ni the13dude
Angelica was finishing her homework when her cell phone beeped. She read the message and was pleasantly surprised to find out that her friend from school, Max, was right outside her house.
She went downstairs and let him inside. “What brings you here, best friend?” she asked, kissing him on the cheek.
“I got bored,” Max said. “What are you doing?”
“Homework,” Angelica replied. She didn’t see him with his school stuff. He did have a small sling bag, though. “Aren’t you going to do yours?”
“I’m done,” he told her. “I did it in the library after doing that research for our book report.”
Angelica smirked at him. “You’re going to turn into a nerd like me if you keep doing that.”
Max laughed. “Well, if it means I’m going to graduate on time, being a nerd’s fine with me.” He was known as one of the school’s bad boys but he wasn’t really a goon like some of the other guys. And he was actually bright and rather quiet. So he didn’t get into as much trouble as others might expect. He and Angelica got paired off on a report once and she was impressed by the way he was able to cover certain topics that she’d missed in her own research. After that, they became friends-best friends, in fact.
They went up to her room. Unknown to Angelica’s parents, Max hung out there whenever he came around to her house after school. Their maid knew about it but didn’t seem to mind; in fact, she seemed to approve of the fact that she had a friend who made sure she didn’t just spend her time studying.
Max took off his sneakers and plopped down onto her bed. “How are you doing with the assignments?”
“Fine,” Angelica replied. “It’s not that hard.”
“For you, they should be easy.” He took something out of his sling bag. “Mind if I watch TV?”
“No, go ahead,” she replied. “Just keep the volume down.”
Max turned on the TV and settled back down on the bed.
Angelica went back to her assignments. Occasionally, she and Max would engage in a brief conversation but, mainly, they both kept quiet. Finally, she was done. She looked over at her friend, who
“Boo!” she shouted as she dropped down into bed beside him. “What are you watching, best friend?”
“I saw you coming from a mile away,” Max said. “It’s a bunch of snakes.”
“Yuk,” Angelica said upon seeing the reptiles on the screen. “Can’t we watch something else?”
Max turned off the TV. Then he grabbed Angelica and pulled her close. “What say we just cuddle?” That was one of those things that they did whenever they were together in Angelica’s room. It was a habit they got into when they were in their junior year in high school.
Angelica smiled. “Much better.” They lay face-to-face in each other’s arms. Angelica placed her leg on top of Max’s.
“So, how was school today?” he asked her.
“Not so bad,” she replied. “Being a freshman isn’t as hard as I thought it would be.”
“I’d have to agree. It’s kind of fun.” Max smiled and added: “Of course, I get to wear whatever I want. You have to wear a uniform.”
“Well, that’s because I’m attending a Catholic school,” Angelica said.
“So am I,” he reminded her. “We’re just more liberal, that’s all.”
“That’s what you think,” Angelica said with a grin. “The girls there are more liberated than you think.”
“Is that right?” Max looked at her with that “I’ve got a crazy notion” look on his face.
“What are you thinking, best friend?” Angelica asked him.
“I wonder just how much of a liberal Catholic schoolgirl you’ll be?” he asked.
“I don’t know,” she replied. “Is there a way to find out?”
Max thought about it. “I think there is.”
“How?” Angelica wanted to know.
Ten minutes later, Angelica was dressed in her school uniform. It was a short-sleeved white blouse, a gray checkered skirt, and white, ankle-high socks. She was about to put her shoes on but Max told her they weren’t needed.
“Now what?” Angelica asked.
Max gestured at the bed. “Get on it,” he told her. She did as she was told. Now she was sitting on the bed, her legs folded underneath her.
“What’s next?”
Max approached her and sat down in front of her. He smiled; Angelica smiled back at him, waiting for him to do something.
“You know how to kiss a guy?” Max asked her.
“You mean like this?” Angelica kissed him on the cheek.
“Well, that was nice,” Max told her, “but I kind of meant on the lips.”
Angelica blushed. “Oh. Well…I can try.” She leaned in close to Max and then planted her lips lightly on his. She began to nuzzle his lips softly. Max responded in kind and then, very gently, he held her face and pulled her mouth a little more open. His tongue slipped into her mouth. Angelica flinched in surprise but didn’t break away from their kiss. Instead, she let his tongue rub against hers. After a few moments, she began to moan as Max licked her tongue. When they finally came up for air, she was panting but didn’t look at all like she was turned off by what he did.
“So-did you like that?” Max asked her.
