Anal

Weekend Chronicles: Weekend Anal

Cassidy seeks anal intercourse and has the perfect person in mind for it.

Spankmasters
Jun 5, 2024
6 min read
anal sexass smackingChronicle 05: Anal on the Weekendcollege womaninterracialfellationclimaxface fuckingfuck buddy
Chronicle 05: Anal on the Weekend
Chronicle 05: Anal on the Weekend

Weekend Chronicles: Weekend Anal

"Hi Isaiah."

"Heeyy Cassidy, whatcha doing?"

"Ain't much. Just chillin' in my room. And you?"

"Same here. But then you called me, so?"

"Wanna come over?"

"Hell yeah, I'm ready."

Cassidy and Isaiah had gotten intimate a few times, but they didn't really hang out often. Their agreement was a purely sexual one, and it worked out great for both of them. Isaiah was tall, African-American, and had short hair, brown eyes, and a well-built physique. Whenever they spoke it was always about their next sex session.

Cassidy arrived at Isaiah's apartment ten minutes after she called. As he opened the door, she couldn't believe how attractive he looked - buzzcut hair, ripped abs, and that irresistible smile on his face. When she walked in and he closed the door, he noticed that she was wearing next to nothing: a super short mini skirt revealing most of her ass and thighs, and a tight t-shirt that left almost nothing to the imagination. Isaiah was only in a pair of jeans, and his lack of a shirt showed off his impressive abs. He let her in the door and observed her appearance with great admiration.

"So," she said seductively, "You've never fucked my ass, right?"

Isaiah looked her over, noticing the huge lube bottle she was holding. "Yep, never done that."

"Well, we can change that," she suggested, unbuttoning Isaiah's pants. He hadn't even noticed he was naked below the waist when she reached his whole length with her hand. "Now, that's a fine cock you've got there."

Isaiah couldn't help but notice her outfit either. "Hm...I think I'll kiss you before we start."

Cassidy smiled and invited him to have his way with her. He leaned in and kissed her for a moment before nibbling on her neck and playing with her nipples. When they broke apart, he asked, "So what happens next?"

"You decide. You can fuck my lips and my pussy before we try your cock up my ass."

Isaiah agreed and guided her mouth back to his member. He teased her mouth with his slowly but increased his pace as she warmed up to it. Cassidy responded with deep, lustful moans, showing her admiration for what he was doing. She didn't ask for his cock back; she grabbed it herself and sucked it vigorously, rolling her tongue over his head and pulling tight. Isaiah could sense she was nearly cumming, so he stood up and made her stand as well. She was unable to fully remove her clothes so he did the favor and rubbed the lube all over his shaft.

Cassidy straddled Isaiah's silky thighs, guiding the head of his eager member into her hole. It took her a few moments to adjust to his size, but once she did she began discreetly riding him, feeling his premium cock filling her. She fully controlled the red light district experience until he urged her to lay down in front of him. She eagerly obliged and grabbed his cock while leaning down for him to cum on her face.

"Ohh myyy, this feels soooo good," Isaiah said as he began fucking her mouth rapidly. He reached out and held her wide grinning face in place, digging his fingers into her blushing skin.

Isaiah bent down and sucked on her perky nipple, making her giggle. When he eased off, she licked her lips and moved, lifting her booty off her lover's lap, standing back up, and bending over her seat. "I can see this is gonna be a good one."

Cassidy took his hard length back to her mouth, viciously sucking, licking, and opening up her throat to take him down so far that he felt like he'd never go back. He rested her head and started roughing her hair and slapping her ass.

"Taste your ass, dance over it, but don't chew it, my dirty bitch." He found it so exciting having full rights to control her body.

Cassidy moaned as she flattened her tongue to her palm, taste-testing herself. After a moment, Isaiah released her and sat down on the couch. Cassidy then got on her knees and cleaned him out, making sure he was ready to be in her ass.

"Get on the full couch," he ordered.

