Simon, Book 2 - Cover

Simon, Book 2

Copyright© 2025 by Krosis of the Collective

Chapter 3

Erotica Sex Story: Chapter 3 - Simon returns (or is that cums back?).

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Blackmail   Consensual   Lesbian   BiSexual   Heterosexual   Fiction   Cheating   Incest   Mother   Son   Sister   FemaleDom   Light Bond   Harem   Interracial   Black Female   White Male   Oriental Female   Hispanic Female   Indian Female   First   Lactation   Masturbation   Oral Sex   Pregnancy   Sex Toys   Voyeurism   BBW   Big Breasts   Size   Small Breasts  

“Hey, you!”

Simon turned to see a tall woman separate herself from the shadows as he left the Phi Epsilon Tau house. As she got closer, he noticed the birthmark on her upper lip; it was Applicant A from the competition earlier. “Uh, yeah?”

The brown-haired young woman stepped up, towering over him at her height of almost 6 feet. “You’re ‘Cockboy’, right? I couldn’t make out much with the mask on, but you seem the right size.”

“Uh, yeah, I’m Simon.” He held out his hand with a smile.

“You owe me.”

He dropped his hand. “I do?”

“Getting into this sorority would have opened a lot of doors for me, guy, and then you blow two loads inside that shapeless Filipino chick? I mean, the hot redheaded lesbian, sure, but why not me? Am I not sexy?”

Simon ran his eyes up the curvy girl’s tall form in her t-shirt and tight jeans. “Yeah, you totally are ... sorry, but the redhead really had me going, the other girl was right after her, and she was really tight, so it just kinda happened.”

“So if I’d have been after the redhead...?”

“Then you’d probably have won. I’m sorry it didn’t work out, miss...?”

She sighed. “Muriel.” As he offered his hand again, she shook it.

“So what do I owe you?” he asked as he gave her another winning smile.

She shuffled her feet in her pink All-Stars. “Um ... a load in my cooch?”

He rubbed at his crotch and winced. “It’s sore ... not sure it’ll be possible tonight.”

“My place is close ... you ever have someone give you a boob job?”

“Yeah ... you want to do that? It might help.”

And sure enough, once they were alone, Muriel was able to revive his member by surrounding it with her saliva-slicked D-cups. After that, she lay back on her bed and opened her arms and legs for the slim young man. Simon, reminded of his tall, curvy mother, enthusiastically fucked the young woman for half an hour, giving her three orgasms before he filled her unknowingly, artificially-fertile depths with his last ejaculation of the night and pushing her into her fourth release.

“Guhh ... huhh...” she moaned and shook as she felt Simon’s hot load soak into her vulnerable reproductive system. “Yes, that’s what I needed...”

“I’m really tired...”

She wrapped her arms around him. “You can sleep, just like this, Cockboy.”

And he did, his half-hard member sealing his seed inside her.


Simon woke to find his cock inside Muriel’s hot mouth as her oral ministrations returned him to full girth. “What time is it?” She pointed to her clock as she sucked. Then he realized: “Oh, wait, it’s Sunday.”

She turned and presented her plush ass to him. Mostly recovered from the marathon sex the previous night, he was able to hold off for twenty minutes before he grunted and filled her primed baby chamber with another large load of swimmers. “UGH! Ohh...”

“HHGG!” she screamed into her sheets as she came hard.

He carefully pulled out and gathered his clothes. “Thanks, Muriel ... I should head home.”

She awkwardly grabbed at her phone. “Wait ... gimme your number?”

Simon smiled ... another helper!


The next day, Vesper texted Simon that her period had started, so she had no sex drive, but suggested that he go make himself available to Stevie, even sending him the curvy brunette’s schedule. He made sure to be sweeping outside one of her classes as it got out.

“Simon! Fancy seeing you here.”

He stopped sweeping and looked down at his coveralls. “Fancy?”

Stevie blinked. “It’s ... just a saying...”

“Oh.”

She touched his arm. “Ves is on her period ... a vigorous young man like yourself, you’re probably backed up, right?”

“Well, yeah, I guess.” He remembered Vesper telling him to not be too eager.

She sighed. “I’m offering my services, Simon ... I have some free time right now if you can take a break.”

He gave her expansive chest a glance. “Sure ... the green room should be empty right now.”

He locked the door behind as Stevie pulled off her yoga pants, panties, t-shirt, and bra before laying back on the couch that he’d fucked Vesper on several times. She kept her eyes on the slim young man’s crotch as he pulled off his coveralls to reveal his nine inches of steel-hard phallus. “Jesus, look at that thing,” she breathed as she stroked at her wet pussy lips. She’d been super horny for him since he’d fucked the twins at the sorority house. Then she shook her head and grabbed a condom package from her shoulderpack. “You have to wear this.”

Vesper had said that he should use the condoms she’d given him but he couldn’t switch them while Stevie was watching, so he rolled the thicker prophylactic down his member. “I can go down on you...” he offered.

“I’m so fucking wet right now,” she said as she schlicked two fingers inside herself. “Just fuck me!”

She was well-lubricated but tight, so it took a few tries before he got all of himself inside her.

“Ughfuuck...” she moaned as she felt him deeper inside her body than anyone had ever been. “Easy ... go slow...” Despite her promiscuous nature, she actually hadn’t had sex in months, choosing instead to concentrate on her studies. As Simon leisurely withdrew and then pushed back in, she moaned, “Ohh shit ... Vesper’s a lucky woman...”