Angelica nodded. “Uh-huh.”
“That’s good,” he said. “Now, let’s do it again. This time, you take the lead.”
“Me?” Angelica looked at him uncertainly. “But I don’t know how…”
“Just go with your instincts,” Max told her, touching her face tenderly. “Okay?”
“Okay.” Angelica said. Max nodded and she kissed him on the lips again. This time, she did take the lead, letting her tongue find his. She let her tongue entwine with his and even sucked on Max’s tongue gently. This time, when their kiss was done, Max was beaming at her.
“Looks like you’ve got that Catholic schoolgirl liberal streak in you after all,” he said with a note of pride in his voice.
“Thanks,” Angelica said, blushing. “Is that it?”
“No,” Max replied. “There’s more.”
“Like what?” Angelica wanted to know. “Come on, best friend-tell me.”
“Okay.” Max stood up, opened up his fly and stepped closer to her. Angelica looked at the bulge in his briefs with nervousness and-as far as Max could see-curiosity.
“I want you to take my cock out of my briefs,” he told her. “Can you do that?”
“You…you want me to touch your…penis?” Angelica asked in a trembling voice.
“Yeah, I want you to touch my cock,” Max said. “That’s what you should call it.”
“Okay…”
“Tell me what I want you to do.”
“You want me to…to touch your…your cock.”
“Good girl, best friend. Now can you do it?”
Angelica looked up at him. She wanted to refuse, telling herself that she couldn’t do such a thing, even if Max was her best friend. But she didn’t; in all honesty, she wanted to touch his cock. Finally, she made her choice. She reached into his briefs. When her fingers made contact with his cock, she felt a thrill of pleasure run through her. She tried to pull it out but couldn’t so she pulled down his briefs a bit until she got his cock free.
She couldn’t help herself from saying: “Wow, best friend-I didn’t know your penis-I mean, your cock was this big.” She squeezed it softly and found that it was getting hard.
Max gasped at the sensation of Angelica’s hand on his cock. He smiled at her. “Well, now you know. Does it still scare you?”
Angelica shook her head. “Nope. After all, best friend, it’s your cock.” She was actually enjoying herself now, especially when she saw that his cock was already aroused. “Do you masturbate?”
“Of course,” Max said.
“Oh? What do you masturbate about?”
“Girls, of course. I have to admit…I’ve masturbated about you a few times.”
“Really?” Angelica’s eyes widened in surprise. “Was it…fun? Did your cock get hard?”
Max nodded. “Yup. Now, put my cock back in my briefs.”
“Why?” Angelica asked.
“Because we’ve got some more things to do to make sure you’re a real liberal Catholic girl,” Max explained. “Don’t worry-you’ll get to play with it again.”
Angelica reluctantly did what she was told. While Max was taking off his shirt and jeans, he told her to take off her clothes too but to keep her underwear on. She obeyed, wondering what her best friend had in mind this time around.
“All right,” Max said when they were both barely clothed, “let’s move on to the next test.” He had Angelica kneel in the middle of the bed. He got on the bed himself and just looked at her for several moments. He had to admit, his best friend was really developing into a gorgeous young woman. Angelica’s light complexion was well-complemented by her long dark hair. She was voluptuous but not fat; truth be told, Max preferred girls who had curves rather than the rail-thin model types who looked like concentration-camp inmates. Her breasts were barely being held in check by her bra. And her panties were almost transparent enough to see the dark thatch of hair that covered her pussy.
Max smiled at her, touching her thighs. “Best friend, you’re beautiful.”
“Thanks,” Angelica said. “But there are girls in school who are prettier than me.”
“That’s your opinion,” Max countered. “But I think you’re more beautiful than any of them.” He moved in even closer. His hands moved from her thighs to her hips..to her waist…and then up to her breasts.
“They’re too big,” Angelica remarked as he squeezed her breasts gently.
“Nope, they’re perfect,” Max assured her. He reached behind her and tried to undo her bra. When Angelica noticed that he was having trouble, she did it for him. He dropped her bra onto the table near her bed. His hands returned to her breasts and began to squeeze them and caress them in earnest. He teased her nipples until they grew erect. Angelica moaned as waves of pleasure began to wash over her.
Max watched his best friend as he played with her breasts. Angelica’s eyes were closed and her head was thrown back slightly. She whispered to herself, biting her lip as his hands and fingers worked her breasts thoroughly. Her breath came in short gasps.
