📚 shy guy Part 2 of 3
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Shy Guy Ch 02 Gina

Shy Guy Ch 02 Gina

by leader12
20 min read
4.79 (19600 views)
adultfiction
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(This story is a direct continuation of Shy Guy - Chapter 1. Please read that first installment so that this story makes more sense.)

For ten minutes after Olivia left, Corey just lay on his bed with a shit-eating grin, staring at the ceiling. He couldn't believe he had just had sex with her. OLIVIA! A girl he fantasized about. And he couldn't believe she had invited him to come to her house in two days to continue the fun.

The rest of the afternoon, he spent a lot of time on the internet. He wanted to be ready for Olivia on Wednesday. He wanted to do whatever he could to make her feel really good. He knew what he wanted to do, and he wanted to make sure he was doing it right. He wanted to make sure he knew how to give her an orgasm when he went down on her.

Of course, the internet can be a wonderful source of information - especially when half the information contradicts the other half. When Corey was reading articles with titles like, "How to Eat Pussy" or "What Women Want When You Go Down on Them", he found some information that seemed to be consistent - but not always. One article said, "Draw the letters of the alphabet with your tongue on her clit." Another said, "Whatever you do, don't draw the letters of the alphabet with your tongue on her clit." But Corey looked for those techniques that seemed to pop up consistently on multiple pages, and he had a good idea - at least in his head - of what he wanted to do when he got the chance.

That night, his dad grilled chicken breasts, his mom made a salad and some side dishes, and they all sat around the kitchen table eating, laughing, and teasing each other. On his first long break after his first semester at college, this family time made him happy.

That night, Melissa came into his room again. As usual, she sat on his bed.

"You seemed really happy tonight. Something happen today?" she asked.

For half a second, Corey wondered if Melissa knew. But her facial expression made him believe it was a legitimate question, with Melissa just being herself and caring about Corey.

"Nah, I'm just happy to have the stress of finals in the rear-view mirror. It's nice to have family meals again."

"Yeah, I know what you mean," Melissa said. "As much fun as it can be at college, I sometimes miss the four of us just laughing with each other. It reminds me of when we were kids."

Corey smiled. He felt the same way. And for some reason, thinking about this made him get a little choked up.

"You know, I love you, Melissa."

Melissa seemed surprised by the statement. She wasn't surprised he loved her; she was surprised he said it. But then she flashed back to dinner with everyone tonight and thought about when they were younger, and she got a little emotional, too. She got on her knees and leaned into Corey to hug him.

"I love you too, Corey," she said as she squeezed him tight.

Corey held her as tight as she held him. For a couple of seconds, he only thought about his love for his sister. But then, he thought about the feeling of her breasts smashing against his chest. And it felt good.

Corey never thought about Melissa in a sexual way. Of course, he thought she was beautiful, and he thought she had a great body. EVERYONE thought that. But feeling her braless breasts push against him was different. Maybe it was because of what happened today. But whatever it was, he realized he shouldn't be thinking about her that way.

He quickly released her and looked at her.

"Stop that or you're going to make me cry," he said, causing Melissa to laugh.

Melissa got up and walked toward the door.

"Goodnight," she said.

"Goodnight," he replied.

After he finished a little browsing on his phone, Corey set it down and turned off the light. He grabbed some Kleenex and pulled his pajamas down. He closed his eyes and pictured Olivia's naked body as he stroked his dick. He re-lived the activity from earlier in the day. He imagined he was touching Olivia's breasts and pinching her nipples. He remembered when Olivia stroked his dick. He started stroking faster as he pictured the moment when he slipped his dick into her. He had fantasized about Olivia in the past, but now he didn't have to imagine what her naked body looked like. Now, he pictured the real thing as he imagined his dick sliding in and out of her faster and faster as he stroked himself faster and faster, until he exploded into the Kleenex, grunting with each spurt.

When he finished, he threw the Kleenex toward the waste basket, not sure where it landed but not caring. He pulled up his pajamas and quickly fell asleep - with a smile on his face.

The next morning, Corey was sitting on the couch streaming a video when Melissa walked past.

"I'm heading out to help Olivia find a dress for her cousin's wedding, and then we're going to lunch. I'll see you later."

"Okay. Bye."

Half an hour later, the doorbell rang. When Corey opened it, he was surprised to see Gina, another of Melissa's friends.

"Hi, Corey," she said with a big smile.

"Hi, Gina. Melissa's not here."

"I know," she replied. "She's dress shopping with Olivia. I left my sunglasses in her room yesterday. Okay if I get them?"

"Yeah, sure," he replied, as he went back to the couch to watch the video.

As Gina walked by, Corey couldn't help but notice how good her ass looked. She was wearing light grey yoga pants, and each round cheek was separately staring at him, with her crack clearly defined. He smiled as she disappeared around the corner, and he returned to his video.

Gina went to Melissa's room, sat on the bed, and smiled to herself as she started browsing her phone. She didn't need to look for her sunglasses; she had worn them as she drove to Corey's house and left them in the car. The lost sunglasses was just the excuse for coming over. She was there because of Corey. After what Melissa said yesterday, Gina thought it would be fun to be Corey's first.

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After five minutes, Corey heard Gina call.

"Hey, Corey, can you come here, please?"

Corey turned off the video and walked upstairs. Gina was standing in the hallway outside his bedroom.

"Can I talk to you?" she asked.

"Uh, sure," he said, a little confused. He was even more confused when Gina walked into his room. He followed her in, and then she went back to close the door. She walked over to where Corey was standing.

"Can I ask you a question?" she said.

"Sure," he replied, almost making his reply sound like a question. He was still very confused.

Gina put her hands on his waist, confusing him even more.

"Melissa said you're still kinda' shy when you're around girls."

As much as he loved Melissa, Corey was again pissed at her for mentioning this to her girlfriends.

"You know," she continued, "you really shouldn't be. You're smart, you're interesting, and I hope you know you're a good-looking guy. Any girl would probably want to kiss you."

Corey was still thinking about being mad at Melissa, and it took him a second to process what Gina said. All of a sudden, he stopped thinking about Melissa and was thinking about what Olivia said yesterday.

"If she invites you to her room and she remains standing instead of sitting, it probably means she wants to kiss you," Olivia had said. And did Gina really say, "any girl would want to kiss you"?

Corey quickly analyzed the situation.

"Yeah?" Corey said. "You think ANY girl would like to kiss me?"

"Oh, yeah," Gina said with a grin, "I'm sure they would."

Corey hesitated for just a second, thinking it was possible he was about to get slapped. But then he moved his head toward Gina's, tilting it so that it was obvious what he was about to do. Instead of getting slapped, Corey was happy to see Gina tilt her head in the opposite direction and place her lips on his. After a short few seconds, Gina opened her mouth. Corey followed suit and gently moved his tongue toward Gina's mouth, where it was met halfway by her own tongue. They slowly, but passionately kissed for quite a few minutes, and Corey was very excited.

He tried to remember everything Olivia had said, as he wanted to see how far Gina wanted to go.

"Gently touch the side of her breast," he said to himself. But just as he started to move his hand, he mentally slapped it down. "No, goddammit, not yet!" he mentally berated himself. "First her ass."

He slid both of his hands down onto Gina's butt, and it felt incredible. Her yoga pants were so thin, he felt like he was almost touching her bare ass. When he squeezed it, it felt soft on the outside but was clearly firm deeper down. Gina continued kissing him with no objection, so Corey pulled her butt against him, pressing her body against his hard dick.

"Mmmm," Gina groaned without breaking the kiss. Corey took this as a good sign, and he continued squeezing her ass and grinding against her as their kissing got even more heated. Gina started grinding on her own power.

After five or more minutes, Corey was ready for the next step. He thought this was dangerous, as it was a big step from kissing and touching her butt. But he was very excited and figured he had to try. So, he took one hand off her butt and moved it back to the side of her waist. Then he slowly moved it up the side of her torso. Gina's breasts were bigger than Olivia's, so even with his hand just on the side, his entire hand was clearly touching the side of her breast.

Not only did Gina not object, but she let out another soft moan. Arguing with himself for a couple of seconds, trying to decide if he could really do what he was thinking, he finally slid his hand totally onto the front of her breast and gave a gentle squeeze. He couldn't believe he really had his hand on Gina's breast, and he was waiting for Gina to push him away and ask him what the hell he was doing.

But without breaking the kiss, Gina let out another soft "mmmmm".