“Let’s not talk about her right now.” Simon started thrusting harder.

“Ohh ... okay ... fuuuck ... oohh fuuuuck...” Then she was cumming, her mouth open and her eyes unseeing.

Simon continued to thrust. He wasn’t close to his own release due to the thickness of the condom Stevie had given him, so he concentrated on making her feel good. He took one of the pronounced nipples of her D-cups between his lips and sucked.

“Fuuuck! FUUUCKKK!” she screamed as she came harder, her body shaking. Finally, she lay back, unmoving.

“Stevie?” He gave her a few more thrusts, but determined that she’d passed out. He withdrew, rolled the thick condom off, and replaced it with one of the ones that Vesper had given him, since those were thinner and would feel better. Then he turned the curvy brunette on her side, raised one of her legs over his shoulder, and thrust back into her sopping depths. Yes, that definitely felt much better.

“Uhh...” she moaned and looked up at the thin young man with half-lidded eyes as he sawed into her. “That was ... holy shit...” She reached down to confirm that he still had a condom on. “You fuck machine...”

“Huff huff!” Simon huffed as he thrust harder into Stevie’s nubile body. He was going to cum soon.

She moved her fingers to her prominent clit. “C’mon ... c’mon, fuck me...” Her other hand went to squeeze one of her hard nipples.

“Nnh...”

Her eyes widened ... he was going to cum! She squeezed her nipple harder as her other hand rubbed at her love bean.

“Nnhh...”

She could feel his cock swelling inside her as he thrust hard. “Ohh ... yess...”

“NNNHH ... UHH!”

“Yessss ... NGH! Unhh!” She came hard with him, her pussy squeezing his cock as if it was trying to wring all of the seed from it. “Ohhh...” She shook as she felt his cock pulse inside of her, his hot seed blocked by the condom.

Or so she thought. As Simon’s load filled the reservoir of the trick rubber, the pressure pushed several drops through the tiny holes that had been poked there. As he thrust as deeply inside Stevie’s hot depths as he could, those drops soaked into the spasming entrance of her womb. After being squished against her cervix by his repeated thrusts, some of his seed slipped inside.

For the first time in her life, the ignorant, curvy brunette had dangerous sperm inside of her pristine womb. She moaned as her orgasm calmed down, her body feeling sluggish and warm. She moaned again when Simon pulled out, but otherwise didn’t care about anything at that moment.

Simon once again noticed several drops of his stuff on the outside of the condom ... he’d somehow put it on wrong again! However, he hadn’t made a mess, so he wrapped the defective rubber up with some tissues and slipped it into his coveralls’ pocket.

“This is our secret, right, Simon?” At his nod, she asked, “Can I have your phone number?”

He smiled.


Vesper grinned as she read Simon’s report. She and her frenemy Stevie were at odds in more ways than one ... while the slim blonde was currently on her period, the voluptuous brunette had hit the midpoint between hers and was currently fertile as a turtle! She giggled at the thought of Simon’s no-doubt-potent sperm swimming deeper inside the stupid whore. She almost decided to masturbate, but then a cramp hit. See if u can do her again tonight, jumbo shrimp, she texted him.


“Bit small,” Stevie commented as she stepped into Simon’s apartment.

“All I can afford.”

She dropped her shoulderbag inside the door and nibbled her lower lip. “Soo ... what can you tell me about pledge night?”

“Helen told me it was a secret.”

“I was there when she said that, remember?”

“Oh, right ... well, then I guess I can say.” He told her about being restrained in the chair while the three young women rode his chemically-enhanced cock.

Stevie had pulled that cock out of his fly hole and was licking along the shaft. “And one of them was a lesbian? That’s so fucking hot. Did she cum?”

“No ... the other two did.”

She saw a drop of precum exude from the tip and licked it up ... Helen was right, it was sweet. Then she realized what she’d forgotten. “Fuck!”

“What?”

“I came here straight after class and didn’t have time to get more condoms from my room. Ugh ... guess I can just suck you off...”

“I have some.”

“Yeah?” She didn’t usually trust any condoms that she didn’t supply herself, but her pussy was throbbing after hearing about pledge night, so she decided to trust the simple man. “Okay ... you sit there and I’m gonna ride you like they did.”

“Cool.” Simon applied the thin membrane about his turgid member as the curvy brunette got naked and then she sank down upon it.

“Unghff ... goddamn that’s a magnificent beast, Simon ... ohh...” she gasped as he started groping and sucking on her large boobs. She thrilled as she bottomed out and the tip of his cock pressed insistently at her lowered cervix. “Ngh ... tell me, who did you cum in first that night?”

“Ugh ... ungh ... the lesbian...”

She was moving upon him now. “Oh, that’s so sexy ... ohh ... so you might be the first and only guy to ever do that?”

“Yeah ... uhh ... that’s what she said.”

“Ohhfuuuck...” She came a little at the thought. “Who was next?”

“The short one ... she was really tight.”

“Mmm...” she moaned and moved faster upon him. “Really filled her up, huh?”

“Yeah ... unh...”

“And next?”

“Short one again ... she slipped and something weird happened ... ugh ... felt really good and I came again.”

“Ohh, you probably penetrated her cervix ... shot right inside her little womb. OHH FUUCCKK!” Then Stevie was cumming as she rode Simon hard, doing her best to jam his cock as deeply inside her as possible, feeling that slight discomfort as it tapped away at the entrance of her own uterus.

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