Several moments later, Angelica felt Max let go of her breasts. She felt a touch of disappointment and hoped that her best friend would play with her breasts again. But, apparently, he had other things on his mind.
“Open your legs,” he told her. Angelica spread her legs a little but Max told her to spread them a little wider so she sat down and obeyed his command.
“Perfect,” Max said. He was smiling. Angelica blushed; he had a good view of the front of her panties and she was conscious of the fact that her pubic hair could probably be seen through the white fabric covering them.
Angelica cried out in surprise when Max suddenly pressed her pussy with his thumb. She let loose with a playful kick but he dodged it easily. She shut her legs. “What do you think you’re doing?” she asked in a mock-angry tone.
“Testing your pussy to see if it’s a liberal Catholic schoolgirl’s pussy,” Max told her. “Open your legs up again, best friend.”
“What if I don’t want to?” Angelica asked.
‘Well, then I’ll make you,” Max replied. He moved in close to her again and kissed her on the lips. Angelica moaned as their tongues met and did a dance of their own. His hands found her breasts and began to massage them softly, making sure that he also paid attention to her erect nipples. Angelica’s resistance-which was only make-believe at best-began to crumble. Still, she tried to prolong the pleasure she felt.
‘No,” she whispered, breaking off their kiss, “I’m not…going…to open…my legs…” Before she could say anymore, Max’s lips descended upon hers again. His hands caressed and squeezed her breasts, his fingers pulled and pinched her nipples. While he was doing that, Max slowly began to lay her down on the bed. Angelica felt him pressing closer to her. At last, she was on her back and he was lying slightly on top of her, still playing with her breasts and kissing her. Occasionally, his lips would travel down to her throat, kissing and nibbling her gently. She was so intoxicated by what he was doing that she didn’t notice one of his hands settling down between her legs until he began to rub her there.
“Ahhhh….” Angelica touched Max’s hand. “Best friend…what…what are you doing…?”
“Shhh…don’t worry,” Max whispered to her. “I’m just touching your pussy.” He rubbed a little harder and slower. Angelica’s body bucked upwards a bit.
“Hmmmhhhh…ooohhh…” was all she could say. Max took it as a sign that he could kick things up a notch so his lips traced a path down from her lips…to her throat…to her breasts. He kissed and licked Angelica’s breasts before zeroing in on her right nipple.
The moment Max’s tongue touched her nipple, Angelica cried out. Dimly, she was glad that there wasn’t anyone else in the house at the moment. She felt her best friend sucking gently on her nipple and her hand clutched at his head; she was almost pulling at his hair. That didn’t seem to stop him, though. When he was done kissing, licking, and sucking Angelica’s right nipple, he transferred his mouth to the left one.
“Best friend…oooohhh…best friend…” Angelica moaned. “Aaaahhhh…” She let go of his head. At this point, she didn’t feel like doing anything more except letting him do what he wanted to her.
Several long moments later, Max’s mouth left her wet and glistening breasts and began to move down her body, kissing and licking their way to her belly. He paused to lick and suck on her navel; then he continued moving down until he was finally positioned between her legs.
Max stared at her pussy; his thumb played up and down the thin fabric that hid it from full view. He could already tell that she was wet.
“Best friend…what are you going to do to me now?” he heard Angelica ask him.
“Oh,” Max replied, “I’m just going to make sure your Catholic schoolgirl pussy doesn’t miss out on the fun.” With that, he stuck out his tongue and, once he found her slit, began to lick it up and down slow and hard.
“Aaaaahhhh…!” Angelica felt as if she would just explode from the sensation coming from her pussy. Max smiled a bit when he heard her moaning and began to lick her pussy harder and faster. Angelica squirmed and bucked as his tongue assaulted her pussy behind its thin fabric covering. Finally, she couldn’t help herself anymore. She told him: “Best friend, take off my panties…please…”
“Why?” Max asked.
“Because I want…” Angelica gasped as Max’s tongue slid up and down her slit. “Because I want to feel your tongue on my…my vagina…”
“You mean you want me to lick your pussy?”
“Yes…yes…please..”
“Please what?” Max asked her. He ran his tongue slowly, teasingly, up the crotch of her panties.
“Please take off my panties…aaaahhhh…and lick my pussy…” Angelica begged.
“Louder, best friend. Ask me louder. Please what?”
“Please…take off my panties…and lick my pussy…lick my pussy…best friend…”
Max smiled. “Okay. No problem.” He quickly stripped off Angelica’s last piece of clothing. Finally, he could see her pussy. It was covered by a somewhat thick patch of curly, black hair. Max brushed her pubic hair aside gently and then inserted his middle finger inside her pussy.