Cassidy obliged and got on all fours as Isaiah rubbed her nipples and smacked her ass three times. It was a great sight for Isaiah as he saw her moan and shiver, knowing her body reacted positively to his slaps.

"I like it rough."

He responded by slapping her ass a little harder. The more he hit, the more she wanted, until her juices soaked the sheets.

"Your ass feels so good on my cock," Isaiah said huskily. "It fits so perfectly, must be made for my dick."

As he moved behind her, Cassidy looked back at him; smiling mischievously.

"I know what you want. You can spank me if you want."

Isaiah thought about it for a second before raising a hand and hitting Cassidy's ass twice. Still adjusting, he prepared lube for her sensual experience.

"Feed me more. Slap that ass again."

Without hesitation, Isaiah smacked her ass again and increased the lube on his handy cock. Cassidy kneeled back down to him, eagerly awaiting. With her face in his, her tongue swirled his head, licking him deeper and deeper. When free to sit back up, he wrapped his hand around her throat and pulled her back close to himself.

"God, you're nasty," he whispered before pinching her nipple.

"Take your cum wherever you want," she said, urging him on.

"Want my cock in your ass again?" she giggled as she outstretched her body on the couch, sinking into the cushions. Isaiah slathered more lubricant onto his penis, and Cassidy arched her back, giving him a better view of her wet anus and pussy.

"You really crave that anal action, huh?" he joked as he pushed his lubed-up penis against her tight asshole. Cassidy was about to reply, but he effortlessly slid his cock into her ass, eliciting a cry of pleasure from her. Once he was fully inserted, he relished her tightness as he rammed his cock into Cassidy.

"Oh my God!" Cassidy exclaimed. "Fuck me harder, fuck me!"

Obediently, Isaiah began thrusting into Cassidy with a vengeance. His balls whacked against her pussy, and Cassidy was in sheer ecstasy. She gripped the couch with both hands and pushed her rear end onto his groin in desperate search of more penetration. Isaiah reveled in her movements, and he ceased to pound into her for a moment, causing Cassidy to whimper with frustration. Then, he resumed thrusting into her anus, and she screamed with pleasure.

"You feel like your cock hits the back of my ass," she panted. "Your dick is so fucking deep."

"You enjoy your ass being stretched wide by my penis?" he asked teasingly. He slowly withdrew his cock, then thrust back in, making her cry out in bliss.

"Yes!" Cassidy moaned. "Yes, fuck me hard!" Her orgasm was imminent, so Isaiah inserted his fingers into her pussy. He increased the pace of his thrusting, and she screamed her climax. Just as quickly as her muscles clenched, he withdrew his cock, leaving her to writhe in post-orgasmic bliss.

Cassidy spun around on the couch and began giving him oral sex. After a short time, she stood up and faced the arm of the couch, laying down on it while Isaiah added more lubricant to his already hard dick. He thrust into her again, this time filling her anus with his penis. Cassidy was in the middle of a submissive act when she let out an approving moan.

Isaiah reached for her breasts and squeezed them, causing Cassidy's mind to become hazy as she struggled to maintain her focus. He caressed her nipples, and she could barely concentrate as he continued to thrust into her asshole.

"I'm on the verge of orgasm," she uttered. "Keep fucking me, keep your dick in there!"

"Are you gearing up for another orgasm?" he mused cheekily, his smack on her ass coinciding with his question.

Cassidy nodded vigorously, her orgasm unleashed, and she began moaning as she felt Isaiah spurting his semen deep within her. Pulling out, he observed the cum dripping from her anus, but he didn't stop until he'd ejaculated completely.

Cassidy eventually walked over to Isaiah's faucet and used her mouth to clean him. "Remember," she reminded him, "we can do this again. I have your contact information."

As soon as she left Isaiah's apartment, Cassidy prepared for a shower. She then returned to her apartment to continue enjoying her weekend.

Before you go:

  • AI writing prompts for erotica
  • Future Instruction: The Collection
  • Follow me on twitter

Read also: