Simon, Book 2 - Cover

Simon, Book 2

Copyright© 2025 by Krosis of the Collective

Chapter 2

Erotica Sex Story: Chapter 2 - 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  

“Bye, Momma ... love you!” Simon waved as his mother drove off after dropping him off at work the next morning.

“Oh, hey ... Vesper’s friend, right?”

He turned to see Vesper’s roommate standing there. “Hi, yes, I’m Simon von Trocken, miss.” He stuck his hand out.

She hesitantly took it and they shook. “Stevie ... Vesper really should have introduced us the other day.” She had noticed the woman dropping off the lanky young man. “Do you like curvy brunettes, Simon?” She subtly stuck her chest out and tilted her hips in her tight yoga pants. She felt his eyes upon her and smiled.

“Sure do!”

I’ll bet, she thought to herself ... a man’s first love is his mother. “So, how did you and skinny Vesper meet?”

“Through the theater.”

“You’re in the theater class?”

“I clean up in there.”

She noted his coveralls. “Right. Um...” She was having trouble conversing with the guy; his weird energy threw her off.

“I gotta get to work, Stevie ... bye!” He headed toward the campus.

She frowned as she watched him go. “Huh.”


“Fuck, yes ... fuck me ... FUUCK MEEE!” Vesper cried out on the couch of the green room as Simon slammed his long dong deep inside of her. When she came, it set off his own release ... she could feel the throbbing of his voluminous load inside her, the thin wall of the condom the only thing keeping his seed from her womb ... or so she thought. Once again, Simon hid the evidence of what he thought had been his mistake when he put the prophylactic on.

She had him come to her dorm room after work to fuck her again, she was so horny, and his lengthy member never failed to make her cum. When they were done, he kissed her.

She pushed him back. “Simon?” His eyes shifted to the side and she turned to see her roommate there, sitting on her own bed. “Oh! Stevie.”

Her frenemy gave her a salacious grin. “Just a friend, huh?”

“Okay, more than friends ... unhh...” Vesper moaned as Simon pulled out. “Simon!”

The young man, seemingly not caring that his still-hard cock was sticking out, looked back at her. “Huh?”

“Jesus...” Stevie moaned at the sight of his thin nine-incher.

“Put that away before you take someone’s eye out,” Vesper directed him with a giggle as she pulled the sheets around her naked form.

“Right, uh, sorry.” He took care of the condom and grabbed his tighty-whities.

Vesper turned back to her roommate. “How long you been there?”

“Huh?” Stevie blinked and tore her eyes away from Simon’s manhood. “Oh, just came in for the finale ... you’re really loud, Ves.”

“Well, he’s really good.”

Simon blushed as he pulled his clothes back on. “I should go?” he asked Vesper and she nodded. “Okay, bye, ladies.” He gave both of them a winning grin and left.

“I should go too ... get some dinner,” Stevie commented as she left a few seconds later.

Vesper smiled as the door closed behind.


“Hey, Simon!”

“Oh, hey, Stevie, did I forget something?” He patted his pockets, but his wallet, keys, and phone were there.

“No ... I, uh, wanted to know if you two were together-together.”

“She’s my girlfriend.” He gave her a proud smile.

“Yeah, but exclusive?”

“Huh?”

She sighed. “Can you fuck other women?”

“Yes.” Then he winced ... he was supposed to turn Stevie down when she asked him to fuck, but that wasn’t exactly what she’d asked.

“Cool ... meet me at this address at eight.” She handed him a business card, pulled out her phone, and walked away as she dialed.

“Uh...” The card was white, with embossed lettering saying Phi Epsilon Tau.


“Whattaya think?” Stevie presented Simon to three lovely ladies in a closed room at the sorority house, a voluptuous older blonde that reminded him a bit of his mother flanked by two twentysomething brunettes who looked exactly the same.

“He’s kinda skinny,” commented the left-hand brunette.

“How old is he?” the right-hand one asked skeptically ... he looked too young.

“Twenty, miss.”

“He’s skinny, but big where it counts,” Stevie told them. “Simon, take out your cock.”

He did so, making the sorority sisters gasp even though he wasn’t fully hard.

The blonde leaned forward. “Okay ... Sienna and Sierra, get naked ... we’ll see how big it gets.”

The brunettes peeled off their clothes, showing off their trim figures with C-cup breasts, and posed ... then their eyes widened as Simon’s member rose to its full length.

“Wow,” the blonde breathed. “You girls, bend over the table. Simon, show us what you got.” When he went to pull off the rest of his clothes, she clarified, “No, just start fucking.”

The twins held up an arm toward each other. One, two, three, and they were both holding up the sign for scissors. They tried again and both had rock. Finally, on the third try, the left-hand one went back to scissors while the other went to paper. “Me first!” The left-hand one called back at Simon with a grin. “Lick me for a minute, willya?”

“Yes, miss!” Simon dived between her shapely long legs from behind to tongue at her shaved nethers.

“Not bad...” Sienna sighed. After a bit, she called him up. “Oh shiiit...” she grunted as he sank his babymaker inside her. “That’s ... wow...” she winced as he bottomed out ... then she fell forward as he grabbed her hips and started pounding. “Ghh ... ghh ... ghh...”