“Aaahhh…what are you doing, best friend?” Angelica asked, wincing slightly.
“Shhh…just relax, best friend,” Max told her soothingly. “Lie down and relax, okay? Let me do this.” Angelica held still, trying not to move as Max’s finger began to move in and out of her pussy. It still hurt but Max remedied that soon enough when his finger touched something inside her pussy that sent an electric shock of pleasure through her body. For a moment, she thought she had wet her bed.
“B-best friend…what are you doing to me?” she moaned.
“I’m tickling your clit,” Max replied. “Feels good, huh?”
“Yeah…just…be gentle with your finger…” As she was saying that, however, Max slid his finger out of her pussy. Then he licked his lips and dove right back in, mouth-first. He licked Angelica’s pussy fast and hard, then used the tip of his tongue to tickle her pussy lips open. Then his tongue went inside and began to poke and rub against her clit.
Angelica grabbed onto her friend’s hair and pulled his face closer to her pussy. Her legs mounted his shoulders, as if making sure that he wouldn’t stop what he was doing. She bit her lip hard, nearly drawing blood. She felt Max’s tongue licking away at her clit, and then at her pussy, from side to side. Angelica could feel something building inside her; something was about to burst from her pussy.
Max kept eating his best friend’s pussy, knowing very well that she was almost ready for the final “test”. His tongue continued to lap up the juices leaking from between her legs until he heard her cry out: “Aaaaahhhhh!!! Maaaaxxxx…” Then she came, nearly drenching his face with her pussy juice. He licked them up like a thirsty man at a desert oasis. Then he got up, knelt between Angelica’s legs, and began to caress her pussy again.
“Max…best friend..what did you do to me?” she asked in a half-whisper.
“I just made your pussy cum,” Max replied, “like a good Catholic school girl’s pussy should, best friend.”
“That felt so good…oh, God…” Angelica closed her eyes, savoring the feeling of Max’s hand and fingers against her pussy. “So…am I a real Catholic school girl yet?”
“Almost…but there’s one more test,” Max told her. He left her on the bed and got something from his sling bag.
“Wh-what test is that, best friend?” Angelica wanted to know.
Max straddled her upper body, aiming his cock dead center at her face. “Hold my cock again, best friend.” Angelica’s hand wrapped around his cock. Without another word, she began to masturbate him. He watched her, smiling proudly. It didn’t take long for her to get his cock hard.
“Okay, the next part will be a bit tricky,” Max said. He moved forward slightly. “I want you to put my cock inside your mouth.”
“Wh-what?” Angelica asked.
“Just take my cock into your mouth,” Max told her. “Pretend it’s a Popsicle.”
“Popsicles are cold, best friend,” Angelica said with a mischievous smile. “Your…cock…is hot.”
“Like a hot dog then.”
Angelica laughed. “I’ve never done that to a hot dog.” She gave his cock a gentle squeeze. “I suppose I could try. Come a little closer.” Max inched towards her. “Close enough, best friend. So I’ll pretend it’s a Popsicle?”
“Sure, if you want,” Max said, brushing her hair back from her face.
“Okay,” Angelica said. She lowered his cock a little bit and then stuck out her tongue. Max nearly fell off his best friend when her tongue made contact with his cock. She licked the tip of his cock, followed by the shaft. When she reached his balls, she asked, “Do I lick these too?”
Max nodded, unable to speak. Just watching Angelica at work was almost enough to make him want to come all over her right then and there but he controlled himself. Angelica’s tongue brushed against his balls. After several moments, she sucked on his balls too. When she was done with that, she began to slide his cock into her mouth slowly. As it she slipped it in, she sucked on it-exactly the way she did it with a Popsicle, Max thought. He remembered all the times he got a an erection whenever she was eating a Popsicle in front of him during the summers they spent hanging out together.
“Okay, that’s enough,” he managed to say. He slid his cock out of Angelica’s mouth and saw that it was nice and hard. It took him just a few seconds to put on a condom. He told his best friend to lie down.
“Is this the last test, best friend?” Angelica asked.
Max nodded. He lowered himself on top of Angelica’s body and rubbed the tip of his cock against her slit.
“A-are you going…to have sex with me, best friend?” Angelica whispered.
“No, I’m going to fuck you, best friend,” Max told her. “Do you want me to fuck you?”