They continued kissing while Corey squeezed Gina's breast over and over. Her breasts were much bigger than Olivia's, and Corey realized that his hand didn't come anywhere close to covering the whole thing. He was still rubbing his dick against her and thought everything was going really well until, he thought, Gina finally came to her senses, breaking the kiss and stepping away from him. Corey was ready to apologize for everything he did when Gina suddenly pulled her top off and threw it toward a chair. Then she reached behind her back and unhooked her bra, taking it off and throwing it toward the same chair.

Corey stared in shock. Although fairly large, her breasts had no sag whatsoever. The were perfectly round with fairly large, pink areolas. Her nipples were thick and very hard.

"Oh God!" Corey sighed as he saw her breasts.

Gina smiled.

"You like these, Corey?" she asked, cupping the bottom of each one.

"Who wouldn't? They're incredible!"

Corey DID think Gina's breasts were incredible, and he loved looking at them, but he actually thought Olivia's small breasts were even sexier. But he cleverly decided not to mention that to Gina. After another two seconds of staring, Corey put one hand on her left breast and put his mouth on her right nipple, flicking his tongue over it quickly.

"Oh, yeah, Corey, that's good," Gina said, as she put her hands on the back of Corey's head.

As he continued flicking his tongue, his hand gently pinched her nipple.

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"Mmmm. Pinch it harder! I like that."

Corey complied, pinching her nipple even harder. Her moans let him know it wasn't too hard. Without releasing his hand, he moved his mouth to her lips, and they kissed passionately. They were grinding against each other, and both were breathing quickly. Gina slipped a hand between them and rubbed up and down Corey's hard dick.

"I want this in me," she whispered as she pulled her head away from Corey.

She grabbed the bottom of his T-shirt, and they both pulled it off. Gina unbuckled Corey's belt, unhooked his pants, and pulled down his zipper. She slipped her hand inside and rubbed his dick over his boxer-briefs, causing him to moan. He stepped back and pushed his shorts to the floor, kicking off his shoes and his shorts. Then he took off his socks. Gina was watching him and then started to peel off her yoga pants. Corey put his hands on hers to stop her.

"Can I do it, please?" he asked.

Gina smiled and nodded. He gave a quick kiss and suck on each nipple before he knelt on the floor. He kissed Gina's mound through her pants. Then he put one hand in the waistband on each side and slowly pulled them down. When her thong came into view, Corey again kissed her mound. He finally got the pants all the way down. Gina held on to Corey's head as she lifted each foot and Corey removed her sandals and pants. He slowly kissed her inner thigh higher and higher until he ran out of room. He put his fingers in her panties and slowly pulled them down. When her bald mound came into view, Corey again kissed it; this one was the best. After removing her panties, he stood and kissed Gina, pulling Gina's naked body against him. He loved the feeling of her breasts against his naked chest.

After a few minutes, he led Gina to the bed. As she lay down, he quickly grabbed a condom from his nightstand. He pulled off his underwear, and Gina smiled when his hard, circumcised dick popped out. She was much more excited than she thought she was going to be.

Corey crawled up from the end of the bed and pushed Gina's legs apart. He loved seeing his second pussy - only a day after he saw his first! He licked his middle finger and slid it between Gina's lips; he was surprised at how wet she already was. He slipped his finger into her pussy, and Gina groaned. Then he slipped a second finger in, and Gina groaned louder. When Corey moved his fingers in and out a few times, Gina responded by thrusting her pelvis toward him each time he slid in. When he pulled his fingers out, Gina couldn't wait to feel his dick. For a couple of seconds, Corey just stared at his target. He was ready to rip open the condom, when he suddenly remembered the studying he had done the prior night.

Much to Gina's surprise, Corey lay down, with his head between her legs. He put one leg over each shoulder and licked Gina from her pussy to her clit, and Gina cried out.

"FUCK YES!"

Corey figured he did something well, so he did it again. And again, and again. Gina grabbed his head with both hands and pulled hard against her. His nose was smashed against her mound, and his tongue had trouble reaching her pussy. So instead of repeating the full lick, he just stroked his tongue over her clit.

"UGGG," Gina groaned, pulling his head even harder. Over and over, he licked her clit. Corey couldn't believe he was in this position, and he loved it. Gina's juices tasted wonderful, and he loved the distinctive smell. Remembering some of what he learned online, he now placed his lips all around Gina's clit and sucked a little as his tongue continued to stroke over it. Corey didn't think it was possible, but Gina pulled his head even harder against her pelvis as she cried out. And he remembered a certain comment that appeared in every article he read about eating pussy: when she goes crazy with what you're doing, DON'T CHANGE! So, Corey continued the exact same activity of sucking her clit while stroking it with her tongue.

