca sighed. Jimmy smiled.

Again Jimmy thrust, and he got a little farther inside. "Aaah!" she exclaimed, clutching her pillow. Again she flinched. She was tense.

"Relax, Rebecca," said Jimmy. "I'll be gentle, Bec. I want this to be good for you."

"You don't know how much I've been longing for this," Rebecca sighed.

With one more strong push, he was fully inside her. Rebecca let out a hard, audible sigh. She closed her brown eyes.

"All yours," said Rebecca, smiling. She noticed how warm and stiff his cock felt, unlike anything she had ever felt before. She liked the feeling. A lot. She relaxed as Jimmy's very hard cock began to slide in and out, in and out, each thrust a little bit easier and a little deeper than the last.

"Oooohh," Rebecca sighed, clearly enjoying herself. She moaned repeatedly as Jimmy thrust into her deeper and deeper, picking up speed. With each thrust, Rebecca became more excited. She was completely absorbed in the thrill of the moment. She was giddy with pleasure. As she danced happily underneath her strong boyfriend, she happily kissed his bare chest.

"Oh, yes!" she cried. "Oh! Yesss!" Rebecca let go and let herself fully enjoy the experience. Jimmy's stiff organ continued to slide in and out, slowly at first, but a little faster each time he entered.

"Oh, God," Rebecca said. "Oh! My! GOD!" Jimmy continued to thrust, each just slightly harder than the last. She wriggled happily underneath him. It was a more intense pleasure than Rebecca had ever felt before.

12