“Yes…fuck me…do what you want…” was Angelica’s reply. She closed her eyes as Max French-kissed her on the lips. She sucked on his tongue lightly. Her fingers gripped his shoulders tightly as she felt his cock slowly entering her pussy. It stopped briefly; Max kissed her lips, sucked on her nipples again. Then he gave a single thrust. Angelica felt a sting of pain from her pussy and moaned softly.
“Best friend…it hurts…” she told Max.
“That’s because you’re a virgin, best friend,” Max said. He kissed her on the lips. Angelica French-kissed him back more intensely than she had a few moments ago; it seemed to reduce the pain in her pussy. Max also caressed her breasts while they were kissing. When he noticed that she didn’t seem to be noticing the pain anymore, he began to pump shallowly and gently. Angelica didn’t mind the pain; she simply bit her lip and held onto him by the neck. After a while, the pain she felt began to combine with a feeling of pleasure that she couldn’t remember having felt before. The sensation began to take control of her body, making her buck up and down to the same rhythm as Max’s thrusts. He watched her move underneath him. When she noticed that he wasn’t moving along with her, she reached for his butt, trying to get him to start pumping again.
“What do you want me to do, best friend?” he whispered to her, tickling her nipples with his fingers.
“I want you to f-fuck me…” Angelica replied.
“You want me to fuck you?” Max asked.
“Yes…fuck me! Fuck me, best friend! Fuck me now!” Angelica began to kiss his lips and his neck. “Please…fuck me, best friend…”
“All right, just for you, best friend,” Max told her, “I will.” He French-kissed Angelica once more. Then he began to slide his cock in and out of her pussy slowly, gently, letting Angelica’s pussy get used to the sensation of being filled by a hard cock. After several moments, he was rewarded by the sound of Angelica’s moans as her state of arousal grew more and more intense. Her body was matching his every motion with an unconscious ease. Angelica’s left hand gripped his butt as if she wanted him to drive his cock all the way inside her so he obliged. His next thrusts were deep and hard. Angelica let out a cry of delight with just a little pain mixed into it. Her right hand dug a little deeply into his shoulder.
After a while, Angelica whispered: “B-best friend…I…I…my pussy…it feels…ooohhh…” Her breath came in short gasps and Max knew she was getting ready to have her first orgasm. He began to pump faster, making sure his cock went in as deep as possible. He removed Angelica’s hands from his body and pinned them down on the bed. Then he raised himself a bit as he continued to fuck his best friend. The sight of her drove him wild. With him holding her down by the hands, it looked like she was being fucked against her will but her cries of pleasure as she bucked up and down to meet his cock’s thrusts made it clear that she was enjoying herself. When he lowered himself onto her, Angelica instinctively wrapped her legs around his waist, making it seem as if she was afraid that he night not finish the job. He smiled to himself, thinking that she didn’t have to worry about that at all. He could already feel himself building to a climax. He changed the motion of his thrusts; from a simple in and out, he moved in circles every time his cock was inside Angelica’s pussy.
Angelica’s reaction was immediate and intense: “Ahhh!!! Best friend….aaaaahhhh!!! You fuck so goooodddd….aaahhhh!!!” Her fingers gripped his hands tightly as she felt his cock rubbing against her clit. He kept grinding away at her pussy with his cock until he felt her pussy growing very, very wet. He couldn’t hold back anymore, either. Max went from slow grinding to slow, deep thrusts once more. Angelica clawed his back as she came.
“Aaaahhhhhh…best frieeeend…” Her body thrust up and down to meet his until she was sated. Max’s cock let loose together with her final orgasm. Although he was wearing a condom, Angelica felt the heat rushing from his cock. Without a word, their lips met and they engaged in a long, passionate kiss.
“Best friend, what if I get pregnant?” Angelica wanted to know as they lay in each other’s arms. Beneath the blanket that covered them, they were still naked. Their bodies still glistened lightly with sweat.
“You won’t,” Max assured her. “I wore a condom. If ever we get to do this again, I’m going to be wearing a condom every time.”
“What do you mean ‘if ever we do this again’?” Angelica asked. “You mean I failed your test?”
“You didn’t fail,” Max told her. “You passed all the tests. You definitely are a true Catholic school girl.” He smiled at her; she smiled back and kissed him on the cheek.
Angelica ran a finger across his chest. “So does this mean we’re going to…fuck again?”
Max kissed the tip of her nose. “Now you’re talking like a Catholic school girl, best friend.” She laughed and his hands began to explore her body once again.