Gina was thrusting harder and harder into Corey's face as the seconds ticked away. Her whining got louder and louder, and Corey thought she was getting close.

Corey was a little worried about his own situation. First, he was incredibly excited by everything going on - seeing Gina naked, touching her tits, and licking, smelling, and tasting her pussy. And even the little movements of his body while licking Gina was providing stimulation to his dick that was rubbing against the bed. He concentrated on not moving his hips so he didn't come.

Corey really wanted to make Gina explode. Without changing his activity on her clit, he slipped a finger into her pussy and started tapping and rubbing her G-spot. Gina gasped at the first touch, and after another ten seconds, she screamed out.

"FUUUUUUUCK!" she yelled as her orgasm started.

Corey felt his finger getting squeezed over and over with each contraction of her pussy. Her pelvis continued to thrust rhythmically against his face as she pulled his head even tighter against her. Her head lifted and dropped to the bed with each thrust of her pelvis, and she grunted something unintelligible with each thrust.

As Corey continued sucking her clit, he couldn't help but smile to himself. He couldn't believe he just ate Gina's pussy, and he made her come!

After twenty or thirty seconds, Gina pushed his head away and lay flat on the bed breathing heavily. Corey removed his finger from her pussy, but he didn't change his position. He didn't mind continuing to get a closeup view of Gina's pussy or looking up at her large breasts moving up and down as she caught her breath.

It didn't take much time for Gina to lift her head and look at him.

"Jesus, Corey, that was fantastic! Now get up here and fuck me."

Corey smiled as he lifted Gina's legs off his shoulders. He gave one last soft kiss on her pussy before getting up on his knees. He stroked his dick twice, and it immediately got hard again. He opened the condom and slipped it on. He leaned forward and kissed one nipple while pinching the other, causing Gina to moan. She pushed his head away.

"No more teasing. Please, just fuck me. Now."

Corey licked his middle finger and put it at the opening of Gina's pussy. When it slipped right in, he knew she was wet enough. He put his arms next to Gina's shoulders and lifted his torso. Gina reached down, grabbed his dick, and place the tip at her opening. Corey easily slipped in.

"Oh, God," Corey whined, causing Gina to smile.

For ten seconds, he didn't move, just enjoying the feeling. When he started moving, he pulled back v-e-r-y slowly and then pushed back in at the same pace. Part of him wanted to start banging away, but another part wanted to enjoy the incredible feeling forever. Slowly back... slowly in. Slowly back... slowly in.

The next time he pulled slowly back, Gina wrapped her legs around Corey's butt and pulled him into her hard, causing a slapping sound when their bodies smashed into each other. Again, Corey pulled back very slowly followed by Gina pulling him in hard. Each movement - whether slowly out or quickly in - applied glorious pleasure to the tip of Corey's dick. Gina also loved the pressure of his dick rubbing along her pussy walls.

It didn't take long before the pleasure - and pressure - was driving Corey to an inevitable conclusion. Gina was also moving in that direction, but she wasn't there yet.

"I'm getting close," Corey managed to grunt out through his heavy breathing.

Gina slipped her hand between them and started quickly rubbing her clit back and forth. This pushed her along quickly enough so that when she heard Corey grunt and felt his dick twitch in her pussy, she began her own orgasm.

"FUUUUUUUCK!" she cried, just as she had earlier when her orgasm began.

She pulled Corey's ass against her hard as she started to thrust into him with each contraction. Corey continued to grunt with each of his own contractions. After he was done, he tried to continue moving his dick in and out, though he was hampered by Gina's legs pulling him against her and his quickly softening cock. After another fifteen seconds, Gina stopped moving, relaxed her legs on Corey's butt, and lay still except for breathing hard.

Corey didn't want to move, but he knew he had to withdraw to make sure the condom didn't leak into Gina after he got soft. He managed to slip his hand between them to hold the end of the condom as he pulled out. But still not wanting to break the contact, he just pushed his dick down, with the condom still on, and lay back on Gina. He used his bent arms to support his weight, but he was still low enough to feel Gina's breasts pushing against him. He laid his head on her shoulder and closed his eyes.

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