The other twin, Sierra, rubbed at her own clit as her sister got fucked. She loved this because it was like watching a sex video of herself, one that she never remembered making. After several minutes of her sister getting fucked hard, she felt like she was going to cum soon.

“Oh fuck, I’m cuuuumming...” Sienna moaned as her body shook.

“Simon, pull out and shoot it all over her back,” the blonde instructed him.

With a disappointed grunt, Simon did so, jacking his cock until he spewed his load onto the sexy brunette’s spine and ass.

“Please tell me you can go again!” Sierra moaned from next to him as she rubbed at her clit.

“Yeah!” He moved over behind her and shoved his slick, still-hard member inside.

“OHH FUUUCK!” the second twin cried out as she came hard, she’d been so close to her own release.

“Feels good...” Simon moaned as he felt the young woman’s pussy grip him. She was already so wet that he was able to fully embed himself inside her sultry depths without difficulty.

So focused was he on his partner that he didn’t notice the blonde come around to scrape much of his first load from Sienna’s backside into a test tube. When she was done, she licked up the girl’s spine and swallowed some of his stuff. “Mm! You eat a lot of fruit, Simon?”

“Huff huff! Yeah, Momma insists I eat healthy.”

“Nice ... you can shoot your next load inside Sierra.” Then she stepped out of the room with the sample in hand.

Sienna groaned in disappointment and reached around her back to capture some of his stuff on her fingers, which she sucked into her mouth with a satisfied purr.

Stevie was sitting in a chair watching Simon’s performance, rubbing her thighs together as his tight ass powered into the second twin’s wanton body. She really wanted to jill off, but knew that this room had hidden cameras and didn’t want to give the sorority any more leverage over her.

The blonde slipped back into the room and sashayed over to Stevie. “Nice high count ... you did good, girl,” she whispered.

“So we’re even if he helps with the pledges?”

“Your favor pissed off some regulars, but yeah, I’d say so.”

Stevie gave her a grin. “Nice!” Then she and the older woman looked up to see that the fucking pair were finishing up. “Oh...”

“Urghh!” Simon grunted as he thrust deep and blasted Sierra’s hot depths.

“FUUUUCKK!” the hot brunette twin screamed as she came again. “I ... feeel ... ittt ... ughh ... urghh ... NNH!” Her orgasming body seemed to dance on the end of his spewing cock until she fell forward, stunned.

Simon pulled out and caught the girl as her knees almost gave out. “Whoop!”

The blonde came forward. “Simon, you’re invited to Saturday’s pledge night for more sex, and the next three Saturdays afterward. Show up at the same time. Goddamn...” She gave his softening member a stroke. “Big things do come in small packages. You can’t tell anyone about this, though, okay? Otherwise nobody from this sorority will fuck you anymore.” She licked at her fingers.

Simon nodded, thrilled ... more women helping him! He headed out with Stevie on his arm.

The blonde moved behind Sierra with another test tube. “Okay, push out as much of his stuff as you can.” A few minutes later, she boggled as her microscope showed barely any difference in the sperm count of the skinny man’s still-voluminous second load.


Stevie could feel her prominent pussy lips rubbing together as they walked. “So, after all that, do you think you could get it up again?”

He considered. “Maybe.”

She traced a hand up his slim arm. “Can we go to your place and...”

Then he remembered Vesper’s instructions: “Uh, no.”

She stopped. “No?”

“You’re Vesper’s roommate, so that would cause problems.” He shrugged and gave her a ‘sorry’ grimace.

“I, uh...”

“Oh, I see my bus coming ... see you later!” He dashed across the street.

When she got back to the dorm, Vesper was there doing homework so Stevie couldn’t masturbate. She finally went to bed unfulfilled.


Vesper was so happy the next day when Simon told her that he had rebuffed Stevie’s advances that she blew him to completion in the green room, gulping down his expansive load as he moaned and gazed down at her beatifically. “Wow, I don’t think I’ll need lunch after that,” she commented with a burp.

After class, since her period was due, she decided to finally have sex with him without a condom. When he finally blasted her insides with his hot load, she came hard, her nubile body shaking as his seed penetrated her deepest, most personal place. “Ohh Goddd...” she sighed, her nipples incredibly hard at the thought of his copious seed invading her womb, despite her being on the pill and it being a safe day. She loved how he was just ready to go when she was.


Saturday rolled around and Simon arrived at the Phi Epsilon Tau house as directed, where he was greeted by the older blonde wearing an elegant gown.

She held out a yellow pill and a glass of water. “Welcome, Simon! Please wash this down ... it’ll make sure you’re good all night.”

He did as directed and handed the glass back. “I don’t know your name, ma’am.”

She frowned. “Ma’am? Make me feel a million years old, why don’t you? I’m Helen Stockton, the mother for this sorority ... call me Helen.”

“Pleased to formally meet you, ma--uh, Helen. You’re not old ... you’re like my mom’s age, and very sexy.”

She blushed. “Thank you, Simon. C’mon...” She beckoned him to follow her down some stairs. “Our pledges will be playing a game where they ride your cock for a minute at a time. The one who gets the most loads moves onto the finals, so be sure to be very vocal when you cum, okay?”

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